Winding Woods Real Estate

Welcome to Winding Woods, a picturesque subdivision nestled in the heart of Asheboro, North Carolina. Known for its serene surroundings and natural beauty, Winding Woods offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and everyone in between.

As you meander through the tree-lined streets of Winding Woods, you’ll discover a vibrant community that values both privacy and connection. Each home is thoughtfully designed, showcasing a variety of architectural styles that harmoniously complement the lush landscape. Spacious yards and well-maintained gardens create an inviting atmosphere, perfect for outdoor gatherings and family playtime.

The location of Winding Woods is truly unbeatable. Residents enjoy easy access to Asheboro's charming downtown area, where delightful shops, restaurants, and local attractions await. The renowned North Carolina Zoo is just a short drive away, offering a fun-filled day for nature lovers and families alike. For those who appreciate the outdoors, the nearby Uwharrie National Forest provides endless opportunities for hiking, fishing, and exploring.

Families with children will appreciate the top-rated schools in the area, ensuring a quality education and a supportive community for young learners. With a strong sense of neighborhood camaraderie, Winding Woods hosts community events throughout the year, fostering friendships and lasting memories.

Whether you’re looking to settle down or find a weekend retreat, Winding Woods in Asheboro, NC, is a hidden gem that promises a fulfilling lifestyle surrounded by nature’s beauty and a welcoming community. Come explore the possibilities and make Winding Woods your new home!

Newest Listings in Winding Woods

$474,900

3 Beds ⋅ 2 Baths ⋅ 1229477 MLS

Tucked away down a long, winding driveway on over six private acres in Southwest Asheboro, this custom Cape Cod is a true country sanctuary. Masterfully built from 2021 to 2026, this home is truly one of a kind—from vintage-style entry windows to hand-cut white oak floors. At the heart of the home, the chef’s kitchen features premium Italian stainless steel appliances, a pot filler, soft-close cabinetry, and sleek granite countertops that extend throughout the house. Upstairs, relax in the custom-tiled shower or step onto the private balcony overlooking your serene backyard. Complete with a tankless water heater, room for a flourishing garden, and gorgeous front and back porches made for taking in the views, this special retreat offers uncompromised quality and complete tranquility. Four years in the making; a lifetime to enjoy!

2428 Glade Road, Asheboro

Start Your Search

“The data relating to real estate on this website derive in part from the Internet Data Exchange program. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither The M Homes Group nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. © 2026 Carolina Multiple Listing Services, Inc.”

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .