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$11,900,000
5 Beds 8 Baths Lido Shores SubDv. 34236 Zip Code
At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.

1435 Westway Drive, Sarasota

$2,295,000
Sapphire Shores SubDv. 34234 Zip Code
Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.

355 S Shore Drive, Sarasota

$29,000
Gulf Harbor Marina SubDv. 34275 Zip Code
Own your own indoor boat rack at the premier Gulf Harbor Marina, ideally located on the intracoastal waterway in Nokomis, just a short, scenic ride to the Venice Jetty and out to the Gulf of Mexico. Whether you're looking for secure storage for your personal vessel or a smart investment opportunity, this rack is perfect and easy to rent. Located on the third rack up, it measures 32Lx10.8Wx8.5H, with maximum vessel dimensions of 31.5Lx9.8Wx6.5H. Gulf Harbor Marina is more than just storage, it's a community designed by boaters, for boaters. The marina offers fully enclosed indoor storage only, with outdoor work racks available for minor maintenance at your convenience. Enjoy amenities like a fish cleaning station, rolling carts to transport your gear, and designated parking, along with key fob access for after-hours entry. On-site, you'll find a privately operated service business for maintenance needs, plus a fuel dock offering gas, bait, and ice. Don't miss this rare chance to claim your own space in one of Florida's most desirable boating communities.

100 Circuit Road Unit N93, Nokomis

$12,250,000
5 Beds 6 Baths Bay Isles SubDv. 34228 Zip Code
Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat Key, 500 Harbor Cove Circle is a newly constructed waterfront estate offering a rare combination of exceptional boating access, modern architecture, resort-inspired living, and one of the Gulf Coast’s most coveted addresses. Located behind the double gates of Bay Isles and directly across from The St. Regis Longboat Key Resort, residents enjoy immediate proximity to world-class hospitality, fine dining, marina services, championship golf, and tennis, while ownership includes access to the Bay Isles Beach Club. Encompassing 5,120 square feet under air and 8,564 square feet total, the residence features 5 bedrooms, 5 full baths, 1 half bath, a private office, elevator access to all levels, and a 4-car garage. A fully integrated smart home automation system provides seamless control of lighting, climate, security, audio, window treatments, pool and spa functions, and key home systems throughout the property. The arrival experience unfolds through a lagoon-inspired reflecting pool, floating stairway, and lush tropical landscaping, creating a dramatic resort-style arrival. Architectural lighting, natural stone, warm wood accents, and expansive walls of glass establish a sophisticated coastal aesthetic throughout the residence. Inside, expansive living spaces are enhanced by Venetian plaster, custom millwork, large-format stone surfaces, and carefully curated architectural details. One of the home’s defining architectural statements is a dramatic 20+ foot monolithic travertine feature wall wrapping an entire corner of the residence, creating a striking design element rarely found in residential construction. The chef’s kitchen is anchored by an oversized Calacatta marble waterfall island, premium custom cabinetry, integrated appliances, and generous entertaining space. Designed for seamless indoor-outdoor living, the residence opens to expansive covered terraces, a resort-style pool and spa, and a fully equipped outdoor kitchen featuring a grill, pizza oven, refrigeration, and multiple gathering spaces. Wellness-focused amenities include a private fitness area, sauna, cold plunge, and dedicated spaces for relaxation and recovery, creating a private wellness retreat. For boating enthusiasts, the property offers approximately 100 feet of protected waterfront frontage with direct access to Sarasota Bay and the Gulf of Mexico in less than two minutes. The dock is designed to accommodate a substantial yacht while still providing room for multiple additional lifts for a tender, fishing boat, personal watercraft, and other recreational vessels—an increasingly rare offering among Florida’s premier waterfront estates. One of the Gulf Coast’s rare opportunities to enjoy new construction, large-yacht capability, and resort-inspired living within the exclusive Harbor Section of Bay Isles.

500 Harbor Cove Circle, Longboat Key

$2,195,000
3 Beds 2 Baths Country Club Shores SubDv. 34228 Zip Code
This is the one * PERFECTLY POSITIONED ON A QUIET CUL DE SAC STREET AT THE PREFERRED SOUTH END OF LONGBOAT KEY * Located on the QUIET END OF THE CANAL with OPEN WATER JUST BEYOND YOUR DOCK and the PRIVATE BEACH ACCESS ONLY MINUTES AWAY * A quick 3 minute cruise to Sarasota Bay & the ICW & The GULF * This coveted Country Club Shores IV home has been LOVINGLY RENOVATED with a NEW Kitchen & modern amenities while retaining its classic charm * NEW KITCHEN CABINETS * NATURAL GAS STOVE * GE CAFE APPLIANCES * NEW Solid Core Doors * FULL HURRICANE PROTECTION * NEW TILE Flooring throughout * 2 Car Garage has a NEW Mini Split A/C * Primary Suite with a Spa-style Bath featuring a LARGE Walk-in Shower * BEAUTIFUL VIEWS OF YOUR POOL & PRIVATE CANAL * This THOUGHTFULLY CURATED HOME is an open floor plan * The additional Bedrooms are well-appointed and located in a way that allows for guest privacy * Impact Sliding Glass Doors surround the Outdoor Area * ROOF IS 9 YEARS YOUNG * WATER HEATER IS 3 YEARS YOUNG * All of this wraps your Caged Pool with Paver Decking and a Paver Walkway to your 2021 NEW SEAWALL & COMPOSITE DOCK with a 10,000lb Boat Lift & 2 Additional NEW Jetski Lifts PLUS a 2-step down Kayak Dock Launch with Power & Water * THIS IS A BOATER'S DREAM * The PERFECT HOME & OUTDOOR OASIS to entertain family & friends or just simply relaxing in your slice of paradise * PRIDE OF OWNERSHIP SHOWS IN THIS IMMACULATE HOME * Furniture is available * Just bring your suitcase * Country Club Shores is a well established waterfront neighborhood offering DEEDED BEACH ACCESS with a convenient south end location close to ST ARMAND'S CIRCLE, The new ST REGIS, and even downtown Sarasota * Join the Longboat Key Club offering 45 holes of championship golf & world class tennis * Your family will love this home * One look & you'll fall in love! *

