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RARELY DOES A PROPERTY OFFER THIS MUCH FLEXIBILITY IN SUCH A PRIME OSPREY LOCATION. Set on TWO PRIVATE ACRES in Pine Ranch, 403 Longbow Trail is more than a 4-bedroom, 3-bath home—it offers space to create a lifestyle most residential properties simply cannot accommodate. BRING THE CAR COLLECTION, RV, BOAT, MOTORCYCLES OR HORSES. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area—offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family-room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial THREE-CAR GARAGE, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to THE LEGACY TRAIL via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: SPACE. PRIVACY. FLEXIBILITY. LOCATION. AND THE OPPORTUNITY TO MAKE THE PROPERTY YOUR OWN. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code

RARELY DOES A PROPERTY OFFER THIS MUCH FLEXIBILITY IN SUCH A PRIME OSPREY LOCATION. Set on TWO PRIVATE ACRES in Pine Ranch, 403 Longbow Trail is more than a 4-bedroom, 3-bath home—it offers space to create a lifestyle most residential properties simply cannot accommodate. BRING THE CAR COLLECTION, RV, BOAT, MOTORCYCLES OR HORSES. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area—offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family-room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial THREE-CAR GARAGE, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to THE LEGACY TRAIL via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: SPACE. PRIVACY. FLEXIBILITY. LOCATION. AND THE OPPORTUNITY TO MAKE THE PROPERTY YOUR OWN. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey

$279,000

FAIRWAY & WATER VIEWS FROM THIS FIRST-FLOOR BIRKDALE CONDO! This beautiful 2BR/2BA residence offers peaceful panoramic fairway and water views from the comfort of your private screened lanai. The bright, open-concept floor plan seamlessly connects the kitchen, dining and living areas—ideal for everyday living or entertaining. The spacious primary suite includes a private bath and walk-in closet, while the guest bedroom and queen sleeper sofa provide flexible accommodations for visitors. Furnishings are negotiable. Enjoy a social membership at Wellen Park Golf & Country Club, plus two nearby satellite pools, clubhouse, fitness center, tennis, social activities and more. Owner leasing is permitted once every 30 days, up to 12 times annually, subject to community restrictions—creating an excellent investment opportunity. Located in a gated community just minutes from Downtown Wellen’s dining, shopping, entertainment and recreation, this first-floor condo is a perfect Florida retreat, full-time residence or income-producing opportunity!

2 Beds ⋅ 2 Baths ⋅ Wellen Park Golf & Country Club SubDv. ⋅ 34293 Zip Code

FAIRWAY & WATER VIEWS FROM THIS FIRST-FLOOR BIRKDALE CONDO! This beautiful 2BR/2BA residence offers peaceful panoramic fairway and water views from the comfort of your private screened lanai. The bright, open-concept floor plan seamlessly connects the kitchen, dining and living areas—ideal for everyday living or entertaining. The spacious primary suite includes a private bath and walk-in closet, while the guest bedroom and queen sleeper sofa provide flexible accommodations for visitors. Furnishings are negotiable. Enjoy a social membership at Wellen Park Golf & Country Club, plus two nearby satellite pools, clubhouse, fitness center, tennis, social activities and more. Owner leasing is permitted once every 30 days, up to 12 times annually, subject to community restrictions—creating an excellent investment opportunity. Located in a gated community just minutes from Downtown Wellen’s dining, shopping, entertainment and recreation, this first-floor condo is a perfect Florida retreat, full-time residence or income-producing opportunity!

17570 Opal Sand Drive Unit 106, Venice

$5,490,000

Under Construction. EXCEPTIONAL NEW CONSTRUCTION ON ST. ARMANDS KEY 45 days out for move in! Discover an extraordinary opportunity to own a beautifully designed luxury residence in one of Sarasota's most sought-after neighborhoods. Thoughtfully conceived with an emphasis on modern elegance, sophisticated finishes, and effortless indoor-outdoor living, this exceptional home offers the perfect balance of architectural style, comfort, and functionality. Designed for both everyday living and entertaining, the residence features expansive living spaces, a seamless flow between interior and exterior areas, and carefully selected materials and finishes that create a refined yet inviting atmosphere. Every detail has been considered to deliver a distinctive coastal lifestyle. Ideally situated on St. Armands Key, the property offers convenient access to the world-class shopping and dining of St. Armands Circle, the beautiful beaches of Lido Key, and the cultural attractions, waterfront restaurants, and entertainment of downtown Sarasota. An exclusive furniture package, as showcased in the listing photographs, is also available for separate purchase, offering buyers the opportunity to complete the home's sophisticated design and enjoy a beautifully coordinated, move-in-ready setting. Massive landscaping package going in before closing. Experience the best of Sarasota luxury living in a remarkable new residence where exceptional design meets an unbeatable location.

4 Beds ⋅ 6 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code

Under Construction. EXCEPTIONAL NEW CONSTRUCTION ON ST. ARMANDS KEY 45 days out for move in! Discover an extraordinary opportunity to own a beautifully designed luxury residence in one of Sarasota's most sought-after neighborhoods. Thoughtfully conceived with an emphasis on modern elegance, sophisticated finishes, and effortless indoor-outdoor living, this exceptional home offers the perfect balance of architectural style, comfort, and functionality. Designed for both everyday living and entertaining, the residence features expansive living spaces, a seamless flow between interior and exterior areas, and carefully selected materials and finishes that create a refined yet inviting atmosphere. Every detail has been considered to deliver a distinctive coastal lifestyle. Ideally situated on St. Armands Key, the property offers convenient access to the world-class shopping and dining of St. Armands Circle, the beautiful beaches of Lido Key, and the cultural attractions, waterfront restaurants, and entertainment of downtown Sarasota. An exclusive furniture package, as showcased in the listing photographs, is also available for separate purchase, offering buyers the opportunity to complete the home's sophisticated design and enjoy a beautifully coordinated, move-in-ready setting. Massive landscaping package going in before closing. Experience the best of Sarasota luxury living in a remarkable new residence where exceptional design meets an unbeatable location.

439 Madison Drive, Sarasota

1591 Gulf Of Mexico Drive Unit 512, Longboat Key

$1,999,999

Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beautifully appointed private residence at one of Florida’s most prestigious luxury resorts. Located on the fifth floor of the Champagne building, Residence 512 offers 2,154 square feet of refined interior living space, two spacious bedrooms, two-and-a-half bathrooms, and an expansive private terrace overlooking the resort surroundings and Sarasota Bay. Thoughtfully designed for comfort and entertaining, the residence features an open living and dining area, floor-to-ceiling glass, and a beautifully equipped kitchen with Wolf and Sub-Zero appliances. The generous primary suite includes a luxurious bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Offered fully furnished with Restoration Hardware interiors, the residence also features a private two-car garage and convenient elevator access. Ownership provides access to the exceptional amenities and personalized services of The St. Regis Longboat Key, including pristine Gulf beaches, resort-style pools, private residential amenities, fine dining, the St. Regis Spa, fitness facilities, and signature concierge and butler services. This distinctive fractional ownership opportunity allows buyers to enjoy the benefits of a luxury waterfront residence without the commitment of purchasing and maintaining an entire condominium. Ownership interests are offered in 30-day increments, with the opportunity to acquire multiple periods. An additional benefit is the inclusion of a St. Regis Resort Membership, providing year-round access to resort amenities without the customary membership initiation fee or annual dues, subject to the applicable membership terms. Discover a more flexible way to experience the elegance, service, and exceptional coastal lifestyle of The St. Regis Longboat Key.

