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$425,000
4 Beds ⋅ 2 Baths ⋅ 4387368 MLS ⋅ ACTIVE Status
Investment opportunity with great potential! This property features 2 homes situated on one parcel. Both homes will require appliances and some maintenance. Bring your vision and transform these homes into income producing assets or create a personal residence and guest/rental income. Walkable to Main Street Hendersonville, Schools, YMCA, restaurants and shopping. Both homes are being sold "As Is". Home inspection is attached and available.

831/833 N Oak Street, Hendersonville

Listing courtesy of Keller Williams Mtn Partners, LLC. derekhawkinsrealtor@gmail.com
$1,150,000
3 Beds ⋅ 4 Baths ⋅ 4390096 MLS ⋅ ACTIVE Status
Historic Colonial Revival Loving restored to its previous glory located in Hendersonville’s West Side Historic District. Property is listed on the National Register of Historic Places as the Cecil F. Stonecipher House ca. 1926. Seamlessly blending old world charm with modern conveniences the home features 3 Bedrooms, 3.5 Baths on .66 of an Acre ½ Mile to Main Street. Stunning Kitchen, Beautiful Quartzite countertops, complimentary tiled backsplash, 36" Gas Range/Oven, & Electric Bosh Wall Oven. Two Fireplaces- Gas Logs & Wood Burning. Formal Living room graciously opens through original Beveled Glass French doors to rear Decking. Stately Great Room features Vaulted ceilings & custom made Stained Glass Windows, leads to additional covered Decking. All Baths feature handcrafted tile design. Spacious Laundry room over looks perennial gardens & Gazebo. Ample office leads to Den/Music Room- custom made built-in shelving. Primary suite features private a Balcony. Park like setting wonderful for entertaining. Enjoy established landscaping, stonework & perennial gardens. Relax in Gazebo or brick Patio in rear. Shed for additional storage. Located Blocks to the Ecusta Trail. Home was previously in the same family for over 94 years. This will be the second time it has been offered for sale. Once the home of esteemed Senator Bo Thomas. Don’t miss out on this truly iconic Hendersonville treasure.

832 4th W Avenue, Hendersonville

Listing courtesy of NextHome WNC Realty. Laura@NextHomeWNC.com
$315,000
3 Beds ⋅ 1 Baths ⋅ 4383247 MLS ⋅ ACTIVE Status
First home, investment property, short term rental or whatever you want to make it! This move-in ready and loaded with potential home gives you endless possibilities with no restrictions. 708 Prince Drive offers smart and manageable living with room to grow. New roof, HVAC, and windows in 2022 mean the big-ticket items are already handled — just unpack and enjoy. Flat, fenced backyard with a back deck, front and side parking, and unfinished basement square footage ready to be transformed into whatever you need — home office, bonus room, gym, you name it. No HOA means the options are truly endless. Five minutes to the Ecusta Trail and all the best of Hendersonville. Schedule a showing today, this one won't last.

708 Prince Drive, Hendersonville

Listing courtesy of Keller Williams Mtn Partners, LLC. juliesetterlind@kw.com
$1,999,900
3 Beds ⋅ 5 Baths ⋅ 4375911 MLS ⋅ ACTIVE Status
Set behind private gates on 3.78 acres, this distinguished Hendersonville estate offers a rare convergence of seclusion and everyday convenience, with Hendersonville Country Club, the Ecusta Trail, and the charm of downtown Hendersonville just a short distance from your doorstep. Thoughtfully designed for main-level living, the home opens to an exceptional outdoor environment where a heated pool becomes the focal point for gathering, complemented by a screened porch with a see-through fireplace, a private hot tub, and multiple spaces to relax, dine and entertain, all set against a serene wooded backdrop that provides privacy and a sense of retreat rarely found this close to town. Inside, the main level strikes a balance between openness and intention, anchored by a light-filled great room with a commanding stone fireplace and seamless connection to the outdoors. The kitchen is designed with function and entertaining in mind, featuring stainless steel appliances, custom cabinetry and an oversized island with ample seating that naturally draws people together. In addition to the main living area, a dedicated office and a separate sitting room offer flexibility for work, reading or quiet moments away from the home’s central gathering spaces. The primary suite is privately positioned on the main level, creating a retreat with radiant heated floors and a spa-inspired bath that includes a soaking tub and an elegantly tiled shower. Upstairs, two en-suite guest bedrooms and an open loft provide comfortable accommodations with a sense of separation, while the lower level expands the home’s versatility with a spacious recreation room/family room with a fireplace, wet bar, billiards area, guest suite or bonus room, full bath, ideal for hosting or extended stays. A four-car garage, including a three-car main-level garage and a lower-level bay, adds to the home’s practicality, while a front-yard putting green introduces a unique recreational element. With no HOA, the property offers a level of flexibility and freedom that is increasingly hard to find, allowing for more personalized use of the land without constraints of community restrictions. The result is a property that lives with ease, entertains effortlessly and captures a rare blend of privacy, space and easy access to some of Hendersonville’s desirable amenities.

