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$1,650,000
7 Beds ⋅ 4402332 MLS ⋅ ACTIVE Status
Welcome to 97 Whippoorwill Lane, a one-of-a-kind private estate nestled in the heart of beautiful Fairview, NC. The centerpiece of this extraordinary property is a spacious 4-bedroom, 3-bathroom main residence, offering the perfect blend of privacy and mountain living. This estate is a true multi-income producing powerhouse, featuring two additional independent rental homes—perfect for immediate long-term tenancy, short-term rentals, wedding venue, horse farm, or a multi-generational family retreat. Need room to expand? The property also includes an additional, ready-to-build site completely outfitted with its own well and septic system already in place. The picturesque grounds boast hiking trails, apple trees, blueberry bushes, and two beautiful fishing ponds, creating a serene, park-like backdrop. For car enthusiasts, mechanics, or craftsman, the heated workshops come equipped with a professional car lift. Adventure seekers will appreciate the dedicated RV storage and hookup. Offering unparalleled versatility, self-sustainability, and immense income potential just minutes from Asheville, this is an opportunity you do not want to miss! Upgrades include Knotty alder cabinets and granite counter tops in kitchen 3 custom tile showers Whole house generator New roof in 2026 5 ton HVAC Freshly refinished Solid Hickory hardwood flooring New interior paint New stained/painted decking Outdoor kitchen area with hot/cold water Relaxing firepit area Asphalt resealed 2024 Agent owned #acreage#privacy#fishing ponds #room for horses #fruit trees #theater room #workshops #family estate# In-law suite

97 Whippoorwill Lane, Fairview

Listing courtesy of Keller Williams Professionals. email@jimbuff.com
$1,169,000
3 Beds ⋅ 3 Baths ⋅ 4399617 MLS ⋅ ACTIVE Status
Discover a rare opportunity to own a thoughtfully designed mountain retreat that combines breathtaking year-round long-range views, exceptional energy efficiency, and a proven history as a successful part-time vacation rental. Perched on 2.17 private acres just 20-25 minutes from Asheville, Asheville Regional Airport, Hendersonville and Black Mountain, this architecturally designed home was created with extraordinary attention to detail. Expansive southwestern panoramic views take center stage from most rooms, providing unforgettable sunsets and the ever-changing beauty of Western North Carolina's four seasons. Whether you're seeking a primary residence, second home or investment opportunity, this property offers remarkable flexibility. The home has enjoyed a strong history as a successful part-time Airbnb, attracting guests seeking an authentic Blue Ridge Mountain experience. Enjoy the home as your personal retreat while maintaining the opportunity to generate supplemental income when you're away. Built with sustainability and efficiency in mind, the property features a standing seam metal roof, geothermal heating and cooling system with ERV ventilation, spray foam insulation throughout exterior walls, and an EV-ready charging outlet. These premium green features provide year-round comfort, lower operating costs, and long-term value. Imagine entertaining guests or simply relaxing on the expansive porch while taking in spectacular mountain sunsets and endless layers of Blue Ridge Mountain views. The exquisite interior design, quality craftsmanship and attention to detail create a warm yet sophisticated atmosphere that is truly one of a kind. A rare combination of luxury, privacy, sustainability and income potential—this remarkable mountain property offers a lifestyle investment unlike any other in Western North Carolina.

425 Flat Top Mountain Road, Fairview

Listing courtesy of NorthGroup Real Estate LLC. javier@citysiderg.com
$1,250,000
5 Beds ⋅ 6 Baths ⋅ 4395171 MLS ⋅ ACTIVE Status
Welcome to 107 Windsong Drive Ext, a beautifully maintained mountain retreat tucked away in the desirable Fairview area. Situated in a peaceful setting surrounded by nature, this spacious home on 2 acres offers flexible living with a thoughtfully improved lower level featuring a private exterior entrance, lockable access, and an expanded kitchenette, ideal for multigenerational living, guests, or potential income-producing opportunities. Inside, you'll find comfortable living spaces filled with natural light and an inviting layout designed for both everyday living and entertaining. Enjoy the tranquility of mountain living while remaining just minutes from shopping, dining, and all that Asheville has to offer. Whether you're seeking a primary residence with room to grow or a home with versatile living arrangements, this property offers a rare combination of privacy, functionality, and convenience.

