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187 Lost Trl, Highlands
$130,000
1002267 MLS
This 1.88-acre parcel presents a rare and beautiful mountain-view building site within the prestigious Cullasaja Club. The lush, mature forest and natural rock features create a very serene, private setting. Despite its tucked-away feel, the lot is just a short walk to the clubhouse, allowing convenient access to all of Cullasaja’s lifestyle amenities without compromising peace and quiet. As a property owner here, you are eligible for access to the Club’s exclusive offerings: championship golf, croquet, tennis, lake recreation, wellness facilities, and a tight-knit community. This listing is for lot 187 for the preferred building site and 186 which offers the ultimate privacy for both lots.

187 Lost Trl, Highlands
335 Twin Lakes Dr, Highlands
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 1002248 MLS
Nestled at the base of majestic Whiteside Mountain and conveniently located near Cashiers, NC, this exquisite three-bedroom, three-and-a-half-bathroom residence epitomizes refined mountain living. The thoughtfully designed home features premium kitchen finishes for the culinary enthusiast, while expansive accordion doors seamlessly blend indoor and outdoor entertaining spaces. A commanding gas fireplace anchors the main living area, creating an inviting atmosphere for intimate gatherings or quiet evenings. The property also has a private dock on Holly Berry Lake—perfect water for kayaking and fishing. The generous lower level provides two additional living spaces for entertaining or home office, as well as, an additional bedroom and bathroom. Modern conveniences include a whole-home generator, high speed internet, Moen Water Leak Detection system, and convenient two-car carport, ensuring comfort year-round in this tranquil Whiteside Cove Neighborhood.

335 Twin Lakes Dr, Highlands
L22,23 L22, 23 Hideaway Trl, Highlands
$150,000
1002069 MLS
Great building lot (2 adjoining lots/parcels for a total of 1.35 acres), partially cleared and located in Cold Springs Saddle and Tennis Club in Highlands NC. Cold Springs is a captivating mountain community surrounded by lush forest and pristine nature offering residents a peaceful and secluded environment. This friendly community is an ideal location for equine and nature lovers alike with access to the great local amenities like the vibrant mountain town of Highlands NC and other outdoor adventures. The lots have offer a ridgeline view (with some clearing) that features the stately mountain peak of Shortoff Mountain. There is a new survey for the 2 parcels and a active 4 bedroom septic permit.

L22,23 L22, 23 Hideaway Trl, Highlands
204 Pinecrest Rd, Highlands
$3,225,000
3 Beds ⋅ 4 Baths ⋅ 1002149 MLS
This beautifully remodeled, gated home offers the perfect blend of privacy, comfort, and walk-to-town convenience in Highlands. Tucked away at the end of a quiet cul-de-sac, this three-bedroom, three and a half bath home enjoys lovely sunset views and has been updated to reflect modern mountain luxury. Every detail has been considered with quality and care. The kitchen features SubZero appliances, quartz countertops, and custom cabinetry, creating an inviting space for cooking and entertaining. The open living area is filled with natural light and flows easily to the spacious outdoor areas, which are truly remarkable for an in-town property. Two bedrooms on the main level have en suite baths, and the upstairs bedroom with its private bath makes a wonderful guest room or bunk room when family comes to visit. The outdoor living spaces are exceptional, with plenty of room for dining, relaxing, and enjoying the sunset views over the mountains. This is a rare opportunity to own a gated property that offers both privacy and the convenience of being able to walk to downtown Highlands. A highly sought after retreat that perfectly combines charm, sophistication, and the ease of in-town living.

204 Pinecrest Rd, Highlands
Lot 10 Sassafras, Highlands
$185,000
1002130 MLS
Imagine beginning your days with the quiet sweep of the 5th fairway just beyond your porch and the soft outline of the mountains rising in the distance. Opportunities to build inside Highlands Falls Country Club are few, and this site allows you to create exactly the kind of mountain retreat people wait years to find. The lot slopes gently downward — perfect for a single-level home or a design with a lower-level walkout where guests can step straight outside. Community water and underground utilities are already in place, so the practical pieces are handled. What’s left is the fun part: designing a home that fits the rhythm of mountain life — coffee on the deck, late afternoon golf cart rides, crisp autumn evenings by the fire. And when you want a change of pace, downtown Highlands is just minutes away, with favorite restaurants, boutique shops, and live music under twinkling lights. This isn’t just a place to build. It’s a place to belong.

