Chestnut Hills Real Estate

Chestnut Hills Real Estate

Welcome to Chestnut Hills, a picturesque subdivision nestled in the heart of North Carolina. This charming community offers a perfect blend of serene suburban living and convenient access to urban amenities, making it an ideal choice for families, professionals, and retirees alike.

As you drive through Chestnut Hills, you’ll be greeted by beautifully landscaped streets lined with mature trees, vibrant flower beds, and well-maintained homes that showcase a variety of architectural styles. Each property reflects the pride of ownership that residents take in their community. Whether you’re looking for a cozy single-family home or a spacious property with room to grow, Chestnut Hills has something to suit every lifestyle.

One of the standout features of this subdivision is its commitment to fostering a close-knit community. Residents enjoy access to a range of amenities, including walking trails, parks, and playgrounds, perfect for outdoor activities and family gatherings. The community hosts regular events, allowing neighbors to connect and create lasting friendships.

Located just a short drive from downtown, Chestnut Hills provides easy access to shopping, dining, and entertainment options. The nearby schools are highly rated, making it an excellent choice for families seeking quality education for their children.

With its idyllic setting and welcoming atmosphere, Chestnut Hills is more than just a subdivision; it’s a place where memories are made and community thrives. Experience the charm and convenience of Chestnut Hills—your dream home awaits!

Newest Listings in Chestnut Hills

$195,000
3 Beds ⋅ 2 Baths ⋅ LP766637 MLS
Beautifully renovated 3-bedroom, 2-bath home offering modern updates. A recent appraisal and a Pillar To Post home inspection have already been completed for added buyer confidence. Major improvements include a NEW roof, NEW driveway, updated plumbing lines, NEW vinyl windows, fresh interior and exterior paint and NEW hardware. The inviting kitchen features new cabinetry, quartz countertops, tile backsplash, and brand-NEW stainless steel appliances. Both bathrooms have been fully remodelled with new vanities, toilets, and LVT flooring. Enjoy new LVP flooring throughout the living areas, hallway, and kitchen, along with new carpet in the bedrooms. Additional upgrades include a serviced HVAC system, crawlspace insulation, and a NEW vapor barrier.

506 Eaton St, Fayetteville

Seller Representative LISTWITHFREEDOM.COM
$225,000
3 Beds ⋅ 2 Baths ⋅ LP765980 MLS
* offering $5,000 toward buyers closing costs *Welcome to 5490 Lindale Court! This 3-bedroom, 2-bath home with a spacious bonus room has been completely transformed with modern finishes and quality updates throughout. Enjoy peace of mind with a new roof, HVAC system, windows, water heater, luxury vinyl flooring, quartz countertops, and so much more. The fenced back yard offers space, shade, and comes with a shed for extra storage. Located on a quiet dead-end street, convenient to the military base, with shopping dining, and schools just minutes away. The carport provides protection from the elements and can be removed at the buyers request if desired.

5490 Lindale Ct, Fayetteville

Seller Representative KENDRA CONYERS & ASSOCIATES, LLC
$535,000
3 Beds ⋅ 2 Baths ⋅ 4387825 MLS
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
$3,249,000
4 Beds ⋅ 6 Baths ⋅ 10170774 MLS
Nestled in the heart of coveted North Hills, this bespoke build by Homestead Building Company redefines modern luxury living. Delivering this September, the residence effortlessly fuses timeless elegance with elevated design -- with a luxurious heated salt water pool for an outdoor oasis. The main level is anchored by rich wide-plank hardwood floors and curated architectural trim. A dramatic grand foyer sets an opulent tone, featuring a custom wine gallery complete with stone accents and display racks. The gourmet kitchen boasts dual waterfall-edge quartz islands, exclusive "Luce Oro" quartz countertops and full-height riser, custom two-tone cabinetry to the ceiling, and an expansive secondary scullery and prep kitchen. The main-floor primary sanctuary with private foyer and custom accent millwork. The spa-inspired en-suite features a zero-entry tiled shower behind frosted glass, a freestanding soaking tub, custom dual vanities, and a meticulously fitted walk-in dressing room. Flowing seamlessly from the fireside family room—framed by a dovetail stone hearth—large glass sliding doors open to a vaulted screened porch with its own floor-to-ceiling stone fireplace. Outside, a resort-style saltwater pool awaits private relaxation. Complete with a main-level guest suite, an upstairs executive study, a dedicated media room with a full wet bar, and additional guest accommodations, this property offers an unparalleled sanctuary in an unbeatable location.

