Winston Estates Real Estate

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

Winston Estates boasts beautifully landscaped streets lined with palm trees and vibrant flora, creating an inviting atmosphere that instantly feels like home. The community is known for its spacious lots and well-designed homes, each exuding character and warmth. Whether you’re seeking a cozy bungalow or a luxurious waterfront property, Winston Estates has something to suit every taste and budget.

One of the standout features of this subdivision is its proximity to the stunning beaches of Clearwater. Residents enjoy easy access to the soft sands and crystal-clear waters, perfect for sunbathing, swimming, and a variety of water sports. The vibrant beach community offers an array of dining, shopping, and entertainment options, from charming local boutiques to gourmet restaurants serving up fresh seafood.

For those who appreciate the outdoors, Winston Estates is near several parks and recreational areas, providing ample opportunities for hiking, biking, and enjoying Florida’s natural beauty. The community is also conveniently located near top-rated schools, healthcare facilities, and major highways, ensuring that everything you need is just a stone's throw away.

Come and discover the allure of Winston Estates, where coastal living meets community spirit. Embrace the lifestyle you’ve always dreamed of in this enchanting Clearwater Beach subdivision!

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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