Winding Wood Condo Homes for Sale in Clearwater - 8 homes

Remarks: One or more photo(s) has been virtually staged. This spacious well-kept 3-bedroom 2-bathroom townhome features a first-floor primary bedroom, along with a conveniently located laundry room. The home offers newer kitchen appliances, newer bathrooms, laminate flooring downstairs, and a bright, sunny layout. Major updates include a new roof in 2020, New exterior paint as of June 2026, HVAC in 2015, plus a new water heater and electrical panel. Enjoy a screened porch off the dining room, a wraparound open patio, and a fenced rear yard for added privacy. The reduced HOA fees of $688 covers virtually everything: roof maintenance and replacement (with warranty), all exterior maintenance, paint, insurance, cable, internet, pest control (including termites), drainage, hedge trimming and landscaping, and community pool — making this a truly low-maintenance home. The only owner responsibility on the exterior is the screened room, electricity, water, and sewer. Ideally situated of Countryside Blvd, and near Highway 19, Curlew Road, and McMullen Booth Road, you’re minutes from Countryside Mall, Countryside Hospital, and top-rated schools. The Gulf beaches of Honeymoon Island are just 15 minutes away, with Tampa International and St. Pete–Clearwater airports within 20 minutes. The Duke Energy Trail is just steps away, connecting you to Pinellas Trail, offering 75-miles of walking, running, or biking opportunities.

Listing is courtesy of: SERHANT (646-480-7665)

Listing Agent: Zoltan Vincze (561-785-3381)

Remarks: Spacious 2-story townhouse located in the heart of Clearwater, Florida! Featuring 3 bedrooms and 2 bathrooms, this home offers the perfect combination of comfort, convenience, and Florida living. Inside you will find a bright and functional layout with generous living spaces, perfect for relaxing or entertaining family and friends. The floor plan provides privacy with 2 bedrooms situated upstairs, 1 bedroom and living areas on the main living areas on the first floor. Enjoy your own private screened-in patio, an ideal spot for morning coffee, evening relaxation, or outdoor dining without the worry of bugs.

Listing is courtesy of: SUN WAVE REALTY LLC (727-235-2843)

Listing Agent: Scott Fellers (727-235-2843)

Remarks: Under contract-accepting backup offers. A 1-0 buydown is available through the preferred lender!! Welcome to 2600 Barksdale Court, a stunning 3-bedroom, 2-bath townhome where every detail has been thoughtfully upgraded and nothing has been left untouched. Priced under the comps, this is truly move-in ready living at its finest. From the moment you walk in, you'll notice the difference — new luxury vinyl floors, fresh paint throughout, popcorn ceiling removal, new wood trim and millwork, and new ceiling fans and light fixtures in every room. The chef-inspired kitchen features a wine bar, custom cabinetry, and pantry storage, flowing seamlessly into a formal dining room perfect for entertaining. A custom mud bench and closet entry adds function and style. Upstairs, the spacious bedrooms feature new carpet, updated vanities, sinks, mirrors and lighting in both bathrooms, and new tile in the upstairs bath. Every closet has been fitted with custom wood shelving. The home also features brand new impact windows and doors ($33,650), new ductwork throughout, a new water heater (2024), and a newer AC (2023). The roof was replaced in 2020, and the exterior was painted in 2019. This is the one you've been waiting for — fully upgraded, low maintenance, and priced to sell. The reduced HOA fees of $688 cover virtually everything: roof maintenance and replacement (with warranty), all exterior maintenance, insurance, cable, internet, pest control (including termites), landscaping, and community pool — making this a truly low-maintenance home. The only owner responsibilities are electricity, water, and sewer. Ideally situated of Countryside Blvd, and near Highway 19, Curlew Road, and McMullen Booth Road, you’re minutes from Countryside Mall, Countryside Hospital, and top-rated schools. The Gulf beaches of Honeymoon Island are just 15 minutes away, with Tampa International and St. Pete–Clearwater airports within 20 minutes. The Duke Energy Trail is just steps away, connecting you to Pinellas Trail, offering 75-miles of walking, running, or biking opportunities.

