Winding Woods Real Estate

Welcome to Winding Woods, a picturesque subdivision nestled in the heart of Wildwood, Missouri, within the beautiful St. Louis County. This charming community is the perfect blend of serene natural beauty and modern living, making it an ideal place for families, professionals, and retirees alike.

Winding Woods is characterized by its lush landscapes, winding tree-lined streets, and a strong sense of community. Residents enjoy spacious lots that offer ample privacy and room for outdoor activities, while the surrounding nature provides a tranquil backdrop for daily life. The subdivision’s thoughtfully designed homes showcase a variety of architectural styles, ensuring that there’s something to suit every taste.

One of the standout features of Winding Woods is its proximity to a wealth of amenities. Just a short drive away, you’ll find a vibrant selection of shopping, dining, and entertainment options. Additionally, the area is renowned for its excellent schools and family-friendly parks, making it an attractive choice for those with children.

Outdoor enthusiasts will appreciate the nearby hiking and biking trails, as well as the beautiful parks that invite leisurely strolls and picnics. The community fosters a strong sense of camaraderie, with regular neighborhood events that bring residents together to celebrate the joys of living in Winding Woods.

Whether you’re looking to build your dream home or find a cozy retreat, Winding Woods offers a welcoming environment where nature and community thrive. Experience the charm of Wildwood, MO, and discover why Winding Woods is the perfect place to call home!

Newest Listings in Winding Woods

$409,000

4 Beds ⋅ 4 Baths ⋅ 3587576 MLS

The Perfect Family Home– Recently Remodeled & Move-In Ready! Welcome to your family’s dream home! This beautifull 4 bedroom, 3.5 bath home offers room for everyone and everything—with open layout, this home is on almost an acre of land. The neighborhood is safe haven for kids to play freely and explore. Inside, you'll find a new kitchen and bathrooms and thoughtful upgrades. This home was recently remodeled—NEW HVAC, NEW water heater, NEW interior, paint, trim and floors in 2022! Families will love the perfect location—just minutes from top-rated schools, shopping, dining, and the local theater. 2 living areas for movie night, or quiet night in your private space, this home is made for families. Make this house your home with a setting designed for families. Don't miss this one—it’s everything you could want and more!

21 Winding Woods Road, Lake Ozark

Courtesy of Keller Williams L.O. Realty (573) 348-9898

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Listing information is provided courtesy of the Broker Reciprocity/IDX of Bagnell Dam Association of REALTORS® and Lake of the Ozarks Board of REALTORS®, Inc. Multiple Listing Services. Copyright 2026 Multiple Listing Service, Inc. of Bagnell Dam Association of REALTORS® MLS, Inc. and Lake of the Ozarks Board of REALTORS® MLS, Inc. Information is being provided for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied. 2026 Century 21 Community