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22 Old Edwards Cir, Highlands
$2,975,000
4 Beds ⋅ 4 Baths ⋅ 1004386 MLS
In-town living within strolling distance to the boutiques, fine dining, and cultural charm of Highlands, North Carolina, is among the most sought-after lifestyles on the Plateau. Equally as desirable as a long-range mountain vista or lakefront retreat, this rare offering combines walkability, gated privacy, and refined mountain elegance in the prestigious Satulah Village, developed by the acclaimed Old Edwards Inn and Spa. From the moment you arrive, the home’s timeless architecture—accented with stone and bark—radiates mountain sophistication. The welcoming foyer opens into a beautifully appointed living room anchored by a stately fireplace, flowing seamlessly into the chef’s kitchen and dining area designed for effortless entertaining. A second great room provides an additional gathering space for quiet evenings or lively weekends with family and friends. Step outside and experience an enchanting private sanctuary. The lush backyard, enhanced by a tranquil waterfall, creates an inviting outdoor living area perfect for al fresco dining or afternoon relaxation amid the cool Highlands breeze. The upper level offers two elegantly furnished guest suites and a spacious bonus room ideal for a media lounge, fitness studio, or additional guest quarters. Offered fully furnished and move-in ready, this is a rare opportunity to own a property that embodies the best of Town and Leisure’s Top Small Mountain Town. Enjoy an effortless blend of sophistication and small-town charm—where the cultural richness of Highlands meets the relaxed spirit of Mayberry RFD, all elevated to a luxury mountain lifestyle.

22 Old Edwards Cir, Highlands

51 Creekside, Scaly Mountain
$494,900
1 Beds ⋅ 2 Baths ⋅ 1004337 MLS
Creekside Living at Its Finest: Luxury Class A Motor Coach Lot! 51 Creekside Cove · Scaly Mountain, NC 28775 Picture evenings in the cool mountain air with two creeks running past you. Lot 51 sits where two clear, year-round creeks meet, in the gated, private Creekside Cove Luxury RV Resort. It's one of only 10 motor coach lots in the community, and it's ready for owners who want something special in the Blue Ridge Mountains. Where Two Creeks Meet This 3,920 SF lot has water on two sides. One creek runs along the back of the property and another runs down the right side, and they join just below the coach house. The coach house and decks look out over the stream in front of the property, so the sound of moving water is always nearby, whether you're having coffee in the morning or falling asleep at night. The Coach House The 546 SF Coach House has 1 bedroom and 1 bathroom. It works as a base for your motor coach lifestyle: • Large Great Room with kitchenette, with the sound of the creeks coming in • Creekside bedroom, where the stream helps you sleep • Concrete pad, built-in grill and ceiling fan Two Decks for Creekside Living • 108 SF Creekside Deck for relaxing, reading or watching the water • 135 SF Creekside Grilling Deck for cooking and entertaining by the stream A storage building come with the lot, and one of them has electricity. Room for outdoor gear, tools, fishing equipment and seasonal items. Resort Living at Creekside Cove Creekside Cove is restricted to Class A Diesel Pushers of 32 feet or longer, which keeps the community upscale and well kept. Owners can use the Creek House, a shared gathering space with a wood-burning fireplace. It's a good place for meetings, get-togethers, or visiting with neighbors on a cool mountain evening. The Location The community is gated and private, set among the mountains' natural plants and trees, yet it's close to everything that draws people to the Highlands–Cashiers plateau: • Golf • Hiking trails • Fishing • Shopping • Fine dining Property Highlights Lot size: 3,920 SF Coach House: 546 SF, 1 bed / 1 bath Great Room: Large, with kitchenette Decks: 108 SF Creekside Deck + 135 SF Creekside Grilling Deck Storage: 1 storage building with electricity. Water features: 2 year-round creeks that meet on the property Amenities: Creek House with wood-burning fireplace, gated entry Restrictions: Class A Diesel Pushers, 32 ft+ Only 10 motor coach lots in Creekside Cove

