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244 Satulah Rd, Highlands
$3,275,000
3 Beds ⋅ 4 Baths ⋅ 1004144 MLS
Rarely does a property this polished come to market so close to the heart of downtown Highlands. With a beautiful view of iconic Whiteside Mountain, this three bedroom, three and one-half bath residence combines sophisticated mountain style with an exceptionally convenient location. Thoughtfully appointed by acclaimed designer Francie Hargrove and offered furnished, the home is ready to enjoy from the moment you arrive. The open main level is designed for easy living and entertaining, with the kitchen, dining area, and great room flowing seamlessly together. The spacious primary suite is conveniently located on the main level, along with a beautifully appointed guest suite. Upstairs, a private third guest suite is complemented by an open library loft - a welcoming retreat for reading, working, or relaxing. Step outside to the expansive covered deck, where the Whiteside Mountain view creates the perfect backdrop for morning coffee, cocktails at sunset, or a quiet evening with friends. Beautifully furnished, impeccably presented, and just minutes from Highlands' celebrated restaurants, shopping, galleries, and cultural offerings, 244 Satulah Road is a rare find. For those seeking a refined mountain retreat with a view and exceptional proximity to town, this is Highlands living at its best.

244 Satulah Rd, Highlands

29 Potter Ln, Highlands
$998,000
3 Beds ⋅ 3 Baths ⋅ 1004098 MLS
Enjoy the best of mountain living in this inviting single-story 3-bedroom, 3-bath home, ideally situated just minutes from downtown Highlands. Perfect as a relaxing weekend retreat or comfortable full-time residence, the home combines classic charm with exceptional everyday convenience. A large front porch welcomes you in, while the bright sunroom offers a peaceful place to unwind. The kitchen features a Viking cooktop and Wolf double ovens, making it ideal for both casual meals and entertaining. A dedicated dining room provides the perfect setting for gatherings, while two fireplaces add warmth and character throughout the home. With its convenient location, level lot, generous living spaces, and inviting amenities, this cozy Highlands home is a wonderful place to enjoy mountain living. Some listing photos have been virtually staged.

29 Potter Ln, Highlands

611 Blue Valley Rd, Highlands
$710,000
3 Beds ⋅ 2 Baths ⋅ 1004039 MLS
Highlands area quality single-level home nestled in a peaceful setting. It features 3 bedrooms and 2 bathrooms on a substantial lot. Built by the renowned builder John Lupoli, the bright, spacious open living area includes a large gourmet kitchen, a big fireplace, and a generous dining room, making it an ideal space for entertaining. It also includes a second "catering kitchen" and a laundry area. The inviting main suite includes remote-controlled blinds, walk-in "his and hers" closets, and a substantial bathroom equipped with a jetted tub and a shower. The home features large deck areas, including one that is covered and screened, complete with a modern wood pellet fireplace/heater. The other deck is open and wired and plumbed for a future hot tub. Both decks offer lovely views of a tranquil pond and a recirculating waterfall. Storage space is abundant, with an attached one-car garage and a partially finished two-car garage located underneath the home. This additional space can serve various purposes. The property sits on approximately 2.5 acres of relatively level land, semi-cleared to maintain the natural landscape, including several beautiful specimen walnut trees. For those interested in outdoor activities, nearby forest trailheads are ready to explore. This ideal setting is perfect for professionals or families and is just about ten minutes from downtown Highlands. The home is being offered with its contents included.

611 Blue Valley Rd, Highlands

539 Foreman Rd, Highlands
$13,500,000
5 Beds ⋅ 10 Baths ⋅ 1003930 MLS
Through the private, double gated driveway, Chateau de Cheminees is a spectacular European-inspired estate in the heart of Highlands, set on 3.36 acres and comprising a three-bedroom main residence and two-bedroom guest house with loft. With grand entertaining spaces, exceptional craftsmanship, exquisite gardens, and resort-style amenities, it combines the romance of a French country estate with the comforts of mountain living. The main residence showcases impressive scale and richly detailed interiors, with six fireplaces across the property. A dramatic double-height living room provides an expansive gathering space, while the spectacular sunroom creates indoor-outdoor living through large disappearing pocket doors. The space includes a grill, oven, beverage cooler, dining area, fireplace, and seating area with Scalamandre upholstery. The striking gourmet kitchen features a barrelled mosaic-tile ceiling, top-of-the-line appliances throughout, and a seating area with a fireplace. A separate butler kitchen, wine cellar, dining room, office, laundry room, exercise room, and powder room add functionality. The luxurious main-level primary suite includes his-and-hers spa-style bathrooms and custom cedar walk-in closets. Features include a walk-in shower, a grotto-stone-style shower, and a sunken tub overlooking the gardens. Upstairs are two charming guest suites plus a storage room. A magical guest house has two ensuite bedrooms, a full apartment-sized kitchen, a powder bathroom, a dining area, a living room, a laundry, and a loft accessed via ship-style stairs. A fireplace, elevator, and covered porch with an additional fireplace complete this retreat. An elegant porte-cochere connects the residences. A three-car garage and an additional guest garage provide parking and storage. Extensively landscaped grounds feature mature trees, stone walls and paths, a rose garden, a koi pond with a waterfall, an expanded deck, a heated spa, a unique exterior pool bathroom, a stone patio, a private nature trail, and gorgeous flowers at every turn. Architectural details include handcrafted tiles, reclaimed timber, custom cabinetry, and antique furnishings throughout. Offered furnished, with some exclusions. A rare blend of European grandeur, in-town convenience, total privacy, guest accommodations, and resort-style outdoor living, Chateau de Cheminees is an extraordinary estate for sophisticated living.