107 Windsong Extension, Fairview

Listing courtesy of Howard Hanna Beverly-Hanks Fletcher. leah.howard@allentate.com
$874,000
3 Beds ⋅ 4 Baths ⋅ 4393298 MLS ⋅ ACTIVE Status
Discover this stunning 2,750 sq ft new construction home just 10 minutes from downtown Asheville. This thoughtfully designed home offers 3 bedrooms and 2.5 bathrooms and a laundry room on the main level, with a bonus room and full bath upstairs—perfect for guests or a private suite. Gorgeous real hardwood floors throughout, 10-foot ceilings, and real tile in every bathroom. The spacious kitchen features a large island, quartz countertops, gas stove, and a cozy gas fireplace in the living area. The main level also includes a dedicated office, ideal for remote work or creative space. An additional 1,000 sq ft of unfinished attic space offers future potential. Step outside to a peaceful backyard with a recently installed wooden fence for added privacy as you sit around the fire pit and enjoy the close-range mountain views. A perfect blend of modern finishes and natural beauty, this home offers the best of Western North Carolina living. Don’t miss the opportunity to own a quality-built home in a prime location.

63 Winding Ridge Road, Fairview

Listing courtesy of NextHome Partners. alexmoveshomes@gmail.com
$1,650,000
7 Beds ⋅ 5 Baths ⋅ 4377999 MLS ⋅ ACTIVE Status
Rare, private, and endlessly versatile—this extraordinary 15.84-acre Fairview estate is a mountain paradise with limitless potential. Perfectly suited for a multi-generational family compound, a premier equestrian property, or an income-producing event venue, this legacy acreage offers the ultimate in privacy just 20 minutes from Asheville, Black Mountain, Lake Lure, and Hendersonville. The main residence features a spacious and inviting 4-bedroom, 3-bathroom layout designed for comfortable living. Additionally, two independent guest houses provide excellent rental history or private quarters for extended family. For the car enthusiast, mechanic, or craftsman, the property boasts immaculate heated workshops equipped with a commercial-grade car lift. Looking to expand? A separate, ready-to-build site with infrastructure in place is primed for your custom vision. Whether you dream of horses roaming pastureland, hosting unforgettable events against a mountain backdrop, or securing a private family sanctuary, 97 Whippoorwill Lane delivers. The picturesque grounds boast hiking trails, apple trees, blueberry bushes, and two beautiful fishing ponds, creating a serene, park-like backdrop. Upgrades include Knotty alder cabinets and granite counter tops in kitchen 3 custom tile showers Whole house generator New roof in 2026 5 ton HVAC Freshly refinished Solid Hickory hardwood flooring New interior paint New stained/painted decking Outdoor kitchen area with hot/cold water Relaxing firepit area Asphalt resealed 2024 Agent owned #acreage#privacy#fishing ponds #room for horses #fruit trees #theater room #workshops #family estate# In-law suite #asheville #black mountain #lake lure