51 Creekside, Scaly Mountain

1314 Cullasaja Dr, Highlands
$1,025,000
3 Beds ⋅ 3 Baths ⋅ 1004361 MLS
Quintessential Highlands cottage with wonderful character, stylish interiors and backyard access to Mirror Lake. Tucked into a wooded setting just a stroll to downtown Highlands, this three-bedroom 3 bathroom cottage has an authentic old-Highlands feel. Warm wood floors, painted plank walls and ceilings, and thoughtful design give the interiors loads of personality. The main level offers a light-filled living room with wood-burning stove, two charming bedrooms and a full bath, while the upper level is devoted to a spacious primary suite with private bath and sitting area. Downstairs, a bright kitchen and dining area opens directly to a fantastic screened porch with wood-burning stove and adjoining deck. From there, stroll down the backyard to the quiet waters of Cullasaja River, launch a kayak or canoe, and paddle out onto the larger lake. Charming, stylish and unmistakably Highlands.

1314 Cullasaja Dr, Highlands

85 Hillcrest Dr, Highlands
$1,725,000
3 Beds ⋅ 4 Baths ⋅ 1004307 MLS
A Remarkable Mountain Retreat in Historic Horse Cove Discover 85 Hillcrest Drive, a beautifully renovated mountain retreat on approximately 3.58 acres in Highlands' historic Horse Cove. Originally a barn, the residence underwent an extensive renovation taken down to the studs. Updated electrical and plumbing systems, windows, and roof blend its distinctive origins with modern comfort. The home's remarkable transformation earned a feature in The Laurel Magazine. Inviting living spaces accommodate relaxing and entertaining, with every bedroom featuring its own ensuite bathroom. An additional bonus room offers flexibility for extra sleeping space, recreation, or a home office. A whole-house water filtration system and generator provide added convenience. Nature is part of everyday life here. Approximately three-quarters of a mile of private walking trails wind through the property, following a beautiful stream. Mature trees, native mountain vegetation, and an apple and pear orchard enhance the landscape. Enjoy a morning walk beside the rushing water, gather around the fire pit beneath the stars, tend the garden, or simply unwind to the soothing sounds of the stream. The property's generous acreage creates room to explore, garden, and enjoy the outdoors at your own pace. From the orchard's seasonal fruit to the stream's soothing sounds, thoughtful details throughout the landscape make this mountain retreat as memorable outside as it is within. Horse Cove's winding country roads, historic homesteads, flowing streams, and mountain scenery preserve its distinctive character. Nearby waterfalls and hiking trails invite outdoor exploration, while downtown Highlands offers acclaimed restaurants, boutiques, art galleries, live performances, and golf. Enjoy the balance of a peaceful mountain setting and convenient access to the area's dining, shopping, and cultural attractions. Whether entertaining guests, exploring the trails, or enjoying a quiet evening by the stream, this property offers a distinctive way to experience mountain living. 85 Hillcrest Drive brings together a remarkable piece of Highlands history, extensive renovations, modern amenities, and a beautiful natural setting. Discover the character of Horse Cove and the enduring appeal of the Highlands lifestyle. A truly distinctive property where mountain history, modern comfort, and the beauty of flowing water meet. Come for the mountains. Stay for the lifestyle.

85 Hillcrest Dr, Highlands

Tbd Chastain Valley Rd, Highlands
$2,195,000
1003832 MLS
Nestled in the picturesque landscape of Horse Cove just outside Highlands, NC, lies this extraordinary +/- 42.27 acre property on Chastain Valley Road. Boasting expansive acreage, this idyllic retreat offers a harmonious blend of natural beauty and modern convenience. As you wander through the grounds, you'll be enchanted by the tranquil streams meandering through the lush greenery, creating a serene atmosphere that beckons you to explore further. Unparalleled views greet you at every turn, showcasing the majestic mountains and verdant valleys that surround the property. Whether you're seeking a peaceful escape from the hustle and bustle of city life or yearning for a place to build your dream home with panoramic vistas, this property offers endless possibilities. Gravel roads wind through the landscape, providing easy access to the estate, while underground power ensures uninterrupted enjoyment of the breathtaking scenery. Imagine waking up to the gentle sounds of nature, with sunlight streaming through the trees and the promise of adventure just beyond your doorstep. With its prime location and natural amenities, this property on Chastain Valley Road is more than just a piece of land - it's an invitation to embrace the beauty of the great outdoors and create memories that will last a lifetime.

Tbd Chastain Valley Rd, Highlands

711 Flat Mountain Rd, Highlands
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 1004130 MLS
Hemlock Hill is an original, modernist design by DeWolf Architecture and was constructed in 1985. This home features 3 bedrooms, 2 bathrooms, a unique design, custom woodwork and a private setting on over 3 acres just minutes from Highlands’ town center. In 2023, this property was carefully and respectfully updated while preserving the original character and architect’s vision. This property offers a unique blend of privacy, acreage to expand, proximity to town and the creative legacy of one of the nation’s premier modernist architects. Whether you are looking for a private retreat, an income property or both, Hemlock Hill awaits. The recent updates and native landscaping ensure that Hemlock Hill will be a low-maintenance investment for years to come. Highlands NC was selected by Travel & Leisure as “America’s Best Small Mountain Town” in 2023 and Outside magazine ranked Highlands as one of its top ten small adventure towns in the world for 2026.

711 Flat Mountain Rd, Highlands

2266 S 4th St, Highlands
$3,412,500
1003846 MLS
Discover Longview Falls, a magnificent estate nestled on over 10 acres at 2266 S 4th Street in Highlands, NC. Boasting breathtaking long-range views extending into South Carolina and Georgia, this property offers unparalleled natural beauty. A tranquil trout stream meanders through the landscape, gracing the grounds with multiple picturesque waterfalls that enhance the serenity of the surroundings. Longview Falls is equipped with essential utilities including city water from Highlands, reliable power infrastructure, and access to a fiber optic network, ensuring modern convenience amidst its rustic charm. Ideal for creating an expansive private estate or for subdividing into three distinct parcels, the flexibility of the property allows for diverse development opportunities. Whether envisioning a secluded retreat immersed in nature or a strategic investment in prime Highlands real estate, Longview Falls promises a lifestyle of tranquility and possibility. Embrace the allure of Highlands, NC, and seize the opportunity to own Longview Falls—a sanctuary where panoramic vistas, natural water features, and essential amenities converge to create a truly extraordinary living experience. This property not only embodies the essence of mountain living at its finest but also invites the realization of personalized dreams and aspirations in a coveted Appalachian setting.

2266 S 4th St, Highlands

70 Cottonwood Dr, Highlands
$1,325,000
3 Beds ⋅ 4 Baths ⋅ 1004028 MLS
NO DRIVE-BYS, PLEASE REACH OUT FOR AN APPOINTMENT. HOME IS STILL UNDER CONSTRUCTION. Introducing 70 Cottonwood Drive, a new-construction home along the Highlands-Cashiers corridor. Estimated for completion in Fall 2026, this residence offers 3 beds, 3.5 baths, main-level living, seasonal views toward Shortoff Mountain, and 1.47 unrestricted acres with future-use potential. Set in a private wooded setting, the home's bark siding, board-and-batten exterior, heavy timber accents, and covered entry give it the character of an established Highlands cottage with the comfort and efficiency of new construction. Inside, the open living area connects the kitchen, dining space, and great room. The kitchen features a Wolf dual-fuel range with handcrafted hood, Viking refrigerator, KitchenAid dishwasher and microwave, and custom cabinetry. Beyond the kitchen is a scullery and laundry room with cabinetry, countertops, sink, washer and dryer, and exterior entrance. The main level also includes a wet bar with wine cooler and sink, powder room, and great room featuring a stone-surround gas fireplace, wood beams, shiplap detailing, hardwood floors, and expansive windows overlooking the wooded mountain setting. The main-level primary suite includes a walk-in closet, private bath with walk-in shower and well-appointed vanity, and direct access to the covered porch. Accessible from the great room, the porch provides inviting outdoor living for enjoying the cool mountain air. Upstairs, a handcrafted wood staircase with distinctive custom railings leads to a versatile loft between two private guest suites, each with its own full bath. The loft offers space for a media or recreation area, reading nook, home office, or gathering space. Planned native landscaping, terraced boulder accents, a backyard stream, and circular gravel driveway complement the natural setting. A second gravel driveway provides access to the encapsulated walk-in crawlspace, additional parking, and storage. The unrestricted property offers potential for short-term rental use, subject to applicable regulations and permitting. A completed survey for potential subdivision, if pursued by the buyer and approved by the appropriate authorities, could create an additional homesite. This home combines distinctive architectural character, quality new construction, covered outdoor living, private guest accommodations, and future-use potential between the Highlands and Cashiers corridor.

