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$489,000
3 Beds ⋅ 3 Baths ⋅ 4409464 MLS ⋅ ACTIVE Status
Classic Brick Charm! With everyday comfort in this inviting 3-bedroom, 2.5-bath home just minutes from shopping, Historic Main Street, and nearby recreation. Beautiful hardwood floors flow through welcoming living spaces, including a comfortable living room, a dedicated dining room, and a large family room centered around a wood-burning fireplace, with insert, that adds warmth and character. The kitchen features hickory cabinets, stainless steel appliances, induction cooktop and a center island that provides extra prep space and storage. The thoughtful layout of this home offers room to relax and gather friends and family, while the basement expands the possibilities with flexible space ideal for fitness or hobbies. A two-car garage plus a second driveway that adds convenience for parking. Outside, the spacious yard offers plenty of room for gardening, pets and play!

525 Carson Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. suzanne.beckmann@allentate.com
$497,500
3 Beds ⋅ 2 Baths ⋅ 4405722 MLS ⋅ COMING SOON Status
Historic Charm Meets Downtown Convenience in "The Avenues". Step into storybook living in the highly sought-after Avenues of Downtown Hendersonville’s Historic West End. Officially listed on the National Register of Historic Places, this classic two-story home radiates timeless character and effortless warmth from the outside in. Signature exterior architectural details—like exposed rafter tails beneath the eaves and an inviting, rocking-chair wrap-around porch—give the home unforgettable craftsman appeal. Step inside to find soaring almost 10-foot ceilings on the main level and rich original hardwood floors that create an airy, light-filled atmosphere throughout. Outside, the living space seamlessly transitions to a flat lot featuring a fenced backyard complete with a chicken coop, making it an absolute dream for gardeners, outdoor hobbies, kids at play, and pets to roam. The home presents an exciting opportunity to envision your own personal transformation—with inspiring AI-generated renderings included in the listing photos for guidance. Surrounded by lovingly restored neighboring homes that enhance the streetscape and safeguard your investment, this West End gem sits just a half-mile to Main Street’s vibrant local shops, farm-to-table dining, and community events.

729 5th W Avenue, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. julie.mallett@allentate.com
$500,000
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
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 4394753 MLS ⋅ ACTIVE UNDER CONTRACT Status
Architecturally distinctive and filled with natural light, this beautifully renovated Laurel Park home celebrates the timeless principles of modern design. Expansive windows frame serene views of the surrounding trees from nearly every room, filling the home with natural light and creating a constant connection to its wooded setting. Original oak floors, warm natural materials, and thoughtfully scaled living spaces create an atmosphere that is both sophisticated and welcoming. Designed to embrace its setting, the home offers a seamless connection between indoors and out. The well-appointed kitchen features Viking appliances, granite countertops, and abundant storage, blending everyday functionality with timeless style. Sunlit gathering spaces are anchored by two wood-burning fireplaces on the main level, while a gas log fireplace creates a cozy retreat in the lower level. Multiple outdoor living areas invite quiet mornings, lively conversations, and year-round enjoyment. The primary suite serves as a private retreat with a Juliet balcony overlooking the trees, while the lower level provides flexible living space with its own entrance, private patio, and dedicated workshop. Set on a generously sized lot, the property offers exceptional privacy and room to garden, entertain, or simply enjoy its peaceful surroundings. Extensively updated while honoring the home’s architectural character, recent improvements include a new roof, updated mechanical systems, a whole-house generator, and numerous thoughtful enhancements. Situated on a quiet street with only three homes and just two blocks from the Ecusta Trail, this is a rare opportunity to own a home where light, craftsmanship, and setting take center stage.

65 Cliff Drive, Laurel Park

Listing courtesy of Nest Realty Asheville. karen.newgardblack@nestrealty.com
$750,000
3 Beds ⋅ 3 Baths ⋅ 4394945 MLS ⋅ ACTIVE UNDER CONTRACT Status
Nestled on a beautifully landscaped, level lot in the heart of Laurel Park, this thoughtfully renovated home offers the ease of one-level living in a peaceful, park-like setting. Each of the three spacious bedrooms features a private en-suite bath, creating comfort and privacy. The custom kitchen is a standout, showcasing an 85-year-old reclaimed oak island and matching vent hood, quartz countertops, handcrafted ceramic tile and backsplash, a Thor gas range with double ovens and griddle, Hinkley glass fixtures, and scene-control LED lighting. A covered breezeway connects the home to an exceptional detached studio with a full bath—an incredibly versatile space ideal for a home office, artist's studio, fitness room, guest retreat, or potential short-term rental opportunity. The expansive screened porch overlooks the beautifully landscaped yard, offering the perfect place to relax and enjoy the quiet, serene surroundings. Ample parking includes a covered carport, main driveway, secondary driveway, and one-car garage. A rare combination of quality craftsmanship, flexibility, and effortless Laurel Park living. *The studio with full bath is not counted in the square footage or bedroom/bathroom count because it is not contiguous.*

106 Skyway Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. kandi.hendricks@allentate.com
$495,000
4 Beds ⋅ 2 Baths ⋅ 4391674 MLS ⋅ ACTIVE Status
Character, charm, and opportunity come together at this beautifully maintained 1928 brick Tudor in the heart of Hendersonville. Just moments from downtown shops, restaurants, breweries, Hendersonville High School, and Pardee Hospital, this unique property offers the flexibility to fit your lifestyle and your future plans. Currently configured as both a residence and professional office, this dual-zoned property (Residential and MIC) opens the door to a variety of possibilities. Whether you're dreaming of a charming downtown home, a live work setup, or a professional office space with character, this property is ready to deliver. Inside, you'll find 1,769 square feet filled with timeless details, including original hardwood floors, abundant natural light, and classic Tudor architecture. The remodeled kitchen blends historic charm with modern convenience, featuring updated cabinetry, countertops, and stainless steel appliances. The flexible floor plan includes four bedrooms and two full bathrooms, with two bedrooms and a bath on the main level and a spacious primary suite, additional bedroom, and full bath upstairs. Enjoy the convenience of on site parking, a full basement for storage, and a low maintenance city lot. Sip your morning coffee on the porch, stroll downtown for dinner, or take advantage of the property's exceptional location near some of Hendersonville's most desirable destinations. Properties with this much character, versatility, and downtown convenience don't come along often. Come see what makes 831 Oakland Street such a special find.

