Hendersonville Real Estate Search

Hendersonville Historical Properties for Sale

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Newest Hendersonville Historical Properties for Sale

219 Stoney Mountain  Road, Hendersonville
$500,000
4 Beds ⋅ 2 Baths ⋅ 4435043 MLS ⋅ ACTIVE Status
Want to own a piece of History? Here is the 1873 Clough H. Rice Farmhouse that is registered with the National Register of Historic Places. Owner has lovingly updated this home while keeping the charm and character of its era with 7 Fireplaces! Beautiful high ceilings with lots of natural light throughout. The eat-in KIT w/coffee bar, modern conveniences, soap stone butler sink, 6 burner gas stove w/griddle & double ovens make way for the chef in all of us. There is a beautiful formal DR with large windows and a wood burning FP. The other FP's in parlor/foyer & family room are all wood burning as well while the LR has a gas burning FP and access to side porch. The main level BA has a cast iron tub & is updated as well as the upper level BA (except for the tub & chandelier.) The large primary BR has a wood burning FP and throughout you'll find hardwood floors - some painted, wood ceilings, beadboard and warmth of an era gone by. All BRs are upstairs and individual in their own way from size to character. The family room off foyer could be a main level BR complete with closet. Outside you'll find blooming flowers, trees, porches along with a potting shed, a 500 SF garage w/single door opener & plenty of storage/workshop area. There is also a small fenced area for those furry friends. This is certainly one of those 'must see to appreciate' homes.

219 Stoney Mountain Road, Hendersonville

Listing courtesy of Weichert Realtors Mountain Executives. sherrit@mtnexecs.com

323 Blythe  Street, Hendersonville
$425,000
3 Beds ⋅ 1 Baths ⋅ 4423080 MLS ⋅ ACTIVE Status
Historic Hendersonville Charm | Steps from the Ecusta Trail | Thoughtful updates | An unbeatable Hendersonville lifestyle Some homes are simply places to live, while others invite you to become part of their story. Built in 1923, 323 Blythe Street is a distinctive Hendersonville gem offering 1,385 square feet of historic character, timeless craftsmanship, and an enchanting garden setting. Inside, 3 bed and 1 bath upstairs, original oak hardwood floors, arched entryways, crown molding, and abundant natural light reflect the artistry of another era. The inviting kitchen features heart-pine cabinetry, a custom butcher-block countertop crafted by Lloyd Nelson, and distinctive tile designed by Jay Reese. A formal dining room that includes a bay window with storage and beautiful chandelier, charming sunroom with abundant natural light, vintage original bathtub, and thoughtful storage details add to the home’s unique appeal. Enjoy cooler evenings beside the Vermont Castings wood-burning stove situated in the living room. Modern conveniences include city water and sewer, natural gas, a 2020 furnace, central air conditioning, and newly installed mini-splits (for heat and air) upstairs for additional comfort. A new roof is scheduled for installation next week! There is also a new washer and dryer in the basement! Outside, mature azaleas, hydrangeas, a fig tree, and established fragrant plantings create a peaceful garden sanctuary filled with seasonal beauty. The cedar-shake exterior adds to the home’s distinctive historic appeal. The location is equally special—just minutes from downtown Hendersonville and a stone’s throw from the Ecusta Trail, with Southern Stream Coffee, Trailside Brewing, and Pardee Hospital all conveniently nearby and walkable to downtown. Short term rentals permitted. Rich in history, craftsmanship, and character, 323 Blythe Street offers a rare opportunity to enjoy a thoughtfully maintained historic home in an exceptional in-town location. Call me to schedule your private tour!