549 Halyard Lane, Longboat Key

$15,900,000
4 Beds 5 Baths Sanderling Club SubDv. 34242 Zip Code
Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota

$8,500,000
5 Beds 5 Baths Elliot M A Property Siesta Key SubDv. 34242 Zip Code
A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Sarasota

$289,000
Portofino On The Bay SubDv. 34231 Zip Code
Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A builder of your choice can be selected, however plans have been made for this lot - an option of a 3,357 sq. ft. home, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. Building plans must be approved by the board group of the community. The property is also located within the district for the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay and a community day dock, that is available upon reservation. Enjoy direct access to the Intracoastal Waterway. Boat slips could potentially become available for purchase if a community member is selling. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, Sarasota

$199,000
1 Beds 1 Baths Bird Bay Village SubDv. 34285 Zip Code
Perched among the treetops in beloved Bird Bay Village, this adorable 3rd-floor, 1-bedroom, 1-bath furnished condo feels like the perfect Venice getaway. Beautifully updated, impeccably maintained, and filled with natural light, the residence features soaring vaulted ceilings that add volume, charm, and an airy coastal feel throughout. Even better, this building offers an elevator — a unique and desirable feature within Bird Bay Village — making access to this top-floor retreat easy and convenient. Additional highlights include a new roof, one assigned carport parking space, and a private storage unit. Bird Bay Village is known for its resort-style amenities, vibrant social atmosphere, and beautiful natural setting along Roberts Bay. Residents enjoy multiple swimming pools, a clubhouse, fitness room, library, tennis, pickleball, bocce, walking paths, clubs, events, and even a kayak launch on the property, making it easy to enjoy the water and surrounding natural beauty. Ideally located just minutes from Gulf Coast beaches, the Venetian Waterway Park, Legacy Bike Trail, downtown Venice, shopping, dining, and entertainment, this furnished Bird Bay Village condo offers the best of low-maintenance Florida living. Whether you are searching for a seasonal retreat, full-time residence, or charming Venice condo close to beaches, boating, kayaking, and recreation, this treetop escape is ready to welcome you home.

1142 Bird Bay Way Unit 301, Venice

$604,800
3 Beds 3 Baths South Venice SubDv. 34293 Zip Code
Welcome to your own Key West-inspired coastal retreat, where laid-back Florida living & waterfront adventure combine. Adding to the appeal is a DEEDED WATERFRONT PARCEL across the street, providing a rare opportunity to enjoy direct water access with the potential to build a deck, launch kayaks, or relax along the shoreline with a fishing pole. For water lovers, the opportunities are truly endless. Owners also have the option to purchase annual memberships to the South Venice Beach Ferry, giving exclusive access to a private Gulf beach & the South Venice Community Boat Ramp & Kayak Launch, giving access to the Intracoastal Waterway & Gulf waters for boating, kayaking, and fishing adventures. As you arrive home, the attractive circular driveway & two front decks create an inviting first impression. The elevated stilted design not only delivers coastal charm but also offers peace of mind, positioning all living spaces above ground level. Step inside & feel quickly relaxed within this beautiful coastal TURN-KEY FURNISHED home. Designed for entertaining & everyday living, the spacious floor plan with easy-to-clean luxury vinyl flooring, features a large, open kitchen that serves as the heart of the home, connecting the front living room & rear family room. At the rear of the home, three fully pocketing sliding glass doors open the family room completely to an incredible elevated deck overlooking the heated pool below, protected by a hurricane-strapped screened lanai enclosure. Whether you're hosting sunset dinners, enjoying morning coffee while listening to birds, spending afternoons poolside, unwinding after a day on the water or gazing at the stars, this exceptional indoor-outdoor living space creates the perfect setting! Upstairs, all three bedrooms are thoughtfully positioned to create a private retreat away from the main living areas. The oversized primary suite is filled with natural light from an entire south-facing wall of windows & French doors that open up to a private balcony, the perfect place to begin or end your day. Cathedral ceilings enhance the spacious feel, while the impressive 12 ft closet provides great storage. The primary bathroom features dual vanities & tiled shower with built-in seat. Across the hall are two additional large bedrooms, both with high ceilings & fans. A hall bathroom with a bathtub serves these bedrooms. Adding to the home's comfort & efficiency, the second floor is served by its own air conditioning system. Hosting additional guests? Easy, due to the property's 50-amp RV HOOKUP. Looking for additional storage? Find a shed at the rear of the property & a storage closet between the carports. The storage closet has electric & is water connected with the ability to install a utility sink for easy clean-up before entering your living space oasis. Thoughtfully updated for comfort & storm readiness, the home features DUAL 2-ton AIR CONIDITIONING systems installed in 2022 & they are safely elevated above ground. A new electrical panel & WHOLE-HOUSE GENERATOR PLUG installed in 2019. Additional updates include a new ROOF in 2023 with hurricane clips (insurance discounts) & a NEW WATER HEATER, POOL HEATER & WELL PUMP installed in 2024. Combining coastal island charm with modern improvements & storm-conscious upgrades, this property offers more than just a home, it offers a lifestyle centered around outdoor living, waterfront recreation, entertaining & enjoying everything Florida's Gulf Coast has to offer!

