Oyster Bay Estates Homes with Pool View

Oyster Bay Estates Homes with Pool View

Welcome to Oyster Bay Estates, an exquisite haven nestled in the heart of South Sarasota, Florida. This charming subdivision is a hidden gem, perfectly positioned to offer both tranquility and convenience. Known for its lush landscapes and serene waterways, Oyster Bay Estates is a community that embraces the natural beauty of its surroundings while providing a vibrant lifestyle for its residents.

The homes in this desirable neighborhood are designed with elegance and comfort in mind, featuring spacious layouts that cater to a variety of lifestyles. One of the standout features of many properties in Oyster Bay Estates is the stunning pool view. Imagine waking up to sun-drenched mornings, where you can sip your coffee while gazing out at your crystal-clear pool, surrounded by lush greenery. These homes are perfect for those who enjoy outdoor living, entertaining, or simply relaxing by the water.

Beyond the stunning residences, Oyster Bay Estates offers residents a sense of community and connection. With nearby parks, walking trails, and access to the beautiful beaches of Sarasota, you’ll find endless opportunities for recreation and relaxation. The area is also home to top-rated schools, shopping, and dining options, making it an ideal place for families and professionals alike.

Whether you’re looking for a serene retreat or a vibrant community, Oyster Bay Estates is the perfect place to call home. Come discover the charm and beauty of this exceptional subdivision, where your dream home with a pool view awaits!

Newest Oyster Bay Estates Homes with Pool View

$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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