323 Blythe Street, Hendersonville

Listing courtesy of BluAxis Realty. dee@bluaxis.com

2004 Old South Carolina  Avenue, Hendersonville
$375,000
2 Beds ⋅ 1 Baths ⋅ 4431873 MLS ⋅ ACTIVE Status
Welcome to a cottage with real personality! Set on a large .46-acre corner lot in the desirable Osceola Lake Park neighborhood of Hendersonville, this 2-bedroom, 1-bath home with a bonus room and loft is full of charm and character, and it has been thoughtfully updated. The kitchen was remodeled with new flooring, backsplash, faux hood, sink, faucet, and shelving, plus a new refrigerator and dishwasher. Other improvements include a new HVAC system, waterproof laminate flooring, a new water heater, new light fixtures, and window treatments. A new roof on the workshop building is pending, so the big-ticket items are handled. Picture your mornings: a 5-minute stroll (or 1-minute drive) to Osceola Lake, then home for coffee under the covered outdoor living area. When you’re ready to get out, historic Downtown Hendersonville is about 7 minutes away, with Main Street’s independent shops, restaurants, breweries, and galleries. The property itself is a sanctuary. The corner lot gives the home a sense of space, and the fully fenced backyard with mature landscaping and trees is ready for gardening, entertaining, or pets. An additional outbuilding handles tools, equipment, and seasonal storage. Then there’s the studio. The nearly 800 sq ft heated and cooled detached studio/workshop is a genuine standout. Imagine a working artist’s space, a woodworking or craft shop, a quiet home office, or a creative hideaway. Comfortable year-round, it has the potential to be refined into additional living quarters for guests or rental use (buyer to verify permitted use). Outdoor lovers will be in their element. Stroll the Oklawaha Greenway or Jackson Park, hike to waterfalls in DuPont State Recreational Forest, drive the Blue Ridge Parkway, explore Pisgah National Forest, visit Lake Lure and Chimney Rock, pick apples at local orchards, or tour the Carl Sandburg Home in nearby Flat Rock. Quiet, quaint, and close to it all. Schedule your showing today!

2004 Old South Carolina Avenue, Hendersonville

Listing courtesy of Keller Williams Professionals. jason@newearthavlrealty.com

389 Courtland  Boulevard, Hendersonville
$675,000
7 Beds ⋅ 8 Baths ⋅ 4431910 MLS ⋅ ACTIVE Status
A rare opportunity with two residences on one property in a convenient Hendersonville location. The main home, built circa 1935, offers four bedrooms with ensuites, an additional bedroom, two baths and one half bath. There is additional flex space in the upper level but the ceiling height is just below seven feet. With original hardwood floors, spacious gathering areas, and multiple kitchens, there is plenty of the character you expect from a home of this era. A separate two-bedroom, two-bath cottage provides additional space for guests, extended family, rental income, offices or other flexible uses. Multiple living areas and separate entrances create options for those looking for a property that can adapt to a variety of needs. Outside, a generous covered front porch and multiple deck areas provide additional room to gather and enjoy the property. Public water, convenient access to Asheville Highway and I-26, and a location just minutes from Hendersonville, Fletcher and surrounding amenities add to the appeal. Zoned Local Commercial, this unique property offers possibilities that are difficult to find in one package. Live in one, rent the other short or long term. Other potential uses include multi-generational living, assisted living or residential care, bed-and-breakfast or inn, rooming/boarding house, professional offices, live/work space, or other residential/commercial uses permitted under Local Commercial zoning. Buyer to verify intended use and permitting.

