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1411 Flat Mountain Rd, Highlands
$1,245,000
3 Beds ⋅ 2 Baths ⋅ 1004351 MLS
Nestled along scenic Flat Mountain Road, just 3 miles from downtown Highlands, this enchanting 1945 cottage captures the charm of old Highlands while offering modern comfort. Fully renovated in 2020, the home seamlessly blends timeless character with thoughtful upgrades. One of its most extraordinary features is the custom water feature. Cascading waterfalls flow through a meandering stream into a tranquil pond, all supported by a large concealed underground cistern that serves as the primary reservoir and maintains a consistent water level while continuously recirculating the water that enhances the property's peaceful mountain setting. The inviting living room features exposed beamed ceilings, warm hard wood floors, and a natural stone gas fireplace. The beautifully updated kitchen includes custom cabinetry, a copper farmhouse sink, antique Honduran mahogany countertops, and a convenient adjacent laundry area. The spacious primary suite offers vaulted ceilings, distinctive leather flooring, and a king bed, opening to a private bath with double vanity and a sleek tile-and-glass shower. Two additional bedrooms, located on the opposite side of the home for privacy, share an updated Jack-and-Jill bath with an antique vanity and copper sink. One bedroom includes a queen bed, while the other features a queen Murphy bed and antique desk. Set on nearly one acre, the outdoor spaces create a true mountain retreat. A rocking-chair front porch overlooks a charming fountain, while the rear screened porch enjoys views of the beautifully landscaped backyard, fire pit, barn, and chicken coop. A winding path leads to a whimsical shed and hidden cellar. Evenings are best spent around the fire pit, surrounded by the soothing sounds of the cascading waterfalls and gently flowing stream that feed the pond beside the barn. The barn itself offers endless enjoyment—from basketball to games and a loft retreat with a TV and premium Tornado foosball table. Professionally landscaped grounds and mature trees further enhance the property's exceptional beauty. Offered fully furnished and turnkey, the home includes a stocked kitchen, outdoor grill, washer and dryer, Level 2 EV charger, and multiple smart TVs. The crawlspace has just been fully encapsulated. With minimal steps, excellent cell service, and a state-maintained road, accessibility is effortless. A proven rental history with no rental restrictions makes this a rare and compelling Highlands offering.

1411 Flat Mountain Rd, Highlands

42 Hemlock Rdg, Highlands
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 1004227 MLS
Storybook charm meets relaxed mountain elegance in this enchanting English cottage in Riverwalk, a gated community just minutes from the heart of downtown Highlands. One of the community’s original cottages, this character-filled residence showcases timeless Arts and Crafts details, beamed ceilings, two fireplaces, and inviting indoor-outdoor living spaces. The open-concept great room showcases a dramatic floor-to-ceiling fireplace flanked by built-in bookcases, while a wall of windows frames peaceful views toward the pond. The kitchen flows effortlessly into the living and entertaining areas, including a serene screened porch with its own wood burning fireplace—the perfect setting for cool Highlands mornings, intimate dinners, or evenings by the fire. The main-level owner’s suite offers a private retreat with its own screened porch overlooking the pond in the distance. A guest bedroom is also conveniently located on the main level. Upstairs, two generously sized bedrooms each feature en suite baths, complemented by a cozy loft ideal for reading, or relaxing. Lower-level storage offers ample room for gardening equipment, outdoor gear, or a workshop. A recent synthetic shake roof installation gives peace of mind for many years to come. Set along the beautiful Cullasaja River, Riverwalk offers a wonderful sense of community with a shared dock for canoe and kayak access, a community firepit, and gentle roads ideal for leisurely walks with furry friends. Offered furnished with select exclusions, this delightful cottage provides an effortless opportunity to begin enjoying the Highlands lifestyle. Staging items do not convey. The striking painting above the mantel by local artist Bobby Sikes is available for purchase outside of the sale of the home. Just minutes from bustling downtown Highlands, enjoy exceptional shopping and dining along with seasonal concerts, festivals, farmers markets, art shows, and countless outdoor adventures. Escape to the cool mountain temperatures and experience the charm, beauty, and relaxed sophistication of life on the Highlands-Cashiers Plateau.