539 Foreman Rd, Highlands

179 Sagee Woods Dr, Highlands
$5,499,000
4 Beds ⋅ 6 Baths ⋅ 1003950 MLS
Set on 1.45 beautiful acres within the Highlands city limits, this exceptional family home offers a rare combination of level grounds, privacy, and breathtaking, unobstructed views of iconic Whiteside Mountain. Adjoining protected Highlands-Cashiers Land Trust property, the setting provides an extraordinary sense of permanence and seclusion while enjoying a coveted location in the exclusive Bowery area. The gently landscaped property features level areas surrounding the home, a charming gazebo, and meandering trails that invite you to enjoy the peaceful mountain setting. Level topography paired with dramatic, protected mountain views is an exceptional find in Highlands, and the sweeping vistas of Whiteside Mountain are truly spectacular. Designed for comfortable one-level living, the main floor features a spacious primary suite with a fireplace, sitting room opening to the deck, generous closets with custom built-ins, and a private washer and dryer. The main level also includes a formal living room, family room, dining room, kitchen, guest-area laundry, and exceptional indoor-outdoor living spaces. Expansive windows in the living room fill the home with natural light while perfectly framing the magnificent Whiteside Mountain views. Four fireplaces enhance the warmth and character of the home, located in the living room, family room, primary suite, and on the expansive covered deck. Both the family room and dining room open directly to this inviting outdoor living area, complemented by an additional uncovered deck for enjoying the mountain air and remarkable scenery. Upstairs, three private guest suites provide comfortable accommodations for family and friends, with each bedroom enjoying beautiful mountain views. The kids’ playroom offers tremendous flexibility for additional office space, home theater, and additional sleeping accommodations. Additional features include a heated three-car garage and a generator. With its protected setting, extraordinary Whiteside Mountain views, level acreage, generous living spaces, and highly desirable Bowery location, this remarkable Highlands home offers an exceptional opportunity for both relaxed mountain living and gracious entertaining.

179 Sagee Woods Dr, Highlands

1094 Moorewood Rd, Highlands
$2,950,000
3 Beds ⋅ 5 Baths ⋅ 1003871 MLS
Step into this stately property located in the center of the Highlands Country Club and start living. This 2-story masterpiece touches all the senses. The lifestyle offered by this residence is part cottage, part lodge, part manor home, and part arboretum. Offering versatility for family, guests, and entertaining. Graciously designed with several living & lounging areas on the main level creating both formal and casual settings for all, especially with the way the Chef's Kitchen, Family Room, and Dining Area work in concert! The Main Floor Primary Suite is must see for its parlor area and abounding spaciousness. Two Guest Suites are private upper enclaves in and of themselves. There's a well-appointed separate Garden Living Suite with a private entrance on the lower level to house In-Laws and other dignitaries. The Screened Porch, Decking, Grilling Area and stone pathways serve the terraced gardens below that traverse an active brook/stream to a private Gazebo at the end of the property. The feel of an Estate, with the quaintness of a cottage in the French countryside...all just minutes from Downtown Highlands.

1094 Moorewood Rd, Highlands

51 Bear Shadow Rdg, Highlands
$4,750,000
4 Beds ⋅ 6 Baths ⋅ 1003864 MLS
Perched above the clouds with front-row seats to nature’s most spectacular show. Situated inside the exclusive gates of Bear Shadow Ridge, this masterfully crafted retreat is one of only two homes offering a completely unobstructed view of Whiteside Mountain, the valley below, and the famous bi-annual "Shadow of the Bear" phenomenon. Skip the crowded public overlook—enjoy this legendary sight from the comfort of your private expansive deck or sunroom. Bear Shadow sitings are so rare they are the topic of Land Rover commercials! Designed with quiet sophistication, the main level features rich antique hardwood floors, a true chef’s kitchen, and a luxurious primary suite complete with a newly updated spa-like bath and a massive walk-in closet with dedicated laundry. Upstairs, three grand guest suites offer ample space for family, while a private bonus apartment over the three-car garage provides the ideal guest house or nanny suite. Outdoors, enjoy beautifully landscaped, level grounds—a rare mountain find perfect for pets and outdoor living. Located conveniently between Highlands and Cashiers, you're just ten minutes from world-class dining, shopping, and premier country clubs.