389 Courtland Boulevard, Hendersonville

Listing courtesy of Coldwell Banker Advantage. rosie@cbawest.com

607 Kanuga  Road, Hendersonville
$589,900
2 Beds ⋅ 2 Baths ⋅ 4431925 MLS ⋅ ACTIVE Status
Exceptional Turnkey Investment Opportunity Near Downtown Hendersonville and the Ecusta Trail! A truly unique, fully furnished property offering an exceptional combination of residential comfort, commercial flexibility, and short-term rental income potential. Located just minutes from Downtown Hendersonville and the Ecusta Trail, this extensively renovated property is ideally suited for an Airbnb, rental, live/work concept, or mixed-use investment. The main residence features approximately 960 square feet with 2 bedrooms and 2 beautifully appointed bathrooms, complemented by an additional 411-square-foot heated flex space. Taken down to the studs and comprehensively rebuilt in 2024, virtually every major component has been replaced, including plumbing, electrical, HVAC, roof, windows, doors, insulation, drywall, flooring, kitchen, and bathrooms. The custom-designed kitchen showcases solid wood cabinetry, granite countertops, soft-close doors and drawers, pull-out storage solutions, and premium appliances, including a Samsung Bespoke refrigerator. Additional interior upgrades include a first-floor kitchenette, luxury vinyl plank flooring, a built-in electric fireplace, whole-house water filtration, LG laundry tower, and independently controlled mini-split HVAC systems throughout. The heated 411-square-foot flex space presents outstanding versatility for a commercial office, creative studio, workshop, fitness space, guest suite, or additional revenue-producing use. This area includes 10-foot ceilings, an insulated garage door, epoxy flooring, mini-split HVAC, utility sink, cabinetry, and two separate exterior entrances, making it highly adaptable for mixed-use operations. A new detached garage offers additional value with dual garage doors, separate entry access, and climate control. Exterior improvements include a paver driveway, expanded asphalt parking areas, privacy fencing, attractive landscaping, and a second-floor balcony. The property with flexible zoning and layout create significant opportunities for investors and entrepreneurs alike. Potential uses include: - Airbnb or luxury short-term rental operation - Live/work business model - Mixed-use commercial and residential occupancy - Duplex conversion potential - Professional office or studio space - Long-term rental investment - Potential detached ADU conversion (subject to approvals and local requirements) With no renovation required, attractive furnishings included, and multiple avenues for income generation, 607 Kanuga represents a rare turnkey opportunity combining location, flexibility, workspace functionality, and strong future upside in one of Hendersonville most desirable growth corridors. Investment Highlight: Few properties offer the ability to immediately operate as a furnished short- term rental while simultaneously providing dedicated commercial, office, or flex space. This unique combination creates multiple revenue streams and broad appeal for investors, owner-operators, and entrepreneurs. Owner Financing is available.

607 Kanuga Road, Hendersonville

Listing courtesy of CENTURY 21 Connected. aaron@groundfloorproperties.com

2131 Somerset  Drive Unit #441, Hendersonville
$189,900
3 Beds ⋅ 2 Baths ⋅ 4417277 MLS ⋅ ACTIVE Status
Investment property. This post-WWII traditional home offers two front bedrooms off the living room, a full hall bathroom, and a primary bedroom with an en suite bathroom located near the rear entrance. The walk-through kitchen provides access to the dining area and laundry closet, and offers a spacious layout. The floor plan is suitable for late-shift occupants or typical rental use. The property also includes an oversized 1-car detached garage with classic side-hinged carriage doors and a driveway that accommodates up to 4 additional vehicles. Other features include a chain-link fence, a rear deck, and a creek (Pond Creek). Located near the intersection of Asheville Highway and Stoney Mountain Road, this property provides convenient access to Hendersonville’s commercial, medical, and educational amenities, as well as nearby employment centers. The location also offers an easy commute to I-26 and Asheville Regional Airport, about a 12-15 minute drive, with occasional aircraft activity visible due to the airport’s proximity. This home shows visible signs of neglect and will require repairs, including kitchen cabinets and flooring. The 1950 utility shed with asbestos siding is in disrepair, with several large holes in the roof. It’s unknown if the property was directly affected by Tropical Storm Helene or if water infiltrated the crawlspace. Due to the rodent infestation, the HVAC status is unknown and will remain off for health reasons. PROPERTY IS BEING OFFERED SIGHT UNSEEN (LSU) DUE TO A CONFIRMED RODENT INFESTATION PRESENTING HEALTH AND SAFETY RISKS. INTERIOR ACCESS AND SHOWINGS ARE SUSPENDED UNTIL FURTHER NOTICE. The sale of the property is made on an "As Is", Where Is", with all Faults basis, and the seller makes no warranty or representation as to all Faults implied, of merchantability or fitness. A proof-of-funds letter is required to submit an offer.

