Oyster Bay Estates Homes with Water View

Oyster Bay Estates Homes with Water View

Welcome to Oyster Bay Estates, a hidden gem nestled in the heart of South Sarasota, Florida. This picturesque subdivision is where luxury meets tranquility, offering residents the perfect blend of serene living and vibrant community life. With its stunning waterfront views, Oyster Bay Estates is a dream come true for nature lovers and water enthusiasts alike.

Imagine waking up each morning to the gentle sounds of water lapping against the shore, with panoramic vistas of shimmering lakes and lush landscapes right outside your window. The homes in this charming neighborhood are designed to maximize these breathtaking water views, allowing you to soak in the beauty of your surroundings from the comfort of your own home. Each property boasts unique architectural styles, ranging from modern designs to timeless classics, ensuring that there’s a perfect fit for every taste.

Oyster Bay Estates is not just about beautiful homes; it’s also about community. Residents enjoy a friendly atmosphere, with plenty of opportunities to socialize and connect with neighbors. Whether you’re taking a leisurely stroll along the scenic pathways, enjoying a picnic by the water, or participating in local events, this subdivision fosters a sense of belonging that is truly special.

Located conveniently close to South Sarasota’s vibrant shopping, dining, and entertainment options, Oyster Bay Estates offers the best of both worlds—peaceful living and easy access to urban amenities. If you’re seeking a home with a water view that combines elegance, community, and natural beauty, look no further than Oyster Bay Estates. Your dream home awaits!

Newest Oyster Bay Estates Homes with Water View

1136 N Lake Shore Drive, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota
1310 S Lake Shore Drive, Sarasota
$26,400,000
4 Beds ⋅ 6 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Villa Meraviglia is a rare waterfront estate where architectural distinction and modern comfort come together in a home designed for an exceptional way of life. Fully reimagined and completed in 2020, the estate’s architecture, exterior grounds, and interiors are inspired by the world’s most iconic villas. Set on 1.22 bayfront acres in Oyster Bay Estates, the residence commands 146 feet of direct frontage along the shimmering waters of Little Sarasota Bay. Here, mornings begin with light dancing across the water, afternoons unfold poolside, and evenings linger over dinner as the sun slips below the horizon. With panoramic western views and year-round sunsets, every day offers a front-row seat to the ever-changing beauty of the bay. A striking custom gate creates a memorable arrival, while two gold-leafed gates provide privacy and discreet access—including a private entrance to the neighboring yacht club. Inside, nearly 10,700 square feet of refined living space is complemented by more than 4,000 additional air-conditioned space designed for leisure, entertainment, and everyday enjoyment. Four beautifully appointed en-suite bedrooms offer private retreats, complemented by two stylish powder rooms for guests. Covered terraces extend from the main living areas on both levels to enjoy spectacular sunsets and sweeping bay views. The heart of the home is designed around gathering. With dual Clive Christian-inspired kitchens, every occasion, from a quiet breakfast to a celebratory dinner, unfolds with ease. Throughout the residence, Venetian plaster walls, 23-carat gold-gilded millwork, hand-painted frescoes, pecky cypress ceilings, stone-inlaid courtyards, and imported Italian materials create an atmosphere that feels timeless, distinctive, and deeply personal. Thoughtful luxuries extend throughout, from bespoke hardware, statement lighting and finishes to an elevator, whole-house generator and three-car garage. And then there are the spaces designed simply for enjoying life. Whether it is a family movie night, a spirited game of pool, or an evening gathered with friends, every space encourages connection. Outside, life naturally moves toward the water. Layered terraces create intimate settings for morning coffee, sunset cocktails, and quiet evenings beneath the stars. The resort-style pool becomes the center of days spent outdoors. The octagonal pavilion and beautifully crafted summer kitchen, with Chicago brick and a herringbone ceiling adding warmth and character, set the stage for effortless outdoor entertaining. The pool terrace is a destination in itself. Italian marble unfolds across the deck with intricate mosaics framing the water. A dramatic Medusa-inspired walkway draws you toward the private dock, where boat and jet-ski lifts make spontaneous days on the bay part of everyday life. From a morning cruise to a sunset ride across the water, the bay is always within reach. Here, luxury is something to experience. It is barefoot afternoons by the pool, dinners that stretch late into the evening, boats heading out at golden hour, and quiet mornings when the bay is perfectly still. Private and serene, yet close to The Field Club, Sarasota’s celebrated arts and dining scene, and the Gulf’s beautiful beaches, Villa Meraviglia offers a rare opportunity to live surrounded by beauty while remaining within easy reach of everything that makes Sarasota special. A remarkable home, an extraordinary setting, and a lifestyle meant to be savored.

1310 S Lake Shore Drive, Sarasota
1521 S Lake Shore Drive, Sarasota
$5,980,000
4 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

1521 S Lake Shore Drive, Sarasota
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