70 Cottonwood Dr, Highlands

48 Mountain Brook Way, Highlands
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 1004042 MLS
Discover a rare opportunity in the scenic Turtle Pond area with this versatile 3.75-acre property encompassing five beautiful, wild trout creekfront parcels along picturesque Turtle Pond Creek and Piney Knob Fork Creek. Surrounded by natural beauty, the property offers an exceptional combination of mountain, meadow, and creek views, along with privacy and exciting possibilities for future use. Stroll down to the creek and cross over to your own private meadow and picnic area, where a welcoming firepit with seating, plus 2 other firepits, create the perfect setting for gathering with family and friends. A spacious deck overlooks the gently laying grounds, providing an ideal vantage point for enjoying the peaceful mountain setting and soothing sounds of the creek. The home features two spacious private bedroom suites plus an additional upstairs bedroom. A full basement with a propane heater offers tremendous potential for expansion and could be transformed into a game room, home theater, bar, additional family room, sleeping quarters, or generous storage space. Four additional lots enhance the property's privacy while also providing opportunities for additional homes or a family compound. One of the lots already has a septic system and well in place, adding even more flexibility for future development. Outdoor enthusiasts will appreciate the neighborhood's proximity to U.S. Forest Service lands, providing access to miles of hiking and exploration throughout the surrounding area. Turtle Pond is known for its scenic mountain setting while offering convenient access from both Highway 64 and Highway 106. Whether envisioned as a private mountain retreat, family compound, or property with future development potential, this unique creekfront offering provides endless possibilities in one of the area's most naturally beautiful settings. This house is only 4 miles to Downtown Highlands.

48 Mountain Brook Way, Highlands

87 Middle Creek Ln, Scaly Mountain
$349,000
1003968 MLS
Exclusive Double Lot Opportunity | 87 Middle Creek Ln, Scaly Mountain, NC Wildflower Creek Motor Coach Resort | Luxury Class A Retreat Escape the summer heat and elevate your mountain lifestyle with this rare double-lot offering in the prestigious, gated Wildflower Creek Motor Coach Resort. Positioned at a cool 3,600-foot elevation in the Blue Ridge Mountains—where summer highs average a comfortable 82°F—this package includes two adjoining premium lots for one price, delivering unmatched space, privacy, and long-term value. Property Details & Capabilities * Utilities: Full hookups on both sites, featuring 50-amp electrical service, water, and sewer connections. * Storage & Upgrades: Each lot includes an individual storage shed for gear and tools, with site design pre-approved to accommodate an optional 400 sq. ft. Coach House. * Site Features: Gently landscaped layout steps away from the soothing sounds of Middle Creek, offering expanded outdoor living space for dining, fire pits, or custom groundskeeping. Resort Amenities * Historic Clubhouse: Gather at the center of the community in a fully restored 1845 antique log cabin. * Creekside Pavilion: Unwind at the social pavilion overlooking a natural waterfall and swimming hole. Prime Location Conveniently located just minutes from both Highlands, NC, and Dillard, GA. Enjoy quick access to mountain dining, shopping, and outdoor adventures—from trout fishing and snow tubing at the Scaly Mountain Outdoor Center to zip-lining at Highlands Aerial Park. Whether you are looking to build a custom seasonal sanctuary or secure a high-value mountain retreat, this double-lot package offers a premier footprint in one of the region's most desirable motor coach communities.

