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$1,468,000
4 Beds 4 Baths Fishermens Bay SubDv. 34231 Zip Code
Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!

8963 Fishermens Bay Drive, Sarasota

$110,000
1 Beds 1 Baths Gulf Gate Gardens SubDv. 34231 Zip Code
REDUCED PRICE! Charming 1-Bed, 1-Bath Condo with a Community pool. Discover comfort and convenience in this cozy FIRST FLOOR condo located in the desirable Gulf Gate area of Sarasota. This cozy unit offers a screened lanai with sliding doors from the bedroom and living rooms. Enjoy the added bonus of a private storage room located just steps from your front door. The amenities included in the HOA fee include Community Pool maintenance, basic cable, water, sewer, and trash service. Whether you're looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, this condo fits the bill. Perfectly situated just minutes from the stunning Gulf Coast beaches, The Legacy Trail, I-75, downtown Sarasota, UTC Mall, and Sarasota-Bradenton International Airport—everything you need is within easy reach. Don’t miss out on this affordable opportunity to own in one of Sarasota’s most sought-after neighborhoods!

7273 Cloister Drive Unit 121, Sarasota

$999,000
Bay View Acres SubDv. 34231 Zip Code
Welcome to 1849 Baywood Drive in Sarasota, Florida 34231 Situated on a .26-acre lot with an impressive 92-foot seawall, this cleared and ready-to-build property offers direct canal access to little Sarasota bay with no fixed bridges and just minutes from the Gulf of Mexico. The property is also walking distance to Siesta Key Beach, consistently ranked as America’s #1 beach, celebrated for its powdery white quartz sand and turquoise water. Whether you’re an avid boater, fisherman, or simply love being near the water, this property is your gateway to the quintessential Florida lifestyle. Imagine stepping out of your custom-built home and cruising through the open waters of Sarasota Bay in minutes, or exploring the turquoise waters near Midnight Pass, less than ten minutes away by boat. Living on a deep-water canal offers year-round enjoyment, from sunrise paddle boarding and kayaking to evening fishing and dolphin watching right from your own backyard. Local marine life includes snook, redfish, tarpon, mangrove snapper, and even gentle manatees that frequent these calm channels. This highly desirable area of Sarasota has county-approved residential construction, saving you time and streamlining the path to building your custom coastal retreat. Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement the waterfront setting—perfect for showcasing panoramic canal views and breathtaking sunsets. Enjoy proximity to some of Sarasota’s finest amenities. Just 15 minutes to vibrant downtown Sarasota, residents can savor world-class dining, cultural attractions, and entertainment venues like The Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, and St. Armands Circle. From tranquil canal living to convenient access to Sarasota’s cultural and coastal attractions, 1849 Baywood Drive presents a rare opportunity to design your dream home and live the ultimate Gulf Coast lifestyle in one of Florida’s most prestigious waterfront neighborhoods.

1849 Baywood Drive, Sarasota

$229,900
3 Beds 2 Baths Mobile Estates SubDv. 34231 Zip Code
A stunning 3 bedroom home on a delightful RESIDENT OWNED-NO LOT RENT 55+ community situated less 5 minutes from the world renowned Siesta Key beach. Indulge in worry free living with a monthly HOA of only $215 a month. Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-bathroom DOUBLE-WIDE home located in the highly desirable Mobile Estates community in Sarasota. This home has been totally remodeled and offers the perfect blend of relaxed coastal living and everyday practicality. Step inside to find stylish tile flooring throughout, offering both elegance and easy maintenance. With recent additions in 2006, the open and airy layout creates a welcoming atmosphere, ideal for both quiet evenings and entertaining guests. What truly sets this home apart is its exceptional outdoor space and large storage spaces (4 sheds!). Located close to shopping, dining, and all that Sarasota has to offer, this home is a rare find in a fantastic location.

2094 Detroiter Street, Sarasota

$599,000
2 Beds 2 Baths Castel Del Mare SubDv. 34231 Zip Code
Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!

1602 Stickney Point Road Unit 404, Sarasota

$6,495,000
6 Beds 7 Baths Oyster Bay Estates SubDv. 34231 Zip Code
Virtually Staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.

1137 N Lake Shore Drive, Sarasota

$5,980,000
4 Beds 7 Baths Oyster Bay Estates SubDv. 34231 Zip Code
The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

1521 S Lake Shore Drive, Sarasota

$580,000
3 Beds 3 Baths Phillippi Crest SubDv. 34231 Zip Code
This 3-bedroom, 2.5-bathroom home is just 15 minutes from one of the best beaches in the USA. With a custom-made playhouse, heated pool, and custom outdoor shower, this home is perfect for families. The kitchen features granite countertops, and there are two AC units. The one-car garage can be converted into a two-car garage, and there are two hidden storage areas in the master suite. Recent updates include a new roof(2022), laminate flooring(2023), fresh interior paint(2022), a new water heater in 2022, a new dishwasher(2025)New disposal(2024), and a new fence installed(2024). This home was also converted from a well setup for water to a city water hookup in 2024. Located in one of the best school districts in Sarasota County, this home offers comfort and luxury in a prime location. Schedule your showing today.

5311 Creek Drive, Sarasota

$4,400,000
4 Beds 5 Baths Oyster Bay Estates SubDv. 34231 Zip Code
Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest.

4431 Camino Real, Sarasota

$149,950
1 Beds 1 Baths Pinewood Village SubDv. 34231 Zip Code
Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.

2763 Woodgate Lane Unit 307, Sarasota