Winding Creek Homes with Pool

Winding Creek Homes with Pool

Welcome to Winding Creek, a picturesque subdivision nestled in the heart of Clearwater, Florida, within the beautiful Pinellas County. This charming community is the epitome of suburban tranquility, offering residents a serene escape while still being close to the vibrant culture and amenities of Clearwater.

Winding Creek is renowned for its lush landscapes and tree-lined streets, creating an inviting atmosphere that feels like home from the moment you arrive. The neighborhood boasts a variety of stunning homes, many of which feature private pools, perfect for those sunny Florida days. Imagine stepping outside to your own backyard oasis, where you can relax by the pool, host barbecues, or enjoy a refreshing swim without ever leaving your property.

The homes in Winding Creek are thoughtfully designed, offering spacious layouts that cater to both families and individuals. With modern amenities and a focus on comfort, these residences provide the ideal setting for creating lasting memories. The community is also conveniently located near top-rated schools, shopping centers, and recreational facilities, making it a prime location for families and professionals alike.

For those who appreciate outdoor activities, Winding Creek is just a short drive from the stunning beaches of Clearwater, where you can soak up the sun or enjoy water sports. With its blend of natural beauty, community spirit, and convenient access to urban amenities, Winding Creek truly offers the best of both worlds. Come discover your dream home in this enchanting subdivision, where every day feels like a vacation!

Newest Winding Creek Homes with Pool

$130,000
1 Beds ⋅ 1 Baths ⋅ TB8536998 MLS ⋅ 17 BLDG.
Short Sale. Short Sale. Welcome to 2400 Winding Creek Blvd #17-203, a well-maintained condo in the Winding Creek community of Clearwater. This 2nd floor unit offers a comfortable layout, practical updates, and a convenient location close to shopping, dining, beaches, and everyday essentials. Inside, the living area feels open and bright, with plenty of natural light. The kitchen features granite countertops, 2 tone cabinets, and modern appliances, making it functional for both everyday meals and entertaining. The washer and dryer are located inside the unit and will convey with the sale, adding extra convenience. The bedroom offers good storage with 2 large closets, and the large updated bathroom gives the home a clean, refreshed feel with plenty of space to get ready. Residents of Winding Creek can enjoy the community pool and spa, tennis courts, and shuffleboard court while still being close to everything Clearwater has to offer. Clearwater Beach, local parks, restaurants, shopping, and entertainment are all within easy reach, with the Gulf beaches less than 20 minutes away. Whether you're looking for a full-time home, seasonal Florida getaway, or low-maintenance Clearwater condo, this property offers a practical combination of location, updates, and convenience.

2400 Winding Creek Boulevard Unit 17-203, Clearwater
$149,900
2 Beds ⋅ 1 Baths ⋅ TB8534466 MLS ⋅ 24-102 BLDG.
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
$649,900
4 Beds ⋅ 3 Baths ⋅ B26058378 MLS
Discover this exceptional 4-bedroom, 3-bathroom single-family, lakeside, pool residence in the desirable Winding Creek community of Fort Pierce. This lake front property spans 2,293 square feet of finished living space on one story, offering an efficient and comfortable layout. Several new appliances and fresh paint. 2.5 garage, with ample parking, a wall a/c unit and a generator with hook up to main panel. The thoughtful floor plan provides plenty of room for various lifestyles and entertaining needs. Located in Winding Creek, this 48 lot, gated community presents a wonderful opportunity to enjoy living in Fort Pierce. This house is listed "Coming Soon" as owners have ungrades, painting and landscapling done.

2108 Winding Creek Lane, Fort Pierce
$157,900
2 Beds ⋅ 2 Baths ⋅ TB8521581 MLS ⋅ 20a BLDG.
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
$925,000
4 Beds ⋅ 5 Baths ⋅ B26042080 MLS
Welcome to luxury waterfront living in the exclusive gated community of Winding Creek. This custom-built estate features 4 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, and a 3-car garage, complemented by elegant finishes throughout, including a dramatic stone staircase, gourmet kitchen, and an expansive primary suite. Step outside to your private backyard oasis with a gas-heated pool and spa, outdoor kitchen, and breathtaking lake views perfect for relaxing or entertaining. Offering the ideal blend of luxury, comfort, and Florida lifestyle living, this exceptional home is a rare opportunity you won't want to miss. Schedule your private showing today and discover why this remarkable home is the perfect place to create your next chapter.

2304 Winding Creek Lane, Fort Pierce
$1,140,000
4 Beds ⋅ 3 Baths ⋅ A4694907 MLS
Luxury, privacy, & nearly 6 FENCED ACRES come together in one extraordinary custom-built Mark Cahill estate in Myakka City. Behind the PRIVATE CODED MOTORIZED ENTRY GATE, you'll discover the freedom, space, & lifestyle today's buyers are searching for. Based on current land & construction costs, recreating a comparable estate like this today could approach $2 MILLION, making this an exceptional opportunity to own a luxury country property without the wait, uncertainty, or rising costs of new construction. Inside, soaring ceilings, 8-FOOT DOORS, crown molding with accent lighting, a dramatic double tray ceiling, elegant chandeliers, & ALL TILE FLOORING create an impressive yet welcoming atmosphere. Built-in shelving anchors the living room, while an aquarium window frames peaceful views of the pool from the main living areas. The flexible floor plan offers 4 BEDROOMS, 3 BATHS, formal living & dining rooms, a dedicated office, & an oversized kitchen with breakfast bar & island. Step outside to your own private retreat featuring a SALTWATER PebbleTec pool with SOLAR HEAT, a RESISTANCE SWIM SYSTEM for year-round exercise, winter safety cover, cool deck, RETRACTABLE MOTORIZED AWNING, sunshade, pool bath access, outdoor shower, & a fenced dog run—all designed for entertaining, relaxing, & enjoying Florida's outdoor lifestyle. Need room for hobbies, horses, recreational vehicles, or a home-based business? The 900 SQ FT WORKSHOP is a standout feature, offering WATER, POWER, approximately half under AIR CONDITIONING, pass-through access, & attached COVERED PARKING for boats, trailers, or equipment. The home also includes an oversized 3-CAR GARAGE. Built with durability, efficiency, & peace of mind in mind, this home features HURRICANE-IMPACT WINDOWS & GARAGE DOORS, ICYNENE INSULATION, an OWNED 9.5 kW SOLAR SYSTEM, GENERAC GENERATOR with buried 250-GALLON PROPANE TANK, a security system with sensors on all doors & windows, & a BRAND-NEW (2026) $30,000 WELL SYSTEM with sulfur filtration & chlorinated pipes. The barrel tile roof adds timeless curb appeal, & the property has experienced no flooding or hurricane damage. Winding Creek offers a peaceful country setting with a private community park, lakefront picnic area, riding opportunities, community events, & LOW HOA FEES of just $800 per year. Nearby boating, parks, nature preserves, bow hunting, & the local motorsports facility provide endless opportunities for outdoor recreation. Be sure to explore the Matterport 3D Tour & review the complete Features Sheet to discover the many additional upgrades & amenities this remarkable estate has to offer. Schedule your private showing today & discover why this extraordinary property represents an exceptional opportunity to own a luxury estate that's difficult to replicate at today's construction costs.

1210 408th Court E, Myakka City
$115,000
1 Beds ⋅ 1 Baths ⋅ TB8480990 MLS ⋅ 26 BLDG.
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 ⋅ TB8434595 MLS ⋅ Winding Creek/Bldg 9 BLDG.
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, pull out drawers, and storage. 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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