Lot 10 Sassafras, Highlands
175 Wyanoak Rd, Highlands
$1,295,299
3 Beds ⋅ 4 Baths ⋅ 1002148 MLS
Discover refined mountain living in Highlands, NC. This beautifully renovated three bedroom, three and 1/2 bath home is nestled in the sought-after Mirror Lake Community—just minutes from main street and a short walk to the lake for fishing, canoeing and kayaking. Step inside to soaring vaulted ceilings, hardwood floors, stone fireplace, elegant finishes and a seamless blend of timeless character and modern luxury. The thoughtfully designed floor plan offers three private bedrooms with ensuite bathrooms. The primary suite is filled with natural light and features a peaceful covered porch with mountain views, large closet, double vanities, walk in shower and private sauna. The lower level is newly renovated with a full kitchen, two spacious bedrooms and sitting area, perfect for in-laws or guests. This area also offers a lockout option with private entrance for a tenant. The home is filled with inviting spaces for both relaxing and entertaining. Enjoy coffee on the back porch swing as you take in breathtaking sunrise and mountain views, roast marshmallows over the fire pit or dine al fresco on the covered front porch with fireplace. Every detail exudes warmth, comfort, and elegance. This home offers the perfect balance—close to town yet tucked away in the tranquil beauty of Mirror Lake. Whether you’re seeking a full-time residence or a seasonal escape, this property is mountain living at its finest. * High End furnishings Negotiable

175 Wyanoak Rd, Highlands
Lot 176A Moorewood, Highlands
$310,000
1002108 MLS
Discover the perfect setting for your mountain retreat on this stunning vacant lot located in the prestigious Highlands Country Club. This rare property offers a beautiful natural landscape featuring a gently flowing stream, lush native vegetation, and a view that captures the essence of Highlands living. Nestled within one of the area’s most desirable communities, this homesite provides both privacy and convenience, with easy access to the club’s world-class amenities—including golf, tennis, dining, and social activities. Mature hardwoods and native rhododendron frame the property, offering an ideal backdrop for a custom mountain home that blends seamlessly with its surroundings.

Lot 176A Moorewood, Highlands
Tbd Dillard Rd, Highlands
$250,000
1002101 MLS
This lot is a blank canvas waiting on YOU to make it your own and is the perfect add-on to buy with the cottage next door! Mostly cleared, but there are some trees create a little trail. This lot lies between the little red house (#571) and Dusty's Market right off of Hwy.#106/ Dillard Road. Just a couple of minutes from Main Street, Highlands and very close to Highlands Country Club, restaurants, retail shopping and more.

Tbd Dillard Rd, Highlands
Cowee Mt, Highlands
$125,000
1002097 MLS
2.69+/- acres in a gated community. Septic would need to be applied for. Lot 15 has a deeded septic easement which lot 15 has used.

Cowee Mt, Highlands
265 Cardwell Eaton Rd, Highlands
$1,163,460
3 Beds ⋅ 3 Baths ⋅ 1001902 MLS
Just minutes from downtown Highlands, this renovated mountain home combines modern updates with classic mountain style. The great room features a wall of windows showcasing Blue Valley views and a brick wood-burning fireplace with an ash chute for easy clean-up. Main Level: Includes a primary suite and guest suite, both with king beds. The updated kitchen offers modern appliances, plenty of workspace, and natural light. The back deck provides mountain views, rocking chairs for relaxing, and a nearby fire pit for cool evenings. The great room also includes a sleeper sofa for additional guests. Lower Level: A versatile space with a queen bed, bunk beds, and another sleeper sofa, plus a sitting area and a second wood-burning fireplace—ideal for guests or extra living space. Outdoor Living: Enjoy long-range Blue Valley views from the covered porch or gather around the stone fire pit below for evenings under the stars. This well-maintained home is offered fully furnished with a few exclusions and includes thoughtful features like a lifetime, transferable mold remediation contract, a dehumidifier, and a recently inspected septic system in good order. Move-in ready and perfect as a primary residence, mountain getaway, or investment property.

265 Cardwell Eaton Rd, Highlands
871 Garnet Rock Trl, Highlands
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 1001690 MLS
This custom home is noteworthy for its elegant stone facade impeccably built to the highest standards by the area's premiere builder, John Lupoli. This exquisite residence seamlessly incorporates state of the art luxuries with a sophisticated mountain twist. The elegant primary suite has large his and her walk-in closets. Two guest suites with an extra great room are on the lower level. A bonus room is above the two-car garage. Carefully orchestrated and beautifully functional, the kitchen with its high-end appliances and upscale cabinetry is made for the joy of cooking. The sunporch has stackable windows that open to create a screened porch for the cool mountain breezes. Several decks allow you to enjoy the long range mountain views. Ownership includes the opportunity to join the Cullasaja Club (upon approval and initiation fee), granting access to an Arnold Palmer-designed golf course, an elegant clubhouse with multiple dining venues, a fitness center with heated pool, tennis courts, croquet lawns and a new wellness center underway. The club’s Yacht Club offers boating and fishing on scenic Lake Ravenel. Perfectly positioned between Highlands and Cashiers, you’re minutes away from five-star dining, boutique shopping, art galleries, and endless outdoor activities – from hiking and rafting to exploring the pristine beauty of the Blue Ridge Mountains. This home is the perfect nest to start immediately enjoying this elegant mountain lifestyle.