2131 Somerset Drive Unit #441, Hendersonville

Listing courtesy of Upright Real Estate LLC. don.lilya1981@gmail.com

1925 Laurel Park  Highway, Hendersonville
$475,000
5 Beds ⋅ 4 Baths ⋅ 4410805 MLS ⋅ ACTIVE Status
Welcome to this beautiful historic property in Laurel Park. If you are looking for a project with lots of upside potential, this is it. Built in the 1900s and added onto over the years, this house has character and charm throughout. From the structural logs and chinking to the more recently enclosed sunroom, this property has a little bit of everything. 5 bedrooms, 3.5 baths, and bonus rooms throughout means this one has all sorts of opportunities. The more recently updated kitchen with new stainless-steel appliances is sleek and clean. The tankless water heater means on-demand hot water that keeps going and going. In the renovated upstairs bathroom, an old dresser was converted into a vanity and just must be checked out. Step outside into your private oasis of meticulously maintained and thoughtfully planned manicured landscaping. Large stone paths traverse the property and open into beautiful lawn spaces for entertainment and personal enjoyment. Situated only 6 minutes from downtown Hendersonville, this corner lot has both convenience to city amenities and privacy from the hustle and bustle when you need it. Check out local parks, recreational facilities, and nearby attractions only 10 minutes from your front door. When its time to relax, the covered front porch offers ample space to rock or lay in a hammock and soak in the sounds of nature. New Cement Board siding means excellent protection from the elements. Yes, you saw that correctly, there are TWO buildings on this lot. In addition to the main house, there is a small studio apartment (separately metered) that can be used for income potential, a separate living space, or the detached office you have always dreamed of. Buyer and buyer agent to verify if lot can be divided into another buildable lot. Please note: this is a CASH ONLY deal. Known foundation issue has been uncovered and contractor is on standby for whomever is ready to take this property on and fulfill their dream of owning in laurel park. There is a tenant that would like to stay until September on a verbal agreement. If buyer would like to keep tenant in place, a formal lease agreement can be pursued while in due diligence and/or after closing. Sellers are excited to make this property available for the next owners. Is that you? Reach out with any questions and to schedule a showing!

