Winston Estates Homes with Waterfront

Winston Estates Homes with Waterfront

Welcome to Winston Estates, an exquisite waterfront subdivision nestled in the heart of Clearwater Beach, Florida. This stunning community is a hidden gem in Pinellas County, offering residents the perfect blend of coastal living and modern amenities. With its picturesque views and serene surroundings, Winston Estates is a sanctuary for those seeking a vibrant lifestyle by the water.

Each home in Winston Estates boasts breathtaking waterfront access, allowing residents to indulge in the soothing sounds of the waves and the gentle sea breeze. Imagine waking up each morning to panoramic views of the sparkling Gulf, where you can sip your coffee on the patio while watching the sun rise over the horizon. These beautifully designed homes feature spacious layouts, elegant finishes, and private docks, making them perfect for boating enthusiasts and water lovers alike.

The community is not just about the homes; it’s about the lifestyle. Residents enjoy a tight-knit neighborhood feel, complete with lush landscaping and a variety of recreational opportunities. Spend your days lounging on the pristine beaches, exploring local shops and restaurants, or enjoying water sports right at your doorstep. With Clearwater Beach’s vibrant atmosphere and year-round sunshine, every day feels like a vacation.

Winston Estates offers a unique opportunity to live where others vacation. Whether you’re looking for a permanent residence or a seasonal retreat, this waterfront community is the perfect place to call home. Experience the charm of coastal living in Winston Estates, where your dream home awaits!

Newest Winston Estates Homes with Waterfront

$5,495,000
5 Beds 6 Baths Winston Estates SubDv.
Set along the pristine deepwater shoreline of 1203 Bay Dr, Belleair Beach, FL 33786, where elevated coastal living, breathtaking water views, and impeccable design come together across three expansive levels. Perfectly positioned to capture wide-open water vistas, this home is filled with natural light, enhanced by large windows and an open-concept layout that seamlessly connects the main living spaces. The living room opens to a private balcony, as does the primary suite above—creating multiple vantage points to take in the serene waterfront setting. The three car garage opens to a lower foyer with stairs or your own elevator, a bedroom and full bathroom and a large flex space ideal for a gym, game room, or additional lounge—perfect for guests or easy access from the pool and outdoor areas. The second level serves as the heart of the home, designed for both everyday comfort and upscale entertaining. The open floor plan flows effortlessly between the living room, dining area, and chef’s kitchen. A stylish dry bar in the living room, complete with a wine fridge and beverage refrigerator, adds a sophisticated touch. The kitchen is a true showpiece, featuring dual islands (one with a sink) and premium appliances including a Wolf gas range with pot filler, Wolf oven and microwave, Sub-Zero refrigerator, and Bosch dishwasher. A laundry room with sink is conveniently located just off the kitchen. This level also includes three bedrooms and two and a half bathrooms, along with elegant finishes such as coffered ceilings and extensive custom built-ins. Occupying the entire third level, the primary suite is a private sanctuary designed for ultimate luxury. The bedroom and spa-inspired bathroom each feature a fireplace, while the bath offers dual toilets with bidet, a clawfoot soaking tub, and a walk-in shower. The custom his-and-hers closet is truly exceptional—highlighted by a boutique-style dressing space of remarkable scale and design. Throughout the home, thoughtful upgrades include a central audio system, built-in vacuum, and a full ADT security and camera system. Three zoned air conditioning systems, including a 5-ton unit for the main living area, ensure year-round comfort. Outdoor living is equally impressive, with two fully equipped outdoor kitchens—one featuring an ice maker, refrigerator, and grill, and the other with a Wolf stove and hood—ideal for hosting. The backyard is a private resort, complete with a pool and spa with waterfall, a built-in firepit, outdoor shower, putting green, and maintenance-free landscaping. For boating enthusiasts, the property offers true deepwater access, accommodating larger vessels with ease. The oversized double dock is equipped with lighting and water, along with a 30,000 lb boat lift and a 15,000 lb jet ski lift—delivering a premier waterfront lifestyle in Belleair Beach, Florida. This is a rare opportunity to own a meticulously designed waterfront residence where every detail—inside and out—has been curated for luxury, comfort, and unforgettable coastal living.

1203 Bay Drive, Clearwater Beach

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