42 Hemlock Rdg, Highlands

104 Pheasant Run, Highlands
$1,395,000
3 Beds ⋅ 5 Baths ⋅ 1004198 MLS
A beautifully appointed Highlands retreat in the established Cold Springs community, ideally located just minutes from downtown Highlands. Offered furnished with minor exceptions, this property is truly move-in ready and crafted for effortless mountain living. The open floor plan with soaring ceilings has excellent flow between the kitchen, dining, and living areas. This creates an inviting space for entertaining family and friends. The well-appointed kitchen features granite countertops, a painted Kohler farmhouse sink, and Thermador gas range, while a substantial stone fireplace anchors the main living area and adds ambiance and charm. The functional floor plan offers a main-level primary suite, plus two additional bedrooms upstairs, each with its own bathroom. The primary suite has a beautiful wood-burning fireplace and a private bathroom with heated floors, double vanity, and a glass-enclosed shower. The lower level provides exceptional flexibility with a large bonus room that can easily serve as a fourth bedroom, playroom, den, or additional gathering space. A separate workshop opens directly onto the lower-level porch, allowing a dedicated space for hobbies, projects, or storage. A two-car garage adds valuable convenience. Set on approximately 1.24+/- acres with a pond and stream, the property also has a large screened porch and a covered lower-level patio with vinyl shades for enjoying Highlands’ cool mountain climate. Other behind-the-scenes features include a generator, lightning protection, high-speed internet, a hot tub, and much more! As part of Cold Springs, owners have access to an array of community amenities, including a community lake, tennis courts, equestrian facilities and pasture, and riding trails. Vacation rentals are permitted with a minimum stay of 14 days, and there is no limit on how many 14-day rentals the property may have throughout the year. With its well-designed floor plan, quality finishes, plenty of space for entertaining, and furnishings already in place, 104 Pheasant Run presents the rare opportunity to arrive, unpack, and immediately enjoy Highlands. Its quiet, convenient location puts downtown Highlands, dining, shopping, and recreation just minutes away. Let’s go see it!

104 Pheasant Run, Highlands

611 Blue Valley Rd, Highlands
$650,000
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

551 King Gap Rd, Highlands
$1,999,999
3 Beds ⋅ 5 Baths ⋅ 1004036 MLS
Welcome to Wild Blue Yonder, a beautifully situated mountain retreat on 1.44 acres overlooking the breathtaking expanse of Blue Valley. Thoughtfully positioned at over 4,100 feet in elevation to capture sweeping, panoramic views of the rolling mountains, this exceptional property combines privacy, gracious living, and the natural beauty of the Highlands Plateau. The property features a spacious main residence with an attached two-car garage, along with a charming guest cottage offering its own one-car garage. An elevator provides convenient access from the main house garage to the primary living level, making the home well suited for comfortable, easy living. Designed to embrace its spectacular setting, the main residence offers inviting indoor and outdoor spaces for both everyday enjoyment and entertaining. The living and dining areas open to a covered deck where the mountain vistas take center stage, while a generous outdoor patio with a fireplace creates the perfect gathering spot for cool mountain evenings. The main level includes the primary suite with a private office area, living room, kitchen, family room with bar, and laundry room. The thoughtful floor plan provides the convenience of main-level living while maintaining wonderful spaces for family and guests. One of the property's most distinctive features is a hidden bridge leading to the private guest cottage. Overlooking a tranquil koi pond and the surrounding mountains, the cottage offers a living room with fireplace, kitchen, full bath, and two bedrooms—creating a delightful and secluded retreat for overnight guests. Beautifully landscaped grounds showcase native mountain flora and complement the home's natural surroundings. A circular driveway provides easy access and ample guest parking, while a generator adds additional peace of mind. Located within the gated King Mountain Club, Wild Blue Yonder offers access to an impressive collection of community amenities, including a clubhouse, large outdoor swimming pool, tennis courts, stocked trout pond, and a full-time onsite manager. With its commanding Blue Valley views, separate guest accommodations, exceptional outdoor living spaces, and desirable gated-community amenities, Wild Blue Yonder embodies the privacy, beauty, and relaxed elegance of Highlands mountain living.

551 King Gap Rd, Highlands

72 Moonlight Ln, Highlands
$2,475,000
3 Beds ⋅ 4 Baths ⋅ 1003921 MLS
Welcome to 72 Moonlight Lane, an extraordinary mountain sanctuary where timeless architecture, exceptional outdoor living, and more than two decades of thoughtfully cultivated landscaping create one of Highlands’ most captivating properties. Set on 2.23 acres across two parcels, the estate features a breathtaking landscape designed and refined by renowned local landscape architect Jimmy Tate. Meandering paths wind beneath mature native trees and through vibrant gardens, while more than 300 feet of creek frontage flows through the property, feeding tranquil water features and a picturesque pond. The result is a private, serene setting with an exceptional connection to nature. The main residence blends timeless mountain character with warm, inviting spaces for gathering and entertaining. A dedicated office and separate TV room provide plenty of space for family and guests to relax and spread out. Downstairs, a versatile bonus room offers additional sleeping accommodations and is currently used as a fourth bedroom. The showpiece is the spectacular porch room. An indoor-outdoor living space surrounded by the gardens, creek, and pond. Filled with natural light, it is truly the heart of the home and an unforgettable setting for dining, entertaining, or relaxing to the sounds of the water. Elevated among the trees is the professionally constructed luxury treehouse, featuring sweeping views, a fireplace, wet bar, bathroom, dining area, and lounge. Whether entertaining friends or enjoying a quiet afternoon, it may be the most magical destination on the property. Blueprints are available to expand it into a full one-bedroom, one-bath retreat. The estate consists of two parcels—1.01 acres and 1.22 acres. The 1.01-acre parcel has access to available water and sewer connections, offering possibilities for an additional residence, expanded gardens, or potential future sale of the lot separately. 72 Moonlight Lane is a true Highlands legacy property, reflecting years of thoughtful care and stewardship. From its spectacular grounds and unforgettable porch room to its remarkable treehouse and flowing creek, every corner offers something special. The pictures only begin to tell the story. This property truly must be experienced to be fully appreciated. New flooring downstairs 2026 New roof & exterior paint 2025 Car port completed in 2024