871 Garnet Rock Trl, Highlands
240 Laurel Heights Rd, Highlands
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 1001939 MLS
Tucked away down a long, private driveway in Highlands' sought-after Webbmont area, this one-level home offers a rare blend of privacy, space, and style. Set on over 3 and a half acres, the home enjoys a beautiful mountain view and a sense of peaceful seclusion—yet it's just minutes from town. Inside, the home has a contemporary flair, with clean lines and open spaces that invite both relaxed living and easy entertaining. The heart of the home is a dramatic floor to ceiling fireplace that anchors the living room, creating a warm and inviting focal point. Both the living and dining rooms flow seamlessly onto a generous stone terrace—perfect for al fresco dining or simply soaking in the views. The spacious kitchen would satisfy even the most discerning cook and opens to a large breakfast area, family room, and a light-filled office nook—an ideal layout for today's lifestyle. The oversized primary suite features his-and-her closets, built-in display/book shelving, and a thoughtfully designed bath. The three additional bedrooms are well-proportioned, and the two additional bathrooms have a charming retro appeal that adds character to the home. Additional features include a two-car garage, generous storage, and easy main-level living throughout. With its serene setting, mountain views, and flexible floor plan, this home offers the best of Highlands living in a truly special location.

240 Laurel Heights Rd, Highlands
1442 Owl Gap Rd, Highlands
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 1001748 MLS
“Whispering Falls,” as this home is affectionately known, is a 5+ acre slice of heaven above the town of Highlands and a quick seven-minute drive from Main Street. The property is gated and rests atop a spectacular waterfall and peaceful creek, offering privacy, beauty, and serenity at every turn. This elegant four-bedroom, four full and one half-bath “cottage” is Southern charm with European elegance personified. On the main level, the primary suite and welcoming living areas are designed with comfort in mind. The gourmet kitchen features an AGA cooker with four ovens, six burners, and a built-in warmer, as well as a Sub-Zero refrigerator/freezer, KitchenAid refrigerator drawers, Miele built-in coffee system, wine fridge, and ice maker. The lower level offers three additional bedrooms, a cozy den with fireplace and billiards table, a mini kitchen, and a wine cellar. This remarkable property features two outdoor fire pits and a wood-burning fireplace, two indoor gas fireplaces, and one indoor wood-burning fireplace, along with a generator, a dehumidifier, and wood shingle roof. Designer wallpapers and fabrics from Bennison, Scalamandre, Colefax & Fowler, Schumacher, Chelsea, Kerry Joyce, and Rose Tarlow, along with custom lamps and lampshades, complete the home’s refined character. Every detail has been lovingly considered - from Farrow & Ball paints to custom window coverings, electronic shades, blackout drapes, and even monogrammed linens and headboards bearing the name “Whispering Falls.” Enjoy a morning walk to the stone-edged herb and flower garden, originally designed in collaboration with Stephen Baldwin Landscaping. Rest for a moment under the hydrangeas on the antique bench and breathe in the fragrance of climbing roses, blue hydrangeas, and lilies. In the evening, toast the day around one of two fire pits. Lower level or creekside - while relaxing in Adirondack chairs adorned with embroidered pillows. When it’s cold or rainy, snuggle up in front of the porch fireplace on beautiful wicker chairs, tucked behind weatherproof curtains. Truly, this property has it all: heavenly mountain views, a creek and waterfall, lush gardens, edible herbs and vegetables, and above all - peace. Whispering Falls is not just a home, but a sanctuary created with love and care.