51 Bear Shadow Rdg, Highlands

410 Highlands Cove Dr Unit D, Highlands
$1,380,000
3 Beds ⋅ 3 Baths ⋅ 1003847 MLS ⋅ Turning Leaf BLDG.
Gated elegance at Old Edwards Club at Highlands Cove! This 3BR/3BA upper-unit condo offers easy access with just a few entry steps, one-level convenient living, and long-range mountain views throughout. Hardwood floors and crown molding flow through the open living space, anchored by a native stone fireplace. The kitchen impresses with custom cabinetry, granite counters, a center island, stainless appliances including a double oven, and a wet bar with wine fridge for effortless entertaining. Enjoy two outdoor living spaces, a screened-in deck with its own gas fireplace for year-round comfort, plus an open covered deck perfectly positioned to soak in the sweeping mountain views. A convenient outdoor storage closet keeps gear tucked away. The spacious primary suite features a walk-in closet with custom closet system and a spa-like bath with jacuzzi tub and tile shower. Two additional guest bedrooms and bathrooms offer ample space for family and friends. Ideally situated between Highlands and Cashiers, NC, this gated community offers the best of both charming mountain towns just minutes away, with Old Edwards Club amenities available through club membership. Low-maintenance living meets true Plateau character, a rare find on the Highlands-Cashiers Plateau!

410 Highlands Cove Dr Unit D, Highlands

845 Whiteside Mountain Rd, Highlands
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 1003706 MLS
Perfectly positioned just outside the gates of Wildcat Cliffs Country Club, this beautifully updated mountain retreat offers something rarely found in Highlands—refined luxury with unrestricted ownership. Enjoy the convenience of OPTIONAL club membership, allowing the flexibility of rental opportunities or simply enjoying your home on your own terms. Located within walking distance from the Whiteside Mountain trail, when the urge to hike hits early morning or late afternoon take in breath-taking beauty any season of the year. Thoughtfully renovated and impeccably maintained, this one-level residence is move-in ready and offered partially furnished, making your transition to mountain living effortless. Since 2020, the home has been enhanced with numerous updates, including a new roof, updated appliances, refreshed baths, new carpeting, upgraded plumbing fixtures, and countless additional improvements that reflect exceptional pride of ownership. A spacious two-car garage protects your luxury vehicles from the elements. Inside, soaring cathedral ceilings with exposed beams, rich architectural details, and two inviting fireplaces create warm, welcoming spaces designed for gathering with family and friends. The thoughtfully designed floor plan offers the ease of one-level living, while the expansive primary suite serves as a private sanctuary complete with its own sitting room or den-the perfect place to enjoy morning coffee, curl up with a favorite book, or simply unwind after a day exploring Highlands. Step outside and discover one of the property's most enchanting features. Beautifully landscaped grounds by a master gardener/owner where lush gardens, winding walking paths, and mature trees create a peaceful mountain setting. A gentle stream meanders along the property, inviting you to relax in the charming bistro seating area, where the soothing sounds of flowing water provide the perfect backdrop for quiet mornings or evening conversations. A private driveway and meticulously maintained landscaping complete this exceptional offering. The location is midway between Highlands and Cashiers so you can enjoy the best of both towns. Just minutes from the boutiques, restaurants, and charm of downtown Highlands and shops of Cashiers, this home offers the rare opportunity to enjoy luxury mountain living with privacy, flexibility, and timeless appeal in one of the Plateau's most sought-after locations. A great price for a great home!

845 Whiteside Mountain Rd, Highlands

1955 Dillard Rd, Highlands
$5,695,000
3 Beds ⋅ 3 Baths ⋅ 1003624 MLS
Frog Pond Farm is a 27-acre gated sanctuary just beyond the Highlands city limits, offering exceptional privacy, natural beauty, and a rich sense of place. The estate is framed by formal gardens, two tranquil lakes, and multiple winding creeks, creating a landscape that feels both curated and timeless. The property spans more than 27 acres, including a section suitable for adding additional homes, presenting a rare opportunity for a multi-residence compound or future expansion. The residence is artfully maintained and beautifully decorated, featuring a distinguished library, a sun-filled garden room, three bedrooms, and three bathrooms. Elegant living spaces include a formal living room and formal dining room, all anchored by a gracious covered front porch and a circular drive with covered parking. Adding to its historic charm, the estate includes a pottery shed built upon the original separate kitchen area, along with a large entertainment and equipment barn, ideal for gatherings, hobbies, or versatile storage. Frog Pond Farm is a rare offering — a private, historic oasis where refined living meets extraordinary natural surroundings.