2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beautifully appointed private residence at one of Florida’s most prestigious luxury resorts. Located on the fifth floor of the Champagne building, Residence 512 offers 2,154 square feet of refined interior living space, two spacious bedrooms, two-and-a-half bathrooms, and an expansive private terrace overlooking the resort surroundings and Sarasota Bay. Thoughtfully designed for comfort and entertaining, the residence features an open living and dining area, floor-to-ceiling glass, and a beautifully equipped kitchen with Wolf and Sub-Zero appliances. The generous primary suite includes a luxurious bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Offered fully furnished with Restoration Hardware interiors, the residence also features a private two-car garage and convenient elevator access. Ownership provides access to the exceptional amenities and personalized services of The St. Regis Longboat Key, including pristine Gulf beaches, resort-style pools, private residential amenities, fine dining, the St. Regis Spa, fitness facilities, and signature concierge and butler services. This distinctive fractional ownership opportunity allows buyers to enjoy the benefits of a luxury waterfront residence without the commitment of purchasing and maintaining an entire condominium. Ownership interests are offered in 30-day increments, with the opportunity to acquire multiple periods. An additional benefit is the inclusion of a St. Regis Resort Membership, providing year-round access to resort amenities without the customary membership initiation fee or annual dues, subject to the applicable membership terms. Discover a more flexible way to experience the elegance, service, and exceptional coastal lifestyle of The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key

$98,000

Welcome to Strathmore Village Green, a charming 55+ condominium community in the heart of Sarasota! Discover the comfort, convenience, and affordability of Florida living in this inviting second-floor, 1-bedroom, 1-bath condominium. Step inside to find beautiful real hardwood floors that add warmth and character to the open living and dining area. The functional kitchen offers a practical layout, while the spacious 7' x 13' screened lanai, complete with a ceiling fan, provides the perfect spot to enjoy your morning coffee, unwind with a good book, or simply relax and enjoy Florida's beautiful weather. The upstairs location offers the added benefit of no neighbors directly overhead. Additional conveniences include an assigned parking space, private storage locker, and on-site laundry facilities. Strathmore Village Green is an intimate 55+ community consisting of just 26 units, offering a welcoming atmosphere and wonderful amenities, including a heated community swimming pool, updated clubhouse/recreation center, and community activities and events. Enjoy the added value of HOA fees that include basic cable, water, sewer, and trash service, making everyday living that much easier. The community has a no-pet policy. Ideally situated in Sarasota, you're just minutes from shopping, dining, medical facilities, downtown Sarasota's arts and entertainment, and a short drive to the area's beautiful Gulf Coast beaches. Whether you're searching for a full-time residence or a seasonal Florida getaway, this condo offers a wonderful opportunity to enjoy a low-maintenance lifestyle in a convenient location. Don't miss your chance to make this Sarasota retreat your own! BRAND NEW AC 10/29/2026

1 Beds ⋅ 1 Baths ⋅ Strathmore Village Green SubDv. ⋅ 34235 Zip Code

Welcome to Strathmore Village Green, a charming 55+ condominium community in the heart of Sarasota! Discover the comfort, convenience, and affordability of Florida living in this inviting second-floor, 1-bedroom, 1-bath condominium. Step inside to find beautiful real hardwood floors that add warmth and character to the open living and dining area. The functional kitchen offers a practical layout, while the spacious 7' x 13' screened lanai, complete with a ceiling fan, provides the perfect spot to enjoy your morning coffee, unwind with a good book, or simply relax and enjoy Florida's beautiful weather. The upstairs location offers the added benefit of no neighbors directly overhead. Additional conveniences include an assigned parking space, private storage locker, and on-site laundry facilities. Strathmore Village Green is an intimate 55+ community consisting of just 26 units, offering a welcoming atmosphere and wonderful amenities, including a heated community swimming pool, updated clubhouse/recreation center, and community activities and events. Enjoy the added value of HOA fees that include basic cable, water, sewer, and trash service, making everyday living that much easier. The community has a no-pet policy. Ideally situated in Sarasota, you're just minutes from shopping, dining, medical facilities, downtown Sarasota's arts and entertainment, and a short drive to the area's beautiful Gulf Coast beaches. Whether you're searching for a full-time residence or a seasonal Florida getaway, this condo offers a wonderful opportunity to enjoy a low-maintenance lifestyle in a convenient location. Don't miss your chance to make this Sarasota retreat your own! BRAND NEW AC 10/29/2026

3950 Roxane Boulevard Unit 3B, Sarasota

$2,190,000

Introducing an exquisite New Construction, 3,356 sq. ft. with 5 bedrooms and 5 full bathrooms, home in the heart of Sarasota. Pool installation is in progress, with a projected completion of October. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, a large laundry room, and ample storage space with room to add an elevator. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. The home is also a few minutes’ walk from Arlington Park’s tennis courts and more. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need. *There is some virtual staging imagery of the upcoming pool.

5 Beds ⋅ 5 Baths ⋅ Rustic Lodge SubDv. ⋅ 34239 Zip Code

Introducing an exquisite New Construction, 3,356 sq. ft. with 5 bedrooms and 5 full bathrooms, home in the heart of Sarasota. Pool installation is in progress, with a projected completion of October. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, a large laundry room, and ample storage space with room to add an elevator. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. The home is also a few minutes’ walk from Arlington Park’s tennis courts and more. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need. *There is some virtual staging imagery of the upcoming pool.