1925 Laurel Park Highway, Hendersonville

Listing courtesy of Keller Williams Mtn Partners, LLC. mblum@kw.com

111-113 Stewart  Street, Hendersonville
$645,000
6 Beds ⋅ 4 Baths ⋅ 4409778 MLS ⋅ ACTIVE Status
111-113 Stewart Street: Four Units, One Property Rare multi-building opportunity in Hendersonville! Ideal for first-time investors or house-hackers, this 2,739 sq ft compound on Stewart Street features three buildings and four separate, income-producing units. Live in one and rent the rest, lease all four long-term, or mix in short-term rentals—the ultimate flexible setup. Highlights include a fully fenced Main House; walkable to restaurants and shops, and is 1.5 miles to the Ecusta Trail in downtown Hendersonville. First time leaving the family since 1931!! Main House, Upper Level Two bedrooms, a full bath, and a full kitchen, reached through its own private entrance so a tenant here never has to pass through the rest of the property to get home. There's a gas fireplace that can be converted back to wood-burning if a tenant or owner wants that someday. Has its own front entrance and back porch with an exit, straightforward long-term lease material. Main House, Ground Level Also laid out as two bedrooms with a full bath, this level has its own full kitchen, a full-size side-by-side washer-dryer, and two more gas fireplaces that can also switch back to wood-burning, and electric heat covers the rest of the floor. It's self-contained enough to work as its own long-term rental, an in-law suite, or a live/work space for a tenant who wants room to run something small out of the ground floor. Has its own front entrance and back door with deck. The Writing Cottage (ADU) A freestanding building, originally built as a writing cottage, well-suited to short-term rental use: it has a gas-log fireplace in the bedroom, its own kitchen with a stacked washer-dryer and a full bath, so guests can be fully self-sufficient. It sits on its own septic system, separate from the city sewer that serves the main house and garage, with the tie-in already run if a future owner wants to convert it over. Being a short walk from a restaurant and a tea room only helps here; guests notice that kind of thing when they're choosing where to book. The Garage Studio This one used to be a plain garage; a remodel around 2017 turned it into a studio and put in its wiring and plumbing for the first time, along with a full bath and a kitchenette on the ground level. There's a loft above for sleeping or extra storage. Turning this into a fully self-contained fourth unit is mostly a matter of finishing out the loft, not adding new infrastructure, which makes it the value-add piece of the four. Location does some of the leasing for you The property sits just off Greenville Highway, which makes it mixed-use (it can be commercial or residential). You could live in the upper unit and have a retail shop in the lower unit. It is about a three-minute walk from Flat Rock Wood Room and roughly four minutes from A Southern Cup Fine Teas and Boxwoods, with groceries and other everyday shopping just a short drive away. The Cottage at 111 Stewart has its own separate utilities. The Studio is on the Main House's utilities. The 2 bedrooms upstairs in the Main House cannot be counted in the MLS square footage since there is no permanent heat source in those two rooms. All roofs were replaced in 2020. Between 2011-2017, the wiring and pipes were replaced (except for the upstairs bathroom pipes), the Main House at 113 was connected to city sewer, and the studio apartment was created. The Writing Cottage is still on the original septic, but everything is in place to connect to sewer if desired.

111-113 Stewart Street, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks Asheville-Downtown. Michelle@LovingAshevilleLiving.com

3151 N Bearwallow  Road, Hendersonville
$515,000
5 Beds ⋅ 2 Baths ⋅ 4403717 MLS ⋅ ACTIVE Status
Escape to your own private mountain retreat! Nestled at the top of the mountain on 4.5 picturesque acres, this charming 2-bedroom, 1-bath home offers peace, privacy, and breathtaking natural surroundings. Once part of a former Girl Scout camp, the property is rich in character with unique stone features and historic stonework scattered throughout the landscape, adding timeless charm and a sense of history. Whether you're looking for a full-time residence, weekend getaway, or vacation rental opportunity, this property offers endless possibilities. Enjoy the beauty of nature, abundant wildlife, and plenty of room to explore, relax, or create your own outdoor oasis. The spacious acreage provides privacy while still offering easy access to nearby Hendersonville/Asheville attractions. You will be surrounded with nature and the call of the wild listening to all the animals and birds as you drift off to sleep with the windows open, bathing you in the cool mountain air, something that is a memorable and welcome experiance. Don't miss this rare opportunity to own a one-of-a-kind mountain property where history, nature, and tranquility come together. Home is close to Hendersonville and Asheville (20 min) Hike the Bearwallow Trail which is a short distance from the home Home is being sold as is - there are window A/C units in home but primary cooling is the windows with natural cool breeze. The upstairs offers additional square footage however it is unfinished - it is possible for additional 3 bedrooms and an unfinished bathroom. This is a great opportunity to finish with your own touches. Owner's water comes from a natural spring. Home has new roof & gutters along with new ceiling in the kitchen. The garage has the washer & dryer inside.