1955 Dillard Rd, Highlands

188 Norton Ridge Rd, Highlands
$3,206,500
4 Beds ⋅ 5 Baths ⋅ 1003625 MLS
Nestled on 3.9 private, beautifully landscaped acres at the foot of majestic Shortoff Mountain, this charming Highlands farmhouse offers the perfect blend of mountain elegance, comfort, and convenience. Just minutes from downtown Highlands and the area's premier clubs, the property enjoys breathtaking views from nearly every room and an abundance of inviting indoor and outdoor living spaces. Step inside to soaring cathedral ceilings, rich hardwood floors, and a grand living room centered around a stone fireplace. The thoughtfully designed floor plan is ideal for both everyday living and entertaining, featuring a cozy den with a second fireplace, multiple covered porches and decks, and seamless access to the outdoors. The gourmet chef's kitchen is beautifully appointed with Sub-Zero, Viking, Asko, and GE appliances, complemented by quartz countertops, a breakfast bar, and an inviting eat-in area. Whether hosting an intimate dinner in the formal dining room or gathering with friends on the covered deck overlooking the mountain vistas, this home was designed for memorable moments. The elegant main-level primary suite is a private retreat, complete with a walk-in closet, jetted garden tub, and its own screened porch. Three additional spacious guest bedrooms are located upstairs, including a private ensuite with loft and two bedrooms connected by a generous Jack- and-Jill bath. Additional features include a substantial two-car garage large enough for full-size SUVs, an equally spacious carriage house with bonus room above, a butler's pantry/laundry room with second refrigerator, two half baths, and abundant storage throughout. The home is well appointed with a LG washer and dryer combination and two tankless water heaters with recirculation system providing instant hot water throughout the home. This pristine home features including a new roof, new painting both interior and exterior, new interior and exterior lighting, new countertops, new oven, amazing additional landscaping including a koi pond, a fenced dog park and many more important updates. Outdoor living is exceptional, with covered porches, expansive entertaining areas, and dedicated garden space ready for your green thumb. Ideally located just five minutes from downtown Highlands and only fifteen minutes from Cashiers, this exceptional mountain retreat offers privacy, beauty, and easy access to the very best of the Highlands-Cashiers Plateau.

188 Norton Ridge Rd, Highlands

343 Cullasaja Dr, Highlands
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 1003623 MLS
Rare Highlands opportunity offering Mirror Lake views, a walkable location, historic charm, thoughtful updates, and income potential. This special property includes a warm and inviting main home, a separate duplex, a large fenced patio, and flexible use for extended family, guests, or investment. Once known as “Cricket’s Corner” a charming B & B, the home still carries a wonderful sense of hospitality and story. The main home offers approximately 2 bedrooms and 2.5 baths. Filled with natural light, the great room features numerous windows overlooking Mirror Lake, creating a peaceful and welcoming gathering space. The dining room comfortably seats 8 to 10, making it ideal for holidays, dinner parties, and relaxed mountain weekends. Upstairs offers additional living space including a sofa and trundle bed, along with a guest bedroom and full bath. The home has been thoughtfully updated while preserving its Highlands character. Improvements include updated HVAC, electrical, tankless water heater, generator, fresh interior and exterior paint, new quartz countertops in the kitchen and two baths, and new KitchenAid appliances, including gas range, microwave, dishwasher, and refrigerator. The home is being sold furnished with a few exceptions, offering an easy transition for personal use or rental potential. Outdoor living is a true highlight. The large fenced patio & beautiful grounds provide an incredible setting for entertaining, dining outdoors, pets, morning coffee, evening wine, or simply enjoying the cool Highlands air and view of Mirror Lake. Adding tremendous value is the separate duplex, built in 1952, with two 1-bedroom, 1-bath units. The upper unit has been recently refreshed with new kitchen cabinets, quartz countertops, appliances, full-size stackable washer and dryer, updated lighting and fans, faucets, a toilet, fresh paint, new furnishings, new HVAC, & a covered porch with beautiful lake views. The lower unit is leased month-to-month to a long-term tenant, providing existing income. Zoned R-2 with city water and public sewer, the property allows a minimum 30-day rental term in accordance with local zoning. Whether used as a private mountain retreat, multi-generational getaway, guest quarters, furnished rental opportunity, or long-term investment, this property offers a compelling combination of location, lake views, charm, flexibility, and income potential near the heart of Highlands.

343 Cullasaja Dr, Highlands

106 Garnet Rock Trl, Highlands
$1,885,000
3 Beds ⋅ 5 Baths ⋅ 1003522 MLS
Nestled within the gates of the prestigious Cullasaja Club, this charming mountain retreat is filled with warmth, character, and natural light. Designed to bring the outdoors in, the home features an extraordinary 36 skylights that bathe the interior in sunlight throughout the day. The spacious floor plan offers three generous bedrooms, including a luxurious primary suite on the main level with the rare convenience of two primary baths. Upstairs, two private guest suites each enjoy their own terrace, creating peaceful spaces to relax and take in the mountain surroundings. A versatile flex room provides additional space for sleeping accommodations, a home office, or a media room. One of the home's most captivating features is the expansive screened porch, the perfect setting for morning coffee, afternoon reading, or entertaining friends while enjoying the cool mountain air. Outside, lush, mature landscaping surrounds the property, creating a private and enchanting setting. Gather around the firepit on crisp mountain evenings and enjoy the serenity that makes this home so special. Ownership in Cullasaja Club offers access to one of the Plateau's most sought-after private club communities, featuring an Arnold Palmer-designed golf course, elegant clubhouse, fitness and wellness center, tennis, croquet, swimming, and a vibrant social calendar. Ideally situated between the charming town of Highlands and the outdoor recreation hub of Cashiers, residents enjoy the best of both worlds—fine dining, boutique shopping, art galleries, and cultural events in Highlands, along with hiking, waterfalls, lakes, and endless outdoor adventures in Cashiers. This is mountain living at its finest—a home that combines comfort, character, and an exceptional lifestyle in one of the region's most desirable communities.

106 Garnet Rock Trl, Highlands

85 & 95 Ralph Thomas Rd, Highlands
$2,950,000
5 Beds ⋅ 5 Baths ⋅ 26047689 MLS
A rare Highlands offering just four minutes from Main Street, this private two-home mountain retreat was originally built by renowned local craftsman Ralph Thomas and thoughtfully updated for modern living. Set on approximately one acre across two lots near Mirror Lake, the property combines privacy, craftsmanship, flexible space, and rental potential. Together, the residences offer approximately 4,500 square feet of interior living space, five bedrooms, five full baths, multiple Guest/flex rooms and office spaces, two laundry/utility areas, four full-size refrigerators, and inviting indoor-outdoor gathering areas. More than 2,000 square feet of decking includes a cathedral-style screened porch, permanent seating, two fire pits, an outdoor stove, and winter mountain and summer forest-canopy views. The main residence was renovated in 2020 while preserving its Adirondack camp character, including original wormy chestnut cabinetry and wood flooring. Premium appliances, updated baths, a metal roof, replacement windows and doors, generator service, garages, workshop space, parking, and short-term rental income history from the second home complete this exceptional Highlands retreat.

85 & 95 Ralph Thomas Rd, Highlands

1356 Blue Valley Rd, Highlands
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 1003515 MLS
A truly extraordinary legacy property, 1356 Blue Valley Road is widely regarded as one of the most remarkable equestrian estates in the Highlands area. Encompassing approximately 18 breathtaking acres and bordering the pristine Nantahala National Forest, this private mountain retreat offers an unrivaled combination of natural beauty, recreational amenities, and refined country living. The estate is highlighted by a magnificent six-bedroom, five and one-half bath main residence thoughtfully positioned to overlook the property's stunning grounds. Complementing the main home is a beautifully updated century-old guest house featuring two bedrooms and two baths, blending historic charm with modern comforts. Designed for both equestrian enthusiasts and outdoor sportsmen, approximately seven acres are enclosed with classic four-rail fencing and supported by full stables. The property's exceptional amenities include a professionally managed lake stocked with bass, two additional ponds, a charming boathouse, gazebo, dog kennel, and a professional trap range. The entire estate can be illuminated from the main residence, creating a magical evening setting unlike any other. Whether enjoying a morning ride through the fenced pastures, casting a line into the stocked lake, entertaining guests by the water, or simply taking in the serenity of the surrounding forest, this property offers a lifestyle seldom found in the mountains of North Carolina. Despite its remarkable privacy, the estate is only minutes from the charming mountain town of Highlands, consistently recognized as one of the premier destinations in the Southeast. Highlands offers an exceptional collection of fine dining restaurants, boutique shopping, art galleries, cultural attractions, and outdoor recreation. Residents enjoy easy access to world-class golf, hiking trails, waterfalls, fly fishing, and a vibrant social calendar, all set within a picturesque mountain community known for its cool summer climate and timeless appeal. 1356 Blue Valley Road represents a rare opportunity to own a one-of-a-kind mountain estate where luxury, recreation, equestrian pursuits, and natural beauty come together in perfect harmony.

1356 Blue Valley Rd, Highlands

80 Highfield Dr, Highlands
$2,600,000
5 Beds ⋅ 2 Baths ⋅ 1003485 MLS
A RARE piece of Highlands history just moments from Main Street, 80 Highfield Drive captures the charm and character that made Highlands one of the most beloved mountain destinations in the Southeast. Built in the early 1900s and situated on an extraordinary 2.33-acre parcel, this five-bedroom, two-bathroom home offers something increasingly difficult to find: privacy, acreage, and proximity to town. The moment you arrive, you are transported to a simpler time. The expansive wraparound porch invites a slower pace, with cool mountain air drifting through the trees, sleepy mornings with coffee as the town gradually comes alive below, relaxing evenings with a glass of wine and the distant sounds of live music floating up from The Ugly Dog Pub. The vibrant energy of town is close at hand, but the serene setting feels worlds apart. The property itself is a hidden jewel. A beautiful backyard, complete with a stream and trails winding through the woods, creates a setting that feels secluded from everyday life yet not isolated. Enjoy quick and easy trips to Highlands' award-winning restaurants, boutique shopping, art galleries, and the renowned spa and fitness facilities at the legendary Old Edwards Inn and Spa. Homes with this much land so close to downtown Highlands are exceptionally rare. Whether you're seeking a full-time residence, mountain getaway, or legacy property to enjoy for generations, 80 Highfield Drive offers the opportunity to own a piece of Old Highlands. It’s a special place where history, nature, and the coveted Highlands lifestyle come together in perfect harmony. You can live anywhere, but living here is truly the Highlands lifestyle. Virtually staged and renovated photos are included to showcase the potential of the property.

