Oyster Bay Estates Homes with Mediterranean Architectural style

Oyster Bay Estates Homes with Mediterranean Architectural style

Welcome to Oyster Bay Estates, a serene gem nestled in the heart of South Sarasota, Florida. This picturesque subdivision offers a unique blend of luxury and tranquility, making it an ideal destination for those seeking a sophisticated lifestyle in a vibrant community.

Oyster Bay Estates is renowned for its stunning Mediterranean architectural style, which is beautifully reflected in the homes that grace this enchanting neighborhood. These residences boast elegant arches, terracotta roofs, and intricate tile work, creating a warm and inviting atmosphere that captures the essence of coastal living. Each home is thoughtfully designed to harmonize with the lush surroundings, offering both aesthetic appeal and functional living spaces.

As you stroll through the tree-lined streets of Oyster Bay Estates, you’ll be captivated by the lush landscaping and the sense of community that permeates the air. The subdivision is conveniently located near some of the finest beaches in Sarasota, where you can bask in the sun or indulge in water sports. For those who appreciate nature, nearby parks and nature preserves offer ample opportunities for hiking, biking, and birdwatching.

In addition to its natural beauty, Oyster Bay Estates is just a stone’s throw away from an array of shopping, dining, and entertainment options. From upscale boutiques to gourmet restaurants, everything you need is within easy reach.

Experience the charm of Oyster Bay Estates, where Mediterranean elegance meets the laid-back lifestyle of South Sarasota. Come home to a community that feels like a vacation every day!

Newest Oyster Bay Estates Homes with Mediterranean 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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