Cheshire Real Estate

Cheshire Real Estate

Welcome to the charming neighborhood of Cheshire in North Carolina! Nestled in the heart of the state, Cheshire offers a perfect blend of small-town charm and modern conveniences. This vibrant community is known for its friendly atmosphere, beautiful parks, and top-rated schools, making it an ideal place for families and individuals alike.

Residents of Cheshire enjoy easy access to a variety of amenities, including shopping centers, restaurants, and recreational facilities. The neighborhood is also conveniently located near major highways, making it easy to commute to nearby cities for work or leisure.

Nature enthusiasts will appreciate the lush green spaces and scenic walking trails that Cheshire has to offer. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, you'll find plenty of opportunities to connect with nature right in your own backyard.

With its strong sense of community and welcoming spirit, Cheshire is more than just a place to live – it's a place to call home. Come and discover the beauty and tranquility of Cheshire in North Carolina. Your dream home awaits in this picturesque neighborhood!

Newest Listings in Cheshire

$1,425,000
3 Beds ⋅ 3 Baths ⋅ 4403485 MLS ⋅ ACTIVE Status
Experience refined mountain living in this beautifully updated Craftsman home, ideally positioned on an oversized corner lot in the sought-after Cheshire community. The light-filled open floor plan features an indoor gas fireplace, custom built-ins, and seamless flow into the chef's kitchen. The luxurious main-level primary suite offers a private sunroom or office, a designer walk-in closet, and a spa-inspired bathroom. French doors open to a covered wraparound porch with a stunning floor to ceiling wood-burning stone fireplace, creating exceptional indoor-outdoor living. Recent upgrades include a newer roof, encapsulated crawl space, and HVAC. The oversized garage includes a work area with epoxy floors. Just moments from hiking trails, parks, and Cheshire Village, this home offers timeless craftsmanship, modern comfort, and an exceptional Black Mountain lifestyle.

38 Cheshire Drive, Black Mountain

Listing courtesy of EXP Realty LLC. evelyn@livinginasheville.com
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 4385711 MLS ⋅ ACTIVE UNDER CONTRACT Status
RENOVATIONS ALMOST COMPLETE! New photos coming soon! Step into a beautifully transformed oasis in the heart of Black Mountain. Located in the highly desirable Village of Cheshire, 47 Cheshire Drive offers the rare luxury of directly facing the neighborhood park and common area, providing lush wooded views and an exceptional layer of privacy. This home has been completely and meticulously renovated inside and out, offering the perfect blend of modern luxury and mountain living with absolutely no detail overlooked. From the moment you arrive, the incredible curb appeal sets the stage. The exterior boasts a brand-new roof and a crisp, fresh paint palette that perfectly complements the surrounding natural beauty. A standout feature of the outdoor space is the expansive new deck, meticulously crafted to serve as your private sanctuary for morning coffee, evening relaxation, or hosting unforgettable gatherings with friends and family while overlooking the peaceful park setting. Inside, the transformation is nothing short of spectacular. The entire home is bathed in a bright, inviting ambiance, elevated by an array of sophisticated new lighting fixtures that highlight the premium finishes throughout. The chef-inspired kitchen has been fully remodeled to feature sleek, contemporary aesthetics, top-tier craftsmanship, and an ideal layout for both daily living and effortless entertaining. Every bathroom in the home has been elegantly redesigned, evoking a spa-like atmosphere with modern fixtures, beautiful tile work, and pristine finishes. With its comprehensive top-to-bottom updates, this residence offers true turn-key convenience, allowing you to move right in and immediately start enjoying the vibrant, picturesque lifestyle that Black Mountain is famous for. Don't miss this rare opportunity to own a fully updated masterpiece in a premier location.