80 Highfield Dr, Highlands

760 N 5th St, Highlands
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 1003462 MLS
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.

760 N 5th St, Highlands

760 5th St, Highlands
$4,000,000
4 Beds ⋅ 3 Baths ⋅ 26047478 MLS
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.

760 5th St, Highlands

1241 King Gap Rd, Highlands
$2,900,000
4 Beds ⋅ 6 Baths ⋅ 1003430 MLS
Perched atop prestigious King Mountain, this exceptional luxury home delivers jaw-dropping panoramic views that stretch for miles, sunsets here are truly unforgettable. Located in the exclusive gated King Mountain Club, the home is being offered fully furnished and tastefully appointed with high-end decor, including Ralph Lauren accessories. The dramatic octagonal great room is a showstopper, featuring floor-to-ceiling windows and a stunning stone fireplace, seamlessly connecting to the gourmet kitchen, dining area, laundry room, and outdoor grilling space. Two expansive primary suites on the main level offer walk-in closets, deck access, and those same sweeping mountain vistas. Downstairs, you'll find two more guest rooms, a second fireplace in the family room, a game area or gym, an office, and garage. The wraparound deck invites you to relax and take in the epic scenery. Just minutes from Highlands, Cashiers, Franklin and Dillard, GA, and neighboring Burt Reynolds' former mountain estate, this home combines privacy with convenience. Community amenities include a clubhouse, pool, and tennis courts, mountain living at its most refined.

1241 King Gap Rd, Highlands

90 Fodderstack Rd, Highlands
$5,900,000
4 Beds ⋅ 5 Baths ⋅ 1003107 MLS
Enjoy sweeping mountain vistas from this immaculate, custom luxury home on Ravenel Ridge! Views of Whiteside, Fodderstack, and Chimneytop mountains greet you at every turn. Gracious entertaining begins in the living room, where floor-to-ceiling windows let in abundant natural light, and a stone fireplace creates an intimate ambiance. The well-designed kitchen boasts Thermador appliances, two disposals, a dedicated hot water heater, and a huge island, where everyone will want to gather. Adjacent to the kitchen is a covered Trex porch perfect for grilling or lounging out of the weather. The main level owner's suite provides a tranquil retreat. It features a stone fireplace, ensuite bath, dressing areas, and automatic shades that cover a wall of windows. The upper level hosts a family/game room, an office, and large beautifully appointed guest quarters. One large guest suite has two bed rooms, along with large closets and bath. Enjoy Huge views from the other gorgeous guest room with ensuite bath. The terrace level of the home has very high ceilings, making it suitable for a golf practice space, theater, or hobby room. There is a half bath on this level, plus walk-in wood shop and storage space. Enjoy as is, or make a large wine cellar. A climate conditioned two-car garage with ample storage above adds to the convenience of this splendid home. Ravenel is an established, upscale gated community with lots of green space and park like venues. Make this home your own and discover the everyday pleasure that comes from living in this stunning mountain community.

90 Fodderstack Rd, Highlands

120 Ravenel Pt, Highlands
$3,350,000
4 Beds ⋅ 5 Baths ⋅ 1002941 MLS
Tucked along the tranquil shores of Lake Ravenel within the coveted Cullasaja Club, 120 Ravenel Point is a beautifully reimagined lakefront retreat offering effortless one-level living with exceptional craftsmanship and timeless mountain charm. Thoughtfully designed to capture breathtaking water views from every room, this four-bedroom, four-and-one-half-bath residence blends comfort and elegance in an open-concept layout highlighted by exposed beams and a striking two-sided stone fireplace shared between the great room and the primary suite. The great room flows seamlessly into a stunning Carolina Room overlooking the dock and lake, where SAVNAC shades create an inviting space for three-season indoor-outdoor living. The primary suite is a private sanctuary, featuring a generous walk-in closet and a spa-inspired bath with a soaking tub, oversized shower, and dual vanities. On the opposite wing, two well-appointed guest suites provide privacy and comfort, while an upper-level bedroom suite offers remarkable flexibility—ideal for additional sleeping, a home office, or a cozy retreat. Designed for ease and accessibility, the home offers step-free entry from the stone pathway to the front door. The charming stone exterior creates a warm cottage-style first impression, complemented by an attached two-car garage and a separate golf cart garage for added convenience. Originally built by esteemed builder John Koenig and completely remodeled, this residence represents a rare opportunity to enjoy refined lakefront living in one of Highlands’ most sought-after community.

