Winding Creek Homes for Sale

Winding Creek Homes for Sale

Welcome to Winding Creek, a picturesque subdivision nestled in the heart of Orlando, Florida, within the vibrant Orange County. This charming community is designed for those who appreciate the perfect blend of suburban tranquility and urban convenience. Winding Creek offers an array of beautifully crafted homes, each showcasing modern architecture and thoughtful layouts, making it an ideal choice for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Winding Creek, you’ll be captivated by the lush landscapes and friendly atmosphere that define this neighborhood. The homes for sale here boast spacious interiors, featuring open floor plans, gourmet kitchens, and serene outdoor spaces that are perfect for entertaining or simply unwinding after a long day. Whether you’re looking for a cozy single-family home or a more expansive property, Winding Creek has options to suit every lifestyle and budget.

Residents of Winding Creek enjoy easy access to a variety of amenities, including top-rated schools, shopping centers, and recreational parks. The community is also conveniently located near major highways, making commutes to downtown Orlando and beyond a breeze. With its close-knit community feel and a wealth of nearby attractions, Winding Creek is not just a place to live; it’s a place to thrive.

If you’re searching for a home in Orlando that combines comfort, style, and convenience, look no further than Winding Creek. Explore our listings today and discover your dream home in this enchanting neighborhood!

Newest Winding Creek Homes for Sale

$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, and 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 and the kind of lifestyle people move to the country to enjoy. Whether you’re bringing horses, outdoor toys, or simply looking for more privacy and freedom, this property gives you the space to live the way you want. Inside, soaring 14-foot ceilings, 8-foot doors, crown molding with accent lighting, and a double tray ceiling create an impressive yet comfortable atmosphere. The living room features built-in shelving and flows toward an aquarium window overlooking the pool, giving you peaceful, unobstructed backyard views from the kitchen nook and main living areas. Gorgeous chandeliers elevate both the formal dining room and 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 and oversized kitchen with breakfast bar & island. Step outside and you’ll understand what makes this property special. The SALTWATER pool features PebbleTec coating, SOLAR HEAT, and a RESISTANCE SWIM SYSTEM that allows you to swim against the current for exercise and training right from home. Additional features include a WINTER SAFETY COVER, cool deck surfacing, RETRACTABLEMOTORIZED AWNING, sunshade, pool bath access and 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, and a nearby motorsports facility for those who enjoy the active outdoor lifestyle. This home was built with long-term durability and efficiency in mind, including HURRICANE-IMPACT windows and garage doors, ICYNENE INSULATION for energy efficiency, a GENERAC GENERATOR with buried 250-GALLON PROPANE TANK, security system with sensors on all doors and windows, and a BRAND NEW (2026) $30,000 WELL SYSTEM with SULFUR FILTRATION and CHLORINATED PIPES for clean drinking water. The barrel tile roof adds timeless curb appeal, while the property has had no flooding and no hurricane damage. An OWNED 9.5 kW grid-tied SOLAR ENERGY SYSTEM positioned on the property conveys with the home and 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, and 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, and still enjoy upscale finishes and amenities, this is exactly what you’ve been waiting for. Schedule your private showing TODAY and come experience the space, privacy, and lifestyle this exceptional property has to offer!

1210 408th Court E, Myakka City
$444,900
4 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 32825 Zip Code
Dual-Income Potential or Perfect Multigenerational Living with Private In-Law Suite & pool! Welcome to 1008 Old Barn Rd, a flexible and beautifully maintained property designed for modern Florida living. With 1,815 square feet, 4 bedrooms, 2 bathrooms, and a private in-law suite with separate entrance, this home is ideal for multigenerational households, investors, or traveling professionals seeking privacy and convenience. Inside, you’ll find a spacious layout filled with functionality and comfort. The upgraded kitchen features gourmet KitchenAid appliances, granite countertops, abundant cabinet space, and room to gather for everyday living or entertaining. The flexible floor plan creates multiple living possibilities while maintaining warmth and flow throughout the home. Step outside to your private pool area, perfect for relaxing, entertaining guests, or enjoying sunny Orlando afternoons year-round. Additional highlights include a 2-car garage, driveway parking, low yearly HOA of just $221, and a location convenient to shopping, dining, parks, and major commuter routes throughout Central Florida. Located just minutes from Waterford Lakes Town Center, the University of Central Florida, SR 408, and SR 417, this home offers easy access to top shopping, restaurants, entertainment, and commuting options across Orlando and surrounding areas. Built in 1997, this home combines timeless functionality with features buyers continue to search for today: private guest accommodations, flexible living space, upgraded kitchen finishes, and outdoor enjoyment. Whether you're a family needing extra room, an investor exploring rental potential, or a buyer seeking versatility in Orlando, this property delivers exceptional value at $444,900. Don’t miss the opportunity to tour this versatile Orlando property and discover the possibilities waiting at 1008 Old Barn Rd. Schedule a showing today!

1008 Old Barn Road, Orlando
$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
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