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 place to call home. Known for its lush landscapes and tranquil waterways, Oyster Bay Estates is perfect for those seeking a peaceful retreat while still enjoying the conveniences of city life.

The homes in this delightful community embody traditional architectural style, showcasing classic designs that stand the test of time. With their elegant facades, inviting porches, and well-manicured lawns, these residences exude warmth and charm. Each home is thoughtfully designed to provide a comfortable living space, featuring spacious interiors, high ceilings, and an abundance of natural light. Whether you’re entertaining guests or enjoying a quiet evening, these homes offer a perfect backdrop for any occasion.

Oyster Bay Estates is more than just a collection of houses; it's a community where neighbors become friends. Residents enjoy access to nearby parks, recreational facilities, and the stunning beaches of Sarasota, all just a short drive away. The area is also home to top-rated schools, shopping centers, and fine dining options, ensuring that everything you need is within reach.

If you’re in search of a place that combines traditional charm with modern convenience, look no further than Oyster Bay Estates. Experience the beauty of South Sarasota living in this idyllic neighborhood where every day feels like a vacation. Come and discover your dream home in this enchanting community!

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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