Chestnut Hills Homes for Sale

Welcome to Chestnut Hills, a charming subdivision nestled in the heart of Raleigh, North Carolina, within the vibrant Wake County. This picturesque community is a hidden gem that perfectly blends suburban tranquility with the convenience of urban living. With its tree-lined streets and beautifully landscaped yards, Chestnut Hills offers a serene escape while remaining just moments away from the bustling city life.

The homes for sale in Chestnut Hills are a delightful mix of architectural styles, ranging from modern designs to classic Southern charm. Each residence is thoughtfully crafted, featuring spacious layouts, contemporary amenities, and inviting outdoor spaces, making them ideal for families, professionals, and retirees alike. Many homes boast large backyards, perfect for entertaining or enjoying a quiet evening under the stars.

Residents of Chestnut Hills enjoy easy access to a variety of local attractions, including parks, shopping centers, and top-rated schools. The community is also conveniently located near major highways, providing a quick commute to downtown Raleigh and beyond. For those who appreciate the great outdoors, nearby parks and recreational areas offer ample opportunities for hiking, biking, and picnicking.

As you explore the homes for sale in Chestnut Hills, you’ll discover a welcoming community that prides itself on its friendly atmosphere and strong sense of belonging. Whether you’re looking for your first home or a place to settle down, Chestnut Hills is the perfect place to call home. Come experience the charm and warmth of this delightful subdivision and find your dream home today!

Newest Chestnut Hills Homes for Sale

$899,000

3 Beds ⋅ 3 Baths ⋅ 4431950 MLS

Historic Asheville character, thoughtfully updated for modern in-town living. Just minutes from downtown, this renovated 1927 home pairs an open, light-filled layout with designer-directed updates, multiple work-from-home spaces, and exceptional outdoor living. At the heart of the home, the refreshed kitchen and entertaining bar feature Calacatta Gold quartzite, warm brass accents, and carefully selected lighting. Newly refinished hardwood floors extend throughout, while fresh paint creates a subtle modern palette that allows the home's original character to shine. The redesigned front living room accommodates a range of layouts. Outside, a newly constructed oversized covered front porch serves as an outdoor living room, with ample space for lounging and entertaining. The luxurious primary suite offers a spacious bath has been thoughtfully refreshed, including a new glass shower with vertically stacked tile and pebble floor—but the unexpected highlight is the shower window framing a remarkable view. There are two additional upstairs bedrooms, one occupies a bright corner with seasonal mountain views; the other opens directly to an upper-level deck overlooking downtown and the mountains. The upper sunny fenced backyard with a pebbled-concrete patio and stone retaining wall create a distinct outdoor space without the upkeep of a large suburban yard. Major recent improvements include a new roof and roof structure, new ceiling insulation, a new expanded front porch and a new upper level deck with downtown views. Significant updates were also made in 2006, including an expansion of the home where a kitchen, primary suite and rear stairwell were added, as well as extensive electrical modernization, 4 zone HVAC system and numerous other upgrades. To the rear of the home is an alley and a detached “Model T” garage for storage and off-street parking. The location brings everyday conveniences within easy reach: walk to coffee, yoga, pilates, restaurants, groceries, and neighborhood favorites, with downtown just minutes away. With multiple outdoor living spaces, mountain and downtown views, and a fresh modern sensibility within a historic home, 133 Furman offers a rare opportunity in Asheville.