2420 Floyd Street, Sarasota

$3,690,000

With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code

With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota

$1,359,000

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

2 Beds ⋅ 2 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Sarasota

1300 Benjamin Franklin Drive Unit 1003, Sarasota

$6,500,000

Enjoy this exquisite four-bedroom residence with beach-to-bay and sunrise-to-sunset views. This home in the sky is the pinnacle on the beach at the Ritz-Carlton-managed "THE BEACH RESIDENCES." Unsurpassed luxury, unimaginable legendary Ritz-Carlton services, and a lifestyle where memories are made and dreams are treasured. Enjoy this one-of-a-kind, carefree beach home. From the moment you arrive, you will experience euphoria. Park in the garage and step into your private elevator, which opens into your private residence lobby. You will be mesmerized by the magnificent, ever-changing Gulf of Mexico view & spectacular sunsets. Luxury knows no limits in this stunning home. This residence features a 3,861 sq. ft. split floor plan that maximizes the Gulf of Mexico view through walls of glass and a large wrap-around terrace. Also, enjoy the bayside terrace with epic sunrises and moonrises. Handcrafted interior finishes include beautiful wood floors in the living area, with custom decorator touches. The open floor plan has 2 master bedrooms plus a den/office or 4 bedrooms. This home features a gourmet kitchen with a Décor oven & gas cooktop, Sub-Zero refrigerator, wine cooler, wood cabinets & granite counters, opening to the family room. "The Name Says It All." Enjoy the best of SRQ in Ritz-Carlton tradition. The Ritz-Carlton's white-glove service is evident at every turn in this enclave. Enjoy the pool and spa, state-of-the-art fitness center, movie theater, game/social room, boardroom, massage room, guest suites & 24/7 concierge services. 2 pets, no weight limit! Walk to St. Armands Circle for boutique shopping/dining. Just minutes to cultural venues of downtown SRQ including theater, opera, museums, shopping & dining. Enjoy watching dolphins from the Gulf Terrace with w/morning coffee and a nightcap on the Bay Terrace to enjoy the twinkling city lights. Have it all, The Best of Both Worlds! Membership opportunities at The Ritz-Carlton Members Club offer access to additional resort, beach club, spa, dining, and golf experiences; membership is optional and available for an additional fee.

4 Beds ⋅ 4 Baths ⋅ The Beach Residences SubDv. ⋅ 34236 Zip Code

Enjoy this exquisite four-bedroom residence with beach-to-bay and sunrise-to-sunset views. This home in the sky is the pinnacle on the beach at the Ritz-Carlton-managed "THE BEACH RESIDENCES." Unsurpassed luxury, unimaginable legendary Ritz-Carlton services, and a lifestyle where memories are made and dreams are treasured. Enjoy this one-of-a-kind, carefree beach home. From the moment you arrive, you will experience euphoria. Park in the garage and step into your private elevator, which opens into your private residence lobby. You will be mesmerized by the magnificent, ever-changing Gulf of Mexico view & spectacular sunsets. Luxury knows no limits in this stunning home. This residence features a 3,861 sq. ft. split floor plan that maximizes the Gulf of Mexico view through walls of glass and a large wrap-around terrace. Also, enjoy the bayside terrace with epic sunrises and moonrises. Handcrafted interior finishes include beautiful wood floors in the living area, with custom decorator touches. The open floor plan has 2 master bedrooms plus a den/office or 4 bedrooms. This home features a gourmet kitchen with a Décor oven & gas cooktop, Sub-Zero refrigerator, wine cooler, wood cabinets & granite counters, opening to the family room. "The Name Says It All." Enjoy the best of SRQ in Ritz-Carlton tradition. The Ritz-Carlton's white-glove service is evident at every turn in this enclave. Enjoy the pool and spa, state-of-the-art fitness center, movie theater, game/social room, boardroom, massage room, guest suites & 24/7 concierge services. 2 pets, no weight limit! Walk to St. Armands Circle for boutique shopping/dining. Just minutes to cultural venues of downtown SRQ including theater, opera, museums, shopping & dining. Enjoy watching dolphins from the Gulf Terrace with w/morning coffee and a nightcap on the Bay Terrace to enjoy the twinkling city lights. Have it all, The Best of Both Worlds! Membership opportunities at The Ritz-Carlton Members Club offer access to additional resort, beach club, spa, dining, and golf experiences; membership is optional and available for an additional fee.

1300 Benjamin Franklin Drive Unit 1003, Sarasota

$819,000

Welcome to this beautifully maintained custom-built home tucked inside an intimate gated community of just 37 homes. Offering a unique and versatile floor plan, this move-in-ready residence is ideal for multigenerational living, extended family, guests, or those seeking additional private living or work space. Outstanding curb appeal welcomes you with a new paver driveway and walkway, screened front lanai, lush tropical landscaping, and beautiful exterior lighting. Inside, rich walnut flooring, vaulted ceilings, plantation shutters, and elegant molding create a warm and inviting atmosphere. The formal living and dining rooms are perfect for entertaining, while the gourmet kitchen features gorgeous granite countertops, 42-inch cabinetry with LED lighting, stainless steel appliances, and a convenient eat-in area. The kitchen opens to a spacious family room highlighted by a beautiful brick fireplace. The primary suite offers a relaxing retreat with an en-suite bath featuring dual sinks, a vanity area, jetted garden tub, separate shower, and walk-in closet with built-in organizers. An additional bedroom or den completes the main living area. A standout feature is the separate living suite with its own entrance, kitchen, bedroom, living area, and full bath—ideal for in-laws, guests, caregivers, or a private home office. Upstairs, the fifth bedroom features charming dormer windows, a Murphy bed, kitchenette, private bath, and bonus playroom or storage area, offering even more flexibility. Step outside to your own private tropical oasis! The screened lanai overlooks a sparkling saltwater pool with sundeck and waterfall feature, creating the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle in complete privacy. Multiple rooms open to the outdoor living areas, making indoor-outdoor living effortless. Additional highlights include a three-car garage with Gladiator storage cabinets and polyaspartic floor coating, a whole-home surge protector, and numerous improvements. Located near the University Parkway corridor, this gated community is approximately 4 miles from Downtown Sarasota, Sarasota-Bradenton International Airport, and UTC shopping, 7 miles from St. Armands Circle and Lido Beach, and 10 miles from Siesta Key Beach. Enjoy convenient access to shopping, dining, and world-class beaches while coming home to your own private retreat!

5 Beds ⋅ 4 Baths ⋅ Whispering Crane SubDv. ⋅ 34235 Zip Code

Welcome to this beautifully maintained custom-built home tucked inside an intimate gated community of just 37 homes. Offering a unique and versatile floor plan, this move-in-ready residence is ideal for multigenerational living, extended family, guests, or those seeking additional private living or work space. Outstanding curb appeal welcomes you with a new paver driveway and walkway, screened front lanai, lush tropical landscaping, and beautiful exterior lighting. Inside, rich walnut flooring, vaulted ceilings, plantation shutters, and elegant molding create a warm and inviting atmosphere. The formal living and dining rooms are perfect for entertaining, while the gourmet kitchen features gorgeous granite countertops, 42-inch cabinetry with LED lighting, stainless steel appliances, and a convenient eat-in area. The kitchen opens to a spacious family room highlighted by a beautiful brick fireplace. The primary suite offers a relaxing retreat with an en-suite bath featuring dual sinks, a vanity area, jetted garden tub, separate shower, and walk-in closet with built-in organizers. An additional bedroom or den completes the main living area. A standout feature is the separate living suite with its own entrance, kitchen, bedroom, living area, and full bath—ideal for in-laws, guests, caregivers, or a private home office. Upstairs, the fifth bedroom features charming dormer windows, a Murphy bed, kitchenette, private bath, and bonus playroom or storage area, offering even more flexibility. Step outside to your own private tropical oasis! The screened lanai overlooks a sparkling saltwater pool with sundeck and waterfall feature, creating the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle in complete privacy. Multiple rooms open to the outdoor living areas, making indoor-outdoor living effortless. Additional highlights include a three-car garage with Gladiator storage cabinets and polyaspartic floor coating, a whole-home surge protector, and numerous improvements. Located near the University Parkway corridor, this gated community is approximately 4 miles from Downtown Sarasota, Sarasota-Bradenton International Airport, and UTC shopping, 7 miles from St. Armands Circle and Lido Beach, and 10 miles from Siesta Key Beach. Enjoy convenient access to shopping, dining, and world-class beaches while coming home to your own private retreat!