300 White Pine Drive, Hendersonville

Listing courtesy of Premier Sotheby’s International Realty. 828-989-4487
$400,000
3 Beds ⋅ 3 Baths ⋅ 4376347 MLS ⋅ ACTIVE Status
Privacy and space within 10 minutes of downtown Hendersonville! Tucked away on 1.2 acres of greenery and offering the perfect blend of space, comfort, and potential is 98 Limberlost Drive in Hendersonville! This 3 bedroom, 2.5 bathroom home is filled with flexible living areas, mid- century cozy touches, a large wraparound porch, and a partially finished walk-out basement ready for game nights, hobbies, or unwinding. A large outdoor paved area gives ample room for entertaining, recreation, parking and outdoor hobbies. A full house generator allows for peace of mind in the lovely and private yet convenient setting. The expansive tree-lined yard invites gatherings, gardening, or simply relaxing in privacy. Come see this rare find that is 10 minutes from downtown Hendersonville, close to all your daily essentials, medical care and schools.

98 Limberlost Drive, Hendersonville

Listing courtesy of Keller Williams Professionals. amypointer@kw.com
$955,000
3 Beds ⋅ 3 Baths ⋅ 4364907 MLS ⋅ ACTIVE Status
A Rare Opportunity on Main Street: Private Rooftop Living, Timeless Design, and Turnkey Luxury. Offered fully furnished and truly turnkey, this property also presents a compelling investment opportunity with a successful history of short-term rentals and enthusiastic guest reviews. Perfectly positioned on Main Street, this extraordinary condo blends authentic rustic character with refined modern luxury following a meticulous four-year renovation completed with exceptional attention to detail. Step outside your door and experience the vibrant downtown lifestyle—award-winning restaurants, boutiques, galleries, and year-round festivals just moments away. Within 15–20 minutes in nearly any direction, you’ll find hiking, waterfalls, and mountain adventures, while nearby Greenville offers an easy drive to one of the Southeast’s most celebrated dining and cultural scenes. Inside, the thoughtfully designed main level offers a private primary suite tucked toward the rear for quiet comfort, along with a beautifully appointed Jack-and-Jill bath arrangement that enhances both privacy and functionality. The open living and entertainment area flows seamlessly into a chef-inspired kitchen, anchored by a statement oven range designed for both serious cooking and unforgettable gatherings. Start your mornings with coffee on the balcony as the sun rises over downtown, and unwind in the evening with a glass of wine as the energy of Main Street settles into the charm of a mountain town evening. Thanks to the region’s mild four-season climate, this outdoor living space can be enjoyed nearly year-round. Recently featured on the 2026 Downtown Hendersonville Loft Tour, an exclusive showcase offering a rare opportunity to experience beautifully restored and reimagined lofts, this remarkable space was consistently described by visitors as breathtaking from the moment they stepped inside. Whether you’re seeking a distinctive downtown residence, a luxury mountain retreat, or a high-performing investment property, this remarkable condo offers a lifestyle and opportunity rarely available on Main Street. Offered fully furnished and competitively priced for today’s market, this extraordinary property is truly turnkey and ready for its next owner. Property is subject to lawsuit, file no: 26CV001205-440. Contact LA for details.

225 N Main Street Unit #C, Hendersonville

Listing courtesy of Keller Williams Elite Realty. janaosada@kw.com
$2,340,000
4286677 MLS ⋅ ACTIVE Status
Special Release – Prime Two-Acre Parcel on the Ecusta Trail rare and exceptional opportunity to acquire a unique and highly desirable property, owned by the same family for generations. This level two-acre parcel features approximately 588 feet of direct frontage along the paved Ecusta Trail/ Phase 1 already open and actively in use. Ideally located just one mile from downtown Hendersonville, the property offers two points of access from Dale Street and Whitted Street, providing excellent connectivity and flexibility for a variety of potential uses. The site has access to sidewalks leading toward downtown with potential future greenway connections, and the city is actively improving pedestrian and bicycle access, including sharrows along Whitted Street. Situated directly across from Lenox Station and Trailside Brewery, this property benefits from being surrounded by vibrant, established development, including mixed-use and commercial projects. Its location offers a rare opportunity for creative redevelopment or investment that could align with Hendersonville’s new “Gen H” Comprehensive Plan, which took effect August 1, 2024. Potential utilities include electricity, city water, city sewer, and natural gas on site. With its prime location, extensive trail frontage, level topography, and proximity to downtown Hendersonville, this property represents one of the most promising development opportunities in the area. Buyer and buyer’s agent to verify all intended uses, zoning, utilities, and development potential with the appropriate governing agencies.

99999 Dale Street, Hendersonville

Listing courtesy of Keller Williams Elite Realty. janaosada@kw.com

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