1442 Owl Gap Rd, Highlands
84 Eagle Crest Trail Rd, Highlands
$619,000
1001868 MLS
Premier View Lot in Highlands Cove, Old Edwards Club. Discover a truly spectacular +- .77 acre homesite in the prestigious Highlands Cove community. Perfectly situated around 4,500 feet above sea level to enjoy cool summer breezes at this elevation. This rare cul-de-sac lot combines breathtaking long-range mountain views with a gentle topography—ideal for a main and lower terrace level home design without the steep slopes often found with similar vistas. Imagine the potential of a future wall-of-glass view. From the back of the property, enjoy dramatic views of Whiteside Mountain, while the front showcases sweeping mountain range panoramas that stretch for miles. Located on a newer road within Highlands Cove, this lot offers both seclusion and convenience in one of the area’s most sought-after neighborhoods. No worries about expensive foundations or septic surprises. This lot will have a private sewer connection. Existing survey is available. Less tree removal required. Are you ready to escape the summer heat and have windows-open weather? Highlands Cove features 24-hour manned gated access, beautifully maintained roadways, and an enclave of high-end custom homes, all just minutes from both Highlands and Cashiers. Ownership includes the option of membership to Old Edwards Club, providing access to world-class amenities: Championship 18-hole golf course, Full-service dining and bar, Tennis courts, State-of-the-art fitness center, Heated outdoor mineral pool. Membership also extends to GlenCove by Old Edwards, with unmatched lifestyle amenities such as: Organic garden & farm, Recreation lake with boating, kayaking, canoeing, and fishing. Extensive hiking trails including Shortoff and Yellow Mountains. 12-hole Par 3 golf course. Recreation barn with bowling, arcade, golf simulator, and more Lap pool, kids’ splash pool, playground, pickleball & bocce courts.Wellness center with spa services, and World-class short game golf facility. Additionally, members enjoy privileges at the Old Edwards Inn & Spa, featuring a European-style luxury spa, two pools, fitness center, and fitness classes. Limited lots currently on the market in Highlands Cove and this one has the most amazing view of all. Your friends will be wowed and envious. This premier lot presents a rare opportunity to build your custom home in Highlands Cove versus paying premium for existing inventory. Come embrace the unmatched lifestyle of the Highlands-Cashiers plateau.

84 Eagle Crest Trail Rd, Highlands
83 Hummingbird Cir, Highlands
$2,750,000
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
318 Windrush Trl, Highlands
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 1001820 MLS
Experience refined mountain living in the prestigious, gated Highlands Cove community. This custom-built home.featured in Atlanta Homes & Lifestyles magazine, showcases timeless design, exceptional craftsmanship and breathtaking panoramic mountain views. Offered fully furnished with a few exclusions. The main-level primary suite opens to the covered porch, blending indoor comfort with outdoor relaxation.. Inside, soaring beamed ceilings, rich wood flooring and walls of windows fill the home with natural light. The great room features a stone fireplace and ample built-in bookshelves, creating a warm and inviting centerpiece for gatherings The chef's kitchen impresses with a 48" refrigerator/freezer, dual fuel range with gas cooktop, warming drawer, dishwasher, microwave. A large countertop with seating seamlessly connects to the dining area and great room. The covered porch extends you living space outdoors, highlighted by a two-sided stone fireplace-perfect for quiet evenings or entertaining against the mountain backdrop. The lower level offers 3 ensuite guest rooms and family room, ensuring comfort and privacy for friends and family. The home also offers a 2-car garage, abundant parking and a partial generator for added convenience and peace of mind.

318 Windrush Trl, Highlands
973 Highgate Rd, Highlands
$1,078,825
5 Beds ⋅ 5 Baths ⋅ 1001818 MLS
Located on almost an acre of privacy, this 5BR/4.5BA home in the desirable neighborhood of Highgate awaits a fresh new start. On the Atlanta side of Highlands, Highgate is minutes from the town and convenient to Highlands Country Club and the Mountain Laurel Tennis Club. The main level features an ample kitchen space with a bay window and dining area which opens to a great room with a gas log stone fireplace. Lots of windows and sliding glass doors make the space light and airy. The living area overlooks a covered deck with long range mountain views including a winter view of Whiteside Mountain. The deck is open on either side and fronts the main bedroom with bath and walk-in closet as well as a large guest room and bath. The laundry room and attached garage complete the main level. On the lower level are 3 more bedrooms, 2.5 baths and another deck for guests. One of the bedrooms would be perfect for a second living space with a day bed for overflow. The home has a perfect layout for residents and guests alike, offering privacy and plenty of room. For those who enjoy walking, the neighborhood of Highgate is mostly level and is perfect for that activity.