3974 Serenity Circle, Sarasota

$7,450,000

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

464 Golden Gate Point Unit 304, Sarasota

$3,850,000

Beautifully renovated, freshly furnished, and ready for immediate enjoyment, this exceptional direct-bayfront residence at La Bellasara offers the perfect combination of luxury, comfort, and convenience on coveted Golden Gate Point. Positioned on the third floor, Residence #304 captures panoramic views of Sarasota Bay, the marina, and downtown skyline. Offering nearly 3,300 square feet of interior living space plus generous private terraces, this expansive residence has been freshly painted in neutral tones and beautifully appointed with brand-new contemporary furnishings throughout, boat dock, and two-car garage, all included in the sale. A private elevator opens directly into the gracious foyer leading to the impressive Grand Salon, where soaring 11-foot tray ceilings, marble flooring, crown molding, and walls of floor-to-ceiling glass create an elegant setting for waterfront living. A gas fireplace and wet bar with wine refrigeration enhance the entertaining space, while expansive sliding glass doors open to the generous bayfront terrace overlooking the marina and open water. The newly refreshed kitchen is light, bright, and beautifully updated with new quartz countertops complementing custom cabinetry. A spacious center island with breakfast bar seating, premium appliances including a gas cooktop and built-in ovens, and abundant pantry storage complete this inviting space. The adjoining dining area enjoys beautiful water views, creating a seamless connection between cooking, dining, and entertaining. The spacious primary suite is a private waterfront retreat featuring its own bayfront terrace, dual walk-in closets, and separate marble-appointed his-and-her bathrooms. Two additional bedroom suites are thoughtfully positioned for privacy, each with a walk-in closet, en-suite bath, and private balcony. A separate study/library with closet provides flexibility for a home office, den, or fourth bedroom. Additional conveniences include a private two-car garage, secure storage, and a private dock with the potential to add a boat lift. The current owner has also paid the community's upgrade investment in full for the brand-new lobby renovation currently underway, providing an added benefit to the next owner. La Bellasara is an exclusive gated waterfront community offering on-site management, a resort-style swimming pool and spa, fitness center, and beautifully maintained grounds. Its desirable Golden Gate Point location places Downtown Sarasota's restaurants, boutiques, galleries, theaters, and waterfront attractions within easy reach. Enjoy nearby Marina Jack, Marie Selby Botanical Gardens, Burns Court, and The Bay Park, while St. Armands Circle, Lido Beach, and Longboat Key are just a short drive away. With its recent renovations, brand-new furnishings, private dock, expansive bayfront terraces, and exceptional downtown location, La Bellasara #304 offers a truly move-in-ready Sarasota waterfront lifestyle. Simply arrive, settle in, and enjoy.

4 Beds ⋅ 5 Baths ⋅ La Bellasara SubDv. ⋅ 34236 Zip Code

Beautifully renovated, freshly furnished, and ready for immediate enjoyment, this exceptional direct-bayfront residence at La Bellasara offers the perfect combination of luxury, comfort, and convenience on coveted Golden Gate Point. Positioned on the third floor, Residence #304 captures panoramic views of Sarasota Bay, the marina, and downtown skyline. Offering nearly 3,300 square feet of interior living space plus generous private terraces, this expansive residence has been freshly painted in neutral tones and beautifully appointed with brand-new contemporary furnishings throughout, boat dock, and two-car garage, all included in the sale. A private elevator opens directly into the gracious foyer leading to the impressive Grand Salon, where soaring 11-foot tray ceilings, marble flooring, crown molding, and walls of floor-to-ceiling glass create an elegant setting for waterfront living. A gas fireplace and wet bar with wine refrigeration enhance the entertaining space, while expansive sliding glass doors open to the generous bayfront terrace overlooking the marina and open water. The newly refreshed kitchen is light, bright, and beautifully updated with new quartz countertops complementing custom cabinetry. A spacious center island with breakfast bar seating, premium appliances including a gas cooktop and built-in ovens, and abundant pantry storage complete this inviting space. The adjoining dining area enjoys beautiful water views, creating a seamless connection between cooking, dining, and entertaining. The spacious primary suite is a private waterfront retreat featuring its own bayfront terrace, dual walk-in closets, and separate marble-appointed his-and-her bathrooms. Two additional bedroom suites are thoughtfully positioned for privacy, each with a walk-in closet, en-suite bath, and private balcony. A separate study/library with closet provides flexibility for a home office, den, or fourth bedroom. Additional conveniences include a private two-car garage, secure storage, and a private dock with the potential to add a boat lift. The current owner has also paid the community's upgrade investment in full for the brand-new lobby renovation currently underway, providing an added benefit to the next owner. La Bellasara is an exclusive gated waterfront community offering on-site management, a resort-style swimming pool and spa, fitness center, and beautifully maintained grounds. Its desirable Golden Gate Point location places Downtown Sarasota's restaurants, boutiques, galleries, theaters, and waterfront attractions within easy reach. Enjoy nearby Marina Jack, Marie Selby Botanical Gardens, Burns Court, and The Bay Park, while St. Armands Circle, Lido Beach, and Longboat Key are just a short drive away. With its recent renovations, brand-new furnishings, private dock, expansive bayfront terraces, and exceptional downtown location, La Bellasara #304 offers a truly move-in-ready Sarasota waterfront lifestyle. Simply arrive, settle in, and enjoy.

464 Golden Gate Point Unit 304, Sarasota

$14,950,000

Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

$600,000

It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and walking trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida, nothing compares. Charming entry to home leads to the inviting Great Room with soaring ceilings and a wood burning fireplace. First level with private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with above ground hot tub. With two bedrooms on the first level, one a generously sized Primary with en-suite bathroom, and two on the second, there is abundant space for everyone. Upper-level area for den + a space for home fitness and an oversized closet. Chefs kitchen with solid wood cabinetry; topped in granite there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, second level 8x18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is walking distance to the Bayfront Park, tiki bar, 2 waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer: two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished excluding personal effects, some homeowner's decor, and staging decor.