47 Cheshire Drive, Black Mountain

Listing courtesy of Howard Hanna Beverly-Hanks Freestone Properties. scott.russell@allentate.com
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 4387105 MLS ⋅ ACTIVE Status
Perched on a gentle hill in the highly sought-after Village of Cheshire, this warm and inviting home offers the perfect blend of timeless charm, modern updates, and exceptional outdoor living. Thoughtfully designed for both everyday comfort and entertaining, the home features a main-level primary suite, beautifully updated kitchen and bathrooms, a practical mudroom, and spacious living areas filled with natural light. Heated bathroom floors add a touch of everyday luxury, while a cleverly designed Murphy bed tucked into the primary closet provides flexible space for guests or additional functionality. A whole-house generator offers peace of mind and year-round comfort. Upstairs, two guest bedrooms include newly added built-in bunk beds that evoke the nostalgia of classic summer camp adventures, creating a space that is as memorable as it is functional. A walk-in attic provides valuable storage and future possibilities. The outdoor spaces are truly special. The private backyard serves as an extension of the home, complete with a fire pit, outdoor kitchen, and outdoor fireplace—ideal for gathering with family and friends throughout the seasons. Mature landscaping and thoughtful design create a setting that feels both peaceful and welcoming. The lower level includes a separate apartment with its own exterior entrance, offering flexibility for guests, multi-generational living, a home office, or potential rental income. Located in the heart of the Village of Cheshire, residents enjoy easy access to local favorites just steps from home, including a gourmet market and deli, sushi restaurant, walking trails, and community gathering spaces. The YMCA, featuring an indoor pool and fitness facilities, and Creekside Racquet Club are conveniently located just across the street from the community. All of this is only minutes from downtown Black Mountain and a short drive to Asheville, making this one of Western North Carolina's most desirable communities. Experience the unique lifestyle, walkability, and mountain-town charm that make Cheshire one of Black Mountain's most beloved neighborhoods.

52 Cheshire Drive, Black Mountain

Listing courtesy of GreyBeard Realty. sunday@greybeardrealty.com
$925,000
2 Beds ⋅ 3 Baths ⋅ 4385078 MLS ⋅ ACTIVE Status
Charming Arts & Crafts home in Cheshire Village with space to build a primary home.  This is a unique property with many architectural details, including beautiful wood floors, extensive wood molding, custom bathrooms, built-in storage, and multiple porches to enjoy this private setting in the trees.  Additional room on the second floor could be used as an office or a small bedroom. Located in the heart of Cheshire, it offers access to walking trails and beautiful common area, plus a short walk to restaurants, the fitness center and tennis club.  It is minutes from the highway, a grocery store and the center of town.  There is room on the lot to build the primary home of your dreams or use the property as a second home or vacation rental.  Cheshire is one of the best neighborhoods in Black Mountain.

46 Cheshire Drive, Black Mountain

Listing courtesy of Howard Hanna Beverly-Hanks Freestone Properties. bob.sadlemire@allentate.com
$2,995,000
5 Beds ⋅ 6 Baths ⋅ 4377849 MLS ⋅ ACTIVE Status
The Kingston – A Legacy Mountain Retreat 25 Rantis Lane | The Jacobs Cottages at The Village of Cheshire Perched on a premier corner homesite just steps from storybook walking paths and meandering mountain streams, The Kingston is a rare union of timeless craftsmanship, grand scale, and unforgettable Blue Ridge Mountain views. Offered furnished, this custom residence spans over 6,000 total square feet of curated living space and rises into a signature King’s Tower with panoramic vistas of the Great Craggies and the Seven Sisters. From the moment you arrive, gas lanterns glow against rich Western Red Cedar timber framing, welcoming you onto a covered brick front porch that feels pulled from another era. Inside, wide-plank hardwoods, shiplap detailing, reclaimed oak accents, and five fireplaces create warmth and authenticity at every turn. Designed for gathering as beautifully as it is for retreat, the main level opens into an airy kitchen and living area anchored by a wood-burning fireplace. Step onto the covered rear deck to experience long-range mountain views beside an outdoor hearth. A butler’s pantry, mudroom, dog station, and private guest suite—with its own living room, kitchenette, laundry, fireplace, balconies, and deck—offer luxury and flexibility for hosting. Upstairs, three bedrooms and a study accompany a show stopping primary suite where sunrise spills across the mountains. Enjoy a spa bath with soaking tub, walk-in shower, and generous custom wardrobes with built-ins and a window seat perfectly placed for quiet moments above the valley. A conveniently located washer and dryer just outside the primary suite adds everyday ease without compromising elegance. The walk-out terrace level is made for celebration and relaxation alike: media and game spaces, an indoor/outdoor bar, sauna, additional bedroom and full bath, a dedicated laundry room, and fireplaces that extend the experience outdoors to a covered brick terrace. And crowning it all, the King’s Tower—an inspiring aerie to take in the full sweep of the kingdom below. 5 Bedrooms | 5.5 Baths | Elevator | 2-Car Garage | Furnished Whether envisioned as a full-time residence or an heirloom mountain escape, The Kingston delivers elevated living in the heart of one of Western North Carolina’s most beloved communities. Owner/Broker/Developer Property