120 Ravenel Pt, Highlands

531 Billy Cabin Rd, Highlands
$2,199,000
4 Beds ⋅ 5 Baths ⋅ 1003227 MLS
A graceful "country-french-mountain-cottage" nestled upon 4+ wooded acres, with view of the mountains beyond! Does this sound like your cup of tea? Several outdoor decks face towards the view one with a screened-in porch and wood-burning fireplace. The entire upper floor is a Primary Suite with two sitting areas and a large outdoor deck in the tree-tops. Three additional Guest Suites (all with adjoining full baths) flank the upper and lower level family rooms both of which access covered decks and screening. The kitchen is a bonafide gathering spot with its roominess to help the chef with a recipe, enjoy coffee by the fire, or graze on hors d' oeuvres and a cocktail before dinner. A formal yet casual dining room is right there and serves 10-12 easily. Level ingress/egress and plenty of room to park multiple family and guests. Located near pristine Mirror Lake for canoeing, with an easy drive to Oak Steak House in one direction and Downtown Highlands in the other. Head out hiking on the trails around the property, or a short way to the Highlands Greenway, Pinky Falls, and Big Creek. If your lifestyle is in need of some peacefulness as well as a place that family & friends will flock to, this may be it! Highlands, NC. Come for weekend, and stay for a lifetime.

531 Billy Cabin Rd, Highlands

26 Valentine Ln, Highlands
$2,100,000
6 Beds ⋅ 6 Baths ⋅ 1003209 MLS
Just minutes from Main Street in Highlands, yet tucked just outside the town limits, this fully furnished mountain retreat offers the rare balance of convenience, privacy, and unforgettable mountain charm. Whether you’re searching for a personal getaway, full-time residence, or income-producing investment, this property is ready to enjoy from day one and currently operates as a successful vacation rental with an excellent rental history. Set on 1.65 picturesque acres, the property feels like your own private mountain sanctuary. A peaceful pond, cascading waterfalls, flowing stream, and cozy firepit create the perfect backdrop for relaxing evenings under the stars. Surrounded by native landscaping, flowering gardens, and mature trees, every corner of the property invites you to slow down and take in the beauty of the mountains. A circular driveway welcomes you home and provides easy access and additional parking, while the spacious 3-car garage includes a charming 1-bedroom, 1-bath guest house above, making it ideal for hosting family and friends in comfort and privacy. Inside, warm mountain character meets spacious, functional living. The large eat-in kitchen serves as the heart of the home, anchored by a wood-burning fireplace that creates the perfect gathering space after a day spent exploring Highlands. With a total of three fireplaces throughout the home, inviting spaces for gathering and relaxing can be found on every level. The expansive primary suite offers a private office, large walk-in closet, and a relaxing ensuite bath designed for unwinding at the end of the day. A second bedroom on the main level, along with two additional upstairs bedrooms, provides plenty of room for overnight guests. The terrace level adds even more flexibility with a spacious family room, sleeping area, full bath, and direct access to the backyard oasis. A fenced yard offers the perfect place for pets to roam or for enjoying cool mountain mornings surrounded by nature. The expansive back deck is made for mountain living and perfect for summer cookouts, morning coffee, or simply relaxing to the soothing sounds of the stream and waterfalls below. Additional features, including an encapsulated crawl space and whole-home generator, provide comfort and peace of mind year-round. Less than 3 miles from downtown Highlands, you’ll enjoy easy access to boutique shopping, fine dining, and entertainment while still feeling worlds away.

26 Valentine Ln, Highlands

70 Mountain Ash Ln, Highlands
$520,000
2 Beds ⋅ 2 Baths ⋅ 103315 MLS
Looking for an affordable home in prestigious Wildcat Cliffs Country Club? We have it! A cute 2 bedroom, 2 bath with a sun room with natural light or could be an office. The great room is large with a vaulted ceiling and large stone fireplace and doors that lead to a nice deck for enjoying morning coffee or afternoon libations. The main bedroom is large with a big walk-in closet. The guest room is spacious also. Updating is your choice but needs a new stove and dishwasher. Located in a quiet neighborhood and not far from the Clubhouse. Membership is mandatory but it is a lovely club that offers both full or social memberships. The chef is fabulous and the people are welcoming and so friendly! Croquet, great golf course, fitness center with classes and an indoor pool, a pavilion on the pond for fishing and a fire pit for gatherings makes it a wonderful place! They even have a dog park! Membership must be applied for and approved.

70 Mountain Ash Ln, Highlands

159 Highlands Pt, Highlands
$2,495,000
4 Beds ⋅ 8 Baths ⋅ 1003200 MLS
Nestled on a private 1.03-acre wooded lot in an intimate gated community, this distinguished mountain estate offers sophisticated living just minutes from the heart of downtown Highlands. With soaring ten-foot ceilings throughout, spacious elegance welcomes you to every corner. The grand great room centers around a commanding masonry fireplace, creating an inviting setting for lively gatherings, spirited game days, or relaxed fireside evenings. The gourmet kitchen stands as a culinary masterpiece—featuring granite counters, a expansive island, top-tier built-in appliances including a propane cooktop, and ample space for a master chef and entertaining entourage. Step outside to the generous decks for al fresco dining, grilling, and breathtaking mountain views that define the Highlands experience. This well appointed residence boasts a luxurious primary suite on the main level, a sophisticated office for two, and a practical mudroom. A versatile bonus suite with full bath sits above the garage. The terrace level offers your guests a second expansive great room featuring a stylish wet bar, additional deck access with mountain vistas, three more bedrooms, three full baths, a bonus room, second laundry, and another two-car garage—delivering a total of four garage spaces plus abundant parking for the discerning collector. Thoughtful details abound: hardwood and terrazzo flooring, crown molding, chandeliers, dual primary closets, multiple living zones, and high-end finishes throughout. Outdoor highlights include a built-in grill and sweeping mountain views across the gently sloped, wooded grounds. Perfectly situated for privacy and convenience, this exceptional home in Highlands Point offers the rare combination of generous scale, luxury craftsmanship, and effortless access to the cultural charm, fine dining, and natural beauty of Highlands.

