Oyster Bay Estates Homes with Traditional Architectural style

Oyster Bay Estates Homes with Traditional Architectural style

Welcome to Oyster Bay Estates, a hidden gem nestled in the heart of South Sarasota, Florida. This charming subdivision offers a unique blend of serene living and vibrant community spirit, making it an ideal destination for families, retirees, and everyone in between.

Oyster Bay Estates is characterized by its picturesque setting, where lush landscapes meet the tranquil waters of the nearby bay. The community is known for its traditional architectural style homes, which exude timeless elegance and charm. These residences feature classic design elements such as gabled roofs, brick facades, and spacious porches, creating an inviting atmosphere that feels like home the moment you step inside.

Each home in Oyster Bay Estates is thoughtfully designed, offering ample living space and modern amenities while maintaining a nod to traditional aesthetics. Residents enjoy large lots, mature trees, and beautifully manicured gardens, providing a perfect backdrop for outdoor gatherings and family activities.

The location is equally appealing, with easy access to the stunning beaches of Sarasota, renowned dining options, and vibrant cultural attractions. Whether you’re looking to explore the local art scene, indulge in fresh seafood, or simply enjoy a day in the sun, Oyster Bay Estates places you at the center of it all.

In this idyllic community, neighbors become friends, and every day feels like a vacation. Discover the charm of Oyster Bay Estates today and experience the perfect blend of comfort, style, and Florida living at its finest!

Newest Oyster Bay Estates Homes with Traditional Architectural style

$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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