25 Rantis Lane, Black Mountain

Listing courtesy of Cheshire Realty. sikes@villageofcheshire.com
$89,000
4365179 MLS ⋅ ACTIVE Status
This lot is in the sought-after Village of Cheshire: vibrant, health-conscious, and classically inspired mountain community. The village’s master plan fosters strong community connections. Within walking distance of the fitness Complex and Village Center, where you'll find three restaurants, a massage and yoga studio, salon, and more. The neighborhood also offers beautiful trails, creeks, and is dog friendly. Downtown Black Mountain is less than 2 miles away, and Asheville is just a 15-minute drive. This Tree House lot allows a maximum footprint of 580 square feet and up to three stories. Underground utilities (electricity, water, sewer, and community gas) are already available at the property line. The Village of Cheshire also permits short-term rentals, making this an ideal opportunity for your future home, getaway cabin, or investment property. Don't miss out on the chance to be part of one of the region's most desirable communities! HOA/CCR's restrictions. Treehouse lot. MUST SEE!!

10 Whitman Lane Unit #41, Black Mountain

Listing courtesy of RE/MAX RESULTS. wahlersteam@gmail.com
$610,000
1 Beds ⋅ 2 Baths ⋅ 4363162 MLS ⋅ ACTIVE Status
Nestled in the heart of Jacobs Cottages, this charming home is located within a true storybook setting that captures the beauty and tranquility of mountain living. Begin your mornings with coffee on the deck, where peaceful mountain vistas create the perfect backdrop for the day ahead. Watch the frolicking birds: goldfinches, bluebirds, chickadees and more. Enjoy the ease of a walkable lifestyle—just a short stroll to the Black Mountain YMCA or nearby pickleball courts for recreation, and in the evening, wander over to Cheshire Village to dine in inviting restaurants and explore its specialty grocery store. Magnificent hiking trails are just a short drive away. The home offers thoughtful care and convenience throughout with a low-maintenance yard that is enhanced by beautiful native plantings, while trees were professionally pruned by an arborist in 2026. The exterior was freshly painted in 2026, and the roof was inspected with exhaust boots replaced in 2025. A termite bond is also in place, providing added peace of mind. All window treatments convey.This is a rare opportunity to experience the charm, comfort, and community of Jacobs Cottages—where every day feels a little more inspired. This cottage home has a bonus loft accessible by ladder that includes an additional square footage not included in HLA that is 105.8. That is an additional 105 square feet that makes the GLA 926 square feet. Also, short term rentals are allowed in the community.

9 Fay Jones Lane, Black Mountain

Listing courtesy of COMPASS. matthew@residerealty.com
$1,900,000
4182030 MLS ⋅ ACTIVE Status
Six vacation cabins in the Village of Cheshire, currently professionally managed as short-term rentals. Built by Copperwood Builders, these cabins are true craftsman style retreats. These cabins have a private, wooded feel, with mountain views in the winter and lush canopy the rest of year. The Village of Cheshire offers a fitness center, tennis and pickleball club, a gourmet market, and several restaurants all within a short walk. Downtown Black Mountain is just a mile away, and downtown Asheville is just 20 minutes away; this short-term rental complex is ideally located for guests to experience all that Western NC offers! All furniture, dishes, appliances, and decor will convey to buyer. All cabins sit on a 1-acre parcel, with an additional .34-acre adjoining parcel providing extra parking and possibly room for more cabins. The third parcel has a hiking trail.

5 Chaucer Road, Black Mountain

Listing courtesy of Howard Hanna Beverly-Hanks Freestone Properties. scott.russell@allentate.com
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