4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code

It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and walking trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida, nothing compares. Charming entry to home leads to the inviting Great Room with soaring ceilings and a wood burning fireplace. First level with private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with above ground hot tub. With two bedrooms on the first level, one a generously sized Primary with en-suite bathroom, and two on the second, there is abundant space for everyone. Upper-level area for den + a space for home fitness and an oversized closet. Chefs kitchen with solid wood cabinetry; topped in granite there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, second level 8x18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is walking distance to the Bayfront Park, tiki bar, 2 waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer: two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey

6310 Midnight Pass Road Unit 403N, Sarasota

$749,000

Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota

$11,950,000

Under Construction. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

3210 Higel Avenue, Sarasota

$9,500,000

Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

4317 Midnight Pass Road, Sarasota

$2,700,000

RARELY DOES AN ESTATE OF THIS SCALE, PRIVACY, AND WATERFRONT PRESENCE BECOME AVAILABLE. Set on 1.41 private acres with 175’ of direct frontage on Lemon Bay, elevated approximately 22’ above grade, the main living level captures exceptional Lemon Bay views. This exceptional custom-built residence offers a rare combination of seclusion, craftsmanship, expansive water views, and coveted southwestern rear exposure for spectacular sunsets. This is more than a residence—it is a private coastal sanctuary designed for those who value space, quality, privacy, and the freedom to live exceptionally. From the moment of arrival, the quality is unmistakable, with a paver drive, travertine entry, extensive wood finishes, custom details, and distinctive stained-glass accents throughout. Inside, generous proportions and effortless connections to the water create an inviting sense of luxury. The beautifully appointed kitchen features rich wood cabinetry, center island, built-in pantry, wine storage, premium appliances, and seamless flow into the dinette and family room, where spectacular views of Lemon Bay take center stage. A wood-burning fireplace, dramatic tray ceilings, crown molding, and warm wood flooring add timeless character. The spacious primary suite opens through French doors to a private bay-view balcony, complemented by additional guest accommodations, a dedicated office, and flexible living spaces. Outdoors, a heated saltwater pool and expansive paver lanai overlook the private grounds and Lemon Bay, while a firepit creates an intimate setting for enjoying unforgettable sunsets. The approximately 308-foot dock, with pilings already in place for a future lift, provides an extraordinary opportunity to further enhance the boating lifestyle. Four-car garage capacity plus a two-car tandem underpass, city water and sewer, impact-resistant windows and doors, updated elevated HVAC systems, and a prime location near Manasota Key Beach, marinas, golf, restaurants, and coastal amenities complete this exceptional offering. Opportunities to acquire this combination of acreage, direct Lemon Bay frontage, privacy, craftsmanship, and resort-style outdoor living are exceptionally limited. For the discerning buyer seeking a waterfront estate with presence, personality, and enduring appeal, this is a property that is difficult to replicate. County records show 3BR/2BA , property is a 4BR/2BA/2 half BA’s.

4 Beds ⋅ 4 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code

RARELY DOES AN ESTATE OF THIS SCALE, PRIVACY, AND WATERFRONT PRESENCE BECOME AVAILABLE. Set on 1.41 private acres with 175’ of direct frontage on Lemon Bay, elevated approximately 22’ above grade, the main living level captures exceptional Lemon Bay views. This exceptional custom-built residence offers a rare combination of seclusion, craftsmanship, expansive water views, and coveted southwestern rear exposure for spectacular sunsets. This is more than a residence—it is a private coastal sanctuary designed for those who value space, quality, privacy, and the freedom to live exceptionally. From the moment of arrival, the quality is unmistakable, with a paver drive, travertine entry, extensive wood finishes, custom details, and distinctive stained-glass accents throughout. Inside, generous proportions and effortless connections to the water create an inviting sense of luxury. The beautifully appointed kitchen features rich wood cabinetry, center island, built-in pantry, wine storage, premium appliances, and seamless flow into the dinette and family room, where spectacular views of Lemon Bay take center stage. A wood-burning fireplace, dramatic tray ceilings, crown molding, and warm wood flooring add timeless character. The spacious primary suite opens through French doors to a private bay-view balcony, complemented by additional guest accommodations, a dedicated office, and flexible living spaces. Outdoors, a heated saltwater pool and expansive paver lanai overlook the private grounds and Lemon Bay, while a firepit creates an intimate setting for enjoying unforgettable sunsets. The approximately 308-foot dock, with pilings already in place for a future lift, provides an extraordinary opportunity to further enhance the boating lifestyle. Four-car garage capacity plus a two-car tandem underpass, city water and sewer, impact-resistant windows and doors, updated elevated HVAC systems, and a prime location near Manasota Key Beach, marinas, golf, restaurants, and coastal amenities complete this exceptional offering. Opportunities to acquire this combination of acreage, direct Lemon Bay frontage, privacy, craftsmanship, and resort-style outdoor living are exceptionally limited. For the discerning buyer seeking a waterfront estate with presence, personality, and enduring appeal, this is a property that is difficult to replicate. County records show 3BR/2BA , property is a 4BR/2BA/2 half BA’s.

1930 Bayshore Drive, Englewood

$7,199,000

Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

4 Beds ⋅ 5 Baths ⋅ Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

5848 Tidewood Avenue, Sarasota

101 S Gulfstream Avenue Unit 5G, Sarasota

$559,999

Discover sophisticated downtown Sarasota living at 101 South Gulfstream Avenue. This beautifully upgraded residence features a curated collection of designer furnishings, modern conveniences, and thoughtful improvements that create a refined, move-in-ready atmosphere. Notable improvements include brand new HVAC (2026), full water filtration system (2026), Bosch appliances (2026), custom doors and trim (2026), a shower wall and mirror, window treatments, and additional finishing touches. A custom climate system and thoughtfully selected lighting and furnishings further enhance the residence. The interior showcases stylish selections from Design Within Reach, including Nelson lamps, a Cassis storage bed, a silver side table, and Fritz Hansen bedside tables. These pieces are complemented by thoughtfully selected living and dining room furnishings, artwork, dressers, and a Sonos sound bar, creating a cohesive and contemporary aesthetic A turnkey opportunity for the right buyer: The seller is willing to include the furniture, décor, artwork, and additional furnishings with an acceptable offer. This flexible opportunity allows a buyer to enjoy a beautifully appointed residence with the potential to move in and immediately experience the Sarasota lifestyle, without the time and expense of furnishing and decorating from scratch. Furniture and décor inclusion is negotiable and subject to the terms of the offer. Ideally situated on South Gulfstream Avenue, this address offers convenient access to downtown Sarasota's dining, shopping, arts, and waterfront attractions. A distinctive opportunity to own a thoughtfully upgraded residence with designer style, quality details, and the potential for a truly turnkey experience in the heart of Sarasota.

