Estates & Multi Generation Homes in Western North Carolina

MLS Number 1003310

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 19.11

Follow the meandering country driveway and arrive at a property that is a hidden chapter of classic Western NC. Two homes rest on 19.11+/- acres of grassy meadows, ponds, streams, and one of the area's original mountain homesteads, just minutes from Lake Glenville and the area's finest golf courses. Surrounded by neighboring farms and large estate tracts, it offers a level of privacy and open space that's increasingly hard to find. Spanning 4 parcels, the property unfolds a private landscape with rolling pasture, 4 fishing ponds, mature trees, and extraordinary stone hardscaping woven throughout. These create a natural backdrop with thoughtful landscaping that invites exploration at every turn. At the heart of the property sits the original 1-bedroom cottage with a loft on 1.95 acres by a picturesque fishing pond. Wrapped in rare wormy chestnut harvested before the American chestnut disappeared from the Southern Appalachians, the cottage preserves an irreplaceable piece of history. From the front rocking chair porch to a porch swing on the back deck, this cottage lets you fully enjoy the adjacent pond and grassy lawn. Rich with warmth and personality, this is a place cherished over generations. The primary home on 6.99 acres has room to grow with 2 bedrooms and 2 baths on the main level, plus a partially finished daylight basement with a bonus room and bathroom, and potential to add another bedroom and bonus room. The main level features a living room with stone fireplace, chef's kitchen with breakfast bar, dining area, and sliding glass doors opening to the back deck with views of the landscape. Downstairs, sliding doors lead to the patio, creating an easy connection to the outdoors. The lower level is already positioned for additional living space, guest rooms, or a full expansion. Garden areas, mature landscaping, and extensive infrastructure create a setting suited for long-term possibilities. Outbuildings, like a vintage barn and a charming stone-clad root cellar with potting shed, reflect generations of stewardship and agricultural roots. Additional 4.01-acre & 6.16-acre parcels add flexibility for homesites, multigenerational retreat, farmette, or a private estate. Plus, the remarkable 40 GPM well adds another layer of value. However you envision using this property, the possibilities are as expansive as the land itself. Opportunities with this much history, land, water, and potential rarely change hands. Come write the next chapter.

Listed by Kati Miller and Ali Moody of Caliber Fine Properties

MLS Number 1003059

• Residential
• Bedrooms 6
• Bathroom 8
• Acreage 7.22

Experience the unparalleled allure of Blackwood Lodge, an exclusive mountaintop estate situated on a sprawling 7.22-acre expanse, seamlessly adjoining over 3300 acres of unspoiled USFS land. As you set foot on this extraordinary property, prepare to be mesmerized by the awe-inspiring year-round unobstructed mountain panoramas, showcasing the grandeur of Shortoff Mountain, Cowee Mountain, Whiteside Mountain, and beyond. This architecturally designed & meticulously crafted residence stands as a jewel in the crown of Highlands' real estate offerings. Every facet of this home radiates elegance & sophistication. The architectural ingenuity is evident in the seamless fusion of wood, stone, & glass construction, harmonizing with the natural surroundings. The kitchen is a culinary haven with top-of-the-line professional appliances. Ulla Darni chandeliers grace the space, casting a warm and inviting glow. Walk on the stunning hardwood floors, enhanced by granite and marble finishes, and immerse yourself in luxury. Custom oak shelving adds a touch of refinement, creating an ambiance that epitomizes tasteful opulence. Accessibility is elevated with the inclusion of an elevator, seamlessly integrating comfort into daily living. You can live small with one level living or large to accommodate several guests with 6 ensuites, including a guest house. The property is equipped with two generators, one of which is brand new, marrying practicality with preparedness. A 4-car-attached garage caters to automotive needs, while a 2-car Porte Cochere, adorned with a charming chandelier and skylights, provides an impressive arrival experience. Step outside, and the enchantment continues with professional landscaping and garden lighting, creating an atmosphere of tranquility and beauty. Revel in the various outdoor entertainment areas, from the picnic porch with skylights & flagstone floor to the welcoming patio and the recently added covered viewing porch which all boast unobstructed views. Blackwood Lodge is not just a residence; it's a sanctuary of refined living, where every detail is thoughtfully curated to offer a lifestyle of unparalleled quality located only 4 short miles to the center of Downtown Highlands.