72 Moonlight Ln, Highlands

4435 Flat Mountain  Road, Highlands
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 4402768 MLS
There are mountain homes, and then there are mountain properties that offer the freedom to create a legacy. Set at the end of a quiet road on 33.35+/- unrestricted acres, this exceptional Highlands-area retreat combines breathtaking long-range mountain views, remarkable privacy, and endless possibilities in one of Western North Carolina's most sought-after locations. Surrounded on two sides by U.S. Forest Service land, the property enjoys a rare sense of permanence and seclusion. Rolling woodland, a private pond, natural clearings, and a trail that has already been opened across the larger portion of the acreage invite exploration while revealing the remarkable scale of the land. Several locations throughout the property offer the potential for additional homesites where selective tree limbing or clearing could further enhance the already impressive mountain vistas. At the heart of the property sits a quintessential log cabin that perfectly captures the timeless appeal of mountain living. Warm wood interiors, soaring vaulted ceilings, exposed beams, and expansive windows create an inviting atmosphere where natural light and panoramic views become part of the home's design. The dramatic great room serves as a gracious centerpiece for entertaining, equally suited for lively gatherings with friends or peaceful evenings beside the fire after a day spent exploring the mountains. The open kitchen blends beautifully into the living spaces with stainless steel appliances, generous workspace, and effortless flow to the expansive wraparound deck. Extending along three sides of the home, the outdoor living areas offer multiple places to relax, dine, and enjoy the ever-changing mountain landscape. One covered section, complete with a porch swing, provides an idyllic setting for morning coffee, afternoon thunderstorms, or colorful Blue Ridge sunsets. The thoughtfully designed floor plan offers three bedrooms and two full baths. Two guest bedrooms, a shared bath, and the laundry room are conveniently located on the main level, while the upper-level primary suite provides a peaceful retreat featuring a newly renovated shower, walk-in closet, abundant attic storage, and a loft workspace overlooking the great room below. The walkout basement adds tremendous flexibility for future expansion. A spacious unfinished area with sliding glass doors opening to the covered patio offers outstanding potential for additional living or recreation space, while a separate workshop with oversized barn-style doors easily accommodates equipment, tools, hobbies, or creative pursuits. With no HOA and no restrictions, this property offers exceptional versatility. Whether envisioning a private family compound, additional residences, a recreational retreat, hiking and camping, hunting, forestry, or simply preserving the land as your own mountain sanctuary, the opportunities are as expansive as the acreage itself. Despite its remarkable privacy, the property is only approximately 15 minutes from Highlands and 30 minutes from Cashiers, placing award-winning dining, boutique shopping, art galleries, live music, seasonal festivals, hiking trails, waterfalls, and countless outdoor adventures comfortably within reach. Starlink service has also performed well for the current owner, offering reliable connectivity while enjoying the peace and beauty of this extraordinary setting. Large unrestricted tracts surrounded by protected land are becoming increasingly rare on the Highlands-Cashiers Plateau. Combined with a classic log home, spectacular views, and exceptional convenience to two of Western North Carolina's most desirable mountain towns, this is a truly uncommon opportunity. Schedule your private showing today and experience firsthand the beauty, privacy, and possibilities this remarkable mountain retreat has to offer.

4435 Flat Mountain Road, Highlands

4435 Flat Mountain Rd, Highlands
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 1003711 MLS
A rare combination of end-of-road privacy, long-range mountain views, and 33.53+/- unrestricted acres, this Highlands-area log cabin offers the kind of usable mountain land that is increasingly difficult to find. Surrounded on two sides by USFS land, the property feels quiet and protected, with a private pond, ample parking, a cleared trail across Flat Mountain Rd, and multiple potential homesites where selective tree limbing or clearing could open additional view opportunities. The 3-bedroom, 2-bath log cabin captures the character buyers seek in a true mountain retreat while offering the comfort and function needed for everyday use. Inside, warm wood walls, soaring ceilings, expansive windows, and layered natural textures create a relaxed, collected atmosphere. The great room is a dramatic yet welcoming gathering space, equally suited for intimate evenings or easy entertaining, with direct flow to a large deck wrapping three sides of the home. One side is covered and includes a porch swing, creating a quiet place to take in the ridgelines. The main level includes two guest bedrooms, a shared full bath, a laundry room, and an open kitchen with stainless steel appliances. Upstairs, the primary suite offers a brand-new shower, walk-in closet, three attic access points for generous storage, and a small loft office area just outside the suite. The walkout basement adds meaningful flexibility, with a large unfinished area opening to a covered patio and a separate workshop with barn-style exterior doors for bringing equipment and materials in and out with ease. With no HOA and no restrictions, the land invites a wide range of uses: create a private mountain compound, explore additional homesites, enjoy hiking, camping, gardening, hunting, or simply preserve the acreage as a quiet retreat surrounded by nature. The original house remains on the property and could offer renovation potential as a guest house or short-term rental. Approximately 15 minutes to Highlands and 30 minutes to Cashiers, the property offers access to dining, shopping, Saturday Music on Pine, Bear Shadow, Groovin' on the Green, Plein Air events, nearby trails, waterfalls, and the refined mountain lifestyle of the Plateau. Rare acreage with this setting is limited; schedule your private showing soon.

4435 Flat 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

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

4419 Flat Mountain  Road, Highlands
$1,200,000
4387799 MLS
For those seeking privacy, acreage, and the freedom to create something truly personal in the mountains of Western North Carolina, this 30+/- unrestricted acre tract offers a rare and exciting opportunity. Offered as a portion of a 33.35+/- acre parcel, the property is privately tucked at the end of the road and bordered on two sides by USFS land, giving it a peaceful, protected feel while remaining approximately 15 minutes from Highlands and 30 minutes from Cashiers. The land unfolds with a private pond, native rhododendron, wooded trails, gentle natural beauty, and several potential homesites where long-range mountain views may be opened with thoughtful tree limbing or clearing. A trail has already been cleared so the property can be toured with ease, allowing you to walk the land, take in the setting, and visit the charming old one-room cabin built when the current owner was a child. The cabin is not livable and is conveyed at no value, but it adds a nostalgic sense of history and character to the property. With no HOA and no restrictions, the possibilities are unusually broad. Create a private mountain retreat designed around the views, develop multiple homesites, establish a quiet compound, enjoy the land for hunting or camping, explore timber or agricultural use, or hold it as a legacy property in a highly desirable mountain market. The combination of acreage, privacy, pond frontage, USFS adjacency, and potential view sites makes this offering especially compelling. Beyond the property, the Highlands-Cashiers Plateau offers a celebrated lifestyle shaped by cool mountain air, outdoor adventure, cultural events, boutique shopping, dining, music, and year-round community gatherings. Spend the day exploring nearby trails and waterfalls, then enjoy Highlands events such as Saturday Music on Pine, Bear Shadow Concerts, and Chamber activities, or Cashiers favorites like Groovin’ on the Green, the Plein Air Festival, and seasonal social events. This is more than land; it is a canvas for an elevated mountain life, with room to dream, build, gather, explore, and preserve.

4419 Flat Mountain Road, Highlands

4419 Flat Mountain Rd, Highlands
$1,200,000
1003395 MLS
For those seeking privacy, acreage, and the freedom to create something truly personal in the mountains of Western North Carolina, this 30+/- unrestricted acre tract offers a rare and exciting opportunity. Offered as a portion of a 33.35+/- acre parcel, the property is privately tucked at the end of the road and bordered on two sides by USFS land, giving it a peaceful, protected feel while remaining approximately 15 minutes from Highlands and 30 minutes from Cashiers. The land unfolds with a private pond, native rhododendron, wooded trails, gentle natural beauty, and several potential homesites where long-range mountain views may be opened with thoughtful tree limbing or clearing. A trail has already been cleared so the property can be toured with ease, allowing you to walk the land, take in the setting, and visit the charming old one-room cabin built when the current owner was a child. The cabin is not livable and is conveyed at no value, but it adds a nostalgic sense of history and character to the property. With no HOA and no restrictions, the possibilities are unusually broad. Create a private mountain retreat designed around the views, develop multiple homesites, establish a quiet compound, enjoy the land for hunting or camping, explore timber or agricultural use, or hold it as a legacy property in a highly desirable mountain market. The combination of acreage, privacy, pond frontage, USFS adjacency, and potential view sites makes this offering especially compelling. Beyond the property, the Highlands-Cashiers Plateau offers a celebrated lifestyle shaped by cool mountain air, outdoor adventure, cultural events, boutique shopping, dining, music, and year-round community gatherings. Spend the day exploring nearby trails and waterfalls, then enjoy Highlands events such as Saturday Music on Pine, Bear Shadow Concerts, and Chamber activities, or Cashiers favorites like Groovin’ on the Green, the Plein Air Festival, and seasonal social events. This is more than land; it is a canvas for an elevated mountain life, with room to dream, build, gather, explore, and preserve.

4419 Flat Mountain 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

159 Webb Branch Rd, Highlands
$1,625,000
4 Beds ⋅ 4 Baths ⋅ 1003210 MLS
In the heart of Webbmont, just minutes from downtown Highlands, North Carolina, this extraordinary property stands as a timeless expression of classic Highlands craftsmanship — beautifully preserved, thoughtfully expanded, and elevated for modern luxury living. The home began as a stone building in the 1890s. In the late 1930s, renowned Highlands builder Joe Webb built a log cabin atop the original structure. Joe Webb cabins are among the most sought-after architectural treasures on the Highlands-Cashiers Plateau, and a treatise on the Webbmont neighborhood calls this example “the Joe Webb piece de resistance” The home was thoughtfully expanded, with the cabin and its bold stone fireplace as its heart, adding a bedroom with an ensuite bathroom on the main level and a primary suite on the upper level, in addition to a bedroom and bathroom in the original stone structure. On the main level is a kitchen designed for entertaining featuring a large Sub-Zero fridge, a Thermador gas cooktop, dual Dacor wall ovens, two Bosch dishwashers, and a bar sink with a standalone ice maker. Residents and guests can gather around the wood-burning fireplace in the living room or on the expansive screened porch. The property also features a one-bedroom guest cottage with a kitchenette and fireplace. Stone paths wind through the 2.18-acre property, leading to the original spring house signed by Joe Webb, a fire pit, and a charming waterfall. Offered fully furnished, this legacy estate also benefits from a strong rental history and, notably, is not subject to the Town of Highlands’ short-term rental restrictions, offering rare flexibility for both personal use and income potential. For those who value architectural pedigree, history, and place, this is a rare opportunity to own an authentic Joe Webb cabin — reimagined for today while honoring its remarkable past.

159 Webb Branch Rd, Highlands

4594 Dillard Rd, Highlands
$3,250,000
4 Beds ⋅ 4 Baths ⋅ 1003190 MLS
Behind the iconic hand-crafted periwinkle gates of Bluescape, where the Blue Ridge Mountains meet the sky and three states unfold before you, stands an extraordinary artist’s sanctuary unlike anything else on the market. Upon your arrival, a bridge carries you directly toward the main level as you catch a sweeping glimpse of a lower garden where a dancing girl fountain in mid twirl catches the light amidst a private sitting area. Open the door and let your eyes feast on a view so stunning, “wow” is the only word that comes to mind. Every room dramatically captures the private majesty of 17,000 acres of national forest. Even in the kitchen, one sink faces the mountains while another faces the dramatic open living and dining spaces—filled with curated artwork. And every bedroom is served by its own full private en-suite, each with its own view of the mountains and sky. Outside, a commissioned sculpture, a life-size rearing unicorn, presides over terraced gardens visible from both decks of this architecturally distinctive, contemporary mountain property. And a large deck spa invites you to further celebrate the breathtaking views. But there’s more. A hidden garden sanctuary—pond, gazebo, benches, swings, streams and grounds reveal themselves only as you explore these amazing six and a half private acres facing 17,000 acres of pristine forest, mountains and sky. This is not simply a home. It is a complete world.

4594 Dillard Rd, Highlands

734 King Gap Rd, Highlands
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 1002429 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath raised ranch, nestled within a private, gated community with an on-site caretaker. Designed for both comfort and privacy, the home sits on a spacious lot with recently updated landscaping and features its own private pond, creating a peaceful mountain retreat. The main living area showcases raised ceilings and expansive windows that frame stunning views of the mountains, filling the home with natural light. The thoughtfully designed layout offers generous living spaces ideal for everyday living or entertaining. Community amenities include a tennis court, swimming pool, and stocked trout pond, offering a resort-like lifestyle just outside your door. The two-car garage provides ample parking along with a large open storage area, perfect for outdoor gear or workshop space. Recent updates add peace of mind and modern convenience, including newly updated washer and dryer, hood vent, stove, and dishwasher. The exterior has been freshly repainted, and the roof was replaced in 2022, ensuring long-term durability and curb appeal.

734 King Gap Rd, Highlands

83 Hummingbird Cir, Highlands
$3,250,000
4 Beds ⋅ 3 Baths ⋅ 1001887 MLS
Restore your connections to nature and relax your mind overlooking the private pond from the spacious outdoor living room of this charming Highlands Country Club home. Expansive decks overlook the 16th green and 17th fairway. Beautiful landscaping on this one acre lot provides perfect privacy while right in the thick of activity, just steps from the Hudson House. The screened porch with massive stone fireplace, cozy seating and large dining table creates the outdoor hospitality that is the lifestyle of this home. The two car garage, cart storage, convenient laundry and spacious kitchen make for easy living. It's perfect for a family or a couple with screened porch, primary bedroom and office all on the main level, offering a flat entrance from the driveway. The sunny primary bedroom has an ample seating area, private deck, and a large ensuite bath, Upstairs two large bedrooms share a bath. A balcony over the pond gives your guests royal views of the course and lots of light. Downstairs, a huge unfinished space offers potential expansion of your living space. This wonderful home is ready to move right into or take the opportunity to add your own touches.

83 Hummingbird Cir, Highlands

47 Sequoyah Ridge Rd, Highlands
$950,000
3 Beds ⋅ 4 Baths ⋅ 1001552 MLS
Charming cottage on Big Creek which joins the larger part of Lake Sequoyah at the bridge near The Verandah. Enjoy a relaxing afternoon of kayaking or canoeing on the lake from your private dock. Located in the convenient Webbmont area of Highlands, this 3BR, 3 1/2 bath house was originally built in 1910 so it exhibits old Highlands charm, yet it has been updated several times to allow for today's comforts. The main floor features a bedroom, private bath and half bath for guests. The living room offers a wood burning, stone fireplace and overlooks the water feature, bocci court and path down to the lake. The dining room opens from the living room and adjoins the kitchen with distressed cabinets. Perhaps the best part of the house is the screened porch with a woodburning fireplace for cool evenings which leads to an open deck and steps to the ground level and path to the lake. The second level has a bedroom suite with sitting room and private bath. The third level has another private bedroom and bath for guests. You are minutes from town but far from the hustle and bustle of activity. A wonderful retreat awaits you and your guests.