97 Whippoorwill Lane, Fairview

Listing courtesy of Keller Williams Professionals. email@jimbuff.com
$825,000
3 Beds ⋅ 3 Baths ⋅ 4379100 MLS ⋅ ACTIVE Status
Private Mountain Sanctuary nestled within 700 acres of preserved natural beauty! This magnificent 3-bedroom + loft, 3-bath home features soaring cathedral ceilings accented by warm hardwoods and rustic beams throughout. The gourmet kitchen is designed to impress with custom cabinetry and shelving, a gas range, abundant storage, and exceptional functionality for everyday living or entertaining. Gather around the massive wood-burning rock fireplace and enjoy the cozy mountain ambiance, or take in lovely winter views of Flat Top Mountain surrounded by lush native flora. The thoughtfully designed open floor plan offers the perfect setting for family gatherings, entertaining guests, or simply relaxing in your own peaceful retreat. Sip your morning coffee from one of several covered porches while listening to birdsong and watching deer and squirrels pass through the property. Flexible living options allow you to choose your preferred primary suite level, and all spacious bedrooms feature ensuite baths for ultimate comfort and privacy. Whether you need space for hobbies, crafts, a home office, or creative pursuits, this home offers room for it all. Additional highlights include SKYRUNNER fiber optic internet, a Generac propane generator, and a double-car garage. Solidly built and designed to embrace the beauty of mountain living, this exceptional property combines privacy, comfort, and convenience in one remarkable location. You truly won’t find a more convenient mountain retreat!

63 Chestnut Forest Road, Fairview

Listing courtesy of Moving Mountains Property Group LLC. lisahaganrealty@gmail.com
$275,000
4381327 MLS ⋅ ACTIVE Status
Welcome to Clifftop Estates – the primo peak of perfection in Southcliff. Representing one of the most elevated and desirable offerings within this sought-after gated mountain community, Clifftop Estates truly embodies the pinnacle of luxury mountain living. This exceptional homesite is part of a larger ±5.2-acre offering available under MLS #4340784. Additionally, the adjacent lot is separately available for purchase under MLS #4381324, creating a rare opportunity for expanded acreage, additional privacy, or a multi-generational mountain estate concept. Situated at approximately 3,500 feet in elevation, the property offers the ability to create a thoughtfully positioned homesite surrounded by deep privacy while still capturing breathtaking long-range mountain views that define Western North Carolina living at its finest. The natural topography and gently sloping terrain create an ideal canvas for a custom residence, with ample room for a grand driveway approach, guest accommodations, outdoor living spaces, and curated landscaping. Whether envisioning a modern mountain retreat or a timeless estate, this property offers the scale, setting, and elevation to bring your vision to life. Southcliff is widely regarded as one of Asheville’s premier residential communities, encompassing approximately 400 acres, with over 175 acres permanently preserved as protected green space. This commitment to conservation ensures a serene, low-density environment where nature remains the focal point. Community amenities are second to none and include over 6 miles of private hiking trails, scenic picnic areas, a treehouse playground, an open-air pavilion, and multiple communal fire pits designed for gathering and relaxation. Residents also enjoy the peace of mind that comes with a 24/7 fully manned gated entrance, offering both security and privacy. Despite its tranquil and secluded setting, Southcliff is conveniently located just minutes from the vibrant culture, dining, and amenities of highly acclaimed downtown Asheville. This rare combination of accessibility and seclusion makes Clifftop Estates an unparalleled opportunity for those seeking the very best of mountain living. A truly exceptional offering—where privacy, elevation, views, and community come together in perfect harmony. Some images included in this listing have been enhanced or virtually rendered using AI to illustrate potential build-out, landscaping, and seasonal views.

