Winston Estates Homes with Pool

Winston Estates Homes with Pool

Welcome to Winston Estates, a hidden gem nestled in the heart of Clearwater Beach, Florida. This picturesque subdivision offers a perfect blend of coastal charm and modern living, making it an ideal community for families, retirees, and anyone looking to embrace the Florida lifestyle.

Winston Estates features an array of beautifully designed homes, each thoughtfully crafted to provide comfort and style. One of the standout features of this community is the abundance of homes with private pools, offering residents a refreshing oasis right in their own backyard. Imagine lounging by your pool on a sunny afternoon, hosting barbecues with friends, or enjoying serene evenings under the stars—all just steps from your door.

The location of Winston Estates is simply unbeatable. Clearwater Beach is renowned for its stunning white-sand shores and vibrant atmosphere, making it a favorite destination for both locals and tourists alike. Residents can easily access a plethora of recreational activities, including water sports, fine dining, and shopping, all within a short drive or a leisurely stroll.

Winston Estates not only offers beautiful homes but also fosters a tight-knit community where neighbors become friends. With its tranquil environment, lush landscaping, and proximity to the beach, it’s no wonder that so many are drawn to this enchanting subdivision. Whether you’re seeking a permanent residence or a vacation getaway, Winston Estates is the perfect place to call home. Come and experience the beauty and warmth of Clearwater Beach living at its finest!

Newest Winston Estates Homes with Pool

$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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