Winding Creek Homes with HOA Yes/No

Winding Creek Homes with HOA Yes/No

Welcome to Winding Creek, a picturesque subdivision nestled in the heart of sunny Florida. This charming community offers a tranquil retreat from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

Homes in Winding Creek come with the option of joining the homeowners' association (HOA), providing residents with added peace of mind and a sense of community. Whether you choose to be part of the HOA or not, you'll find that the properties in Winding Creek are well-maintained and designed to suit a variety of tastes and preferences.

Living in Winding Creek means enjoying the best of both worlds - a quiet, suburban setting with easy access to everything Florida has to offer. From beautiful beaches to world-class shopping and dining, you'll never run out of things to see and do.

If you're looking for a place to call home that offers a perfect blend of tranquility and convenience, look no further than Winding Creek. Come and discover why so many people are proud to call this charming subdivision their home.

Newest Winding Creek Homes with HOA Yes/No

$130,000
1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
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
$342,500
3 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 32825 Zip Code
GREAT STARTER HOME IN MOVE IN READY CONDITION. THIS 3/2 SPLIT BEDROOM PLAN HAS A SPACIOUS GREAT ROOM WITH VAULTED CEILINGS AND MANY OPTIONS FOR LIVING & DINING ROOM FURNITURE ARRANGEMENT. BEAUTIFUL STAGGERD TILE THROUGHOUT – NO CARPET. CUTE KITCHEN WITH EATING SPACE & NEW REFRIGERATOR (6/23), NEW DISHWASHER (9/23). ROOF WAS REPLACED IN 2023 AND AIR CONDITIONER IN 7/26. PUT THIS HOME ON YOUR MUST SEE LIST.

930 Rivecon Avenue, Orlando
$299,000
Winding Creek SubDv. ⋅ 34251 Zip Code
Nestled within the sought-after equestrian community of Winding Creek, this breathtaking 9.33-acre vacant homesite offers the perfect canvas to create the custom country estate you've always envisioned. Featuring a picturesque lake, brand-new fencing along the front property line, and a beautiful blend of open pasture and mature woods, this property provides the ideal balance of privacy, natural beauty, and functionality. Whether you're dreaming of a custom home, barndominium, or private equestrian retreat, this exceptional parcel offers endless possibilities. The wooded rear portion of the property creates a peaceful backdrop while the cleared acreage provides ample space for your home, barn, workshop, riding arena, or additional outbuildings. Winding Creek is a deed-restricted, agricultural community where country living meets modern convenience. Horses, farm animals, barns, outbuildings, and off-road vehicles are all permitted, making it an ideal setting for those seeking an active rural lifestyle. Residents enjoy access to over 150 acres of private equestrian and walking trails, along with the renowned Winding Trails Equestrian Center, home to rodeos, barrel racing events, and a vibrant equestrian community. Despite its tranquil setting, Winding Creek is conveniently located just 30 minutes from I-75 via SR 64 East, offering easy access to top-rated schools, shopping, dining, and everyday amenities. With low HOA fees and a rare combination of privacy, flexibility, and scenic beauty, this extraordinary property presents an exceptional opportunity to design and build the custom home of your choosing in one of the area's premier equestrian communities.

2102 411th Street E, Myakka City
$2,300,000
5 Beds ⋅ 4 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code
Melissa’s Hope is a custom barndominium-style home built by Homes by Laura, Inc. and a 2026 Parade of Homes Winner. Designed to blend everyday comfort, equestrian functionality, and long-term flexibility, the main level features an open great room, kitchen, walk-in pantry, office, primary suite, two guest bedrooms, and an expansive porch. A drive-through breezeway, tack and feed room, and three stalls create a seamless connection between the home and outdoor living. Upstairs, a private two-bedroom apartment with a kitchen, living room, bathroom, and generous closet space offers flexibility for guests, extended family, or multigenerational living. Located on 5.86 acres in the wonderful, peaceful community of Winding Creek. Within the community, Winding Trails Ranch often hosts barrel races and other events. Far enough away from the crowded city life and only an hour drive down state road 64 to Anna Maria Island Beach. This lifestyle is one you will quickly fall in love with.

