Winston Estates Real Estate

Welcome to Winston Estates, an enchanting subdivision nestled in the heart of Clearwater Beach, Florida. This vibrant community is a hidden gem in Pinellas County, offering residents the perfect blend of coastal charm and modern convenience.

Winston Estates is renowned for its picturesque streets lined with lush palm trees and beautifully manicured lawns, creating an inviting atmosphere for families and individuals alike. The neighborhood boasts a variety of stunning single-family homes, each designed with unique architectural styles that reflect the relaxed coastal lifestyle. From spacious backyards perfect for entertaining to cozy nooks ideal for quiet evenings, Winston Estates has something for everyone.

Living in Winston Estates means embracing the best of beachside living. Just a short drive away, you’ll find the sparkling sands of Clearwater Beach, known for its breathtaking sunsets and vibrant nightlife. Enjoy a leisurely stroll along the beach, indulge in fresh seafood at local eateries, or explore the nearby shops and boutiques for a unique shopping experience.

For families, the subdivision is conveniently located near top-rated schools and recreational facilities, ensuring that residents have access to quality education and plenty of outdoor activities. Community parks and playgrounds provide a perfect setting for children to play and families to gather.

Whether you’re looking for a serene retreat or a place to create lasting memories, Winston Estates offers a welcoming community that truly feels like home. Discover the charm of Clearwater Beach living and make Winston Estates your next destination!

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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