Grand Highlands at Bearwallow Homes with Sidewalks Community Features

Welcome to Grand Highlands at Bearwallow, a picturesque neighborhood nestled in the heart of Hendersonville, North Carolina. This charming community is located in Henderson County and offers a serene and peaceful setting for residents to call home.

One of the standout features of Grand Highlands at Bearwallow is its Homes with Sidewalks Community. True to its name, this community is designed with sidewalks that not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community and connectivity among residents. Whether you enjoy a leisurely stroll in the evenings or a morning jog, the sidewalks provide the perfect pathway to explore the beauty of the surroundings.

Living in Grand Highlands at Bearwallow means enjoying the best of both worlds - a tranquil setting surrounded by nature, while still being close to all the amenities and conveniences that Hendersonville has to offer. From local shops and restaurants to parks and recreational facilities, residents have everything they need right at their doorstep.

Come and experience the warmth and charm of Grand Highlands at Bearwallow. With its Homes with Sidewalks Community and idyllic location, this neighborhood offers the perfect blend of comfort, convenience, and community living.

Newest Grand Highlands at Bearwallow Homes with Sidewalks Community Features

$4,495,000

5 Beds ⋅ 6 Baths ⋅ 4389841 MLS ⋅ ACTIVE Status

Perched at a commanding 3,800-foot elevation, this 5 BR / 5 BA architectural jewel is a rare, multi-generational legacy estate where modern luxury meets the enduring spirit of the mountains. Built in 2019, this custom post-and-beam timber frame home is a sophisticated sanctuary crafted to host today’s milestones and anchor a family's heritage for generations to come. Exceptionally rare, this showpiece is situated on 2.79 acres of meticulously manicured, usable mountain top space level enough to provide a secure canvas for play, pets to roam and an easy backdrop for alfresco entertaining. From its high-altitude vantage point, the estate captures breathtaking, multi-layered mountain panoramas from nearly every vantage point, while soaring glass doors effortlessly dissolve the boundaries between the refined interiors and the natural world. The interior narrative centers around a resplendent great room, where dramatic vaulted ceilings and rustic reclaimed timber elements frame a monumental, two-story hand-stacked stone fireplace. Both commanding and grounded, this central space transitions seamlessly into the epicurean kitchen—a culinary tour de force featuring custom cabinetry, a professional-grade Thermador appliance suite with a six-burner gas range, double wall ovens and a sprawling backlit onyx island with seating for 6. A dedicated wellness wing, also on the main level, features a high-performance fitness studio that opens directly to the verdant lawns and a freestanding, custom-designed Nordic sauna house. The attached oversized three-car garage highlights loads of room for storage within and above the parking area as well as a separate workshop / craft room. A detached six-car collector's garage offers a versatile footprint that could be easily transformed into a private guest cottage, game lounge or media space...endless options. With long term accessibility in mind, this signature estate was intentionally curated to elegantly bridge the gap between effortless daily utility and artisanal lifestyle nuances without compromising its organic, unpretentious elegance. This is a true mountain sanctuary that beckons real life and sensory rich memories to be made throughout generations.

93 N Snow Ridge Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. cody.dixon@allentate.com

$2,499,000

3 Beds ⋅ 4 Baths ⋅ 4386294 MLS ⋅ ACTIVE Status

Step into a world where stunning pastoral beauty and long-range mountain views meet architectural elegance. Private and perfectly positioned for southern exposure, this custom, sun-splashed retreat showcases breathtaking 30-mile vistas year round. Designed for effortless main-level living, the open layout features a spacious great room with a gas fireplace, bespoke kitchen, spa-inspired primary suite, dedicated office, and laundry. The screened in porch allows soft summer breezes to waft throughout the upper level. Stacked closets stand ready for a future elevator, ensuring easy multi-level accessibility. The terrace level offers two sizable bedrooms, a guest kitchenette, and versatile finished flex spaces. Equipped with a geothermal system, generator, and smart technology, this residence marries luxury with peak efficiency. Complete with a heated garage and a dedicated golf cart bay, it's a quick cruise to the enclave's Mountain Clubhouse for tennis, pickleball, and fitness.