47 Sequoyah Ridge Rd, Highlands

160 Sparkling Lakes Rd, Highlands
$992,100
3 Beds ⋅ 4 Baths ⋅ 1001787 MLS
Once in a lifetime find!!! Privately set Sparkling Lakes home with lake, private dock, lake side fire pit and beautifully manicured property! EXTRAS EXTRAS EXTRAS! Home is being offered furnished (small exclusions list) including troll boat w/motor. Lovingly cared for, this home perfect for a year round family or a seasonal getaway! Updated kitchen includes gorgeous quartz counter tops, farm sink, updated cabinets and Whirlpool stainless steel appliances. Formal dining right off the kitchen makes family meals and entertaining a breeze! Wood burning fireplace in living room, access to covered front porch where you can enjoy the beautiful views of the lake. Turn the back covered patio into a tranquil setting for outdoor dining. Main level en-suite with remodeled bath and walk-in shower. Upper level houses 2 generously sized guestrooms and a full bath. Spacious landing area is perfect for a home office or lounging area for guests. 2 car garage with workshop that includes 1/4 bath. Fully insulated and covered with wall to wall genuine epoxy floors. BONUS ROOM and full bath located in upper level of the garage, a great escape for friends and family any time of the year. Equipped with mini-split providing heat and air. MUST SEE property before it's gone!

160 Sparkling Lakes Rd, Highlands

804 Moorewood Rd, Highlands
$1,850,000
3 Beds ⋅ 5 Baths ⋅ 1001449 MLS
Timeless Mountain Retreat Overlooking the 12th Fairway of Highlands Country Club. Set beneath a canopy of mature trees, this beautifully crafted home offers refined mountain living with golf course views and serene privacy. The cedar shake siding and slate roof give the home a timeless, elegant presence from the moment you arrive. Inside, the main level features a dramatic stone fireplace in the living room, a charming dining area, and an upscale kitchen with handcrafted wood countertops. A well-appointed butler’s pantry includes an additional sink and generous storage, and a powder room adds convenience for guests. The screened-in porch is ideal for entertaining or unwinding—overlooking the 12th fairway and a peaceful, spring-fed waterfall below. Upstairs, the spacious primary suite includes a chic, tiled bath and a large walk-in closet. On the terrace level, two private guest suites each feature tiled baths, along with a cozy seating area and an additional full bath to accommodate extra guests comfortably. Rich, antique reclaimed oak flooring runs throughout the home, adding warmth and character. This distinctive Highlands Country Club property blends quality craftsmanship with inviting spaces, perfect for those seeking an elevated yet relaxed lifestyle.

804 Moorewood Rd, Highlands

50 Pearl Dr, Highlands
$575,000
3 Beds ⋅ 2 Baths ⋅ 1001401 MLS
Pond, Pasture, and a Little Slice of Paradise! Looking for a little peace, a little privacy, and a lot of charm? Welcome to 50 Pearl Drive, a sweet spot on the Highlands-Cashiers Plateau. This is where you’ll enjoy your own pond from almost an acre of unrestricted land and pluck apples or peaches from your trees. This well-cared-for 3-bedroom, 2-bath home offers the rare combination of privacy, charm, and convenience, all in a serene mountain setting bordered on two sides by a large horse farm. Inside the home, you find a warm and inviting main level with a cozy living room, sunny kitchen, full bath, and three bedrooms. Need more space? The lower level is already equipped with a finished full bath and is just waiting to be transformed into whatever you need - game room, bunk space, hobby haven - you name it. Plus, finishing this space could easily double your square footage and living areas. This home doesn’t just invite you outside, it practically insists. With two levels of spacious decks, there’s plenty of room to grill, chill, or just enjoy the mountain air. Giving you front-row seats to the sights and sounds of nature. Outside, the land is just as special. There’s a 2-car garage, a tractor barn for all your gear, a private pond, and an edible landscape that includes grapevines plus apple, peach, and plum trees. It’s like having your own little orchard in the mountains. Whether you’re looking for a full-time residence, a mountain getaway, or a property with room to grow, 50 Pearl Drive is a lovingly maintained property in an unbeatable location. So when you're ready to hit the town, you're just a short drive to downtown Highlands or Cashiers. Easy access. Beautiful land. Endless potential. Come see why this one feels like home!

