Dowtown Hendersonville
Homes for Sale

Discover the Oriole Mill, over 72, 000SF of Highly Adaptive Space, Minutes from Downtown Hendersonville. This two-story facility offers unmatched flexibility for industrial/manufacturing, or adaptive reuse projects. Flexible zoning with versatility within the structure, the site features numerous drive-in doors, dock doors with a full-length loading deck along a formerly active rail spur, and access on all four sides. Located near the Oklawaha Greenway, the property also includes additional land that could be ideal for parking or laydown yard. Whether you’re looking to scale operations or reimagine a legacy space, Oriole Mill is a rare opportunity in a rapidly growing market.

LOCATION, LOCATION, LOCATION!!! MAIN STREET in Hendersonville 18000 sq ft building on Main Street in Hendersonville. 2000 sq ft is leased and the other 16000 sq ft is ready for upfit. 6000 sq ft on main floor (2000 sq ft is leased) 6000 sq ft on top floor and 6000 sq ft in basement. Could be used for commercial purposes or condos with approval.

This unique property has everything! Over 9, 000 sf of space on Main Street, Downtown Hendersonville. The 3, 000 sf+ first floor has retail space in the heart of the city, on Main Street with the constant foot traffic of locals shopping and dining, and hundreds of thousands of tourists visiting each apple season. Behind that, there are offices with three entrances just off of 5th Avenue. This space can be configured to accommodate one large or a few small businesses. The top floor has three move in ready apartments and there is over 3, 000 sf of unfinished basement. Major improvements made to apartments in 2013. New roof, still under warranty. Current retail tenants are on a month to month lease and would like to continue lease if buyer wants immediate income. The apartments and office space are vacant.

Office/Medical Condo #4 Now for Sale in Downtown Hendersonville on N. King St. 5, 918+/- SF office space with 18 parking spaces included on the deed and additional on-street parking available. Current Tenant will move out within 12 months. Prime location in the heart of Downtown Hendersonville. Broker Requires 48 hour prior notice to show the unit.

Potential income-producing asset in the heart of downtown Hendersonville. Located on the coveted 400 block of N. Main Street, this historic 1896 building offers exceptional visibility, strong foot traffic, and one of Western North Carolina’s most vibrant downtown settings. The 3, 043 SF main-level restaurant space is in immaculate condition and fully built out for a new operator, featuring a full bar, full commercial kitchen, hood system, and included FF&E. Extensive interior and exterior improvements have been completed within the last two years, including updated electrical, plumbing, and HVAC systems, creating a turnkey environment for immediate food and beverage use. The current owner has preserved the building’s historic character while maintaining and managing the property to an exceptional standard. For an owner-user or restaurateur, the space is turn-key ready for immediate occupancy and operation. The property also features a highly coveted short-term rental component upstairs, offering additional income potential and future upside. A rare opportunity to acquire a landmark downtown asset with historic character, modern systems, accessibility features, and multiple paths for value creation.

Introducing a prime investment opportunity in the heart of Hendersonville, NC. This historic 5, 656 SF building, originally constructed in 1900 and stylishly renovated in 2008, offers an exceptional space for office or office building use. Zoned within the Central Business District, the property’s strategic location provides businesses with unparalleled visibility and access. With its rich heritage, modern updates, and ideal positioning, this property is poised to captivate investors seeking a distinguished commercial asset in the thriving Hendersonville area. Don’t miss the chance to make this prestigious address the cornerstone of your investment portfolio. 5, 656 SF historic building 7 Parking Spaces New Roof Main Street Frontage Renovated in 2008 Zoned Central Business District Prime Hendersonville location