Listed by Cathy Garren and Gary Garren of Highlands Sotheby's International Realty - DT

MLS Number 1000716

• Residential
• Bedrooms 6
• Bathroom 6
• Acreage 18.46

Nestled among private properties, this elegant yet relaxed home, built around 2005, was custom-designed, drawing inspiration from 1905 Cape Cod cottages. As you arrive at this 18.46-acre estate, a gently ascending, sweeping paved driveway leads you to an immaculate lawn, well-maintained landscaping, and a two-car garage. The spacious Carolina Room, which extends the length of the house, doubles as a casual foyer. Inside, you'll find beautiful 300-year-old reclaimed oak floors, shiplap walls, and four stone fireplaces. The kitchen is a chef's dream, featuring Bosch, Wolf, and Thermador appliances, complemented by handcrafted flush cabinetry and granite countertops. Bedrooms are thoughtfully distributed across all three levels for enhanced privacy. The cozy den/game room and stair-nook office offer versatile spaces for various activities. This "Old Sapphire" estate is private and unrestricted, yet conveniently located just a golf shot away from Burlingame Country Club! Additionally, the buyer of this exceptional property has the option to acquire an adjacent 66-acre mountainous parcel.

Listed by Beth Townsend of Cashiers Sotheby's International Realty

MLS Number 1003081

• Residential
• Bedrooms 3
• Bathroom 6
• Acreage 15

ocated high atop a ridge about 7 miles from Main Street in Highlands, this diamond in the rough is sitting upon 15 acres with stunning mountain vistas. The land is flat and usable, limited to one lot for a private estate. The house is ready to make to your own personal tastes and has great charm with heart of pine floors, huge antique beams in the coffered ceiling, and a stone fireplace that graces the living room. The Living room opens up to a full wraparound porch to enjoy the breeze and mountain vistas from several directions. Kitchen is functional and ready to be renovated to your personal tastes. Main floor Master with ensuite bath. Upper level has 2 additional guest rooms with views and ensuite baths. Detached garage has a bay with workshop storage room and a full upstairs efficiency apartment.

Listed by W. Terry Potts of Country Club Properties

MLS Number 1003462

• Residential
• Bedrooms 4
• Bathroom 4
• Acreage 2.88

A once-in-a-generation opportunity to own one of Highlands' most cherished legacy properties. Just blocks from downtown, the historic Whittle House has been lovingly maintained by the same family for over 100 years and five generations and offers an extraordinary combination of history, privacy, and location. Set on 2.88 gently rolling acres framed by towering pines, rhododendrons, and a gentle stream, this 4-bedroom, 3.5-bath farmhouse captures the timeless charm of Old Highlands. Built in the late 1800's and on the National Historic Registry, the home includes tongue-and-groove ceilings, a stone fireplace, expansive living spaces, a detached garage with a loft, and beautifully preserved grounds that have remained largely unchanged for nearly a century. Rich in character and surrounded by nature, this remarkable estate offers endless possibilities as a private family retreat, legacy property, or future investment opportunity. Properties of this significance and proximity to downtown Highlands rarely become available. Schedule your private showing today and become the next steward of one of Highlands' most treasured homes.

Listed by Douglas Treadwell and Merritt Shaw of Mountain Life Real Estate,LLC

MLS Number 1003479

• Residential
• Bedrooms 5
• Bathroom 4
• Acreage 47.73

This offering includes 4 parcels making up a total of 47.73 acres. A rare opportunity to own a property that is currently operating as a turnkey wedding and event venue nestled atop a breathtaking mountain property with million-dollar panoramic views of Bear Lake. This extraordinary offering combines an established, branded event business with significant future development potential on a large gated wooded tract. The property features three newly constructed, fully furnished cabins ready for immediate occupancy. It would lend itself to become a private compound for friends and family, or as a rental income producing endeavor. The property includes a beautifully appointed pavilion, a covered entertainment deck, iconic silo refreshment bar, and ample storage facilities. Reach the highest elevation of the property along the carved out road where multiple potential homesites capture spectacular long-range mountain vistas. Large wooded areas provide endless possibilities for venue expansion, luxury vacation rentals, private estates, or a future residential development. Perfectly positioned for privacy while remaining conveniently accessible, the property is located directly across from Bear Lake Reserve with public access to Bear Lake via Highway 281. Enjoy easy access on state-maintained roads and proximity to Cashiers, Highlands, Lake Toxaway, and Sylva. Regional access is convenient via Asheville, Greenville-Spartanburg, and Charlotte airports. Adding to its exclusivity, neighboring protected lands held by conservation organizations help preserve the natural beauty and serenity of the surrounding area. Whether you're seeking a thriving event business, an investment property, a mountain retreat, or a premier development opportunity, this one-of-a-kind property offers unmatched potential in one of Western North Carolina's most desirable mountain destinations. Visit www.runningcedarsprings.com for more details. *Lakeview Knoll does not convey with property.