159 Highlands Pt, Highlands

224 Knob Hl, Highlands
$4,200,000
6 Beds ⋅ 8 Baths ⋅ 1003059 MLS
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.

224 Knob Hl, Highlands

1406 Falls Dr W, Highlands
$9,975,000
7 Beds ⋅ 9 Baths ⋅ 1002829 MLS
The ultimate in luxury and amenities in the Highlands and Cashiers area: over 9000 heated and cooled square feet, 7 bedrooms all with en-suite baths and walk-in closets, 2 half baths, 2000-bottle wine cellar, separate wine tasting room, gun/safe room, sauna/massage room, golf simulator room, workout room, theater, billiard room, bourbon tasting room/speak easy, gourmet kitchen with the highest end appliances, 7 fireplaces, 3 decks with 2400 square feet of outdoor living space with dual fireplaces on each level, outdoor/summer kitchen, 3-car garage, 2 large staff/guest suites, keeping room, lodge room, separate dining room, library/study, soundproofed grandchildren’s suite with playroom, separate full bath and snack bar, incredible master suite, natural granite/stone countertops throughout, hardwood floors, all tile floors heated, all custom cabinets, 4 stories with elevator servicing each floor, 2 laundry rooms with 3 top of the line washer/dryer sets total, incredible mountain views from all levels and all decks, dog-washing and grooming area, heated and cooled 3-car garage with non-slip epoxy floors, electric vehicle charger, full-house propane generator, 2-500 gallon propane tanks owned by the homeowner, security/fire/internet, community water and sewer, incredible established manicured golf, tennis, pickle ball, croquet, pool, clubhouse, though membership is not required, on 13th hole of golf course with direct access from lot to golf course, 24-hour staffed security gated community, incredible wildlife including the Nantahala National Forest extending into the development, elevation of over 4000 feet. The ChatGPT room rendering photos were based on an actual photo of the empty room. ChatGPT was asked to render the room, with the room photo attached, in a luxury mountain-home style. The completed rooms may look different from the AI rendering. The rendering shows one possible interior decorating outcome.

1406 Falls Dr W, Highlands

225 Bowery Rd, Highlands
$6,250,000
6 Beds ⋅ 8 Baths ⋅ 1002981 MLS
Imagine a life where each morning begins with a short walk from your front gate across the street to the trail leading directly into the heart of Highlands. Here, daily life balances effortless access to vibrant mountain living with the calm privacy of a wooded sanctuary. Set on four remarkable acres just moments from town, this estate is more than a beautiful home—it is part of Highlands’ enduring story. The property traces its origins to the early influence of the Ravenel family of Charleston, whose extensive landholdings helped shape the Plateau. Today, these acres carry forward that legacy, offering a rare sense of continuity and place. What makes this offering especially rare is the land itself. Unlike many in-town properties, these four acres are largely usable—opening the door to a more intentional way of living. Whether envisioned as a gentleman’s farm, greenhouse, or thoughtfully designed family compound, the property lends itself naturally to a more sustainable lifestyle—all just minutes from Main Street. Built circa 1922 by the Evins family and thoughtfully restored by builder John Underwood with design by architect Sam Edgens, the home honors its history while living comfortably for today. A gated entrance and laurel-lined drive lead to an elegant three-story mountain colonial of approximately 6,500 square feet. Inside, original oak and antique chestnut floors harvested from the land, stone fireplaces, handcrafted millwork, & more than 60 windows create warmth and scale. In-floor hydronic heating on the first and second levels ensures year-round comfort. The chef’s kitchen, with its own fireplace, invites both casual mornings and refined entertaining, while spa-inspired baths and flexible third-floor spaces support everyday living and hosting alike. Outdoor living is equally compelling, with stone patios, a Rumford-style fireplace, heated pool, and spa surrounded by mature plantings. The home sits on the continental divide so rain from the front flows towards the west and rain from the back of the home flows east. An activity barn, trails, and expansive lawns offer space for recreation and reflection, while a guest cottage & additional accommodations above the garage support a multi-generational retreat. Just beyond, the Rhododendron Trail connects to Ravenel Lake, Sunset Rock, & downtown Highlands. This is a legacy property, private, connected, and increasingly rare. Seller will pay for a Caretaker & Concierge for 2 years from closing.

225 Bowery Rd, Highlands

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