50 Pearl Dr, Highlands

190 Wingina Pl, Highlands
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 1001413 MLS
A Diamond in Mirror Lake – Totally Renovated Designer Home Located in the highly desirable Mirror Lake neighborhood, this beautifully redesigned home is truly one of a kind. Set on a private lot with ample parking, the property features a peaceful pond with a water feature, as well as a fire pit area, beautiful perennials which offer a tranquil setting just 4 minutes from Main Street. Designed by its architect-owner, the home has been thoughtfully transformed to maintain its original cottage charm while dramatically enhancing the flow, functionality, and modern livability of the space. The complete renovation includes all-new cementitious siding, an enlarged deck with new boards, stairs, and stylish updated railings, as well as brand-new windows throughout—including oversized windows in the bedrooms to bring in natural light. Exterior updates also feature new gutters and downspouts, new exterior entry doors (including a double front door with keypad entry), and fresh paint inside and out. Inside, the improvements continue with a reimagined and widened staircase, a new HVAC system with insulated ductwork, and all-new lighting throughout. The stunning kitchen features solid wood cabinetry with pullout drawers and pantry, quartz countertops, and a full suite of new appliances, including a range with double ovens. Three fully renovated bathrooms echo the kitchen’s craftsmanship, with matching cabinetry, tiled floors and walls, and quartz vanities. Additional upgrades include a new gas water heater, updated plumbing and electrical systems, new interior doors, and new insulation in the ceilings and exterior walls. The primary level boasts beautiful hardwood floors, with tile flooring in each of the bathrooms. The lower level with its large den, bedroom and new full bathroom provides private space for guests and easy access to the home via the large double door entry. This area provides access to the single car garage and small workshop area. The home is in the Highlands City Limits. R-2 zoning, and subject to current town rental limitations. This furnished move-in ready home is a rare find—offering thoughtful design, quality craftsmanship, and modern conveniences in a picturesque private setting. Don’t miss the opportunity to own this sparkling gem in Mirror Lake.

190 Wingina Pl, Highlands

539 Cheney Ln, Highlands
$1,750,000
2 Beds ⋅ 1 Baths ⋅ 1001330 MLS
Steeped in Highlands history, this charming 1920s cottage sits on over 13 acres of wooded land, perennial gardens, and native flora. Built by Henry Wright—a noted naturalist and contributor to the Highlands Botanical Garden—the home showcases enduring craftsmanship. The kitchen features original wormy chestnut cabinetry, while the living room is clad in chestnut paneling milled from the property. A granite fireplace anchors the space, and herringbone red oak flooring, laid by Wright himself, adds character and warmth. The land is a haven for native species, including Turk’s Cap Lilies, Pink Ladyslippers, several rare Trillium varieties, and the elusive Shortia (Oconee Bells). The current owners, dedicated and knowledgeable gardeners, have carefully stewarded this botanical legacy—preserving genetic lines that trace back to the original plantings from Wright’s time on the property. The main level includes the kitchen, living room with wood stove insert, and primary bedroom and bath. Upstairs offers a second bedroom and office or study. A covered front porch overlooks the serene setting. Additional features include a small pond, dual streams, a vintage garage used for storage, and a detached shop with maple flooring reclaimed from the old Highlands School gym—perfect for a studio, office, or future guest house. Located just minutes from downtown Highlands, this private, well-insulated property offers incredible potential as a family compound or legacy estate using the existing home as a guest residence!

539 Cheney Ln, Highlands

322 Satulah Ridge Rd, Highlands
$1,050,000
2 Beds ⋅ 3 Baths ⋅ 1000850 MLS
Tucked away in one of the most picturesque settings in Highlands, this beautifully updated intown cottage is a true gem—offering timeless charm with modern sophistication. Step inside to discover an open and airy morning room/den that flows seamlessly into the dining area and updated kitchen. Bathed in natural light from oversized windows, this heart of the home offers delightful views of one of the most enchanting lawnscapes in town—complete with a small pond, babbling waterfall, fire pit, and blooming perennials that change with the seasons. The spacious primary suite with vaulted ceiling is located on the main level and features dual closets, a serene sitting or desk nook, and a luxuriously renovated bath with quartz tile finishes. Downstairs, guests will enjoy their own private haven: a large great room with stone fireplace and an oversized suite that opens onto a lower deck—perfect for peaceful mornings. The guest bath has been completely remodeled with elegant, spa-like touches. Outside, a spacious custom-crafted deck offers the perfect spot to sip your coffee or a glass of wine while listening to the gentle sounds of water and birdsongs—your very own mountain sanctuary. A pondside firepit is perfect for chilly mornings or evenings while star-gazing. Mature landscaping provides both beauty and privacy, wrapping you in nature's embrace. All this, just minutes from the heart of Highlands. An extraordinary value at $1,050,000. Seller is a licensed NC real estate broker.

322 Satulah Ridge Rd, Highlands

581 Sagee Woods Dr, Highlands
$32,000,000
7 Beds ⋅ 11 Baths ⋅ 1000835 MLS
Perched atop a private 25+ acre mountaintop in exclusive Highlands, North Carolina, Sagee Manor is an extraordinary estate offering 360-degree panoramic views across the Blue Ridge Mountains and into South Carolina. Approached through a private gate, stately hand laid stone arch and a landscaped one-third mile drive, the estate combines old-world elegance with refined modern luxury. Designed as a world-class mountain retreat, it offers complete privacy and breathtaking natural surroundings. At the center is a stunning manor house featuring four bedrooms, four full and four half baths, elegant formal and informal living areas, a sunlit garden room, library, family room, wine cellar, and seven fireplaces. A sleeping porch invites peaceful nights with cool mountain air. A striking post-and-beam dining pavilion with dual fireplaces and a charming guest cottage—offering three bedrooms, three baths, kitchen, and porch—enhance the estate’s entertaining potential. Outdoors, masterfully designed garden rooms and leisure spaces unfold across the landscape. The late Rosemary Verey, a renowned English landscape designer, created the cutting, herb, and vegetable gardens, complemented by native flora, meadows, and woodland trails ideal for walking or birdwatching. Amenities include a pool pavilion with heated pool, full bath and spa, croquet court framed by boxwoods, and a two-story stone overlook. A stone roundel pavilion offers sweeping views, while a tiered outdoor amphitheater invites gatherings under the stars. The estate is complete with a private helipad, lake with lake house, equipment buildings, and an on-site manager’s office to ensure seamless operations. Adjacent outparcels are available to expand the sanctuary to 49 acres. Sagee Manor is more than a home—it is a legacy estate, a mountaintop sanctuary of rare beauty and exceptional privacy.