3151 N Bearwallow Road, Hendersonville

Listing courtesy of Patton Allen Real Estate LLC. missy@pattonallenre.com

308 Substation  Street, Hendersonville
$250,000
2 Beds ⋅ 1 Baths ⋅ 4402649 MLS ⋅ ACTIVE Status
Discover a fantastic investment opportunity in the heart of Hendersonville, NC. This charming 2-bedroom, 1-bathroom home is nestled in a prime choice for both investors and future homeowners. The property features a cozy layout that maximizes space and functionality, perfect for a small family or potential renters. The bright living area invites natural light, creating a warm and welcoming atmosphere. The kitchen, equipped with essential appliances, offers plenty of storage and room for culinary creativity. Located just minutes from downtown Hendersonville, this home provides easy access to a vibrant array of amenities, including shopping, dining, and parks. The neighborhood is rich with character and is poised for growth, making this a smart investment for those looking to capitalize on the area's development. Key Highlights: * Prime Location: Close to town and essential amenities * Investment Potential: Situated in a rapidly developing neighborhood * Cozy Layout: 2 bedrooms and 1 bath, ideal for small families or renters This property is not just a house; it's a chance to be part of Hendersonville's exciting future. Whether you're looking to expand your portfolio or find a new home, this residence offers both charm and potential. If you're interested in exploring this opportunity further or scheduling a viewing, let me know!

308 Substation Street, Hendersonville

Listing courtesy of Nexus Realty LLC. 828-585-2188

100 Cannon  Drive, Hendersonville
$400,000
4 Beds ⋅ 2 Baths ⋅ 4397088 MLS ⋅ ACTIVE UNDER CONTRACT Status
Recent price improvement! If you have been dreaming of wide-open spaces, historic charm, and a property that offers both deep soul and unlimited potential, your search ends at 100 Cannon Drive. Tucked back privately from the street on a gorgeous, level 0.74-acre corner lot, this iconic 1910 farmhouse delivers the perfect blend of nostalgic character and functional modern updates. From the moment you pull up the driveway, this home invites you to slow down. Step inside to find an interior brimming with architectural personality. The family room immediately sets a cozy tone with its rich wood ceilings and a magnificent wood-burning stove. Original hardwood floors flow gracefully through the main level, leading you into a kitchen designed to be the true heart of the home. You will love the beautiful, character-rich brick floors! The main level plays host to a formal dining room, a 2nd family room, and two bedrooms. The main level bathroom feels like a historic retreat, showcasing classic tile work, warm wood ceilings, and a timeless clawfoot tub. Head upstairs to discover two additional bedrooms separated by a flex space and a full bath all boasting freshly updated flooring. The lifestyle upgrade continues outside, where your 0.74-acre property gives you room to breathe, garden, and play. With a Screened Sun Porch overlooking the patio, the Expansive Yard loaded with privacy, and the two car detached garage at 900 sq. ft. that has an attached workshop with an additional 280 sq. ft. Nestled in the quiet Cannon Woods community, you get the peace of a tucked-away homestead with the incredible convenience of Hendersonville living. You are just a short drive from local schools (Clear Creek Elementary, Hendersonville Middle, and High School), vibrant downtown shopping, local breweries, and world-class mountain hiking. With city water, a durable metal roof, and an expansive 4-bedroom layout, this historic site-built home is ready for its next chapter. Bring your design ideas, your hobbies, and your dream. This farmhouse is not just a place to live, it’s a place to thrive. Schedule your tour today and experience the charm for yourself!