961 Wimbleton Dr, Raleigh

Seller Representative Coldwell Banker HPW
$595,000
4 Beds ⋅ 2 Baths ⋅ 4375202 MLS
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
$2,350,000
5 Beds ⋅ 7 Baths ⋅ 10164314 MLS
Custom luxury build by award winning ICG Homes. Nestled on a large homesite in highly sought after Chestnut Hills. Wide plank hardwoods and elegant finishes span throughout! The main level features the primary suite and en-suite guest for ultimate convenience! The gourmet kitchen features custom ceiling-height cabinetry, a large center island with barstool seating, Thermador gourmet appliances including a 48-inch gas range. All overlooking the spacious breakfast area! The primary suite features hardwood flooring and luxurious en-suite bath with zero-entry tiled shower, a freestanding tub, separate custom vanities and a huge walk-in closet! The family room offers a linear fireplace with tile surround and flanking built-ins! Large sliding glass doors open to the screened porch with outdoor fireplace. Upstairs, an oversized media room with half bath access, home gym/yoga room and 2 additional en-suite bedrooms! Complete with a 3-car garage for ample parking space.

5304 Dixon Dr, Raleigh

Seller Representative Coldwell Banker HPW
$6,250,000
5 Beds ⋅ 7 Baths ⋅ 10100186 MLS
July 2026. Lights are being installed this week! This home is in the finishing stages! All cabinets are installed, gorgeous tile is in, the pool deck is installed, the home has been painted!! Completion late summer/early Fall. 2026 PARADE OF HOMES. Welcome to The Wimbleton Estate - A Modern Scandinavian Masterpiece. Every space in The Wimbleton Estate has been thoughtfully curated--from Taj Mahal quartzite surfaces and bronze mirror backsplashes to rift cut white oak cabinetry and custom designer tilework. The home delivers elegance in every room, with a design palette that blends warmth, luxury, and modern function. Experience refined living in this exceptional new construction home situated on over 1.5 acres in Raleigh's prestigious Chestnut Hills neighborhood, in the heart of Raleigh's Midtown, just block away from I-440 and North Hills. The Wimbleton Estate offers over 7,000 sq ft of heated living space, seamlessly blending clean Scandinavian design with high-end, thoughtfully curated finishes. The open-concept floor plan boasts 10' ceilings and abundant natural light across expansive living areas. A gourmet kitchen anchors the home with quartzite countertops, a statement white oak island, and top-of-the-line Brizo and Ruvati fixtures. The adjoining scullery and separate bar/lounge make entertaining effortless. Designer lighting from Visual Comfort, Hinkley & Corbett adds elevated ambiance throughout. Set on over 1.5 acres, the outdoor living is nothing short of spectacular--your own private resort right at home. The expansive screened porch is the ultimate year-round retreat, with phantom screens, a built-in grill, tile accent wall, and infratech heaters creating the perfect setting for both outdoor dining and lounging. Beyond, the backyard unfolds into a stunning vision with plans for a custom pool & spa and a putting green--an entertainer's dream and a family paradise. Inside, the luxury continues with 5 bedrooms, a first-floor guest suite and study, 4 full baths, 2 half baths, and a showstopping primary suite designed for total comfort and style. Complete this dream home today with the expert guidance of the Homescapes Builders team, including a dedicated designer who will be with you every step of the way. Select your own custom finishes or enjoy the beautifully curated selections already in place--either way, the result will be exceptional!

1132 Wimbleton Dr, Raleigh

Seller Representative Raleigh Custom Realty, LLC
$299,500
3 Beds ⋅ 2 Baths ⋅ 100546919 MLS
This handsome brick home has been thoughtfully and beautifully transformed into a true standout—stylish yet inviting and completely move-in ready. Set on a large, serene, wooded lot, this light-filled three-bedroom, two-bath home seamlessly blends timeless charm with carefully curated modern updates throughout. Inside, you'll discover a warm and welcoming den anchored by a charming fireplace, gracious formal living and dining rooms perfect for entertaining, and a stunning fully remodeled kitchen with stone countertops—designed for both everyday living and effortless hosting. Outside, the private backyard provides a peaceful retreat with a versatile workshop and ample space to relax, create, or enjoy the natural surroundings. With too many improvements to list here, this home must be seen in person to be fully appreciated. Simply move in and enjoy—schedule your showing today.

303 Ridge Rd Nw, Wilson

Listing courtesy of First Wilson Properties.

Seller Representative First Wilson Properties

Listing courtesy of First Wilson Properties. Contact:

$39,000
4234752 MLS
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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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 .

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