581 Sagee Woods Dr, Highlands

581 Sagee Woods Dr, Highlands
$32,000,000
7 Beds ⋅ 11 Baths ⋅ 1000767 MLS
Perched atop a private 25+ acre mountaintop in exclusive Highlands, North Carolina, Sagee Manor is an extraordinary estate offering 360-degree panoramic views across the Blue Ridge Mountains and into South Carolina. Approached through a private gate, stately hand laid stone arch and a landscaped one-third mile drive, the estate combines old-world elegance with refined modern luxury. Designed as a world-class mountain retreat, it offers complete privacy and breathtaking natural surroundings. At the center is a stunning manor house featuring four bedrooms, four full and four half baths, elegant formal and informal living areas, a sunlit garden room, library, family room, wine cellar, and seven fireplaces. A sleeping porch invites peaceful nights with cool mountain air. A striking post-and-beam dining pavilion with dual fireplaces and a charming guest cottage—offering three bedrooms, three baths, kitchen, and porch—enhance the estate’s entertaining potential. Outdoors, masterfully designed garden rooms and leisure spaces unfold across the landscape. The late Rosemary Verey, a renowned English landscape designer, created the cutting, herb, and vegetable gardens, complemented by native flora, meadows, and woodland trails ideal for walking or birdwatching. Amenities include a pool pavilion with heated pool, full bath and spa, croquet court framed by boxwoods, and a two-story stone overlook. A stone roundel pavilion offers sweeping views, while a tiered outdoor amphitheater invites gatherings under the stars. The estate is complete with a private helipad, lake with lake house, equipment buildings, and an on-site manager’s office to ensure seamless operations. Adjacent outparcels are available to expand the sanctuary to 49 acres. Sagee Manor is more than a home—it is a legacy estate, a mountaintop sanctuary of rare beauty and exceptional privacy.

581 Sagee Woods Dr, Highlands

167 Raintree Ln, Highlands
$685,000
2 Beds ⋅ 2 Baths ⋅ 1000242 MLS
Nestled between the charming towns of Cashiers and Highlands, this delightful two-bedroom, two-bathroom cottage offers the ideal blend of comfort and peaceful mountain living. Bright and inviting, the open living area features beautiful wood floors and an updated kitchen with granite countertops, creating a welcoming space to relax or entertain. A bonus room provides versatility, perfect as an office or playroom. Enjoy the serene outdoors on the screened-in back porch or gather around the firepit for cozy evenings under the stars. The 1.17-acre near-level lot boasts a small stream and pond, surrounded by a low-maintenance yard that ensures there’s plenty of time to unwind and explore. This property is all about laid-back mountain living, providing opportunities to sip coffee or entertain on the porch. With a successful history as a vacation rental, this move-in-ready home is also a fantastic investment opportunity. It's conveniently located just minutes from world-class dining, shopping, and outdoor adventures in both Cashiers and Highlands. Being sold fully furnished, this charming retreat is ready for new owners to start creating mountain memories.

167 Raintree Ln, Highlands

1958 Cullasaja Club Dr, Highlands
$1,750,000
4 Beds ⋅ 5 Baths ⋅ 104393 MLS
Charming riverside home with two master bedrooms on the main level and two guest suites and a loft bonus room upstairs. Sited on the Cullasaja River you can fish from the backyard. Another large family room is on the main level. Close to all the amenities of Cullasaja Club, you are across from the privacy of 255 acres of National Forest. Cullasaja Club is a gated community half-way between Highlands and Cashiers where you can easily access the culture of both quaint towns with five-star restaurants, many outdoor recreation opportunities as well as world class shopping. Cullasaja Club has an Arnold Palmer golf course, fine dining, a full fitness center, heated swimming pool, tennis courts, croquet lawn, hiking trails, a yacht club on a 30-acre Lake Ravenel where you can canoe, kayak and fish.

1958 Cullasaja Club Dr, Highlands

565 Chestnut St, Highlands
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 103215 MLS
Discretely nestled among the trees and just minutes from the vibrant pulse of downtown, discover the natural blend of sophistication and luxury from this newly renovated mountain home. The open concept modern design coupled with cathedral ceilings offer a flow of natural light that warms the space creating an ambiance of elevated comfort. Features include beautiful oak flooring and cambria quartz throughout, stunning herringbone backsplash accentuating the gourmet kitchen with butler's pantry, modern fireplace, owner's suite with french doors to open deck and guest suite with outdoor patio, terrace level guest apartment with exterior entry, pond with new deck and fire pit, new circular driveway for easy access, and lush landscaping. This home is the perfect retreat for those looking to be in town but still want a sense of privacy.

565 Chestnut St, Highlands

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