Listing is courtesy of: SERHANT (646-480-7665)

Listing Agent: Zoltan Vincze (561-785-3381)

Remarks: Move-in ready single-story villa tucked on a cul-de-sac in Winding Wood, built for low-maintenance living. Lock the door and travel without a worry, the association keeps the outside handled. Inside, the home lives easy and bright. An open floorplan with vaulted ceilings and skylights pulls in natural light all day. The kitchen features granite counters and a pantry, flows into the family room, and a separate breakfast room makes room for morning coffee. Ceramic and porcelain tile run throughout, no carpet anywhere. The primary suite offers a walk-in closet, and the layout keeps the secondary bedrooms private. Step out to a screened birdcage lanai that backs to mature landscaping, an easy spot to unwind outdoors year-round. Additional comforts include an owned security system, ceiling fans, crown molding, and chair rail detail. Single-story living with no stairs and grip-accessible features adds everyday ease, and a carport plus two assigned parking spaces round out the convenience. The monthly fee does the heavy lifting. It covers all exterior upkeep, including a 2020 roof, plus landscaping, the private road, the community pool, and even cable and internet. There's a clubhouse too, and pets are welcome, subject to association limits. Location is the rest of the story. You're about a half mile from Westfield Countryside Mall and the shops and restaurants at Countryside Center. The nearby Duke Energy Trail connects to the Pinellas Trail, offering miles of walking, running, and biking. Downtown Safety Harbor is about 10 minutes away, with its waterfront Main Street, farmers market, and the historic resort and spa. Dunedin sits about 12 minutes out, known for its bike-friendly downtown, craft breweries, and the causeway to Honeymoon Island. Clearwater Beach and the Gulf are roughly 25 minutes, and Tampa International Airport is about the same. Flood Zone X means low flood risk. Whether you're right-sizing or relocating to the Tampa Bay Gulf Coast, this is a clean, low-maintenance home ready for its next chapter.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Joe Schorr (727-433-5018)

Remarks: Welcome to 2630 Cedar View Court, Clearwater, FL 33761 — an attractive 3-bedroom, 2-bath corner-unit townhome nestled within the highly desirable Winding Wood community. Ideally located in the heart of Countryside, this home offers the perfect combination of comfort, convenience, and low-maintenance Florida living. Step inside to discover an inviting open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen overlooks the formal dining area and flows seamlessly into the main living space, creating an ideal gathering place for family and friends. A generously sized guest bedroom and a full bathroom are conveniently located on the main floor, providing flexibility for guests, a home office, or multi-generational living. Upstairs, you'll find two spacious bedrooms thoughtfully separated by a second full bathroom, offering privacy and functionality. Enjoy true peace of mind with an exceptionally comprehensive HOA. The low monthly fee of just $688 covers nearly everything, including roof maintenance and replacement (with warranty), exterior building maintenance, building insurance, cable TV, high-speed internet, termite and pest control, professional landscaping, and the community swimming pool. Homeowners are responsible only for electricity, water, and sewer—making this an outstanding low-maintenance homeownership opportunity. Location is everything, and this home delivers. Situated just off Countryside Boulevard with quick access to U.S. Highway 19, Curlew Road, and McMullen Booth Road, you'll enjoy effortless commuting throughout Clearwater, Dunedin, Palm Harbor, Safety Harbor, Tampa, and St. Petersburg. You're just minutes from Countryside Mall, an extensive selection of restaurants, shopping, grocery stores, and everyday conveniences, along with Mease Countryside Hospital, top-rated Pinellas County schools, parks, and recreation. Outdoor enthusiasts will appreciate having the Duke Energy Trail just steps away, connecting directly to the 75-mile Fred Marquis Pinellas Trail, one of Florida's premier destinations for walking, running, and biking. Spend your weekends enjoying the award-winning Gulf beaches at Honeymoon Island State Park, only 15 minutes away, while both Tampa International Airport and St. Pete–Clearwater International Airport are within approximately 20 minutes. Priced to sell, this exceptional Clearwater townhome offers outstanding value, an unbeatable central location, and worry-free living. Schedule your private showing today before this opportunity is gone!

Listing is courtesy of: SEXAUER REAL ESTATE INTL. (727-641-3644)

Listing Agent: Steve Sexauer (727-641-3644)

