Winding Creek Homes with Pool

Winding Creek Homes with Pool

Welcome to the beautiful subdivision of Winding Creek in Clearwater, Pinellas County, Florida. Winding Creek is a charming community known for its picturesque surroundings and family-friendly atmosphere.

One of the standout features of homes in Winding Creek is the option to enjoy a refreshing pool right in your backyard. With homes featuring pools, residents can take a dip to cool off during the hot Florida summers or simply relax by the water's edge after a long day.

Living in Winding Creek offers residents the perfect blend of tranquility and convenience. Surrounded by lush greenery and serene landscapes, this neighborhood provides a peaceful retreat from the hustle and bustle of city life.

In addition to the allure of having a pool, Winding Creek is located in Clearwater, a vibrant city known for its stunning beaches, cultural attractions, and recreational activities. Residents can enjoy easy access to beautiful Gulf Coast beaches, top-rated restaurants, shopping centers, and entertainment options.

Whether you are looking to relax by the pool, explore the great outdoors, or simply enjoy the laid-back Florida lifestyle, Winding Creek offers the perfect setting for your dream home. Come and discover all that this wonderful community has to offer!

Newest Winding Creek Homes with Pool

$149,900
2 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
This furnished condo is move in ready and a charming first floor unit in the heart of delightful Clearwater /Countryside area and the coastal destinations of Honeymoon Island State Park and other beloved coastal towns. The condo has many updates including new roof in 2025, HVAC system is 2022, new lanai windows 2024, new water heater and new flooring. The condo has two bedrooms and one bath with plenty of space for large furniture. The kitchen has plenty of cabinet space and countertops, pantry and has a breakfast bar overlooking the dining room. This unit is a cozy split floor plan with a fully enclosed lanai area with views of the courtyard and sidewalks leading to the pool area. There is an laundry room with washer and dryer included. This community is located in a non-evacuation zone, no flood zone and is conveniently located to shopping centers, grocery stores, restaurants and the St. Pete/Clearwater airport. The amenities include a heated pool, hot tub, pickleball, clubhouse and barbecue area. The HOA fee includes water, sewer, trash, cable, internet, the roof, building maintenance and landscaping so you can enjoy the freedom of maintenance fee living. Whether your seeking a primary residence, a vacation second home or investment opportunity this property checks all the boxes. Contact me today to schedule a showing or I can do a walkthrough of the property on video if your interested in this property and are out of state.

2400 Winding Creek Boulevard Unit 24-102, Clearwater
$157,900
2 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Virtually Staged. This rare ground floor corner 2BR/2BA condo is ideally located in the sought-after community of Winding Creek. It sits on high ground in a NON flood zone and is centrally located with access roads leading to all parts of the county. The unit has a bright, spacious, split bedroom plan that includes the following: welcoming foyer, spacious great room, eat-in kitchen, master bedroom with private bath & walk-in closet, office or guest bedroom, 2nd full bath, utility closet with full size washer & dryer, bonus area, PLUS a rear paved patio perfect for your morning coffee & evening glass of wine. As an end unit, additional windows allow natural light to shine in the great room. Updates include, MASTER BATH: vanity with dual sinks - stone counters and soft close drawers & doors, faucets, mirror, light fixture, toilet, showerhead & custom tiled walk-in shower, HALL BATH: vanity with stone counters, faucet, mirror, light fixture, showerhead, and custom tiled tub, INTERIOR: luxury vinyl flooring, new water heater (2026), and AC system (2021), EXTERIOR: newer roof (2021), and painted parking spots - condo assn takes care of exterior including roof. Unit includes an assigned parking spot footsteps from the front door as well as ample guest parking. This building is non-age restricted, pet friendly, and adjacent to the pool & clubhouse. Winding Creek is a well maintained community with mature plants-shrubs-palms-majestic trees & green lawns. Amenities include: active clubhouse with kitchen - social area - meeting & game rooms, heated pool & spa, tennis/pickleball court, and BBQ picnic area. It is conveniently located a short drive from major shopping hubs, Countryside Mall, Historic Downtown Dunedin, Eclectic Safety Harbor, and Award Winning Clearwater Beach. Enjoy Florida living at its finest with countless activities nearby: beaches, water sports, boating, parks, casual & fine dining, trendy bars, micro-breweries, cafes, festivals, concerts, art shows, theaters, spring training baseball, championship golf & more. This is a MUST SEE for buyers seeking maintenance free living in a desirable community.