1 Beds ⋅ 2 Baths ⋅ Dolphin Tower SubDv. ⋅ 34236 Zip Code

Discover sophisticated downtown Sarasota living at 101 South Gulfstream Avenue. This beautifully upgraded residence features a curated collection of designer furnishings, modern conveniences, and thoughtful improvements that create a refined, move-in-ready atmosphere. Notable improvements include brand new HVAC (2026), full water filtration system (2026), Bosch appliances (2026), custom doors and trim (2026), a shower wall and mirror, window treatments, and additional finishing touches. A custom climate system and thoughtfully selected lighting and furnishings further enhance the residence. The interior showcases stylish selections from Design Within Reach, including Nelson lamps, a Cassis storage bed, a silver side table, and Fritz Hansen bedside tables. These pieces are complemented by thoughtfully selected living and dining room furnishings, artwork, dressers, and a Sonos sound bar, creating a cohesive and contemporary aesthetic A turnkey opportunity for the right buyer: The seller is willing to include the furniture, décor, artwork, and additional furnishings with an acceptable offer. This flexible opportunity allows a buyer to enjoy a beautifully appointed residence with the potential to move in and immediately experience the Sarasota lifestyle, without the time and expense of furnishing and decorating from scratch. Furniture and décor inclusion is negotiable and subject to the terms of the offer. Ideally situated on South Gulfstream Avenue, this address offers convenient access to downtown Sarasota's dining, shopping, arts, and waterfront attractions. A distinctive opportunity to own a thoughtfully upgraded residence with designer style, quality details, and the potential for a truly turnkey experience in the heart of Sarasota.

101 S Gulfstream Avenue Unit 5G, Sarasota

$2,495,000

Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

4 Beds ⋅ 4 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code

Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

304 Calle Miramar Unit 304S, Sarasota

$2,400,000

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5376 Shadow Lawn Drive, Sarasota

$1,750,000

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

1260 Dolphin Bay Way Unit 301, Sarasota

1155 N Gulfstream Avenue Unit 207, Sarasota

$1,929,000

Experience extraordinary luxury in this impeccably renovated residence at The VUE Sarasota Bay, one of Sarasota’s most distinguished addresses, proudly recognized with the Diamond Award for Best Luxury Condominium Development in Sarasota Magazine’s Best of Sarasota 2026. Ideally positioned in downtown Sarasota, this exceptional home combines architectural scale, refined interiors, expansive outdoor living, and breathtaking Marina and Sarasota Bay views. One of only two levels in the building with soaring 12-foot ceilings, the residence offers convenient elevator-free access. Floor-to-ceiling windows fill the interiors with natural light and frame a spectacular southern panorama. The private terrace, approximately 10' x 52', features sleek glass railings and unobstructed waterfront views—an extraordinary setting for morning coffee, sunset cocktails, intimate dinners, and sophisticated entertaining. Beyond the private entry foyer, a dramatic great room showcases panoramic water views. Beautifully renovated interiors feature sophisticated finishes, designer details, and timeless elegance. The gourmet kitchen centers on an oversized 8-foot island and premium JennAir Euro-style appliances. An elegant dining area accommodates six to eight guests, with additional seating and expansive sliders opening to the terrace. The owner’s suite is a serene retreat with panoramic water views, a spa-inspired bath featuring dual vanities, a walk-in shower, enclosed water closet, and custom walk-in closet with abundant built-in storage. The oversized den, currently configured as a luxurious second bedroom, accommodates a king-size bed and features a custom closet and ensuite bath with glass-enclosed shower, rain showerhead, and recessed lighting. Designer wallpaper enhances all three baths, while a sophisticated powder room with built-in storage and a separate laundry/utility room with new full-size washer and dryer complete the residence. Completed in 2017 by an internationally acclaimed design firm, The VUE emphasizes safety with a generator and hurricane-rated windows designed to withstand winds up to 150 MPH. Resort-caliber amenities include a stately motor court with valet service, attended garage parking, two deeded parking spaces, concierge services, an elegant owners’ lounge with fireplace, bar and catering kitchen, state-of-the-art fitness center, conference room, and on-site management. Residents enjoy a heated resort-style saltwater pool and spa, outdoor cabana bar and grills, and a rooftop dog park with spectacular views. Adjacent to The Westin Sarasota, residents enjoy convenient access to its rooftop bar, sophisticated lounge, renowned restaurant, and banquet facilities. An active social committee creates an engaging calendar of resident events and gatherings. An exceptional opportunity to experience elevated Sarasota waterfront living, iconic architecture, resort-style amenities, and a premier downtown location.

2 Beds ⋅ 3 Baths ⋅ Vue Sarasota Bay SubDv. ⋅ 34236 Zip Code

Experience extraordinary luxury in this impeccably renovated residence at The VUE Sarasota Bay, one of Sarasota’s most distinguished addresses, proudly recognized with the Diamond Award for Best Luxury Condominium Development in Sarasota Magazine’s Best of Sarasota 2026. Ideally positioned in downtown Sarasota, this exceptional home combines architectural scale, refined interiors, expansive outdoor living, and breathtaking Marina and Sarasota Bay views. One of only two levels in the building with soaring 12-foot ceilings, the residence offers convenient elevator-free access. Floor-to-ceiling windows fill the interiors with natural light and frame a spectacular southern panorama. The private terrace, approximately 10' x 52', features sleek glass railings and unobstructed waterfront views—an extraordinary setting for morning coffee, sunset cocktails, intimate dinners, and sophisticated entertaining. Beyond the private entry foyer, a dramatic great room showcases panoramic water views. Beautifully renovated interiors feature sophisticated finishes, designer details, and timeless elegance. The gourmet kitchen centers on an oversized 8-foot island and premium JennAir Euro-style appliances. An elegant dining area accommodates six to eight guests, with additional seating and expansive sliders opening to the terrace. The owner’s suite is a serene retreat with panoramic water views, a spa-inspired bath featuring dual vanities, a walk-in shower, enclosed water closet, and custom walk-in closet with abundant built-in storage. The oversized den, currently configured as a luxurious second bedroom, accommodates a king-size bed and features a custom closet and ensuite bath with glass-enclosed shower, rain showerhead, and recessed lighting. Designer wallpaper enhances all three baths, while a sophisticated powder room with built-in storage and a separate laundry/utility room with new full-size washer and dryer complete the residence. Completed in 2017 by an internationally acclaimed design firm, The VUE emphasizes safety with a generator and hurricane-rated windows designed to withstand winds up to 150 MPH. Resort-caliber amenities include a stately motor court with valet service, attended garage parking, two deeded parking spaces, concierge services, an elegant owners’ lounge with fireplace, bar and catering kitchen, state-of-the-art fitness center, conference room, and on-site management. Residents enjoy a heated resort-style saltwater pool and spa, outdoor cabana bar and grills, and a rooftop dog park with spectacular views. Adjacent to The Westin Sarasota, residents enjoy convenient access to its rooftop bar, sophisticated lounge, renowned restaurant, and banquet facilities. An active social committee creates an engaging calendar of resident events and gatherings. An exceptional opportunity to experience elevated Sarasota waterfront living, iconic architecture, resort-style amenities, and a premier downtown location.

1155 N Gulfstream Avenue Unit 207, Sarasota

$554,990

Discover the Seawater floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned on a desirable Waterview homesite, this home offers added privacy, extra natural light and a more spacious feel rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive windows fill the home with natural light, while the corner location provides peaceful views and a sense of openness. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom, and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickleball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful home overlooking Spoonbill Lake in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our Consultants. **This home includes a 5.49% interest rate incentive.