40916 11th Avenue East, Myakka City
$1,140,000
4 Beds ⋅ 3 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code
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
$669,000
3 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code
MAJOR PRICE IMPROVEMENT! - Set on a private, pie-shaped 7.95-acre lot, In Winding Creek, that stretches deep into the lush wooded forest, this partially fenced estate offers a rare combination of usable land, natural beauty, and thoughtful improvements. The grounds feature a private fishable pond, expansive cleared areas for recreation, and wooded sections that create privacy, including a charming enclosed treehouse with deck. The home is complemented by a detached two-story carport offering two oversized covered parking area and two heated and cooled rooms (one upstairs and one downstairs, not included in the published sq/ft), ideal for an air-conditioned workshop, hobby space, or guest overflow. Additional exterior highlights include a well-maintained and covered well system with pump, bladder tank, and filtration, a huge circular driveway, irrigation system, and beautifully manicured front and rear lawns with lush landscaping. Inside, the open floorplan features vaulted ceilings throughout the main living areas, a spacious living room with a wood-burning fireplace, and a kitchen with stainless steel appliances, breakfast bar seating, and a large dining area. The home offers three bedrooms and two fully updated bathrooms, along with an inside laundry room complete with washer, dryer, second refrigerator, and side entry access. Flooring includes hardwood and tile throughout the main living areas, bathrooms, and primary suite, with wood laminate in the secondary bedrooms. Enjoy outdoor living year-round from the 12x24 covered and screened rear patio with double door access from both the living room and primary bedroom. With a new roof in 2024 and a property that balances open space and wooded privacy, this is a truly unique opportunity to own nearly 8 acres with exceptional features and flexibility. Winding Creek is a private, nature-surrounded community featuring an equestrian center and expansive common areas ideal for walking, hiking, biking, and horseback riding, conveniently located approximately 20 minutes east of I-75 off SR 64.

1115 410th Court E, Myakka City
$325,000
Winding Creek SubDv. ⋅ 34251 Zip Code
Prime 5+ Acre Lot in Winding Creek community! Build your dream home or private retreat on this beautiful 5+ acre parcel, nestled in the peaceful countryside of Myakka City. Surrounded by nature, this property offers the perfect balance of privacy, space, and tranquility — ideal for a custom estate or a serene getaway. Located within the Winding Creek community, you’ll enjoy a quiet, low-density setting while still being just a short drive from Lakewood Ranch and Sarasota, with easy access to shopping, dining, and everyday conveniences. An additional adjacent 5+ acre lot, also owned by the same seller, is available for purchase — offering the rare opportunity to combine both parcels for approximately 10+ acres of space. This property is not located in a flood zone. Whether you’re looking to build now or invest for the future, this is a unique opportunity to own a piece of Florida’s natural beauty. Residents of Winding Creek also enjoy access to a 148-acre preserve, ideal for horseback riding, hiking, and bow hunting, along with a covered equestrian arena within the community

Sr-64 E, Myakka City
$325,000
Winding Creek SubDv. ⋅ 34251 Zip Code
Prime 5+ Acre Lot in Winding Creek community! Build your dream home or private retreat on this beautiful 5+ acre parcel, nestled in the peaceful countryside of Myakka City. Surrounded by nature, this property offers the perfect balance of privacy, space, and tranquility — ideal for a custom estate or a serene getaway. Located within the Winding Creek community, you’ll enjoy a quiet, low-density setting while still being just a short drive from Lakewood Ranch and Sarasota, with easy access to shopping, dining, and everyday conveniences. An additional adjacent 5+ acre lot, also owned by the same seller, is available for purchase — offering the rare opportunity to combine both parcels for approximately 10+ acres of space. This property is not located in a flood zone. Whether you’re looking to build now or invest for the future, this is a unique opportunity to own a piece of Florida’s natural beauty. Residents of Winding Creek also enjoy access to a 148-acre preserve, ideal for horseback riding, hiking, and bow hunting, along with a covered equestrian arena within the community

41155 State Rd 64 East, Myakka City
$249,000
Winding Creek SubDv. ⋅ 34251 Zip Code
Almost 7 Acres with mature trees, both oaks and pines. There is a spring fed creek through the back portion of the property. Paved road frontage. This beautiful lot would make a beautiful building site. Winding Creek is located in rural Myakka City, and is a beautiful equestrian community that is deed restricted, but allows it's residents to have pets, cattle and horses The community also has a wildlife preserve. What an opportunity! Have you always dreamed of building your dream home but did not want to settle for lack of privacy. This home site is located in the sought-after development of Winding Creek. You will love the fact that you have access and full use of the 148 acre members only Preserve at Winding Creek. Perfect for a relaxing stroll, an after work bike ride or horseback ride. Build your dream home far from neighbors, noise, and the hustle and bustle of life. With almost 7 acres, you can build your own private oasis. This lot offers natural Florida beauty including an abundance of mature oaks. Plenty of room for a pool and tennis court on your equestrian estate. Horses are welcomed and the community offers a 132 acre equestrian training center plus the 148 acre preserve for riding. 4 X 4 golf carts are welcomed as well as four wheelers, and UTVs. Room for your RV, tractor. and all of your toys. Paved roads and maintained Winding Creek is located just off State Road 64 in East Manatee County. Country Living at its best!

41025 E 20th Place, Myakka City
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