87 Middle Creek Ln, Scaly Mountain

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

169 Shelby Dr, Highlands
$1,820,000
3 Beds ⋅ 4 Baths ⋅ 1003762 MLS
Located less than a mile from downtown in the highly desirable Shelby Place community, this beautifully appointed home offers the perfect combination of in-town convenience, luxury, and peaceful mountain living. Residents enjoy community pickleball courts and bocce ball while being just minutes from shopping, dining, and all that downtown has to offer. Surrounded by professionally designed landscaping, the home is nestled in a tranquil setting where a picturesque creek, lush gardens, and frequent hummingbird visits create a private outdoor oasis. Multiple outdoor living spaces invite you to relax and entertain, including creekside seating where you can enjoy the soothing sounds of flowing water in a peaceful, quiet environment. Inside, the thoughtfully designed floor plan offers exceptional comfort and quality throughout. The main level features a spacious primary suite with a luxurious spa-inspired bath complete with a soaking tub, walk-in shower, and double vanity. The laundry room and attached garage are conveniently located on the main level, and the garage has been upgraded with a Tesla EV charger. One of the home's most inviting spaces is the enclosed upper-level porch, offering comfortable outdoor seating and a stunning outdoor fireplace—perfect for enjoying cool mountain evenings year-round. The lower level is equally impressive, featuring beautiful hardwood stairs that leads into a spacious family room designed for gathering with family and friends. Bedroom two offers the privacy of its own en-suite bath with a walk-in shower and direct access to the outdoor deck. A generously sized third bedroom provides comfortable accommodations for family or guests. This meticulously maintained home has been extensively upgraded with premium features, including a whole-house generator with a new oversized propane tank, an Aqua Sana whole-house water filtration system, Hunter Douglas PowerView motorized shades, two new televisions, professionally designed landscaping and hardscaping, a custom privacy fence, three Ring security cameras with integrated floodlights, a hot water heater booster and numerous thoughtful improvements throughout.This is an exceptional turnkey opportunity for buyers seeking a move-in-ready mountain home.

169 Shelby Dr, 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

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

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

181 Shelby Dr, Highlands
$1,649,000
3 Beds ⋅ 3 Baths ⋅ 1003113 MLS
Nestled in a private and quiet community just one mile from town, this charming cottage offers the perfect blend of rustic character and modern comfort. Recently renovated throughout, the home features beautiful wood accents, stunning herringbone, white oak, hardwood flooring, and two cozy fireplaces (one inside one outside) that create a warm and inviting atmosphere. kitchen is equipped with premium KitchenAid appliances, making it ideal for both everyday living and entertaining. Elegant tile work enhances the bathrooms, while the spacious walk-in closets provide ample storage and convenience. The lower level has a fabulous guest suite and an additional living area with wet bar. https://www.dropbox.com/scl/fi/nqvxsnzyb1pgex5lnxito/181-Shelby-Drive-without-branding.mp4?rlkey=m3unmx0a14qak5ozobz3ocayj&st=maqac9x3&dl=0 Enjoy the peaceful sounds of a picturesque stream running along the back of the property, overlooked by the covered decks on the back of the home perfect for cool summer evenings with friends and family. A garage provides additional storage and parking options. This delightful cottage located in the community of Shelby Place offers the best of both worlds, combining the serenity of a secluded setting with the convenience of being just a one-mile drive from shopping, dining, and local attractions. Whether you're looking for a full-time residence, mountain retreat, or investment property, this exceptional home is ready to welcome you.