133 Furman Avenue, Asheville

$1,165,000

5 Beds ⋅ 4 Baths ⋅ 10197468 MLS

Nestled on a private, heavily wooded half-acre lot in the heart of North Hills, this professionally updated and renovated 5-bedroom, 4-bathroom home offers over 3500 square feet of thoughtfully designed living space across three levels. Originally a 1026-square-foot A-frame, the home was completely reimagined, renovated, and expanded in 2022, preserving the soul of its original architecture — including a dramatic wall of windows that frames uninterrupted views of the private wooded backyard -- while adding modern scale and function throughout. The home's unique transformation was even featured on HGTV! The abundance of natural light is striking from the moment you step inside. Hardwood, bamboo floors flow throughout, setting the stage for a home that balances warmth with modern sophistication. The open-concept main living area is the heart of the home, showcasing soaring ceilings, wood beams, and a striking exposed chimney with a custom mantle by Oak City Artisans that rises dramatically through all three levels and is the true architectural centerpiece. The spacious eat-in kitchen features quartz countertops, built-in dishwasher and microwave, plus a gas range and KitchenAid refrigerator. Dramatic pendant lights illuminate a dining space ready for all your gatherings, and dual sliding glass doors extend the living space outdoors. A built-in drop zone with exceptional storage just off the oversized garage adds everyday convenience, while the garage itself offers extensive storage and workshop possibilities, including a WiFi-enabled door and pre-wiring for an EV charger. Two spacious bedrooms with large closets and a full bath with walk in shower complete this level. The second floor is anchored by an incredibly spacious primary suite complete with a private balcony overlooking the densely wooded backyard. The spa-like primary bath features a giant double shower, walk-in closets with custom shelving, and the convenience of a second laundry connection. An additional generously sized guest bedroom on this level offers its own en suite bath with a walk-in shower. The walk-out lower level offers a large and cozy living space centered around the fireplace, tons of storage plus an additional bedroom and full bath with tub. An oversized laundry room with sink and abundant built-in storage completes this level. Enjoy the outdoors from the newly refurbished deck, which wraps around the entire back of the house from the main level, or relax on the lower-level patio surrounded by mature trees and total privacy. The exterior of the home combines durable, low-maintenance Hardie Plank and Thermory siding for lasting curb appeal. The home has been meticulously maintained and upgraded, including a new roof, windows, and HVAC in 2022— offering peace of mind alongside its striking design. With its unbeatable North Hills location, expansive wooded lot, and impeccable renovations, this home is a rare find that combines luxury, exceptional design, and everyday functionality into one dynamic property in one of Raleigh's most sought-after neighborhoods.

1009 Collins Dr, Raleigh

$800,000

2 Beds ⋅ 1 Baths ⋅ 4429143 MLS

Nestled on a quiet, one-block-long street in Asheville’s beloved Chestnut Hills neighborhood, this extensively renovated modern cottage offers a rare combination of thoughtful design, refined craftsmanship, and walkable urban living. Completely rebuilt in 2020 with every detail carefully considered, this home feels both elevated and deeply comfortable—bright, quiet, energy-efficient, and effortlessly livable. Inside, custom walnut built-ins, light hardwood floors, tasteful fixtures, and expansive high-end Pella windows create warm, light-filled spaces throughout. The kitchen features beautiful granite counters and backsplash, quality appliances, and a custom banquette perfect for slow mornings or intimate dinners. A dedicated office with sliding door, heated bathroom flooring, interior soundproofing, dimmable lighting throughout, and abundant custom storage reflect the home’s exceptional level of intentionality. Outdoor living is equally compelling. Professionally designed by Gardenology, the terraced front and back gardens feature stonework, pathways, river stone, mature perennials, and curated gathering spaces in place of traditional lawn. Enjoy mountain views from the welcoming front porch with custom trellis, or relax on the covered rear deck overlooking the courtyard, plant-filled garden, and firepit area. The semi-finished lower level—with new foundation, polished concrete floors, and foam insulation—offers flexible space for a home gym, workshop, sauna, additional office, or storage. Just outside your door and within easy walking distance are some of Asheville’s top cafés (e.g., Liberty House, Pulp & Sprout), bakeries (e.g., OWL, City Bakery), grocery stores, yoga studios, and downtown destinations, along with exceptional walking, running, and cycling routes. This is a rare opportunity to own a truly turnkey home in one of Asheville’s most charming and desirable neighborhoods. Please see attachments for a detailed list of features. Please note, due to the shared driveway, work would need to be done to in order to have an off-street parking space. There is no dishwasher currently in the kitchen, but space was left to accommodate a future installation if this is important to the new owner. The dedicated office space could be converted to a second (potentially ensuite) bathroom.

