Rollingwoods Estates Homes for Sale

Welcome to Rollingwoods Estates, an enchanting subdivision nestled in the heart of Asheville, North Carolina. This picturesque community is a hidden gem in Buncombe County, offering a harmonious blend of serene natural beauty and modern living. With its gently rolling hills and lush landscapes, Rollingwoods Estates provides a tranquil retreat just minutes away from the vibrant culture and amenities of downtown Asheville.

The homes for sale in Rollingwoods Estates are a testament to the area's charm and character. Ranging from cozy single-family residences to spacious contemporary designs, each property showcases unique architectural features and thoughtful layouts. Many homes boast stunning mountain views, expansive outdoor spaces, and beautifully landscaped yards, perfect for both relaxation and entertaining.

Residents of Rollingwoods Estates enjoy a close-knit community atmosphere, where neighbors become friends and outdoor adventures are just a stone's throw away. The nearby Blue Ridge Parkway offers endless opportunities for hiking, biking, and exploring the breathtaking scenery that makes Asheville renowned. Additionally, the subdivision is conveniently located near top-rated schools, shopping centers, and local dining hotspots, ensuring that everything you need is within reach.

Whether you're a first-time homebuyer, looking to downsize, or seeking a peaceful retreat, Rollingwoods Estates has something for everyone. Explore the homes for sale today and discover why this delightful community is the perfect place to call home. Embrace the Asheville lifestyle and make your dream of living in Rollingwoods Estates a reality!

Newest Rollingwoods Estates Homes for Sale

$685,000

3 Beds ⋅ 3 Baths ⋅ 4395327 MLS

Conveniently located just minutes from downtown Asheville and Weaverville, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and privacy. Situated on a spacious lot with a large front yard, the home features a welcoming front deck and a bright sunroom with beautiful seasonal views, ideal for relaxing or entertaining. The main level offers a comfortable, functional layout with plenty of usable living space designed to accommodate everyday living and gatherings alike. Throughout the home, you'll find flexible spaces that provide endless possibilities to fit your lifestyle. The finished walkout basement expands the living area with a cozy family room featuring a woodstove, a versatile room perfect for a fitness area or home office, and an additional bonus room to suit your needs. Step outside from the lower level onto the patio and enjoy the hot tub within the fenced backyard, creating a private outdoor retreat. Beyond the fenced area, the property extends into a wooded setting, offering added privacy and a peaceful natural backdrop. With generous indoor and outdoor spaces and easy access to shopping, dining, and all that Asheville and Weaverville have to offer, this home is ready to welcome its next owners.

38 Chadwick Wade Drive, Asheville

$620,000

3 Beds ⋅ 2 Baths ⋅ 4391216 MLS

Tucked away on 1.16 private acres at the end of a quiet cul-de-sac, this spacious Asheville home with PRIVATE POOL offers easy single-level living, privacy, and room to unwind. Thoughtfully designed with 3 bedrooms, 2 full baths, and an additional flex room ideal for a home office, gym, guest space, or potential 4th bedroom, the layout offers comfort and versatility. Natural light pours in through skylights, while a walk-in pantry and a triple filtration water system add everyday functionality. Outside, enjoy a private in-ground swimming pool, expansive deck, and serene zen gardens that create a peaceful outdoor retreat. The finished garage space offers excellent potential for a studio, hobby area, or creative workspace, while the 1,000+ sq ft basement provides exceptional storage or workshop potential. With a rare combination of privacy, flexibility, and outdoor living spaces, this one has it all! A 1-year buyers warranty is being provided for added peace of mind - schedule your showing today.

43 Chadwick Wade Drive, Asheville

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 .