2400 Winding Creek Boulevard Unit 20A-109, Clearwater
$1,190,000
4 Beds ⋅ 3 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code
Welcome to a different kind of Florida living — where wide-open skies, room to roam, & luxury comforts all come together on nearly 6 FENCED ACRES in Myakka City. Behind the PRIVATE CODED MOTORIZED ENTRY GATE, you’ll find a custom-built Mark Cahill home designed for both everyday comfort & the kind of lifestyle people move to the country to enjoy. Whether you’re bringing horses, outdoor toys, or simply looking for more privacy & freedom, this property gives you the space to live the way you want. Inside, elevated ceilings, 8-foot doors, crown molding with accent lighting, & a double tray ceiling create an impressive yet comfortable atmosphere. The living room features built-in shelving & flows toward an aquarium window overlooking the pool, giving you peaceful, unobstructed backyard views from the kitchen nook & main living areas. Gorgeous chandeliers elevate both the formal dining room & kitchen, while ALL TILE FLOORING THROUGHOUT means no carpet anywhere in the home. The flexible floor plan offers 4 bedrooms, 3 baths, formal dining, formal living room, a dedicated office & oversized kitchen with breakfast bar & island. Step outside & you’ll understand what makes this property special. The SALTWATER pool features PebbleTec coating, SOLAR HEAT, & a RESISTANCE SWIM SYSTEM that allows you to swim against the current for exercise & training right from home. Additional features include a WINTER SAFETY COVER, cool deck surfacing, RETRACTABLEMOTORIZED AWNING, sunshade, pool bath access & an OUTDOOR SHOWER nearby. You can relax in privacy while enjoying the peaceful surroundings that make country living so appealing. A dedicated FENCED-IN DOG RUN adjacent to the pool adds convenience for pets. For buyers needing space for hobbies, equipment, recreational vehicles, or business use, the 900 SQ FT WORKSHOP is a standout feature with WATER, POWER, & approximately half the space under AIR CONDITIONING. Attached COVERED PARKING provides additional room for boats, trailers, or equipment, while the home itself includes a 3-CAR GARAGE. Nearby recreational opportunities include equestrian trails, boating areas, parks, bow hunting, & a nearby motorsports facility for those who enjoy the active outdoor lifestyle. This home was built with long-term durability & efficiency in mind, including HURRICANE-IMPACT windows & garage doors, ICYNENE INSULATION for energy efficiency, a GENERAC GENERATOR with buried 250-GALLON PROPANE TANK, security system with sensors on all doors & windows, & a BRAND NEW (2026) $30,000 WELL SYSTEM with SULFUR FILTRATION & CHLORINATED PIPES for clean drinking water. The barrel tile roof adds timeless curb appeal, while the property has had no flooding & no hurricane damage. An OWNED 9.5 kW grid-tied SOLAR ENERGY SYSTEM positioned on the property conveys with the home & helps keep energy costs remarkably low — with no lease to assume. AVG ELECTRIC IS $75 -100 PER MO!!! The community itself offers an equestrian park, riding opportunities, picnic areas near the lake, planned events, & a low HOA fee of just $800 per year. If you’ve been searching for a property where you can spread out, enjoy nature, entertain friends, keep horses, store your toys, & still enjoy upscale finishes & amenities, this is exactly what you’ve been waiting for. Schedule your private showing TODAY & come experience the space, privacy, & lifestyle this exceptional property has to offer! Check out the 3d Matterport tour too!