181 Shelby Dr, Highlands

54 Pine Pt, Highlands
$2,800,000
4 Beds ⋅ 5 Baths ⋅ 1003466 MLS
Tucked away on a quiet cul-de-sac within the prestigious community of Wildcat Cliffs Country Club, this exceptional mountain retreat offers the perfect balance of refined luxury, privacy, and effortless comfort. Designed for both elegant entertaining and relaxed mountain living, the home features a spacious open floor plan anchored by a dramatic great room with a cathedral ceiling, massive stone fireplace and walls of windows that invite the beauty of nature inside. Just beyond, a large covered porch overlooks a peaceful babbling brook—creating the soothing soundtrack mountain buyers dream about. The expansive chef’s kitchen is beautifully outfitted with premium Miele and Sub-Zero appliances, a large center island, and a seamless flow into the dining and living areas, making the home ideal for gathering with family and friends. The luxurious and large primary suite is conveniently located on the main level and offers a true private retreat with a sitting area or office, an extraordinary custom closet with built-ins, and a lovely bath. The thoughtfully designed main level also includes a private living area in a separate wing along with an additional guest ensuite, offering both comfort and privacy for owners and visitors alike. Upstairs, guests will enjoy their own private sanctuary featuring two spacious bedrooms, two baths, a kitchenette, and a cozy den—perfect for extended stays or multigenerational living. Additional highlights include a two-car garage and an EXTRA LOT included for added privacy or future possibilities. Lush landscaping, a beautiful creekside setting and a quiet cul-de-sac location will make you never want to leave. Membership to Wildcat Cliffs Country Club, one of Highlands most sought after clubs, is appurtenant to the property and features a fabulous golf course, expansive clubhouse, croquet lawn, pickle ball courts, fishing pond, dog park, a fully equipped fitness center and indoor pool. This is more than a home—it’s a mountain lifestyle designed for those who appreciate luxury, tranquility, and the timeless beauty of Highlands living.

54 Pine Pt, Highlands

34 W Forest Way, Highlands
$945,000
3 Beds ⋅ 3 Baths ⋅ 1003404 MLS
This well-maintained 3 bed, 3 bath home with large loft is conveniently located between Highlands and Cashiers and checks all the boxes: • Furnished with minor exclusions • Open floor plan with massive stone fireplace • Creekside setting with large porch and fireplace • Additional open deck area for grilling and entertaining • Creekside Firepit • A compelling off-campus alternative for both Wildcat and Cullasaja Club members • Well-maintained - updated (HVAC, Central Dehumidification, Encapsulated Crawlspace) • Vacation Rentals Permitted • Plans for carport and covered home access have been professionally designed and approved by HOA This property is perfect to enjoy as a charming mountain home, an income property or a combination of the two. Community amenities include a picnic area and pond. This property is offered furnished with only minor exclusions for immediate enjoyment and use. Highlands NC was chosen by Travel & Leisure as “America’s Best Small Mountain Town” in 2023 and Outside magazine ranked Highlands as one of its top ten small adventure towns in the world for 2026.

34 W Forest Way, 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

110 Spruce Ln, Highlands
$4,750,000
5 Beds ⋅ 5 Baths ⋅ 1003432 MLS
A complete top-to-bottom remodel elevated this mountain modern showpiece into one of Highlands Falls' most compelling offerings — positioned directly on the 18th fairway with sweeping views of the surrounding ponds. The architecture is clean and confident, the finishes are current, and the setting is simply fantastic. The great room is the heart of the home — a generous, light-filled space where the kitchen flows seamlessly through the dining area and out through nano doors onto a large covered and screened deck. Stone fireplace, fairway views, open sky: the upper deck delivers the full Highlands experience in every season. A second private deck off the lower-level living area offers a quieter retreat, ideal for intimate gatherings away from the main entertaining spaces. Five bedrooms and five bathrooms are distributed across a thoughtfully designed floor plan with room to host and room to breathe. Arrival is an event in itself — a circular driveway sweeps through a large porte-cochere, with a two-car garage and dedicated golf cart garage completing the motor court. Parking is plentiful; the transition from car to front door is effortless. The beautifully landscaped 1.13-acre lot is planted with flowering shrubs of multiple varieties, delivering color and texture across the seasons. Highlands Falls Country Club membership is available — and for those who choose it, the club has undergone a remarkable revitalization, emerging as a vibrant, amenity-rich destination that is very much at the center of the community.