1194 Linden Road, Venice

$395,000
2 Beds 2 Baths Heron House SubDv. 34229 Zip Code
**BEAUTIFULLY UPDATED WATERFRONT CONDO WEST OF THE TRAIL! BRING YOUR BOAT & KAYAK FOR DIRECT ACCESS TO THE INTRACOASTAL WATERWAY AND GULF OF MEXICO.** Unlike many Blackburn Harbor residences, this thoughtfully renovated 2-bedroom, 2-bath, second-floor condo is move-in ready, allowing the next owner to immediately enjoy the coveted waterfront lifestyle without the time or expense of major updates. The fully renovated interior showcases an impressive kitchen with quartz countertops, solid wood cabinetry, stainless steel appliances, and CoreTec luxury vinyl flooring throughout (except the guest bedroom). The spacious owner's suite features custom built-in closets and cabinetry, complemented by an elegantly updated en-suite bath. Multiple sliding glass doors open to an expansive screened balcony, where peaceful Florida nature views create the perfect setting to relax and unwind. Located within the secure, gated community of Blackburn Harbor, residents enjoy an exceptional waterfront lifestyle with boat docks (subject to availability), kayak launch and storage, direct Intracoastal access, a community pool, tennis and pickleball courts, fitness center, clubhouse, gazebo with BBQ area, and abundant natural surroundings. Private covered parking and ground-level storage are also included. Ideally situated in Osprey between Sarasota and Venice, Blackburn Harbor is just minutes from nationally ranked Pine View School, the Legacy Trail, Gulf beaches, shopping, dining, and everything the Gulf Coast lifestyle has to offer. RECENT COMMUNITY IMPROVEMENTS INCLUDE: Asphalt paving, irrigation, walkways, walkway lighting, and upgraded lighting for the tennis and pickleball courts.

7204 Jessie Harbor Drive Unit 7204, Osprey

$364,000
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

$479,500
Longboat Key Moorings SubDv. 34228 Zip Code
Club membership is NOT required and Owner Financing IS available for this rare 72' x 21' deep water boat slip on C-Dock at Longboat Key Moorings Marina, allowing for a 67' x 19' boat. Enjoy a premier deep-water, storm-protected marina location with direct access to Sarasota Bay, the ICW, and the Gulf. Longboat Key Moorings offers full-service amenities including dock crew, harbor concierge, 24-hour manned guard gate, cable TV, electricity, water, Wi-Fi, on-site fuel, pump-out service, and repair/maintenance services. Ideally located just minutes from St. Armands Circle, downtown Sarasota, Bradenton Beach, waterfront dining, shopping, and world-class boating. While membership to the Longboat Key Club is optional, it is not required to own this slip. A rare opportunity to secure premium waterfront access in one of Florida's most desirable boating communities.

2600 Harbourside Drive Unit C11, Longboat Key

$650,137
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. Call for your private showing today.

6267 Midnight Pass Road Unit 306, Sarasota

$935,000
2 Beds 2 Baths Harbor House SubDv. 34236 Zip Code
Welcome to 174 Golden Gate Point #22, an exceptional, professionally decorated waterfront residence offered completely furnished for under $1M. Perfectly positioned on the second floor of Sarasota's most prestigious peninsula, this stunning, fully renovated two-bedroom, two-and-a-half-bath condominium captures breathtaking panoramic views of Sarasota Bay and the iconic John Ringling Causeway Bridge from every room. The thoughtful double-primary split floor plan features spacious bedrooms with private en-suite bathrooms, creating a sophisticated yet relaxed retreat ideal for owners and guests alike. Elegant coastal aesthetics, curated by a professional designer using premium pieces from Pottery Barn and Restoration Hardware, blend soft creams and light blues with high-end finishes. Every detail has been meticulously addressed, including crown molding, porcelain tile flooring, quartz countertops, a custom high-end backsplash, accent lighting, powered blinds, a walk-in closet, extensive storage, and a massive TV and sound system. The main living, dining, and kitchen areas flood with a spectacular natural glow each morning and frame mesmerizing sunset views every evening. Practical amenities elevate the home, including a deeded covered parking spot just one story below that features a handy, built-in storage closet. Embracing an unparalleled downtown Sarasota lifestyle, this property places you at the center of the city’s vibrant cultural and social scene. Enjoy effortless walkability to award-winning restaurants, boutique shops, theaters, art galleries, Marina Jack, Bayfront Park, and a major boat club. You are also just a short trip over the bridge to St. Armands Circle, Lido Beach, and the world-renowned shores of Siesta Key and Longboat Key. With luxury hotels like The Ritz-Carlton and The Westin nearby to accommodate extra guests, this extraordinary property delivers the ultimate combination of luxury, location, and effortless bayfront living. Act fast, as a turnkey opportunity of this caliber on Golden Gate Point for less than $1M may soon be a thing of the past.