Listed by Keven Hawkins of Christie's International Real Estate Highlands-Cashiers 107S

MLS Number 1003171

• Residential
• Bedrooms 4
• Bathroom 6
• Acreage 3.88

Tucked behind the gates of Big Sheepcliff, this exceptional mountain retreat offers the perfect blend of rustic charm and modern comfort on 3.88 private acres at an elevation above 4,000 feet. With sweeping long-range views in both directions, enjoy stunning vistas of Lake Glenville and the mountains beyond to the northwest, along with beautiful southeastern-facing mountain views. A portion of the home is crafted from antique logs, lending timeless character and warmth, while the remainder features thoughtfully designed modern finishes. Reclaimed pine floors, vaulted ceilings, and three fireplaces create an inviting yet refined atmosphere throughout. The main level is designed for easy living, featuring a spacious primary suite complete with separate his-and-hers closets and baths. Also on this level are the kitchen, living room, sitting room, laundry, two guest bedroom suites, and a versatile bonus room currently used as a bunk room with a pool table-ideal for entertaining or hosting guests. Upstairs, you'll find an additional bedroom suite along with a second bonus room that includes its own bath, offering flexible space for a media room, office, or extra accommodations. Outdoor living is just as impressive, highlighted by a newly added covered screened porch with a wood-burning fireplace-perfect for enjoying the cool mountain air year-round while taking in the breathtaking scenery. This is a rare opportunity to own a private, view-filled mountain estate that seamlessly combines classic log home appeal with modern-day luxury.

Listed by Sam Lupas of Landmark Realty Group - Frank Allen,Cashiers

MLS Number 1003320

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 4.66

Bel Haven Farm is the kind of property that captures your heart before you ever step through the front door. As you pass the first stately column at the entrance, the sweeping five-acre estate unfolds before you-manicured lawns carved into elegant diamond patterns, mature landscaping, and an unmistakable sense of arrival just minutes from the charming mountain town of Highlands. Lovingly and thoughtfully reimagined through the collaboration of the current owners, celebrated architect Norman Askins, and master builder Ted Meier, this sophisticated cottage blends timeless architecture with gracious mountain living. Every detail reflects impeccable craftsmanship and refined taste-from extensive crown molding and exquisite stonework to custom cabinetry and the coffered ceiling anchoring the dining room. Designed primarily for one-level living, the home welcomes guests into an elegant sitting room centered around an impressive fireplace, flowing seamlessly into the dining room and inviting eat-in kitchen. A stunning Carolina room with painted floors and a stone fireplace creates the perfect setting for year-round enjoyment while connecting beautifully to the luxurious primary suite, complete with a spa-inspired bath and an expansive custom closet. Privately tucked nearby are a powder room and guest suite with full bath, while the upper level offers an additional guest suite with full bath and flexible bonus room currently arranged as a fourth bedroom. Beyond the home itself, the magic of Bel Haven Farm continues. A charming “she shed” near the party carport invites leisurely afternoons and quiet gatherings, while a substantial three-car garage with a spacious room above provides endless possibilities for hobbies, guests, or studio space. Located within the beloved Webbmont community-originally established as a collection of Joe Webb cabins and now prized for its proximity to Lake Sequoyah and downtown Highlands-this remarkable estate offers both privacy and convenience in one of the Plateau's most desirable settings. Named among Travel + Leisure's favorite small mountain towns, Highlands continues to captivate with its natural beauty, charm, and vibrant lifestyle. Bel Haven Farm is ready for its next chapter-and its next steward.

