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 picturesque South Sarasota, Florida. This charming subdivision is a haven for those seeking a tranquil lifestyle while remaining close to the vibrant heart of the Sunshine State. With its lush landscapes and serene waterways, Oyster Bay Estates is a community that embraces the beauty of nature and the warmth of Southern living.

The homes in Oyster Bay Estates showcase a stunning array of traditional architectural styles, inviting you to experience the timeless elegance that defines this neighborhood. From stately columns and gabled roofs to inviting front porches, each residence exudes character and charm. These homes are thoughtfully designed to blend seamlessly with their surroundings, offering a perfect balance of comfort and sophistication.

Living in Oyster Bay Estates means enjoying a lifestyle enriched by community spirit. Residents take pride in their beautifully manicured lawns and friendly neighbors, making it easy to feel at home. The area is also conveniently located near some of Sarasota’s best attractions, including world-class beaches, vibrant dining options, and lush parks, ensuring that adventure is always just around the corner.

Whether you’re looking for a peaceful retreat or a place to raise a family, Oyster Bay Estates offers the perfect backdrop for creating cherished memories. Come explore this enchanting community and discover the delightful homes that await you in South Sarasota. Your dream home is just a visit away!

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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