9998 Southcliff Parkway, Fairview

Listing courtesy of Ivester Jackson Blackstream. mikezibby@ijbproperties.com
$210,000
4381324 MLS ⋅ ACTIVE Status
Welcome to Clifftop Estates – the primo peak of perfection in Southcliff. Representing one of the most elevated and desirable offerings within this sought-after gated mountain community, Clifftop Estates truly embodies the pinnacle of luxury mountain living. This exceptional homesite is part of a larger ±5.2-acre offering available under MLS #4340784. Additionally, the adjacent lot is separately available for purchase under MLS #4381327, creating a rare opportunity for expanded acreage, additional privacy, or a multi-generational mountain estate concept. Situated at approximately 3,500 feet in elevation, the property offers the ability to create a thoughtfully positioned homesite surrounded by deep privacy while still capturing breathtaking long-range mountain views that define Western North Carolina living at its finest. The natural topography and gently sloping terrain create an ideal canvas for a custom residence, with ample room for a grand driveway approach, guest accommodations, outdoor living spaces, and curated landscaping. Whether envisioning a modern mountain retreat or a timeless estate, this property offers the scale, setting, and elevation to bring your vision to life. Southcliff is widely regarded as one of Asheville’s premier residential communities, encompassing approximately 400 acres, with over 175 acres permanently preserved as protected green space. This commitment to conservation ensures a serene, low-density environment where nature remains the focal point. Community amenities are second to none and include over 6 miles of private hiking trails, scenic picnic areas, a treehouse playground, an open-air pavilion, and multiple communal fire pits designed for gathering and relaxation. Residents also enjoy the peace of mind that comes with a 24/7 fully manned gated entrance, offering both security and privacy. Despite its tranquil and secluded setting, Southcliff is conveniently located just minutes from the vibrant culture, dining, and amenities of highly acclaimed downtown Asheville. This rare combination of accessibility and seclusion makes Clifftop Estates an unparalleled opportunity for those seeking the very best of mountain living. A truly exceptional offering—where privacy, elevation, views, and community come together in perfect harmony. Some images included in this listing have been enhanced or virtually rendered using AI to illustrate potential build-out, landscaping, and seasonal views.

9997 Southcliff Parkway, Fairview

Listing courtesy of Ivester Jackson Blackstream. mikezibby@ijbproperties.com
$765,000
3 Beds ⋅ 3 Baths ⋅ 4379886 MLS ⋅ ACTIVE Status
This home sits on a large wooded 1.85 acre open use corner lot. No HOA! Need a guest house? Rental/Vacation rental? Divide lot? Explore possibilities during your due diligence. Or maybe lg garden spot w/chickens & goats. You might just appreciate the privacy of your large grassed & wooded lot. Original owners have done many updates over the years while providing excellent general maintenance. Main level flows beautifully with all permanent flooring, wood & tile in very spacious rooms. Office, laundry & full bath right off kitchen w/updated cabinets, tile & granite. Breakfast area has built in hutch. Dining room flows to kitchen well so that you will want to use everyday. Family room with gas fireplace. Upstairs offers huge primary suite w/remodeled bath that includes new double vanity, quartz counter top and tiled shower. 2 more spacious bedrooms & bath. Owners spared no expense building w/abundance of windows to keep house light & bright. Full daylight basement for expansion or great workshop with outside as well as inside access + double garage.

81 Old Gap Creek Road, Fairview

Listing courtesy of Howard Hanna Beverly-Hanks Asheville-North. sandra.justus@allentate.com
$1,238,700
4 Beds ⋅ 4 Baths ⋅ 4374836 MLS ⋅ ACTIVE Status
Unbelievable value in the highly sought-after Clearview community! Built by one of Asheville’s premier luxury builders, this exceptional new construction home represents the final opportunity to own in one of the area’s most welcoming and connected neighborhoods. Known for its walkability, scenic surroundings, and strong sense of community, Clearview offers a lifestyle that is increasingly difficult to find. Ideally located less than half a mile from Highway 74, residents enjoy easy access to Asheville, South Asheville, Black Mountain, and local Fairview favorites such as Whistle Hop Brewing Company and Cultivated Cocktails, providing the perfect balance of privacy and convenience. Thoughtfully designed with luxury finishes and flexible living spaces, this home is equally suited for families, professionals, and those seeking main-level living. A stunning bluestone entry creates a memorable first impression, leading into an open-concept main level featuring 10-foot ceilings, wide-plank hardwood floors, and a dramatic floor-to-ceiling rolled-steel fireplace. The chef’s kitchen is appointed with custom cabinetry, quartz countertops, and premium appliances. The vaulted primary suite offers a private retreat with a beautifully designed ensuite bath, while multiple living areas provide versatility for everyday living, entertaining, or working from home. Outside, a spacious and gently rolling yard offers room to relax, play, and enjoy the natural beauty that surrounds the community. A rare opportunity to own a truly special home in one of Fairview’s most desirable neighborhoods! Agent is part owner.