100 Cannon Drive, Hendersonville

Listing courtesy of The Main Brokerage, LLC. jordan@themainbrokerage.com

128 Tee Off  Lane, Hendersonville
$385,000
1 Beds ⋅ 1 Baths ⋅ 4390885 MLS ⋅ ACTIVE Status
Back on the market at no fault of property or seller! Tucked into a lush, wooded setting, on over an acre, this charming log cabin offers the warmth, character, and mountain appeal. The inviting exterior features classic log construction, a striking stone chimney, covered front porch, gravel drive, fire pit area, and a whimsical detached garage/workshop with vibrant painted details. Inside, the home is rich with rustic craftsmanship, including exposed log walls, wood floors, vaulted wood ceilings, dramatic beams, and a beautiful stone fireplace that anchors the main living area. The kitchen offers generous counter space, a central cooktop, stainless hood, and warm cabinetry, opening easily to the dining area with peaceful wooded views. A cozy dining room with its own fireplace adds another inviting gathering space. The bedroom continues the cabin charm with wood-clad ceilings and walls, while the bath offers bright tile finishes and natural light. Outdoor living is enhanced by a private hot tub area surrounded by rhododendron and mature landscaping. Additional features include a detached garage, covered carport, and outdoor spaces perfect for relaxing, entertaining, or simply enjoying the mountain setting. A special retreat full of character, and timeless cabin charm. Has operated successfully as an Airbnb. Development in progress on the Orchard Trace Golf Club property.

128 Tee Off Lane, Hendersonville

Listing courtesy of Fisher Realty - 10 Park Place. htrombetta@fisherrealtync.com

832 4th W Avenue, Hendersonville
$1,125,000
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

1518 Greenville  Highway, Hendersonville
$1,575,000
5 Beds ⋅ 4 Baths ⋅ 4386828 MLS ⋅ ACTIVE Status
Where the past meets the present! In 1926 renowned architect Erle Stillwell designed this stately and elegant, meticulously maintained 5-bedroom, 4 bath home. It’s featured in the book, “The architecture of Erle G Stillwell, and many of the drawings and plans for the home are preserved in the Henderson County Library. The home has 3199 SF and has a separate 1742 SF, 2 story cottage containing 2 apartments for a total of 4941 SF of living space on the property. The home has been owned by the same family since 1937 and has never before been offered for sale. The rocking chair front porch of the home is perfect for relaxing and entertaining. The main level includes the kitchen, formal dining room, and living room with a large stone fireplace with gas logs. There’s a bedroom with an ensuite bath as well as an additional bath. Upstairs you’ll find the primary bedroom with an ensuite bath. Two additional bedrooms share a “Jack and Jill” bathroom. There’s also a sunroom with a wet bar and an alcove that could have multiple uses. The home has the modern updates you’d want including a whole house generator. Sewer is available. But the home maintains its connection to the past. The red oak floors are original. There’s an original crystal chandelier hanging in the dining room as well as fixed crystal chandeliers in the living room and den. There are other period decorative touches throughout the home. The 2 apartments in the cottage provide an income stream for the owner, although it could be a guest house, in-law quarters or vacation rentals. The property is conveniently located just minutes from Downtown Hendersonville with its shops, restaurants, offices, historic buildings and numerous annual festivals. It’s also very close to Flat Rock where you can enjoy performances at the Flat Rock Playhouse, visit the Carl Sandburg home and explore local shops, restaurants and art shops.

1518 Greenville Highway, Hendersonville

Listing courtesy of RESPEC LLC.. wraustin47@aol.com

1534 Kensington  Road, Hendersonville
$528,500
3 Beds ⋅ 2 Baths ⋅ 4378641 MLS ⋅ ACTIVE Status
Historic Druid Hills bungalow, now offered at $528,500! Built in 1926 and filled with the character buyers love in an established Hendersonville home, 1534 Kensington Road offers 3 bedrooms, 2 baths and 1,638 square feet of inviting main-level living. Step through the front sunroom into bright, open living and dining spaces featuring beautiful wood floors, high ceilings, detailed molding and classic trim. The primary suite includes a private bath and walk-in closet, while one of the secondary bedrooms stands out with abundant natural light, built-in shelving and a built-in desk—perfect for working from home, reading or creating. Upstairs, partially finished attic space adds nearly 500 square feet of additional flexible-use space outside the advertised HLA, ideal for hobbies, a playroom, studio or storage (ceiling height just under 7 feet). Outside, mature Japanese maples, established landscaping, a tranquil pond, fenced backyard and deck create a setting that feels worlds away while still being close to everything. Enjoy tree-lined Druid Hills, nearby schools, and easy access to Downtown Hendersonville's restaurants, coffee shops, parks, library, shopping and entertainment. If you've been waiting for a home with history, personality and a WALKABLE location that's hard to replicate, it's time to take another look at Kensington.