10 Cornelia Street, Asheville

$3,100,000

5 Beds ⋅ 6 Baths ⋅ 10195636 MLS

Striking architecture. Sun-drenched interiors. Effortless North Hills living. This custom-built masterpiece pairs A+ walkability with a fully fenced, pool-ready yard and an unforgettable blend of rich textures and dramatic design. In the soaring two-story foyer, expansive aluminum-clad SDL windows frame a sculptural curved staircase, allowing natural light to spill across wide-plank European white oak floors. Beautiful sightlines draw you into the family room, where a stained coffered ceiling, custom built-ins, and an Isokern fireplace create a warm, sophisticated backdrop. The chef's kitchen makes an equally bold statement with richly finished custom cabinetry, a 48" Wolf range with double ovens, a paneled Sub-Zero refrigerator, and an oversized waterfall island. A spacious pantry/scullery with a secondary dishwasher keeps entertaining seamless. A Sonos audio system in various locations throughout the home sets the mood for everyday living and entertaining. Open the pass-through window and let the evening unfold on the covered porch, where dual lighted tray ceilings with warm wood detailing, Phantom screens, a stone Isokern fireplace, and an outdoor grilling area set the stage for memorable gatherings. The main-level primary suite offers a cathedral ceiling and a spa-inspired bath with a zero-entry shower, freestanding soaking tub, and beautifully layered finishes. A main-level guest suite, three upstairs en suites, a game room with an adjoining half bath, and a three-car garage complete a home designed to impress—and invite you to linger.

5042 Langley Cir, Raleigh

$4,250,000

5 Beds ⋅ 6 Baths ⋅ 10184474 MLS

Exceptional presale opportunity with award-winning Exeter Building Company in coveted Chestnut Hills—in the heart of North Hills-Midtown. Enjoy effortless walkability to the North Hills Club while collaborating with Exeter Building Company, one of Raleigh's premier award-winning custom builders to design and craft your dream home in one of the city's most desirable locations.

842 Manchester Dr, Raleigh

$535,000

3 Beds ⋅ 2 Baths ⋅ 4387825 MLS

Step back in time without sacrificing modern comfort in this beautifully renovated 1920s Chestnut Hill cottage. The home showcases timeless mountain-cottage charm, highlighted by a grand stone fireplace and inviting covered front porch that harken to the days of the leaving the city heat to spend the whole summer in the cool mountains, playing in the community creak or fishing on the community lake. 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 new roof, updated electrical system, new lighting throughout 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 and on to Strawberry Gap, right from your door, plus a short drive to multiple trailheads featuring waterfalls, mountain streams, and sweeping 360-degree mountain views on Bearwallow Mtn. https://youtu.be/urLotv3KZew

206 Chestnut Hill Road, Gerton

$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

$549,000

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. 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. Both homes have separate access and parking, and can be rented independently of each other. You'll love this amazing property!

72 Chestnut Hill Road, Gerton

$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

$6,250,000

5 Beds ⋅ 8 Baths ⋅ 10100186 MLS

2026 PARADE OF HOMES | JUST COMPLETED OCTOBER 2026 Wimbleton's Playground—A Modern Scandinavian Masterpiece. Set on over 1.5 acres (a rare find) in Raleigh's prestigious Chestnut Hills neighborhood, The Wimbleton Estate pairs resort-style living with exceptional design. A show-stopping entryway and first-floor primary suite offers a luxurious private retreat, complete with its own laundry and steamer—setting the tone for a home thoughtfully designed for comfort and style. Offering over 7,000 square feet of heated living space, this exceptional new construction blends clean Scandinavian lines with warm, sophisticated finishes. Rift-cut white oak cabinetry, bronze mirror backsplashes, custom designer tilework, and lighting by Visual Comfort, Hinkley & Corbett create a distinctive interior. Floor to ceiling windows and abundant natural light enhance the expansive, open-concept living areas. At the heart of the home, the gourmet kitchen showcases a Calacatta Borghini quartz waterfall island, complemented by Brizo and Ruvati fixtures. An adjoining scullery and separate bar/lounge make everyday living and entertaining effortless. Upstairs you'll enjoy 3 large bedroom suites complete with their own walk-in closets and private baths. Additionally, you'll find a pocket office/tech room, a full sized laundry room, a media room with a gorgeous bar & powder room and a gym enclosed by a glass wall. Outside, your private resort awaits. The expansive covered porch features Phantom screens, a mini kitchen with a grilling station and bar frig, Infratech heaters and a sitting area with gas logs all overlooking the custom pool, spa, putting green and the spectacular back yard. Plenty of room to add a sport court if desired. With five bedrooms, six full baths (one is a dedicated pool bath), two half baths, a first-floor primary suite, guest suite, and a dedicated study, this home offers exceptional flexibility. Enjoy a coveted Midtown location just minutes from North Hills, North Hills Club, and I-440. Schedule your private showing and experience The Wimbleton Estate.

1132 Wimbleton Dr, Raleigh

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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 .

Chestnut Hills Homes for Sale

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