3 Beds ⋅ 3 Baths ⋅ Emerald Landing At Waterside SubDv. ⋅ 34240 Zip Code

Discover the Seawater floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned on a desirable Waterview homesite, this home offers added privacy, extra natural light and a more spacious feel rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive windows fill the home with natural light, while the corner location provides peaceful views and a sense of openness. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom, and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickleball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful home overlooking Spoonbill Lake in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our Consultants. **This home includes a 5.49% interest rate incentive.

7211 Tideland Lane, Sarasota

1711 Pelican Cove Road Unit 443, Sarasota

$309,000

Discover the Pelican Cove Lifestyle Surrounded by lush tropical landscaping and the natural beauty of Sarasota’s waterfront, this inviting two-bedroom, two-bath residence offers a relaxed coastal lifestyle in the sought-after community of Pelican Cove. Vaulted ceilings and skylights bring natural light into the living space, creating an airy, welcoming atmosphere. Thoughtful improvements add to the appeal, including soundproof flooring installed in 2022, a new refrigerator in 2026, and a new kitchen sink and garbage disposal in 2026. Additional updates include a new vanity in the primary bathroom, updated track lighting, and a new living room fan. The open kitchen connects seamlessly with the main living areas, while the split-bedroom layout provides added privacy. An enclosed lanai extends the living space, creating a comfortable spot to enjoy your morning coffee, relax with a book, or take in the peaceful tropical surroundings. Beyond your front door, Pelican Cove offers a distinctive waterfront community experience with beautifully landscaped grounds, walking paths, swimming pools, tennis and pickleball courts, a fitness center, kayak and canoe launch facilities, a harbor, creative studios, and a variety of social clubs and activities. With a gated entrance and abundant opportunities to enjoy the outdoors and connect with neighbors, this vibrant community offers something for a variety of lifestyles. Whether you’re searching for a full-time residence, a seasonal Sarasota retreat, or a low-maintenance home where recreation and relaxation come together, this Pelican Cove condo offers an opportunity to enjoy the best of Florida living.

2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Discover the Pelican Cove Lifestyle Surrounded by lush tropical landscaping and the natural beauty of Sarasota’s waterfront, this inviting two-bedroom, two-bath residence offers a relaxed coastal lifestyle in the sought-after community of Pelican Cove. Vaulted ceilings and skylights bring natural light into the living space, creating an airy, welcoming atmosphere. Thoughtful improvements add to the appeal, including soundproof flooring installed in 2022, a new refrigerator in 2026, and a new kitchen sink and garbage disposal in 2026. Additional updates include a new vanity in the primary bathroom, updated track lighting, and a new living room fan. The open kitchen connects seamlessly with the main living areas, while the split-bedroom layout provides added privacy. An enclosed lanai extends the living space, creating a comfortable spot to enjoy your morning coffee, relax with a book, or take in the peaceful tropical surroundings. Beyond your front door, Pelican Cove offers a distinctive waterfront community experience with beautifully landscaped grounds, walking paths, swimming pools, tennis and pickleball courts, a fitness center, kayak and canoe launch facilities, a harbor, creative studios, and a variety of social clubs and activities. With a gated entrance and abundant opportunities to enjoy the outdoors and connect with neighbors, this vibrant community offers something for a variety of lifestyles. Whether you’re searching for a full-time residence, a seasonal Sarasota retreat, or a low-maintenance home where recreation and relaxation come together, this Pelican Cove condo offers an opportunity to enjoy the best of Florida living.

1711 Pelican Cove Road Unit 443, Sarasota

455 Longboat Club Road Unit 402, Longboat Key

$2,000,000

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

3 Beds ⋅ 4 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, Longboat Key

5800 Sabal Trace Drive Unit 504, North Port

$195,000

Move-In Ready Lake-View Condo in Gated Community - Fully Furnished, New Carpet, New Roof & Remodeled Pool Enjoy the Florida lifestyle in this beautifully maintained, fully furnished 2-bedroom, 2-bathroom condo in Linkside at Sabal Trace in North Port, Florida! Located in a gated community with beautiful, well-maintained landscaping, this second-floor condo welcomes you with a spacious, open feel and a lovely view of the lake from your private lanai. The large family room features vaulted ceilings, creating a bright, airy atmosphere that is relaxing and entertaining for family and friends. The condo comes fully furnished and move-in ready, featuring brand-new carpeting throughout the bedrooms and great room and everything you need to settle in and start enjoying your new home. The full kitchen includes a refrigerator, stove and oven, dishwasher, microwave, and all the dishes, glassware, silverware, and essentials you need to prepare and enjoy meals at home. The spacious primary bedroom provides a comfortable king-size bed, a large walk-in closet, and direct access to the primary bathroom. The second bedroom features two beds, its own closet, and convenient access to the second full bathroom. Enjoy an outstanding location close to everything! Shopping centers, restaurants, golf courses, and everyday conveniences are just a short drive away. Outdoor enthusiasts will appreciate the nearby biking and recreational opportunities, while the beautiful Gulf Coast beaches are approximately 15 miles away. Whether you are looking for a year-round residence, a seasonal retreat, or a relaxing place to enjoy Florida sunshine, this inviting condo provides comfort, convenience, and the best of Florida living.

2 Beds ⋅ 2 Baths ⋅ Linkside SubDv. ⋅ 34287 Zip Code

Move-In Ready Lake-View Condo in Gated Community - Fully Furnished, New Carpet, New Roof & Remodeled Pool Enjoy the Florida lifestyle in this beautifully maintained, fully furnished 2-bedroom, 2-bathroom condo in Linkside at Sabal Trace in North Port, Florida! Located in a gated community with beautiful, well-maintained landscaping, this second-floor condo welcomes you with a spacious, open feel and a lovely view of the lake from your private lanai. The large family room features vaulted ceilings, creating a bright, airy atmosphere that is relaxing and entertaining for family and friends. The condo comes fully furnished and move-in ready, featuring brand-new carpeting throughout the bedrooms and great room and everything you need to settle in and start enjoying your new home. The full kitchen includes a refrigerator, stove and oven, dishwasher, microwave, and all the dishes, glassware, silverware, and essentials you need to prepare and enjoy meals at home. The spacious primary bedroom provides a comfortable king-size bed, a large walk-in closet, and direct access to the primary bathroom. The second bedroom features two beds, its own closet, and convenient access to the second full bathroom. Enjoy an outstanding location close to everything! Shopping centers, restaurants, golf courses, and everyday conveniences are just a short drive away. Outdoor enthusiasts will appreciate the nearby biking and recreational opportunities, while the beautiful Gulf Coast beaches are approximately 15 miles away. Whether you are looking for a year-round residence, a seasonal retreat, or a relaxing place to enjoy Florida sunshine, this inviting condo provides comfort, convenience, and the best of Florida living.