174 Golden Gate Point Unit 22, Sarasota

$310,000
1 Beds 1 Baths Gulfshore Of Longboat Key SubDv. 34228 Zip Code
BEAUTIFULLY REMODELED: This home is the epitome of simple elegance with a bit of modern flair. It has been remodeled to create a home that is very open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; a Primary bedroom, with a small attached room that could easily be converted to a small bedroom. The full Bath features a step-in shower. In addition, there is an outside bath house, that has been totally remodeled, and has a toilet, sink and shower that is perfect for when you return from the beach. Gulfshore of Longboat Key is located on a perfect parcel of land. It has it all – approximately 450-500 feet of private access to a pristine sand beach on the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large community heated pool, remodeled clubhouse with a commercial kitchen, and a well-maintained and managed campus. Gulfshore is proud of their financial management and the very affordable cost of living that has resulted. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armand’s Circle. St. Armand’s has a plethora of great restaurants and world-class shopping. Gulfshore does not permit rentals or pets and it is a 55+ community. Please call now to schedule your personal showing and to view your future home and live the Florida dream.

3710 Gulf Of Mexico Drive Unit E22, Longboat Key

$2,050,000
3 Beds 4 Baths Marina Bay SubDv. 34228 Zip Code
Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping residence has been recently renovated with designer inspired flooring, fixtures and thoughtful details throughout. The kitchen and dining rooms are positioned to capture direct views of Sarasota Bay while offering every convenience including a full wet bar area with wine refrigeration, custom cabinetry, breakfast bar, cabinet pantry and large laundry room with another closet pantry. The expansive living area features incredible wall space for works of art with natural light from the floor to ceiling sliders surrounding the wraparound screen terrace which frames the city skyline and Sarasota Bay. The primary suite has its own private wing and boasts a large shower with multiple shower heads, floating vanity, designer stone tilework, two large walk-in closets and a peaceful bedroom sanctuary with access to the west terrace and tranquil sunset skies. Both guest bedrooms are ensuite with ample closet space (one walk-in and one built-in) and recently renovated bathrooms. Other highlights include hurricane shutters, plantation shutters, automatic shades in the main living area, an under-building parking space, semi-private elevator and membership to the Bay Isles Beach Club on the Gulf. The Beach Club is a private, gated retreat for Bay Isles residents offering a large outdoor pavilion, tropical cabanas, grills and picnic facilities, private showers and restrooms. Marina Bay is a pet friendly community with on-site management, heated pool & spa, gas grill area, fitness room, tennis and pickleball courts. Located nearby the Longboat Key Club Marina, Publix, CVS, Post Office and minutes from St Armands and the cultural hub of downtown Sarasota. Get ready to start your Longboat Life today!

2450 Harbourside Drive Unit 244, Longboat Key

$264,000
2 Beds 2 Baths La Casa SubDv. 34287 Zip Code
This brand-new 2024 Jacobson manufactured home at 204 El Prado, North Port, FL offers 1,372 sq. ft. of comfortable, maintenance-free living in the active 55+ community of La Casa. The 2-bedroom, 2-bathroom open-concept layout features vaulted ceilings, a massive hidden walk-in pantry, and modern construction built to current hurricane codes. Highlights & Property Features include 2 Bedrooms / 2 Bathrooms; 1,372 Sq. Ft. (Lot size: ~0.14 Acres); Built in 2024; 2x6 exterior walls, double-pane insulated windows, stainless steel appliances, and luxury vinyl & carpet flooring; Features an attached 1,372 Sq. Ft. equivalent home-footprint feel alongside a custom 12' x 12' golf cart shed with access doors. Located in = La Casa MHP (55+ active co-op community). Located perfectly between Sarasota and Fort Myers, residents enjoy a serene neighborhood with mature trees, green spaces, and eight picturesque lakes. Community amenities include:Two heated clubhouses and swimming pools; A private boat ramp with access to the Gulf of Mexico; Fitness center, tennis courts, and pickleball courts; Social events, recreation facilities, and a private golf-cart-friendly gated community.

