Winding Creek Homes for Sale

Winding Creek Homes for Sale

Welcome to Winding Creek, a serene and picturesque subdivision nestled in the heart of Orlando, Florida. This charming community, located in Orange County, offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Winding Creek boasts a variety of beautifully designed homes for sale, catering to diverse tastes and lifestyles. From spacious single-family residences to cozy townhomes, each property is thoughtfully crafted with modern amenities and stylish finishes. Many of these homes feature open floor plans, gourmet kitchens, and expansive backyards, perfect for entertaining or enjoying quiet evenings under the stars. With a range of prices, there's a perfect fit for every budget.

The subdivision is surrounded by lush greenery and scenic landscapes, providing residents with a peaceful retreat from the hustle and bustle of city life. Families will appreciate the nearby parks, walking trails, and recreational facilities that encourage an active lifestyle. For those who enjoy shopping and dining, Winding Creek is conveniently located near a variety of restaurants, boutiques, and major retailers.

Education is also a priority in this community, with several highly-rated schools and educational institutions just a short drive away. Whether you’re seeking a vibrant community or a quiet place to call home, Winding Creek offers the perfect balance.

Explore the homes for sale in Winding Creek today, and discover the charm and comfort that await you in this delightful Orlando neighborhood. Your dream home is just around the corner!

Newest Winding Creek Homes for Sale

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

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

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

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

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