5800 Sabal Trace Drive Unit 504, North Port

$515,000

Virtually Staged. Exciting resort-style living in the heart of downtown Sarasota! Enjoy sparkling city views and effortless urban living from this beautifully appointed 14th-floor, one-bedroom end-unit condominium at 1350 Main, a luxurious 17-story building in an exceptional location. High ceilings, abundant natural light, tall windows and sliders create an airy, inviting ambiance. The contemporary kitchen features sleek Italian Lineaquattro cabinetry, Ubatuba granite countertops and stainless steel KitchenAid appliances. Motorized shades, in-unit laundry and a relaxing terrace add everyday enjoyment. With an impressive 97/100 Walk Score, you’re near restaurants, cafés, boutiques, galleries, theaters, the vibrant arts scene, deep-harbor docking and scenic bayfront. Stay home and indulge in resort-style amenities including a heated lap pool and spa, grilling areas, fitness center, steam rooms, catering kitchen, social and business rooms, plus secure entry and 24-hour concierge service. The best of downtown Sarasota living, right at your doorstep. Features include a 2023 air-conditioning system, softened and filtered water is included, parking space #437, and storage #417.

1 Beds ⋅ 1 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34236 Zip Code

Virtually Staged. Exciting resort-style living in the heart of downtown Sarasota! Enjoy sparkling city views and effortless urban living from this beautifully appointed 14th-floor, one-bedroom end-unit condominium at 1350 Main, a luxurious 17-story building in an exceptional location. High ceilings, abundant natural light, tall windows and sliders create an airy, inviting ambiance. The contemporary kitchen features sleek Italian Lineaquattro cabinetry, Ubatuba granite countertops and stainless steel KitchenAid appliances. Motorized shades, in-unit laundry and a relaxing terrace add everyday enjoyment. With an impressive 97/100 Walk Score, you’re near restaurants, cafés, boutiques, galleries, theaters, the vibrant arts scene, deep-harbor docking and scenic bayfront. Stay home and indulge in resort-style amenities including a heated lap pool and spa, grilling areas, fitness center, steam rooms, catering kitchen, social and business rooms, plus secure entry and 24-hour concierge service. The best of downtown Sarasota living, right at your doorstep. Features include a 2023 air-conditioning system, softened and filtered water is included, parking space #437, and storage #417.

1350 Main Street Unit 1409, Sarasota

$2,895,000

Virtually Staged. Water views take center stage in this rarely available residence at Tessera, ideally positioned on Renowned Palm Avenue in the heart of downtown Sarasota. Offering 3,315 square feet of refined living space, this exceptional condominium combines Sarasota Bay views, remarkable privacy, and an enviable downtown location. Tessera is prized for its quiet, serene setting while remaining effortlessly connected to the energy of downtown. With just 24 private residences and only two residences on this floor, the building offers an elevated sense of privacy with no shared common walls. The thoughtfully designed split-bedroom floor plan features a private office near the gallery entry, Three en-suite bedrooms, including an expansive primary retreat. The spacious primary suite showcases water views and direct access to the terrace with an oversized walk-in closet, and a additional walk-in closet within one of the 2 primary baths. The Great Room is wrapped in floor-to-ceiling glass, capturing Sarasota's ever-changing coastal beauty and creating an effortless connection to the spectacular bay view wraparound terrace. Extending from the Great Room to the kitchen, the terrace provides an exceptional setting for morning coffee, sunset entertaining. The interior includes immaculately refinished kitchen cabinetry, quartz countertops open-concept kitchen with kitchen dining nook, new backsplash and modern hardware. The office/ den with custom high-end cabinetry provides an ideal space for work or relaxation. A private entrance to one of the en-suite bedrooms offers flexibility for guests, or live-in assistance. Additional conveniences include a private on-floor storage room and building-wide water detection system. Tessera's fully updated 2024 amenities include a heated 60-foot pool with sun deck, whirlpool spa, and state-of-the-art fitness center. The lobby and community spaces have also been beautifully redesigned by JKL Design. A pet-friendly building, Tessera additionally offers a grilling area and bicycle storage. Step outside and experience the best of downtown Sarasota. Located just steps from Main Street, Burns Court, the Bayfront, and Marie Selby Botanical Gardens, Tessera places shopping, galleries, dining, arts and culture, and waterfront recreation at your doorstep. Enjoy an easy walk or bike ride across the Ringling Bridge, or convenient access to St. Armands Circle and Lido Beach. A rare opportunity to experience expansive water views, exceptional privacy, polished interiors, and effortless downtown Sarasota living from one of Palm Avenue's most desirable addresses.

3 Beds ⋅ 5 Baths ⋅ Tessera SubDv. ⋅ 34236 Zip Code

Virtually Staged. Water views take center stage in this rarely available residence at Tessera, ideally positioned on Renowned Palm Avenue in the heart of downtown Sarasota. Offering 3,315 square feet of refined living space, this exceptional condominium combines Sarasota Bay views, remarkable privacy, and an enviable downtown location. Tessera is prized for its quiet, serene setting while remaining effortlessly connected to the energy of downtown. With just 24 private residences and only two residences on this floor, the building offers an elevated sense of privacy with no shared common walls. The thoughtfully designed split-bedroom floor plan features a private office near the gallery entry, Three en-suite bedrooms, including an expansive primary retreat. The spacious primary suite showcases water views and direct access to the terrace with an oversized walk-in closet, and a additional walk-in closet within one of the 2 primary baths. The Great Room is wrapped in floor-to-ceiling glass, capturing Sarasota's ever-changing coastal beauty and creating an effortless connection to the spectacular bay view wraparound terrace. Extending from the Great Room to the kitchen, the terrace provides an exceptional setting for morning coffee, sunset entertaining. The interior includes immaculately refinished kitchen cabinetry, quartz countertops open-concept kitchen with kitchen dining nook, new backsplash and modern hardware. The office/ den with custom high-end cabinetry provides an ideal space for work or relaxation. A private entrance to one of the en-suite bedrooms offers flexibility for guests, or live-in assistance. Additional conveniences include a private on-floor storage room and building-wide water detection system. Tessera's fully updated 2024 amenities include a heated 60-foot pool with sun deck, whirlpool spa, and state-of-the-art fitness center. The lobby and community spaces have also been beautifully redesigned by JKL Design. A pet-friendly building, Tessera additionally offers a grilling area and bicycle storage. Step outside and experience the best of downtown Sarasota. Located just steps from Main Street, Burns Court, the Bayfront, and Marie Selby Botanical Gardens, Tessera places shopping, galleries, dining, arts and culture, and waterfront recreation at your doorstep. Enjoy an easy walk or bike ride across the Ringling Bridge, or convenient access to St. Armands Circle and Lido Beach. A rare opportunity to experience expansive water views, exceptional privacy, polished interiors, and effortless downtown Sarasota living from one of Palm Avenue's most desirable addresses.

500 S Palm Avenue Unit 32, Sarasota

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