204 El Prado, North Port

$4,650,000
4 Beds 4 Baths Bird Key Sub SubDv. 34236 Zip Code
Perfectly positioned on coveted Bird Key, 465 E Royal Flamingo Drive captures the essence of refined Sarasota waterfront living with an extraordinary full renovation that blends timeless coastal elegance with exceptional craftsmanship. Set along 100 feet of protected canal frontage with direct access to Sarasota Bay, this remarkable residence offers an unparalleled boating lifestyle complete with a private dock and 16,000-pound boat lift, creating the ideal setting for effortless days on the water. Encompassing 2,846 square feet of thoughtfully curated air-conditioned living space with four bedrooms and four beautifully renovated bathrooms, every detail of this home has been elevated to deliver a move-in ready luxury experience. Inside, Mirage engineered hardwood flooring flows seamlessly throughout, complemented by new interior and exterior lighting, recessed lighting, designer ceiling fans, and carefully selected finishes that create warmth and sophistication. The spectacular chef’s kitchen serves as the centerpiece of the home and features custom cabinetry with integrated lighting and soft-close doors and drawers, stunning quartzite countertops and backsplash, decorative tile accents, a custom hood, farmhouse sink, premium plumbing fixtures, separate water filtration faucet, Sub-Zero refrigeration with water and ice, wine refrigeration, and an exceptional Wolf appliance package including a six-burner gas range with grill, double convection wall ovens, and additional culinary conveniences. A beautifully appointed butler’s pantry and utility room enhance functionality with a Wolf microwave, KitchenAid ice maker, and Electrolux washer and dryer. Entertain effortlessly with a custom dry bar showcasing illuminated glass cabinetry, quartzite surfaces, and designer tile details. The great room is equally impressive, anchored by dramatic wood beam ceilings, an elegant electric fireplace, and custom built-ins with illuminated shelving that create an inviting yet elevated gathering space. The luxurious primary suite is designed as a private retreat with sliding glass doors opening to the lanai, a spacious custom walk-in closet, and a spa-inspired bath featuring a freestanding soaking tub, floating dual vanity, rain shower, niche detailing, and exquisite finishes of marble and porcelain. Outdoor living is equally exceptional with an expansive lanai finished in shell stone, tongue-and-groove ceilings, electric roll-down screens, and multiple entertaining spaces overlooking the heated saltwater pool and spa, beautifully resurfaced with glass waterline tile, a shell stone pool deck, and pergola. Additional highlights include a fully fenced and professionally landscaped yard with irrigation and landscape lighting, a new clay barrel tile roof completed in 2024, Aluminum ES impact windows and doors, natural gas service, Lennox air-conditioning, dual Rheem gas tankless water heaters, updated paint throughout, seawall enhancements with replacement panels, cap and tie-back system, and an oversized two-car garage featuring epoxy flooring, custom cabinetry, mini-split air conditioning, Tesla charger, and an exceptional level of finish rarely found. This is Bird Key waterfront living at its finest—where luxury, comfort, and effortless access to Sarasota’s world-class boating and downtown lifestyle come together in one extraordinary residence.

465 E Royal Flamingo Drive, Sarasota

$460,000
2 Beds 2 Baths Country Club Estates SubDv. 34285 Zip Code
Waterfront home in the perfect location in the premier boating community of Country Club Estates. Beautiful, large home looking straight down the Harbor to view the boats riding along on the Intracoastal Waterway. Doing this while sitting in your tastefully decorated, expansive front lanai. Does it get much better than this. Perfect home for someone who knows quality and dreams of having a boat with quick access to the Gulf. This is the location you will want. This 2 bedroom, 2 bath home with another bonus room has it all. Open space for living, dining and cooking with arched entrances from lanai. Quality furniture is staying for your use when you take ownership and enjoy this great house in a great location. Country Club Estates has two clubhouses, both with kitchens. One clubhouse has a stage for bands and performances, the other overlooks the waterway, with rented boat slips for the residents. From the boat club to the book club, you will probably find it here. Pickleball, shuffleboard, corn hole, billiards, ping pong, library, fitness center, most card games, karaoke, events planned for the holiday, local bands and DJ's for dances, neighborhood parades and scavenger hunts. Too many to list. This is not just a place to live--it is a lifestyle. Come see for yourself.

805 S Waterway, Venice

$3,900,000
Sapphire Shores SubDv. 34234 Zip Code
Exceptional Sarasota bayfront homesite in Indian Beach/Sapphire Shores. A rare opportunity to build your custom waterfront home on one of Sarasota's most desirable bayfront streets—South Shore Drive. Situated at the end of a protected peninsula in the highly sought-after Indian Beach/Sapphire Shores neighborhood, this waterfront property spans approximately 0.44 acres (19,234± square feet) and offers over 200 feet of boatable water frontage with expansive views of Sarasota Bay, easy travel to the Intracoastal Waterway, and beautiful sunset views. The property features a 4' x 43' private dock, a 15,000-pound boat lift with new electrical service, and direct access to Sarasota Bay, making it ideal for boating enthusiasts. The 200+ feet of concrete seawall was recapped in 2015. Enjoy open-water views and a prime setting for creating a custom residence that takes full advantage of the waterfront lifestyle. Several bayfront parks are within walking distance, and the neighborhood's tree-lined, bicycle-friendly streets add to its appeal. Conveniently located just minutes from the The John and Mable Ringling Museum of Art, Asolo Repertory Theatre, downtown Sarasota, and Sarasota-Bradenton International Airport. Nearby less then 10 t0 15 minutes are Siesta Beach, Lido Beach, Longboat Key Beach, and St. Armand's Circle. Simply enjoy Sarasota's renowned dining, shopping, arts, and cultural attractions. Build the waterfront estate you've always imagined and experience the very best of Sarasota's luxury coastal lifestyle in tropical paradise.

305 S Shore Drive S, Sarasota

$1,399,000
3 Beds 3 Baths Longboat Shores SubDv. 34228 Zip Code
Expect luxury living and a world of conveniences within the serene enclave of Buttonwood Harbour on Longboat Key, where care and impeccable style converge in this 3BR/3BA tropical oasis. As you approach, the vast circular paver drive, embraced by lush, professionally maintained landscape, sets the stage for what awaits beyond the architecturally pleasing covered front entryway. Step inside to discover the attention to detail that defines this updated home, as gorgeous new tile floors throughout grace and harmonize with neutral tones and exquisite touches, including stately plantation shutters adorning every window. The flowing floor plan effortlessly guides you to the expansive pool area, blending indoor elegance with outdoor convenience. The beautifully remodeled kitchen is both stylish and functional, seamlessly connected to the living room, and featuring a large breakfast Island, tile backsplash, a wine refrigerator, and Bosch appliances. Relax in the cozy Florida room, which offers a tranquil retreat with walls of sliders that blur the boundaries between indoor and outdoor living. Outside, the sparkling heated pool beckons, surrounded by ample space on the lanai for entertaining or simply basking in the tropical ambiance. The expansive primary suite is a sanctuary of comfort, with slider access to the pool area, new tile flooring, and a remodeled primary bath boasting dual vanities and a glass-enclosed walk-in shower adorned with stunning tilework. Equally inviting, the two guest accommodations offer spacious comfort, with elegantly remodeled bathrooms. Set in a prized mid-key location, Buttonwood Harbour offers residents a short walk to the beach and a community Harbor with boat slips available to lease.