25 Ted Linn Drive, Fairview

Listing courtesy of Mosaic Community Lifestyle Realty. wilson@mymosaicrealty.com
$110,000
4368409 MLS ⋅ ACTIVE Status
Build your mountain getaway or income-producing retreat on this ready-to-build 0.13-acre homesite in the Westside Village community of Fairview, minutes from Asheville. Short-term rentals are allowed, making this an excellent opportunity for investors or buyers seeking a flexible primary, second home, or vacation property. This homesite offers mountain views and the convenience of city water and city sewer. Even better, lawn maintenance is included in the HOA dues, allowing for low maintenance ownership, ideal for part-time residents or rental use. Enjoy the charm of mountain living within easy reach of shopping, dining, outdoor recreation, and vibrant downtown Asheville

75 Westside Village Road Unit #33, Fairview

Listing courtesy of Howard Hanna Beverly-Hanks Fletcher. leah.howard@allentate.com
$1,120,000
5 Beds ⋅ 5 Baths ⋅ 4365115 MLS ⋅ ACTIVE Status
Welcome to 25 East Owl Creek Lane, an exceptional home located in the heart of Southcliff—one of Western North Carolina’s most desirable gated communities. Designed for those who value privacy, quality, and connection to nature, this meticulously maintained 5-bedroom, 4.5-bathroom residence offers luxury living just minutes from Downtown Asheville and the Blue Ridge Parkway. Set on a majestic, tree-lined street that ends in a cul-de-sac, this property offers a uniquely private and peaceful setting. A charming covered front porch invites you in, with mountain views from the front yard and a serene natural backdrop. Step through the grand foyer into an expansive, open-concept living space filled with custom details—gleaming hardwood floors, 8-foot doors, and luxury crown molding throughout. The great room, centered around a cozy stone fireplace, flows effortlessly into the upscale chef’s kitchen featuring upgraded appliances, gorgeous cabinetry, striking countertops, and a large island with a raised breakfast bar. The oversized primary suite is conveniently located on the main level and features tray ceilings, dual walk-in closets, and a luxurious en suite bath complete with dual vanities, a tiled walk-in shower, and a jacuzzi soaking tub—perfect for unwinding at the end of the day. Step out onto the large covered back deck to enjoy a private, wooded setting—ideal for morning coffee, evening dinners, or quiet relaxation year-round. As a resident of Southcliff, you’ll enjoy access to over six miles of private hiking trails, scenic parks, playgrounds, community fire pits, and a covered pavilion. This thoughtfully planned community offers the best of both worlds: tranquil mountain living with easy access to the culture, dining, and the charm of Asheville.

25 E Owl Creek Lane, Fairview

Listing courtesy of Keller Williams Professionals. Marie@MarieReedTeam.com
$475,000
4340784 MLS ⋅ ACTIVE Status
Welcome to Clifftop Estates – the primo peak of perfection in Southcliff. Representing one of the most elevated and desirable offerings within this sought-after gated mountain community, Clifftop Estates truly embodies the pinnacle of luxury mountain living. This exceptional ±5.2-acre double lot offers a rare opportunity to build a private mountain estate at approximately 3,500 feet in elevation. Uniquely, this property benefits from paying only ONE HOA fee rather than separate fees for each lot, providing both value and flexibility. The expansive acreage allows for a thoughtfully positioned homesite with deep privacy, while still capturing breathtaking long-range mountain views that define Western North Carolina living at its finest. For the buyers looking for less acreage, this property also presents a rare opportunity for flexibility, as it may be subdivided back into its original platted configuration. Individual lots are currently being offered separately as MLS #4381324 featuring approximately 2.30 acres offered at $210,000, and MLS #4381327 featuring approximately 2.91 acres offered at $275,000. The natural topography and gently sloping terrain create an ideal canvas for a custom residence, with ample room for a grand driveway approach, guest accommodations, outdoor living spaces, and curated landscaping. Whether envisioning a modern mountain retreat or a timeless estate, this property offers the scale, setting, and elevation to bring your vision to life. Southcliff is widely regarded as one of Asheville’s premier residential communities, encompassing approximately 400 acres, with over 175 acres permanently preserved as protected green space. This commitment to conservation ensures a serene, low-density environment where nature remains the focal point. Community amenities are second to none and include over 6 miles of private hiking trails, scenic picnic areas, a treehouse playground, an open-air pavilion, and multiple communal fire pits designed for gathering and relaxation. Residents also enjoy the peace of mind that comes with a 24/7 fully manned gated entrance, offering both security and privacy. Despite its tranquil and secluded setting, Southcliff is conveniently located just minutes from the vibrant culture, dining, and amenities of highly acclaimed downtown Asheville. This rare combination of accessibility and seclusion makes Clifftop Estates an unparalleled opportunity for those seeking the very best of mountain living. A truly exceptional offering—where privacy, elevation, views, and community come together in perfect harmony. Some images included in this listing have been enhanced or virtually rendered using AI to illustrate potential build-out, landscaping, and seasonal views.