Listed by Josephine Lovell of Highlands Sotheby's International Realty - DT

MLS Number 1002949

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 6.94

A rare mountain estate with iconic views set within the gated enclave of Sassafras Ridge, this 6.9-acre estate offers sweeping panoramic views across the Highlands-Cashiers Plateau. From its elevated setting, the horizon stretches over Nix, Toxaway, and Bald Rock mountains, with a glimpse of the storied fairways of the Country Club of Sapphire Valley below. Membership to the club is by invitation only, adding to the sense of privacy and exclusivity. At the very end of Long Way Road, privacy and serenity define the approach. The custom-built main residence is perfectly oriented to capture its extraordinary vistas from nearly every living space, allowing the beauty of the mountains to serve as an ever-changing backdrop. The main level flows effortlessly from the gourmet kitchen - equipped with premium appliances, custom cabinetry, and an expansive island - into the dining and living rooms, where a grand stone fireplace anchors the space. Walls of glass invite sunlight to pour in while framing the awe-inspiring views. Step onto the covered porch, a year-round gathering place complete with its own stone fireplace and protective isinglass panels, extending its comfort into the cooler months. Just beyond, the lower deck offers a stainless steel hot tub and firepit seating, both perfectly positioned to embrace the sweeping vistas. The main-level primary suite is a private sanctuary, featuring a secluded balcony, dual closets, and a spa-inspired bath. A powder room and laundry room complete this level. Upstairs, a relaxed sitting area serves three spacious guest suites, each with its own ensuite bath. One of these is a charming bunk room, designed for younger guests to enjoy, with whimsical hand-painted walls that set the tone for laughter and adventure. Outside, a path through manicured gardens - past a serene meditation area with a weeping stone water feature - leads to the detached guest cottage. This flexible space is ideal as a private office, creative studio, or self-contained guest quarters. Estate properties of this caliber - commanding views, refined livability, and acreage to match - are an increasingly rare discovery on the Plateau. Offered fully furnished and move-in ready, this 2023 residence is more than a home. It is a legacy retreat where mountain elegance, privacy, and natural beauty converge.

Listed by Jochen Lucke of Silver Creek Real Estate Group,Inc.

MLS Number 1002855

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 1.83

This preconstruction custom-designed luxury retreat blends relaxed mountain elegance with high-end modern features, all while capturing some of the most iconic views in the Blue Ridge Mountains; including Whiteside Mountain, and Devil's Courthouse. Thoughtfully positioned on a prime lot within the boutique 20-home Saratay Falls community, this three-bedroom, three-and-a-half-bath home offers a harmonious connection to nature and refined living just six minutes from the restaurants and shops of downtown Cashiers. Crafted by award-winning Loudermilk Custom Homes, a Southern Living Custom Builder and leader in smart home innovation, this residence is a showcase of bespoke craftsmanship and elevated design. The open-concept floor plan is anchored by a vaulted great room with a striking stone fireplace, warm timber accents, and expansive glass pocket doors that completely retract to bring the outdoors in. Opening to generous covered porches ideal for year-round entertaining or quiet mornings overlooking the peaks. Interior highlights include rustic wood beams, shiplap and timber wall treatments, designer-selected light fixtures in a modern industrial style, and wide-plank wood flooring throughout. The gourmet kitchen is outfitted with premium appliances, custom cabinetry, and a large island for gathering with friends and family. A main-level primary suite offers a private sanctuary with large windows, spa-like bath, and views to the surrounding ridgelines. Two additional bedrooms, each with ensuite baths, provide ample space for guests or multi-generational living, along with a private guest suite above the garage. Every Loudermilk home includes next-generation smart home technology, with advanced automation, security, climate control, and lighting systems pre-integrated for modern convenience. Energy efficiency, top-tier materials, and a builder reputation for total transparency and concierge-level client care ensure that this home will exceed expectations from start to finish. Saratay Falls is a private, gated community centered around the natural beauty of Fowler Creek and its namesake 40-foot waterfall. Residents enjoy creekside walking trails, firepit and game areas, landscaping services, and high-speed internet, all nestled within a tranquil wooded setting that still offers quick access to Cashiers, Lake Glenville, and Highlands.

Listed by John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF

MLS Number 1003245

• Residential
• Bedrooms 3
• Bathroom 6
• Acreage 1.75

Perched within a quiet cul-de-sac in Lake Toxaway Estates, this beautifully renovated home captures the essence of refined luxury mountain living coupled with unparalleled mountain and lake views. A timber frame post-and-beam front porch with gas lantern, stone detailing, and Andersen French steel and glass entry doors creates a warm, elevated welcome. Having gone under an extensive transformation some exterior improvements include, new cedar shake siding and trim, a 30-year roof, new gutters, stone chimney, and a freshly painted exterior. Thoughtful updates are evident through the whole home.The primary bedroom features two renovated bathrooms and expansive closet space, with the laundry discreetly tucked within for added convenience. Notably the main level highlights a reimagined open floor concept with a fully equipped chef's kitchen featuring a Sub-Zero refrigerator and a La Cornue range. The property has been extensively improved with a pea gravel and flagstone driveway, refined landscaping all designed to focus on the breathtaking long-range views. Also a refreshed guest apartment is located above the double bay enclosed garage. Truly a turnkey opportunity offering polished mountain luxury in one of Lake Toxaway's most desirable settings. Membership to Lake Toxaway Country Club is based on application and availability.

Listed by William D. Heinitsh of Lake Toxaway Company