602 Buttonwood Drive, Longboat Key

$2,300,000
3 Beds 3 Baths Manasota Acres SubDv. 34223 Zip Code
Waterfront luxury meets unmatched storage and garage space on highly desirable Manasota Key. Whether you're a car enthusiast, collector, boater, or simply need room for RVs, watercraft, and recreational toys, this exceptional property delivers. The impressive 60’x40’ oversized garage is a rare find, featuring three car lifts and abundant space for vehicles, hobbies, and storage. Beyond the garage, you'll discover a spectacular waterfront lifestyle overlooking beautiful Lemon Bay. Enjoy direct boating access from your private dock and 18,000-pound boat lift, with no fixed bridges standing between you and the Intercoastal Waterway, Gulf waters, waterfront restaurants, and endless boating adventures. This beautifully maintained 3-bedroom split floor plan offers spacious living throughout, including a large open-concept living room, expansive dining area perfect for entertaining, and a well-appointed kitchen featuring custom mahogany cabinetry, granite countertops, and stainless-steel appliances. Tile flooring runs throughout the home, while stunning water views can be enjoyed from multiple rooms. Step outside to your private resort-style retreat. The custom 18' x 40' saltwater pool showcases elegant tile accents, lighting, and water features, while the jetted spa provides the perfect place to unwind as you overlook Lemon Bay. The tiki bar creates an inviting gathering space for family and friends, complemented by an outdoor dining and grilling area designed for memorable waterfront entertaining. For added peace of mind, the home experienced no water intrusion or damage during the 2024 hurricanes and comes with a whole house generator. Adding to the appeal, deeded Gulf beach access is located directly across the street, offering convenient access to pristine sandy beaches and breathtaking sunsets. Beachside restaurants, entertainment, and the public beach are all less than two miles away. This extraordinary property combines luxury waterfront living, exceptional boating access, deeded beach rights, and one of the most impressive garages on Manasota Key. Create a life you don't need a vacation from.

6065 Manasota Key Road, Englewood

$470,000
3 Beds 2 Baths Tarpon Point SubDv. 34293 Zip Code
Virtually Staged. WATERFRONT LIVING WITH PRIVATE BOAT LIFT • NO HOA • NO CDD • OVERSIZED GARAGE Experience the ultimate Florida waterfront lifestyle at this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Tarpon Point community of Venice. Offering direct canal access, a private boat lift, and no HOA or CDD fees, this property combines waterfront living, flexibility, and convenience in one exceptional package. With 1,408 square feet of living space and over 3,300 total square feet under roof, the home features an open-concept floor plan with vaulted ceilings, abundant natural light, newer flooring, and a seamless flow between the living, dining, and kitchen areas. The kitchen offers granite countertops, white cabinetry, a center island, and stainless-steel appliances, creating an inviting space for everyday living and entertaining. The spacious primary suite includes a walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, family, or a home office. Recent upgrades provide peace of mind, including a newer roof, newer A/C system, newer flooring, and hurricane-impact sliding glass doors**, combining comfort, efficiency, and storm protection. Step outside to the expansive screened deck overlooking the canal, where you can enjoy peaceful water views, entertain guests, or simply relax and embrace the Florida lifestyle. The private boat lift offers quick access to the Intracoastal Waterway and Gulf waters, making it easy to spend the day boating, fishing, waterfront dining, or heading to the beach by boat in just minutes. One of the standout features of this property is the oversized garage and under-home storage area. Whether you're looking for a workshop, hobby space, home gym, storage for fishing gear, golf carts, kayaks, paddleboards, or other recreational equipment, this versatile space offers endless possibilities rarely found in waterfront homes at this price point. Situated on an oversized lot, this home provides the privacy and freedom that many buyers are seeking today. Unlike many newer communities with higher fees and limited storage options, this property offers room to enjoy your lifestyle without the restrictions of an HOA. Conveniently located near Wellen Park, Downtown Wellen, CoolToday Park, Costco, Venice Beach, Manasota Key, historic Downtown Venice, shopping, dining, golf courses, and top-rated schools**, you'll enjoy easy access to some of the area's most desirable destinations while still coming home to your own waterfront retreat. Finding a waterfront home with direct canal access, a private boat lift, oversized garage/workshop space, recent major updates, no HOA, no CDD fees, and convenient access to Venice's beaches and amenities is increasingly rare. Don't miss this opportunity to own a true Florida waterfront lifestyle property.