1534 Kensington Road, Hendersonville

Listing courtesy of EXP Realty LLC. birchbarkproperties@gmail.com

2531 Little River  Road, Hendersonville
$5,900,000
9 Beds ⋅ 12 Baths ⋅ 4366582 MLS ⋅ ACTIVE Status
Teneriffe is one of Hendersonville's notable historic estates, where architectural provenance, expansive grounds and remarkable versatility come together. Originally constructed in 1855 and reimagined in 1903 by Richard Sharp Smith, supervising architect of the Biltmore Estate, the residence also benefited from landscape input by the Olmsted firm, creating an enduring connection between house and grounds. Set on 11.73 acres, a tree-lined drive leads past gardens and water features to the stately brick residence. Rolling pastures, walking trails and quiet outdoor spaces unfold across the property, while a historic barn and separate log cabin speak to the estate's past and offer possibilities for future use. Zoned for both residential and commercial purposes, Teneriffe has a history as a bed-and-breakfast and offers exceptional flexibility as a private estate, boutique inn, retreat or event property. An additional 9.43-acre parcel (PIN 9567-20-4498) is also available. The main residence balances impressive scale with the warmth and character of a historic home. A sweeping wraparound veranda opens to a grand foyer and gracious living and entertaining spaces, where period details reflect the craftsmanship of another era. The private primary wing includes an executive office and spa, while two additional levels offer multiple bedrooms and flexible living spaces for family, guests or future reimagining. With its architectural pedigree, significant acreage and adaptable use, Teneriffe represents a rare opportunity to preserve an important piece of Hendersonville history while thoughtfully shaping its next chapter.

2531 Little River Road, Hendersonville

Listing courtesy of Premier Sotheby’s International Realty. 828-279-3980

305 Ficker  Circle, Hendersonville
$700,000
6 Beds ⋅ 5 Baths ⋅ 4240043 MLS ⋅ ACTIVE Status
This original FARMHOUSE, once known as the Annie Ficker Boarding House, sits on 3+ acres near Hendersonville Country Club and offers a range of living and investment possibilities once it is fully restored. This expansive home with unfinished caretaker’s cottage accommodates multigenerational family living and gathering uses now, with potential for income and acreage development. Current owners have restored much of the interior, including floors, walls and staircase, to preserve original features in the spirit of early-1900s design. The main level’s central foyer, featuring an original/restored wood stove, is flanked by 3 bedrooms / sitting rooms, a spacious living room, and an updated eat-in kitchen with double appliances, walk-in pantry, extensive cabinetry and large “butcher block” style island. The main level also offers a bonus / flex room, 1.5 baths, laundry area, and an unheated/ unfinished storage room. Ascend the central staircase to the second level and you’ll find another large foyer serving up to 3 bedrooms, a full bath with standalone shower spa and walk-in closet, a half bath, and a laundry room. A walk-up third (attic) level is unfinished and unheated, but with a full bath already installed. Ductless heating and AC in the home provided by mini-splits, wall units, a wood stove and multiple fireplaces. The home has two cellars and a separate workshed. Outside, there is a front wraparound porch and large rear deck. Exterior is original clapboard, repainted in 2025. Roof replaced in 2019 and original windowpanes gradually replaced, per owner. The caretakers’ cottage needs full restoration. The property is served by city water, natural gas and high-speed internet. Owner-improved septic, no permit available. Motivated sellers want to hand off to new owners. Imagine the possibilities!

305 Ficker Circle, Hendersonville

Listing courtesy of Century 21 Mountain Lifestyles. maryg@c21mountainlifestyles.com

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