Remarks: Welcome to this beautifully updated 2-bedroom, 2-bath villa perfectly situated in the heart of Countryside! Located in a quiet cul-de-sac and just minutes from beaches, airports, restaurants, shopping, and within close distance to Westfield Mall, this move-in ready home offers the perfect blend of convenience, comfort, and style. From the moment you arrive, you’ll appreciate the covered parking located directly outside your front door, making rainy days a breeze, along with a large attached storage unit for all your extras. The home also features a private open-air patio accessible through upgraded sliding glass doors, creating the perfect indoor-outdoor living space for relaxing or entertaining. Inside, the spacious living area is filled with character thanks to vaulted ceilings and exposed wood beams, while the open layout creates an inviting atmosphere throughout. The home has been extensively upgraded over the years, giving buyers true peace of mind. In 2021, the HOA replaced the roof. In 2022, new Pergo flooring was installed throughout the entire home, both bathrooms were beautifully remodeled, and new ceiling fans with LED lighting and remote controls were added throughout. The upgrades continued in 2023 with the installation of impact-rated double-pane windows and patio sliders featuring built-in mini blinds, a premium front storm door with built-in screen, an epoxy-coated driveway, all-new kitchen cabinets and appliances including a hands free smart hood, plus additional outdoor hose spigots and power outlets added to both the front and rear exterior spaces. In 2024, the water heater was replaced and a new Samsung dryer with steamer was installed. Recent 2025 improvements include brand-new gutters, fresh interior paint, a stylish barn-style closet door in the primary bedroom, an expanded rear patio perfect for entertaining, and a smart bidet toilet added to the guest bathroom. In 2026, additional updates were completed including a new metal front door, fresh exterior paint, updated kitchen and bathroom faucets, exterior fence power washing, and a new smart bidet toilet installed in the primary bathroom. The spacious primary suite features a large walk-in closet and private ensuite bathroom with shower. Additional storage throughout the home and an in-unit full-size washer and dryer add everyday convenience. Residents can also enjoy the community heated pool, perfect for unwinding after a long day. With major updates already completed and an unbeatable location, this meticulously maintained villa is truly move-in ready. Don’t miss your opportunity to make this incredible home your own — schedule your private showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Bill Smith (727-487-3339)

Remarks: Under contract-accepting backup offers. Welcome Home to this beautifully updated 3-bedroom 2 bath Villa is a move in ready residence featuring modern finishes and a functional layout. The bright living space with brand new luxury vinyl plan flooring opens through sliding glass doors to a private outdoor patio area giving you the opportunity to create your private oasis. The home offers spacious bedrooms with ample closet space, including large double-door closets for convenient storage. The bathroom has been refreshed with a clean, modern look quartz countertops and brand-new shaker cabinets, and features a walk -in shower. Neutral paint colors throughout provide a light and airy atmosphere that complements any decor style. Additional features include a dedicated laundry/storage area, tile flooring in select wet areas, and a low-maintenance design. A bright kitchen with brand new shaker cabinets and a quartz countertop. LOCATION is walking distance from the mall and the areas favorite restaurants. Get ready to park at your new home featuring a covered parking space and a private storage. Call today for more information.

Listing is courtesy of: DASHER RLTY & PROP. MANAGEMENT (407-575-7731)

Listing Agent: Stephanie Dasher (407-575-7731)

Remarks: Under contract-accepting backup offers. Located in the heart of Countryside, this desirable section of Winding Wood rarely comes available! On a private cul-de-sac, the 3 bedroom 2 bathroom villa offers a split bedroom floor plan, attached covered parking, a fantastic patio to enjoy year round, and is ready for your personal touch. Welcomed by a gorgeous vaulted, wood beamed ceiling, the living room is complemented with 2 sliding doors for easy access to a beautifully paver screened, covered patio. The screened 333 sq ft patio offers privacy walls, gated entry provides easy access to the open field and mature trees behind the home, and just a short walk to the heated community pool. The main living area provides space for formal dining options or to utilize as a home office or reading corner. The primary suite is located at the front of the home with a walk-in closet and private bathroom outfitted with a walk-in shower with bench seat and a separate vanity area for convenience and improved flow for shared use. The kitchen is located in the center of the home and offers stainless steel appliances, dual basin sink, and kitchen window for warm morning sunlight. The additional bedrooms are located at the rear of the home with built-in closets and a well positioned second bathroom with bathtub shower combo. The features of this home are unmatched: interior laundry closet with full size washer and dryer, exterior storage closet, 2 additional interior closets, guest parking, 1 pet allowed, and no upstairs neighbors! Winding Wood is a beautifully maintained community and the association fee covers internet, cable, exterior painting, pest control, escrow reserves, roof replacement, the grounds, pool, & pool pavilion maintenance. An amazing central location to dining, shopping, grocery, entertainment, the Duke Energy Walking & Biking Trail, and convenient access to all major roads easily connecting you to Tampa, St. Petersburg, airports, and the county's beautiful beaches and serene parks. Home's flat roof was replaced in 2025, HVAC 2020, water heater 2017, newer appliances (garbage disposal, range, refrigerator, washer and dryer)

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Nicole Ciglar (727-204-2950)