9050 Caloosa Drive, Venice

$2,995,000
3 Beds 4 Baths The Phoenix SubDv. 34236 Zip Code
Virtually Staged. Experience an elevated standard of waterfront living from one of Sarasota Bay's desired residential addresses. Along the shimmering shoreline of Golden Gate Point, this remarkable residence at The Phoenix offers an exceptional blend of privacy, refinement and breathtaking panoramic views. One of only 13 luxury residences in this boutique gated community, the nearly 3,800-square-foot residence is designed to capture never-ending vistas stretching from downtown Sarasota and iconic Ringling Bridge to Bird Key, Longboat Key and the blue waters beyond. Floor-to-ceiling impact-rated, sound-suppression windows, soaring 10-foot ceilings, polished marble floors, extensive millwork, crown molding, and expansive terraces create a seamless connection between elegant interiors and the spectacular waterfront setting. A private elevator arrival introduces beautifully appointed living spaces ideal for grand entertaining and everyday comfort, while the gourmet kitchen features premium cabinetry, professional appliances and gas cooking. Remote-operated window shades enhance comfort and convenience throughout the residence. The luxurious owner’s retreat offers a spa-inspired bath, oversized dressing room and tranquil water views, while each guest suite enjoys its private en-suite bath. Designed for those who appreciate elegance and exclusivity, The Phoenix delivers a level of boutique luxury rarely found on Sarasota’s waterfront. Residents enjoy a heated bayfront pool and spa, fitness center, owners lounge, and an expansive rooftop terrace where unforgettable sunsets, city lights and sweeping bay views create the ideal backdrop for entertaining. Private two-car garages, secure gated access, and only two residences per floor further enhance the sense of privacy and prestige. Ideally between vibrant downtown Sarasota and the renowned shopping, dining and waterfront attractions of St. Armands Circle, this exceptional residence offers effortless access to marinas, cultural venues, championship golf, and the white-sand beaches of Siesta Key, Lido Key and Longboat Key. Combining timeless luxury with an irreplaceable waterfront setting, this is Sarasota living at its absolute finest.

136 Golden Gate Point Unit 602, Sarasota

$619,900
2 Beds 2 Baths Bayport Bch & Ten SubDv. 34228 Zip Code
We are offering an exceptional investment opportunity at Bayport Beach & Tennis Club. Unit 521 is PRICED BELOW a recent June 2026 independent appraisal and currently the lowest-priced residence in the Bayport Beach & Tennis Club complex, we feel this beautifully updated condominium represents one of the best values on Longboat Key for a primary residence, seasonal retreat, vacation home, or investment property. Features include impact-resistant windows and sliding glass doors, City-permitted interior remodeling, a newer air conditioning system, covered parking, private storage, and numerous thoughtful upgrades throughout. The recent June 2026 independent appraisal, City permit records, association budget, reserve information, and HOA documents are available electronically upon request. Discover the essence of coastal resort living within Bayport's beautifully landscaped 27-acre Gulf-to-Bay community featuring 1,200 feet of private deeded Gulf of Mexico beachfront, direct Sarasota Bay access with a fishing pier and kayak launch, mature tropical landscaping, scenic walking trails, and an outstanding collection of resort-style amenities. Residents enjoy a heated Junior Olympic lap pool, four Har-Tru tennis courts, fitness center, clubhouse, community room, kayak launch and storage, professional on-site management, and one of Longboat Key's most desirable waterfront lifestyles. Conveniently located just minutes from Publix, Ace Hardware, Pickle ball facilities, waterfront dining, boating, championship golf, St. Armands Circle, The Ringling Museum, dog parks, and the cultural attractions of downtown Sarasota, Bayport offers the perfect balance of island tranquility and everyday convenience. Whether you're searching for a full-time residence, seasonal getaway, vacation home, or long-term investment, this move-in-ready residence offers exceptional value in one of Florida's premier Gulf-to-Bay communities. Experience the relaxed elegance, natural beauty, and resort lifestyle that have made Bayport Beach & Tennis Club one of Longboat Key's most sought-after addresses. Come experience why so many residents say that living at Bayport isn't just owning a home—it's embracing a year-round island resort lifestyle that others only experience on vacation.

521 Bayport Way Unit 521, Longboat Key

$2,000,000
3 Beds 3 Baths Condo On The Bay SubDv. 34236 Zip Code
Auction Property. But NOT A DISTRESSED SALE. This home is For Sale By Owner. There’s no auction company involved. Residence 109 has soaring 10-FOOT CEILINGS, was fully renovated (COMPLETED IN 2026), and comes with a 2-Year Platinum Home Warranty covering everything. Wide-Open Water Views from inside, including stunning views of the Ringling Bridge lit up in all its splendor in the evening, which is also seen from inside the primary suite. To promote buyer confidence, there is an Extensive, Online-Due-Diligence-Package that includes: A Pre-Home Inspection Report, Complete Community Information, and TWO INDEPENDENT APPRAISALS - intended to inform, not determine, the final price. RESIDENCE 109 — offers luxury rarely found with the largest 3-bedroom floor plan +++ PLUS ++ an 1,800 square foot ELEVATED (pet-friendly) PRIVATE GARDEN TERRACE with a PRIVATE GATED ENTRANCE to and from the amenities below, including a SAUNA, heated pool, fitness center, and MARINA WITH BOAT AND KAYAK LIFTS. Your pet(s) will love the fact that there’s NO ELEVATOR EVER REQUIRED. There’s also a CONCEALED SCULLERY/SECOND KITCHEN hidden behind pocket doors with a 2nd kitchen sink, 2nd dishwasher, a wall oven, and food & beverage prep space — KEEPING THE MAIN WATERFRONT KITCHEN PRISTINE WHILE ENTERTAINING. With 1,800 square feet of very private, ELEVATED outdoor living, Residence 109 is the largest floor plan in the entire community and lives much more like a private waterfront home than a condo. The UNOBSTRUCTED SARASOTA BAY SUNSETS and the colorful RINGLING BRIDGE LIGHTS are visible from both outside and inside the home. Offshore enthusiasts have direct access to Sarasota Bay and quick access to the Gulf. Located adjacent to Sarasota's acclaimed 53-acre waterfront park, The Bay — with concerts, trails, dining, and 20+ restaurants and cultural attractions within 10 blocks. — A transparent, buyer-friendly opportunity unlike any traditional auction. — Have your agent direct you to the property website and download your PRIVATE copy of the Property Package, Registration Package, and the Sample Purchase Agreement.