831 Oakland Street, Hendersonville

Listing courtesy of Keller Williams Professionals. cres@yonderre.com
$695,000
3 Beds ⋅ 4 Baths ⋅ 4390315 MLS ⋅ ACTIVE UNDER CONTRACT Status
Mid-century modern meets mountain lodge in this distinctive 4,503-sq.-ft. home on 2.03 wooded acres with winter views just minutes from downtown Hendersonville. Once owned by author, art collector, musician, and statistician Dr. Stephan Michelson, the home reflects his eclectic style. A back-to-back fireplace warms the vaulted great room and kitchen, which includes a keeping room, wet bar, and dining area with deck access through a dramatic wall of windows and doors. The primary suite offers an accessible bath with roll-in shower, whirlpool tub, sauna, and yoga or exercise space overlooking the mountainside. The partially finished walkout basement with an additional bedroom, full bath, family room, and bonus room housed Dr. Michelson’s recording studio, and could be used as a separate apartment or home office. It opens to a large patio and driveway, and the unfinished area could be restored to a one-car garage. A large separate structure connected to the main house by a breezeway could be used for entertainment, exercise, or a home office. Priced at a tremendous value with proceeds benefiting three deserving charities, the potential in this unique mountain retreat is limited only by the imagination!

1430 Valmont Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks Asheville-Biltmore Park. jay.gerlach@howardhannatate.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. Home features 3 Bedrooms, 3.5 Baths on .66 of an Acre ½ Mile to Main Street. Stunning Kitchen, Beautiful Quartzite countertops, complimentary tile 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. Spacious Laundry room over looks perennial gardens & Gazebo. Ample office leads to Den/Music Room- custom made built-in shelving. Primary 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
$325,000
2 Beds ⋅ 2 Baths ⋅ 4385458 MLS ⋅ ACTIVE UNDER CONTRACT Status
147 Longview Drive offers privacy and convenience on a full acre just minutes from downtown Hendersonville. This two-bedroom, two-bath home features an updated kitchen, a comfortable layout, and a lovely sunroom that adds flexible living space. The brand-new deck provides a great spot for outdoor dining, relaxing, or enjoying the wooded setting. New fencing adds privacy not often found in this price range. The property offers room to spread out while still being close to shopping, restaurants, medical offices, and local amenities. A rare opportunity to enjoy an acre of land with quick access to downtown Hendersonville.

147 Longview Drive, Hendersonville

Listing courtesy of Berkshire Hathaway HomeServices. rosiedugan@bhhslp.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
$389,000
2 Beds ⋅ 2 Baths ⋅ 4380560 MLS ⋅ ACTIVE Status
Experience the best of Downtown Hendersonville living in this brand new construction home, ideally located just 0.5 miles from vibrant Main Street, 0.5 miles to Trailside Brewing, and the very popular Ecusta Greenway Trail. Enjoy direct access to Hendersonville's top dining, shopping, and outdoor recreation all from the comfort of a thoughtfully designed, low-maintenance property. Inside, you’ll find a bright, open living area with vaulted ceilings, engineered hardwood flooring, and 8-foot doors that create a spacious, upscale feel throughout. The kitchen features granite countertops, ample cabinetry, a large island, and seamless flow for everyday living or entertaining. The large primary suite offers a relaxing retreat with a beautifully tiled shower and a custom walk-in closet complete with wood closet systems. Additional highlights include a second bedroom and full bathroom, natural gas heat, a tankless gas water heater, spray foam insulation, and high quality Anderson windows for efficiency and durability. Step outside to enjoy covered front and rear porches, a privacy fence, and artificial turf for easy, year-round upkeep. Built with quality and convenience in mind, this home delivers modern comfort with unbeatable proximity to everything downtown Hendersonville and the Ecusta Greenway have to offer. Schedule your showing today!

617 W Allen Street, Hendersonville

Listing courtesy of Keller Williams Elite Realty. david.j@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
$419,900
3 Beds ⋅ 3 Baths ⋅ 4376347 MLS ⋅ ACTIVE Status
Welcome to 98 Limberlost Drive in Hendersonville! This 3 bedroom, 2.5 bathroom home set on a 1.2 acre lot blends tons of opportunity with mid century charm. This spacious home offers a spacious and functional layout ready for you to add your personal touches. Multiple living spaces provide versatility while the expansive wraparound porch and large outdoor paved area give ample room for entertaining, recreation and outdoor hobbies or simply winding down at the end of your day. A full house generator allows for peace of mind in the lovely private yet convenient setting. Close to all your daily essentials, medical care and schools. Come wee where you'll have the room to spread out or grow while only 15 minutes to all that downtown Hendersonville has to offer!

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. A handcrafted staircase leads to the show-stopping rooftop terrace where you can entertain guests in style while enjoying panoramic 360° views of downtown and the surrounding Blue Ridge Mountains. 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

“ 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”

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