RARE RARE OPPORTUNUTY *** COMMERCIAL AND INDUSTRIAL *** NEXT TO DOWNTOWN HENDERSONVILLE NEW 7TH AVE HISTORIC DISTRICT ***OWNER FINANCING*** 3.02 ACRES, FLAT … NEXT TO HISTORIC HENDERSONVILLE DISTRICT, MAIN ST. SHOPS, EATS, PARTIES, FESTIVALS, CARSHOWS … “N E W” JUST OPENED “7TH AVE HISTORIC DISTRICT” (NEW SHOPS, EATS, BREWERIES) PAVERS … BUILD INTO THE “NEW HENDERSONVILLE”, EASY OWNER FINANCING CONSIDERED, ATTY HAS DETAILS. BUILDERS, BIG THINKERS, NO OTHER TRACT LIKE THIS!!!! CALL ME LET’S TAKE A LOOK!, ONLY ONE LIKE THIS. VERIFY ALL PLANS FIRST WITH CITY ZONING AND PLANNING … but consider a HOSPITAL, LIVING FAUCILITY, DOWNTOWN HOTEL AND RESTAURANTS, SHOPPING CENTER. THIS IS THE AREA WHERE THE CITY HAS JUST ALLOWED TO BE BUILT: A NEW FIRE DEPT #1, REDONE VFW/ACTIVITIES, HHS ADDITION, NEW CITY PARK (GOLFING, GAMES, ETC.) AND THE “FAIRMONT HOTEL” CONDOS … build your own ULTIMATE LANDMARK!!! THIS IS VERY FLAT USABLE WITH A TINY SLIGHT SLOPE, PERFECT FOR DRAINAGE. THIS LAND IS EVEN MONITORED VERIFYING GREAT CONDITION. ALL UTILITIES AROUND, 3 STREETS FOR ENTRY AND EXPOSURE, AND ACROSS MAPLE ST TO RXR, EASY O/F CONSIDERED, ATTY. HAS ALL DETAILS. CREATE YOUR OWN LANDMARK!!! CALL LISTING BROKER

Secure a cornerstone piece of Western North Carolina real estate in one of the region’s most vibrant downtown corridors. Located on the coveted 400 block of N. Main Street, this historic 1896 building offers exceptional visibility, strong foot traffic, architectural character, and modern turnkey restaurant infrastructure. Formerly home to Café REL, the 3, 043 sq. ft. commercial ground floor is now vacant and ready for its next chapter. The restaurant space is in immaculate condition and fully built out for a new operator, featuring a full bar, full commercial kitchen, hood system, and included FF&E. This creates an exceptional opportunity for an owner-user to step into a turnkey food and beverage space, or for an investor to acquire the property and place a high-end restaurant tenant. Extensive interior and exterior improvements have been completed within the last two years, including updated electrical, plumbing, and HVAC systems. The current owner has preserved the building’s historic character while maintaining and managing the property to an exceptional standard. The building also features a successful short-term rental unit upstairs, available for purchase for an additional $450, 000, creating a unique path toward full building ownership. A rare opportunity to acquire a landmark downtown Hendersonville asset with modern systems, accessibility features, income potential, and multiple paths for value creation.

The Community Foundation of Henderson County is offering our Class A office space in a prime location in Historic Downtown Hendersonville, ideally positioned at the coveted corner of 4th Avenue West and Main Street on the entire 3rd floor. Each floor has been set up as a Condo, and this floor spans over 5, 700 square feet. This property features seven to eight private offices, a spacious conference room, and an adjacent kitchen, providing an optimal environment for professional operations. Well-designed storage areas offer flexibility and can be converted into additional office spaces to accommodate evolving business needs. Beyond the workspace, tenants will appreciate the vibrant surroundings, with fine dining and boutique shopping just a short walk away, creating a dynamic and convenient setting. The side street entrance provides access to the 3rd floor via elevator or stairway. The condo association manages five dedicated parking spaces across 4th Avenue West.

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.

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.

Positioned in the absolute core of downtown Hendersonville, this exceptional ±0.96-acre vacant parcel presents a rare and highly sought-after development opportunity. Zoned Central Mixed Use (CMU), the property offers unmatched flexibility, allowing for a wide array of residential, commercial, and mixed-use possibilities—making it one of the most versatile and valuable land offerings currently available in the area. Surrounded by key landmarks and vibrant community hubs, the property is just steps from the Henderson County Courthouse, City Hall, 7th Avenue, Maple Street—home to the popular Hendersonville Farmers Market—and North Main Street. This prime walkable location places future development at the center of the city’s economic, cultural, and civic activity. The CMU zoning designation supports a broad spectrum of potential uses including retail, office, multifamily, hospitality, and live-work concepts, providing developers and investors the ability to capitalize on Hendersonville’s continued growth and demand for thoughtfully designed urban spaces. Conceptual renderings and preliminary design plans are available for review, offering insight into the site’s development potential. Buyers are encouraged to review these materials and conduct their own due diligence to confirm intended use, zoning compliance, and development feasibility. Opportunities of this scale, zoning flexibility, and premier downtown location are increasingly rare—making this a compelling investment for those looking to shape the future of Hendersonville.