Winston Estates Real Estate

Welcome to Winston Estates, a hidden gem nestled in the heart of Clearwater Beach, Florida. This charming subdivision offers a perfect blend of coastal living and serene suburban comfort, making it an ideal choice for families, retirees, and everyone in between.

Winston Estates is characterized by its picturesque tree-lined streets, beautifully landscaped yards, and a welcoming community atmosphere. Residents here enjoy spacious homes that boast modern amenities while retaining a classic Florida charm. With a variety of architectural styles, from Mediterranean-inspired villas to contemporary designs, there’s a home to suit every taste and lifestyle.

One of the standout features of Winston Estates is its proximity to the stunning Clearwater Beach. Just a short drive or a leisurely stroll away, residents can bask in the sun on soft, sandy shores, enjoy world-class dining, and partake in a vibrant nightlife. The area is also renowned for its recreational opportunities, including water sports, fishing, and scenic parks that are perfect for picnics and family gatherings.

For families, Winston Estates is conveniently located near top-rated schools, making it a desirable choice for those with children. The community is also close to shopping centers, local markets, and healthcare facilities, ensuring that all your needs are just around the corner.

Experience the best of Florida living at Winston Estates, where community spirit meets coastal charm. Whether you’re looking for a permanent residence or a vacation getaway, this subdivision offers the perfect backdrop for a fulfilling lifestyle. Come discover your dream home in Winston Estates today!

Newest Listings in Winston Estates

$1,599,000

3 Beds ⋅ 3 Baths ⋅ Winston Estates SubDv. ⋅ 33786 Zip Code

Designed by its original owner, an architect with an eye for timeless design and exceptional craftsmanship, this one-owner Belleair Beach residence is a true testament to pride of ownership. Meticulously maintained inside and out, the home welcomes you with outstanding curb appeal, a paver driveway, and beautifully landscaped, low-maintenance tropical grounds that perfectly complement its coastal setting. The lower level features an impeccably finished living space not included in the square footage, offering remarkable flexibility with a spacious living and dining area, kitchenette, generous bedroom, walk-in closet, and a full bath with a walk-in shower. With direct access to the beautifully landscaped backyard, this versatile space is ideal for guests, multigenerational living, a private home office, or extended stays. Upstairs, natural light fills the open-concept living spaces, where stunning wood floors, a cozy fireplace, and thoughtfully designed gathering areas create an inviting atmosphere. The beautifully appointed kitchen is both elegant and functional, showcasing glazed solid maple cabinetry, granite countertops, stainless-steel appliances, a professional-style vent hood, and a massive walk-in pantry. A large center island with pendant lighting and abundant seating flows effortlessly into the adjacent dining area, making entertaining a delight. A cleverly designed spiral staircase leads to a charming loft-style room, creating the perfect space for a home office, reading retreat, hobby room, or creative studio. A spacious laundry room and convenient half bath add to the home's thoughtful design. The desirable split-bedroom floor plan provides privacy for the luxurious primary suite, complete with a huge walk-in closet, sliding doors leading to a private balcony, and a spa-inspired ensuite featuring a double-sink vanity, soaking tub, and walk-in shower. The additional bedrooms are generously sized with plentiful storage and share a Jack-and-Jill bath with dual vanities and a tub/shower combination. Every detail reflects the exceptional care this home has received over the years. Located just steps from the pristine Gulf beaches of Belleair Beach and only minutes from the Belleair Causeway, shopping, dining, and countless recreational opportunities, this is a rare opportunity to own a truly special coastal home where quality, comfort, and location come together beautifully.

114 13th Street, Belleair Beach

$479,999

Winston Estates SubDv. ⋅ 33786 Zip Code

BUILD YOUR CUSTOME HOME- SEE PHOTOS FOR SOME OPTIONS! Buildable Vacant Lot in Belleair Beach, FL – Potential Gulf & Intracoastal Views Rare buildable residential lot in the exclusive Town of Belleair Beach, Florida. Located on a quiet barrier island just steps from the Gulf of Mexico, this vacant lot presents an outstanding opportunity to design and build a custom coastal home with potential Gulf of Mexico and Intracoastal Waterway views from an elevated structure (buyer to verify). Surrounded by established luxury residences, this property is ideal for builders, investors, or buyers seeking a primary residence or second home in one of Pinellas County’s most desirable beach communities. Property Highlights Buildable residential lot in Belleair Beach, FL Barrier island location near the Gulf of Mexico Potential Gulf & Intracoastal Waterway views from an elevated home Deeded beach access nearby Quiet, residential-only town (no hotels or commercial development) Directly across from the Belleair Beach Community Center Minutes to Clearwater Beach, Belleair Bluffs, Indian Rocks Beach, and Sand Key Close to boating, fishing, dining, shopping, and golf Location & Lifestyle Belleair Beach is known for its private feel, limited public access, and residential character. With no commercial zoning and strict development standards, the town offers a peaceful coastal environment that preserves long-term value. Across the street, the Belleair Beach Community Center provides tennis and basketball courts, a playground, shaded picnic areas, Intracoastal shoreline access, and community events—an exceptional amenity for a vacant land offering. Boating & Water Access Just over the Belleair Beach Causeway, a public marina and boat ramp offer convenient access to the Intracoastal Waterway and the Gulf of Mexico—perfect for boating, fishing, and waterfront recreation. Investment & Build Potential Vacant land in Belleair Beach is extremely limited. Building an elevated coastal home may allow for both Gulf and Intracoastal views, enhancing lifestyle appeal and resale value (subject to design, elevation, and local approvals). Whether building a full-time residence, seasonal retreat, or luxury investment property, this lot offers exceptional upside in a tightly held coastal market. Schedule a Site Visit Walk the lot, review building options, and explore the potential this property offers. Contact us today for additional information.

Causeway Boulevard, Belleair Beach

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