110 Spruce Ln, Highlands

44 Rainbow Rd, Highlands
$615,000
2 Beds ⋅ 4 Baths ⋅ 1003311 MLS
Less than three miles from Main Street in Highlands and located within the city limits, this enchanting and serene 9.22-acre property offers a rare blend of privacy, natural beauty, and convenience. Bordering National Forest land and featuring a beautiful spring-fed cascading stream that runs the length of property, this mountain retreat has been cherished by the same family for many years and is now being offered “as is.” The three-level home features decks, balconies, and patios designed to take in the peaceful surroundings. Inside, you’ll find two bedrooms plus three bonus rooms, a cozy wood-burning fireplace, an updated kitchen, and a glass sunroom overlooking the rushing stream. The lower level includes a garage, laundry area, and a separate apartment space, offering flexibility for guests or additional living quarters. Outside, the property showcases lush old-growth flora, rocked terraces along the stream, a chicken house, and an ideal garden area. With potential for subdividing with a build site on the property above the house with potential for long-range mountain views, allowing for even more possibilities to enhance this exceptional property. With endless possibilities for customization, this exceptional property offers the perfect opportunity to create your dream mountain retreat while enjoying the soothing sounds of babbling water and nature just minutes from town.

44 Rainbow Rd, Highlands

395 Whitside Mtn, Highlands
$1,895,000
3 Beds ⋅ 4 Baths ⋅ 103345 MLS
Another fabulous new home by Mike Wadsworth and Pradera Group. Thoughtfully designed and custom and high-end finishes selected by designer Kristin Wadsworth. Construction incorporating natural components such as Tennessee stone, queen brick & fine pine, oak & spruce, were an integral part of the planning & design in efforts to build & blend with the surrounding environmental elements. Massive oversized Pella windows & a custom steel & glass front door by RG Ironworks capture the mountain landscape & light while a synthetic shake roof gives assurance for longevity against the mountain elements. An open concept, with over 4,000 square feet of heated living space, featuring dramatic cathedral ceilings & a superior quality kitchen with a Butler's pantry leading to a covered outdoor porch with fireplace are designed for summer soirees or fall festivities. The appliance package includes Thermador & KitchenAid appliances, including a 48” Thermador dual fuel range & oven with custom stone tile vent hood & 54” wide paneled refrigerator. Bespoke finishes such as wide-planked white oak floors, stone fireplace & timber beams have been incorporated throughout. An outdoor terrace in addition to a flat and generously sized green space, provide spaces for star gazing, s'mores & romping room for family or furry friends alike. A two car garage along with a generous motor court, provide plenty of parking options for all. Come spend the season with the other fabulous members at Wildcat Cliffs Country Club. Membership is appurtenant to the property, the amenities Wildcat offers are tremendous & Wildcat hosts the best Halloween party on the plateau!

395 Whitside Mtn, Highlands

30 Wild Hog Trl, Highlands
$357,000
1 Beds ⋅ 1 Baths ⋅ 1003276 MLS
Long before “tiny homes” became a movement, 30 Wild Hog Trail embraced the idea that less space can mean more life. Tucked into the woods of Highlands, this thoughtfully scaled mountain cabin captures what today’s buyers are searching for: simplicity, efficiency, authenticity, and a deeper connection to nature. At approximately 739 square feet, the home proves that great design is not about size — it is about atmosphere, comfort, and experience. Built in 1999, years before compact living became mainstream, the cabin anticipated many of the qualities now driving the modern tiny-home and micro-retreat movement: Efficient use of space Minimal maintenance living Indoor-outdoor connection Rustic-modern mountain character Privacy without isolation A smaller footprint with a larger lifestyle Set on nearly an acre of wooded land, the property offers the kind of natural setting that has made Western North Carolina cabins highly desirable among today’s buyers seeking wellness, retreat, and escape from urban life. The cottage-style architecture, stone fireplace, and intimate scale create an experience that feels intentional rather than small. Modern buyers increasingly value homes that feel curated, calming, and connected to their surroundings — especially in sought-after mountain communities like Highlands.

30 Wild Hog Trl, 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

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