236 Summerset Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks Asheville-North. karen.woodard@allentate.com

$245,000

4361620 MLS ⋅ ACTIVE Status

Perched at the top of the mountain, this exceptional 1.25+ acre homesite delivers the kind of sweeping, 180-degree long-range views that simply never get old. From sunrise to sunset, the horizon becomes your daily masterpiece. Unlike many mountain properties, this lot offers a rare and highly desirable gentle, build-friendly topography, making it easy to bring your vision to life without the usual challenges of steep terrain. The unique pie-shaped layout provides both privacy and flexibility, allowing you to perfectly position your home to capture the full panoramic view. Enjoy the best of mountain living with the convenience of modern infrastructure, including access to city water and high-speed fiber optic internet. This property is a standout opportunity to build on one of the most usable and scenic lots available in the premier big mountain view community of Grand Highlands. Big views. Easy build. Endless potential.

189 Dancing Bear Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. cody.dixon@allentate.com

$239,000

4349271 MLS ⋅ ACTIVE Status

Build your dream home on this exceptional south facing homesite featuring breathtaking, long-range mountain views that stretch for miles. Perfectly positioned with a highly favorable build site, the lot offers both ease of construction and the opportunity to fully capture the surrounding natural beauty. Enjoy added privacy with no homesite to the left and direct access to a nearby trailhead. Located within the gated, mountaintop community of Grand Highlands at Bearwallow Mountain which offers an elevated lifestyle just a short drive from great dining, shopping, wineries and everyday conveniences. Residents enjoy a beautiful clubhouse, tennis and pickleball courts, and a welcoming social community. City water and high-speed fiber optic internet provide modern comfort without compromising the serenity of mountain living. A thoughtfully designed custom home plan to maximize both the homesite and its sweeping views, is also available, offering a seamless path to creating your ideal home or retreat.

#178 Dancing Bear Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. 828-989-2236

$220,000

4309319 MLS ⋅ ACTIVE Status

Discover your own slice of paradise with this stunning 1.5+ acre parcel of vacant land, nestled in the heart of the Bearwallow Mountain. This unique property offers a gentle sloping terrain, perfect for building your dream home or a serene getaway. The lot is privately located with western views of the Blue Ridge Mountains, in Grand Highlands at Bearwallow Mountain. The homesite has down trees from Hurricane Helene, but the agent has original photography upon request displaying the big views and gentle terrain. This is a fantastic private lot!

00 Bearwallow Mountain Drive Unit #191, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. 828-989-2236

$300,000

4187399 MLS ⋅ ACTIVE Status

Nestled within the prestigious gated community of Grand Highlands at Bearwallow Mountain in Hendersonville, NC, this 2.3-acre wooded lot offers a blend of natural beauty and privacy. Surrounded by mature trees, this corner property provides a serene, forested setting perfect for those seeking a tranquil retreat. With selective clearing, the lot boasts potential for stunning long-range mountain views, capturing the essence of Western North Carolina’s breathtaking landscapes. The gentle slope of the lot allows for much flexibility regarding building options. Top tier amenities include clubhouse, dog park, tennis courts and a fitness center. For the avid hiker, the Carolina Mountain Land Conservancy has a network of trails that are a short walk away. Asheville or Hendersonville are only 35-40 minutes away

99999 Dancing Bear Drive Unit #53, Hendersonville

Listing courtesy of Nest Realty Asheville. david.turner@nestrealty.com

$200,000

4162139 MLS ⋅ ACTIVE Status

Discover the perfect opportunity to build your dream home on Lot #84, Summerset Drive, in the prestigious Grand Highlands at Bearwallow Mountain. This 0.81-acre lot offers serene views of the Blue Ridge Mountains. Grand Highlands at Bearwallow Mountain is a gated community with exceptional amenities, including a 12,000 sq. ft. clubhouse with exercise rooms, game rooms, dining areas, a library, and billiards. The community also features a 3,000 sq.ft. event barn, a dog park, community garden, tennis courts, and hiking and horseback riding trails. Near Asheville and Hendersonville, this master-planned community offers mountain views and easy access to cultural activities and dining options. Enjoy tranquil mountain living while being a short drive from modern conveniences. This lot is a rare find and presents an unparalleled opportunity to create a custom mountain retreat.

00000 Summerset Drive Unit #84, Hendersonville

Listing courtesy of Keller Williams Biltmore Village. Steven@AshevillesDreamTeam.com

Start Your Search

“ 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”

Last Updated: