Chestnut Hills Real Estate

Welcome to Chestnut Hills, a hidden gem nestled in the heart of North Carolina. This charming neighborhood is a perfect blend of serene suburban living and vibrant community spirit. With its tree-lined streets, well-maintained parks, and friendly neighbors, Chestnut Hills offers an inviting atmosphere that makes you feel right at home.

One of the standout features of Chestnut Hills is its accessibility to both urban conveniences and nature's beauty. Residents enjoy proximity to the bustling downtown area, where you can explore a variety of shops, restaurants, and entertainment options. Whether you’re indulging in a gourmet meal or catching a local band, there’s always something happening just a short drive away.

For those who appreciate the great outdoors, Chestnut Hills boasts several parks and recreational areas, perfect for weekend picnics, morning jogs, or leisurely strolls with family and friends. The neighborhood’s lush landscapes and scenic walking trails provide an idyllic backdrop for outdoor enthusiasts and families alike.

Education is a top priority in Chestnut Hills, with access to highly-rated schools that are dedicated to fostering a love of learning. Families will find a supportive community where children can thrive academically and socially.

In Chestnut Hills, community events bring residents together, fostering friendships and creating lasting memories. From seasonal festivals to farmers' markets, there’s always an opportunity to connect with neighbors and celebrate the vibrant spirit of this wonderful neighborhood.

Discover the charm of Chestnut Hills, where a warm community, beautiful surroundings, and a convenient lifestyle await you!

Newest Listings in Chestnut Hills

$535,000

3 Beds ⋅ 2 Baths ⋅ 4387825 MLS ⋅ ACTIVE Status

Step back in time without sacrificing modern comfort in this beautifully renovated 1920s Chestnut Hill cottage. Originally constructed as a family and executive retreat associated with the Hanes Underwear Company, the home showcases timeless mountain-cottage charm, highlighted by a grand stone fireplace and inviting covered front porch. Thoughtful renovations preserve the home's historic character while enhancing everyday livability. Relax on the expansive covered front porch and enjoy cozy short-range mountain views in a storybook setting. Extensive native stonework graces both the home and the beautifully landscaped, certified native wildlife gardens, creating a seamless connection to the natural beauty of the surrounding mountains. Recent improvements include a beautifully renovated kitchen and bathroom, a new roof, updated electrical system, and a new heat pump. The original hardwood floors have been carefully restored, blending historic character with modern convenience. This is a truly special property where history, character, and craftsmanship come together in one unforgettable setting. This home has 2 bedrooms plus an office on the main level, with the lower level being a large studio area with bedroom, sitting area and full bath. Meticulously maintained and truly move-in ready, this home is offered turn-key and can be sold furnished—ideal as a full-time residence, mountain getaway, or vacation rental investment. Outdoor enthusiasts will appreciate direct access to nearby adventure, including hiking to Bearwallow Mountain right from your door, plus a short drive to multiple trailheads featuring waterfalls, mountain streams, and sweeping 360-degree mountain views on Bearwallow Mtn. HOA Initiation Fee: $1000 / Septic Permit - NOT FOUND | https://youtu.be/urLotv3KZew

206 Chestnut Hill Road, Gerton

Listing courtesy of Unique: A Real Estate Collective. neelyn@uniquecollective.us

$595,000

4 Beds ⋅ 2 Baths ⋅ 4375202 MLS ⋅ ACTIVE Status

A truly unique opportunity! TWO beautiful, vintage, hand-hewn log homes in a storybook setting with amazing possibilities. Located in the desirable Chestnut Hills subdivision, a 100 year old vacation cottage community just 20 mins from Asheville. Both homes have separate access and parking. The Main Cabin has 2BR/1BA with a full galley kitchen, lovely stone fireplace, rocking chair front porch, walk-out rear deck and hot tub. There is a small bonus room off the main bedroom currently used as a third sleeping area, but would be ideal for an office. The "Sunflower Cabin" has 2BR/1BA with a full kitchen, vaulted ceiling, a gorgeous enclosed sunroom, and walk-out rear deck. Both decks have commanding views over the Chestnut Hills Commons, stream and community garden. Beautiful stonework and hardscaping throughout the property. Dedicated stone lined parking pads and a gorgeous fire pit area. Fully stocked community pond and beautiful common areas. Some of the best hiking trails in the Asheville area are literally steps away, including the Florence Preserve and Bearwallow Mountain/Wild Cat Rock trail systems. Centrally located just 20 mins to Asheville, 30 mins to Hendersonville, 15 mins to Chimney Rock, and 20 minutes to Lake Lure. Two breweries and a grocery store located just 12 mins away in Fairview. The current configuration offers amazing flexibility....either as a turnkey vacation rental, a second home getaway with a guest cottage, or primary residence with in-law suite. Furniture is available with a few exclusions. Installed Spectrum fiber optic high speed internet. Short term vacation rentals are allowed in Chestnut Hills. You'll love this amazing property!

72 Chestnut Hill Road, Gerton

Listing courtesy of Triangle Midtown Realty. jearnhardt65@gmail.com

$39,000

4234752 MLS ⋅ ACTIVE Status

Beautiful build lot(s) in highly desirable Chestnut Hills subdivision. Perfectly situated halfway between Lake Lure and Asheville. Two wooded, gently sloping lots totaling .64+/- acres with hardwood trees and Rhododendron. Winter views of Little Pisgah Mountain. Adjoining 50+ acres above property belongs to a land trust (Conserving Carolina). Chestnut Hills is an adorable vintage 1920's vacation cottage community that is 20 minutes to Asheville, 30 minutes to Hendersonville., 20 minutes to Chimney Rock/Lake Lure and 12 minutes to a grocery store, post office and a bank. Some of the best hiking trail systems (Wildcat Rock and the Florence Preserve) in the Asheville area are steps away. Chestnut Hills has a community fishing pond and a large commons area. Low HOA fee and no build time requirements. Access to the community water system is available with tap fee. Spectrum high speed internet is available in Chestnut Hills. Short term rentals are allowed. A wonderful neighborhood!

0000 Thomasville Lane, Gerton

Listing courtesy of Triangle Midtown Realty. jearnhardt65@gmail.com

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“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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