1210 408th Court E, Myakka City
$115,000
1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Welcome to 2400 Winding Creek Blvd #26-203 a picture-perfect penthouse-style retreat where comfort, charm, and leisure meet in the heart of a vibrant 55+ Adult community. If you’re ready to live like every day is a vacation, this completely furnished, sun-soaked 1-bedroom, 1-bath condo is your golden opportunity to turn the page and start the next exciting chapter of your life. Perched on the top floor of a two story building with a walk-up design, this residence delivers all the low-maintenance benefits of condo living, while offering the serenity openness and privacy that comes with elevated living. As soon as you step inside, you’re welcomed by an airy open floor plan that flows effortlessly from room to room, creating a space that feels both expansive and cozy. Natural light spills through the windows, illuminating the warm, plush carpet underfoot in the living and bedroom areas, while vinyl and travertine tile finishes add a refined touch where it counts. The heart of the home — the kitchen — boasts a functional layout with timeless appeal. Whether you're cooking for one or entertaining a few close friends, you'll appreciate the spacious counters, classic cabinetry, and built-in appliances, including a microwave, range, refrigerator, and dishwasher. Everything is right where it should be, giving you the ease and confidence to enjoy everyday living. The generously-sized bedroom is your personal retreat, featuring a built-in closet’s and ample space for restful nights and relaxed mornings. But the charm doesn’t stop there. You’ll find bonus spaces like a cozy Florida Room and a bonus room that can double as an office, reading nook, or creative studio. There’s also an inside utility and laundry closet — conveniently located for your laundry / extra storage — giving you practicality without compromise. Step outside to your private screened rear porch, an inviting spot to sip your morning coffee, read a book, or watch the palm trees sway against the backdrop of a lush garden/ courtyard view. You’ll love having a front-row seat to the serene, beautifully landscaped grounds — a calming retreat from the hustle of the world outside. For those who enjoy a social lifestyle, the community delivers in every way. Dive into the sparkling community pool or unwind in the spa. Join your neighbors for a match on the tennis courts or head to the clubhouse for planned activities and recreation. Deeded, covered parking carport , along with guest spaces, means you’ll never worry about where to park, while the meticulously maintained common areas and exterior upkeep ensure everything stays as beautiful as the day you arrived. This residence is designed with deed restrictions and maintenance services that make life effortless. From cable and insurance to landscaping and sewer — it’s all taken care of. All that’s left is for you to live your best life. And let’s not forget this is a 55+ adult community, purposefully created for those who value lifestyle, ease, and connection. Whether you’re downsizing, relocating, or simply seeking a fresh start in a vibrant adult community, this condo is the kind of place that lets you slow down, breathe easy, and feel right at home from day one. Close to the world class beach’s and shopping and dining are right around the corner 2400 Winding Creek Blvd #26-203 isn’t just a condo, it’s a lifestyle. One that’s relaxed, secure, and full of possibility. Your turnkey dream home awaits.

2400 Winding Creek Boulevard Unit 26-203, Clearwater
$179,000
2 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
This condo has a great vibe! Move-in ready, updated, immaculate and fully furnished! This beautiful updated 2 bedroom split floor plan with 2 full bathrooms offers a charming, airy vibe with a mixture of modern touches. Have your morning coffee or evening happy hour in this cozy enclosed lanai overlooking the courtyard and close to the pool. Inside you will find gorgeous wood vinyl flooring throughout and a custom modern kitchen with a custom built buffet area with granite, wall hangers, pull out drawers, and appliances are stainless steel. There is a convenient pass-through breakfast bar that is open to the dining area. The spacious bedroom include a walk-in closet and an updated en-suite bath with shower and bathtub. This Floorplan is designed with split-bedrooms and offers private bathrooms for privacy. The second bedroom has two closets with ensuite bathroom featuring a walk-in shower updated vanity and fixtures. You will love the furnishings that are included and are tastefully decorated with the Florida vibe of style and comfort. There is a Laundry Room in the unit that has newer washer and dryer with storage shelves and space for brooms, mops and other items. There is a covered carport and is included with this unit and you will enjoy an beautiful sparkling heated pool, pickleball courts, hot tub and clubhouse. The condo fees include cable, internet, water, sewer, trash and the roof. The Roof was recently replaced in 2025. Plus, you're just minutes away from everything that makes living here ideal for convenience. Honeymoon Island State Park is only five miles away, and close by is Clearwater Beach, Caladesi State Park and other coastal towns like Dunedin, and TD Ballpark are local fun spots. Also, the Westfield Countryside Mall has a theatre and ice skating rink and are down the street and so much more. The St. Pete/Clearwater airport is located just minutes away and Tampa Airport is just across the bridge. Whether your looking for your forever home, a sunny seasonal getaway, or a fresh start in one of Florida's most beloved coastal towns, this condo is the perfect blend of style, comfort and location. Lastly, the images of furniture, mirrors, artwork, furnishings and more are actual and not virtually staged.

2400 Winding Creek Boulevard Unit 9-202, Clearwater
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