506 Southcliff Parkway, Fairview

Listing courtesy of Ivester Jackson Blackstream. mikezibby@ijbproperties.com
$1,500,000
3 Beds ⋅ 5 Baths ⋅ 4336398 MLS ⋅ ACTIVE Status
Set on approximately 4.6 private acres just minutes from Asheville, this unique offering combines two fully furnished residences into a rare mountain retreat with exceptional flexibility. Whether envisioned as a private compound, vacation home with guest accommodations, or an established short-term rental investment, the property is well positioned to meet a variety of ownership goals. Amenities including a seasonal pool, multiple hot tubs, game room, fire pits, and expansive outdoor gathering spaces create an experience guests and owners alike can enjoy year-round. The detached guest house adds valuable flexibility for hosting or continued rental use, while the property's privacy and convenient access to Asheville, the Blue Ridge Parkway, hiking, dining, and breweries continue to support its long-term appeal. Offered turnkey and rental ready, with opportunities for a future owner to further personalize or enhance the guest experience over time. Property includes both 1236 and 1234 Upper Brush Creek Road. 1236 Upper Brush Creek offers three bedrooms above grade plus one additional bonus room below grade. The detached guest house at 1234 Upper Brush Creek includes two additional bonus rooms. Seller is in the process of expanding the existing septic permit from three bedrooms to five.

1236 Upper Brush Creek Road, Fairview

Listing courtesy of EXP Realty LLC. tyler@savvy.realty
$340,000
4262841 MLS ⋅ ACTIVE Status
Discover your dream homesite on this stunning 6-acre lot in Fairview, NC! Enjoy sweeping mountain views, peaceful surroundings, and the perfect blend of privacy and natural beauty. Located just a short drive from Asheville, this property offers the ideal balance of seclusion and convenience. Whether you're looking to build a private retreat or a family home with room to roam, this land is ready for your vision. Don’t miss this rare opportunity to own a slice of Western North Carolina paradise! You must see to believe how gorgeous this property is. Don't be afraid to put your boots on the ground and walk this incredible property. Beautiful 6 + acres in Fairview. 2 lots but being sold as 1. Can build two homes on this property. No HOA but there are CCRs for neighborhood. Be sure to tour this property soon!

V/L Smith Knolls Road, Fairview

Listing courtesy of GreyBeard Realty. sunday@greybeardrealty.com
$35,000
3782689 MLS ⋅ ACTIVE Status
Welcome to Clifftop Estates, the pinnacle section of the acclaimed residential community of Southcliff! Arguably one of the premier communities within all of Asheville, Southcliff encompasses roughly 400 acres with over 40% of entire area dedicated to green space. Community features include picnic areas, treehouse, pavilion & over 6 miles of private hiking trails. Schedule a community tour and you will see why there are only a handful of original developer lots available for purchase.

516 Southcliff Parkway Unit #711, Fairview

Listing courtesy of Walnut Cove Realty/Allen Tate/Beverly-Hanks. rebecca@walnutcoverealty.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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