Oyster Bay Estates Homes with Beach Access Water Frontage

Oyster Bay Estates Homes with Beach Access Water Frontage

Welcome to Oyster Bay Estates, a hidden gem nestled in the heart of South Sarasota, Florida. This charming subdivision offers an idyllic coastal lifestyle, perfectly blending luxury and tranquility. Known for its stunning waterfront properties, Oyster Bay Estates is a paradise for those who appreciate the beauty of nature and the allure of beach access right at their doorstep.

Imagine waking up each morning to the gentle sounds of the waves and the salty breeze wafting through your windows. Homes in Oyster Bay Estates boast exquisite waterfront frontage, providing residents with breathtaking views and direct access to the shimmering waters of Sarasota Bay. Whether you enjoy kayaking, paddleboarding, or simply lounging on your private dock, this community is designed for the ultimate outdoor experience.

The architecture within Oyster Bay Estates reflects a harmonious blend of modern elegance and classic coastal charm. Each home is thoughtfully designed, featuring spacious layouts, high-end finishes, and lush landscaping that enhances the natural beauty of the area. With a variety of styles and sizes available, you’re sure to find the perfect residence that suits your lifestyle.

Beyond the stunning homes and waterfront access, Oyster Bay Estates is conveniently located near some of South Sarasota's finest amenities. Residents can enjoy a vibrant local dining scene, boutique shopping, and proximity to world-renowned beaches like Siesta Key and Lido Key.

Discover the enchanting lifestyle that awaits you in Oyster Bay Estates, where every day feels like a vacation. Come experience the perfect blend of luxury, nature, and community in this beautiful Florida enclave. Your dream home by the water awaits!

Newest Oyster Bay Estates Homes with Beach Access Water Frontage

$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

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