988 Blvd Of The Arts Unit 109, Sarasota

$899,900
3 Beds 2 Baths Phillippi Gardens SubDv. 34231 Zip Code
Opportunities like this are becoming increasingly difficult to find. Situated on nearly half an acre along a wide, scenic stretch of Phillippi Creek, this property offers the perfect combination of waterfront living, privacy, and an unbeatable central Sarasota location. Tucked behind a fenced driveway, the classic Sarasota ranch-style home welcomes you with its timeless charm. But the true showstopper is the backyard, a sprawling park-like setting with mature trees, expansive green space, and peaceful water views that create a private retreat right in the middle of town. This solid block home has been thoughtfully updated with a 2024 metal roof, laminate flooring throughout, stainless steel appliances, recessed lighting, and fresh exterior paint. The functional floor plan features a dedicated dining area, oversized laundry room, and a spacious two-car garage. For boating and water enthusiasts, the possibilities are exceptional. Subject to permitting, there may be an opportunity to add a dock and boat lift, providing direct access to Phillippi Creek, Sarasota Bay, and ultimately the Gulf of Mexico. Enjoy kayaking, paddleboarding, fishing, wildlife viewing, or simply relaxing while watching the water drift by. Located just minutes from Siesta Key, Downtown Sarasota, shopping, dining, and everyday conveniences, this property offers a lifestyle that is increasingly hard to replicate. Whether you're looking for a waterfront residence, a property to expand and customize, or simply a unique piece of Sarasota waterfront land, this is an opportunity you won't want to mis- schedule your private showing today!

2103 Lusitania Drive, Sarasota

$339,000
1 Beds 1 Baths Beach Harbor Club SubDv. 34228 Zip Code
Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC system, and modern finishes throughout. Every detail has been thoughtfully considered to deliver effortless island living. The building offers convenient elevator access, plus a wealth of amenities designed for relaxation and recreation. This vibrant community stretches from beach to bay, granting you deeded beach access and a rooftop deck where unforgettable sunsets await. Cool off in the heated pool, unwind at the tiki bar, or gather with neighbors in the clubhouse. Outdoor enthusiasts will love the kayak and canoe launch, while boat slips are available first-come, first-serve for $700/year. Additional perks include a fitness center, laundry facility, bike storage, storage locker, wood shop, and on-site management. Condo fees thoughtfully cover TV, internet, and water for added peace of mind. Beyond your doorstep, indulge in the best of the region. Savor waterfront dining at Dry Dock Waterfront Grill, shop at nearby Publix, or explore the boutiques of St. Armands Circle. Anna Maria Island's charm is just a short drive away. Discover your slice of paradise—schedule your private showing today and embrace the Longboat Key lifestyle.

3804 Gulf Of Mexico Drive Unit B204, Longboat Key

$4,395,000
5 Beds 6 Baths Longboat Shores SubDv. 34228 Zip Code
Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of island life. Spanning 4,106 square feet, this thoughtfully designed residence features 4 spacious bedrooms, a private office/den, and 4 luxurious bathrooms, creating an ideal setting for both everyday living and entertaining. Finished floor elevation above base flood elevation, the home provides added peace of mind while maximizing its commanding presence. Designed to embrace Florida’s indoor-outdoor lifestyle, expansive sliding glass doors seamlessly connect the interior living spaces to two generous covered lanais, overlooking a resort-style heated pool and spa. Whether hosting sunset gatherings or enjoying a quiet morning overlooking the water, every space has been crafted to capture the beauty and serenity of waterfront living. Inside, quality finishes and attention to detail abound. Wide-plank engineered hardwood flooring flows throughout the home, complemented by designer quartz countertops, custom cabinetry, and an open-concept floor plan filled with natural light. The chef-inspired kitchen serves as the centerpiece of the home, featuring an oversized island, premium finishes, and a spacious walk-in pantry. The convenience of dual laundry rooms further enhances the home's thoughtful design. For boating enthusiasts, the property features a concrete seawall and marina access, offering quick and convenient access to Sarasota Bay and the Gulf waters beyond—making it easy to enjoy world-class fishing, waterfront dining, and unforgettable days on the water. A boat slip is currently leased by the owner. Tucked away on a quiet street, yet just moments from Longboat Key’s pristine beautiful sand beaches, championship golf courses, marinas, boutique shopping, and renowned dining destinations, this residence delivers the perfect balance of privacy and accessibility. Offering the rare combination of new construction, waterfront location, elevated construction, luxury finishes, and Gulf boating access, 626 Buttonwood Drive represents an exceptional opportunity to own a premier Longboat Key waterfront retreat in one of Florida’s most coveted coastal communities. Luxury. Boating. Beach Life. Welcome Home.

626 Buttonwood Drive, Longboat Key