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 picturesque subdivision is renowned for its serene ambiance and luxurious lifestyle, offering residents a perfect blend of comfort and elegance. With its lush landscapes and tranquil waterways, Oyster Bay Estates is a sanctuary for those seeking a peaceful escape while remaining close to the vibrant energy of the city.

The homes in Oyster Bay Estates showcase a stunning Traditional Architectural style, characterized by their timeless charm and classic elegance. These residences feature brick facades, gabled roofs, and inviting front porches, creating an atmosphere that feels both warm and welcoming. Inside, you'll find spacious layouts filled with natural light, high ceilings, and exquisite finishes that cater to modern living while honoring the traditional aesthetic.

Living in Oyster Bay Estates means enjoying a community that values both privacy and connection. With tree-lined streets and friendly neighbors, it’s easy to feel at home here. The subdivision is conveniently located near top-rated schools, upscale shopping, and fine dining, ensuring that everything you need is just a stone's throw away. For outdoor enthusiasts, the nearby beaches, parks, and recreational facilities offer endless opportunities for adventure and relaxation.

Whether you're looking for a family home or a tranquil retreat, Oyster Bay Estates is the perfect place to call home. Discover the elegance and charm of this exceptional community, where traditional architecture meets the beauty of South Sarasota living. Your dream home awaits!

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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