973 Highgate Rd, Highlands
9134 Buck Creek Rd, Highlands
$1,200,105
4 Beds ⋅ 3 Baths ⋅ 1001817 MLS
After approaching from the long rhododendrum- lined driveway filled with moss-laden rocks a Nantucket-style cottage comes into view. Vintage in age but lovingly restored with Brazilian rosewood floors, massive rock fireplace in huge great room complete with large built-in bar for entertaining. GORGEOUS mountain views of long- range mountain peaks are visible from the large windows in the great room that jogs memories of “Dirty Dancing” movie! The spacious primary bedroom is on the main level with an updated bath and doors leading to the rock-filled terrace for taking in dramatic sunsets. A wide staircase leads upstairs to 3 large private guest rooms and a “Camp Merrie-Woode -style bonus area filled with games for nostalgic memories of old Highlands/Cashiers! Sit on the outdoor terrace lined with moss-covered rocks and old flora and fauna and breathe in cool mountain air, and watch the clouds cover the mountains that are in view! Located on over 4 acres with the National Forest as your neighbors! Truly what a mountain home should be and one of a kind that beckons you to linger! Furnished and ready for making the best mountain memories. Two Freshly painted bedrooms, bath and kitchen cabinets. Encapsulated and zoned heating and air. If creaking screened doors jolt your memory you need to see this home with modern comforts! Privacy assured and nostalgic of old Highlands with retro accents! GREAT BUY -for real! Only 5 miles from downtown but a world away...

9134 Buck Creek Rd, Highlands
80 Ridge Lake Cir, Highlands
$986,000
3 Beds ⋅ 4 Baths ⋅ 1001804 MLS
An ideal mountain getaway in Highlands Falls Country Club — just minutes from town! This 3-bedroom, 2-bath home is move-in ready and offers beautiful mountain views. It features updated flooring, a modern kitchen with GE slate appliances and a 5-burner gas range, plus a spa-like master bath with heated tile floors. The home is cozy yet spacious, with a new Lennox HVAC, LG washer/dryer, and plenty of storage, including a walk-in closet and floored attic space. Enjoy the outdoors from the roomy screened porch or step onto the deck from two of the bedrooms through brand-new sliding doors. Club membership is optional, but access to top-notch amenities — like golf, tennis, pickleball, croquet, fishing, a fitness center, and world-class dining — is right there when you want it. It’s mountain living made easy: stylish, comfortable, and low-maintenance!

80 Ridge Lake Cir, Highlands
424 Big Bearpen Rd, Highlands
$4,900,000
4 Beds ⋅ 4 Baths ⋅ 1001584 MLS
Welcome to "Thistlewaite" - a European-inspired masterpiece in the heart of Highlands, North Carolina. Born from the vision of a creative Atlanta couple, Thistlewaite was modeled after an English country house designed in 1900 by renowned architect Edwin Lutyens in the Arts and Crafts tradition. To bring this dream to life, they assembled an extraordinary team: close friend and celebrated classical architect Norman Davenport Askins, legendary builder Tommy Chambers, and acclaimed landscape designer Alex Smith. The result, completed in 2009, is an architectural and garden jewel unlike anything else in Highlands. The property was originally part of the seven-acre site of the adjacent 1930's Joe Webb cabin and still includes its original spring house. To create the home's setting, a small clearing in the forest was sculpted into a flat homesite with a dramatic 24-foot retaining wall. Stone blasted from the site now forms the garden walls, seamlessly tying the residence to its natural surroundings. Cross the stone bridge over a rushing creek and be immediately captivated by the approach garden, a lush entryway that feels like a world apart. Nestled within virgin forest off Big Bear Pen Road, and bordered by Highlands Land Trust property with views of the historic Kelsey Trail, the home welcomes you through a distinctive gatehouse crowned with a zinc ornament salvaged from a circa-1900 Denver building. The gardens act as an extension of the home, with terraces, an outdoor fireplace, and a formal parterre. Two porches - an inviting entrance porch and a "drinking porch" off the living room and primary suite - overlook the gardens and enclosed courtyard. Inside, warm and gracious living spaces unfold: A keeping room with a stone fireplace shared with the kitchen. A scullery kitchen with ovens, dishwasher, and sink, keeping the main kitchen always ready for entertaining. A built-in bar leading to a light-filled room with courtyard views. A formal living room with another fireplace connecting to the luxurious primary suite. Upstairs, three to four additional bedrooms and a cozy second great room provide comfort for family and guests. Materials were chosen with artistry and authenticity: native North Carolina granite, rough-hewn siding milled from hemlock felled on the property, reclaimed beams and barn wood from Pennsylvania, and antique accents such as milestone at the gatehouse.

424 Big Bearpen Rd, Highlands
42 W Black Rock Cir, Highlands
$3,200,000
4 Beds ⋅ 5 Baths ⋅ 1001755 MLS
With rare close-up views of Whiteside Mountain, this sophisticated log home is located in Highland’s highly desirable “Bowery Road” neighborhood. This home was completely reimagined by the architectural firm Pritchett & Dixon with a major 18-month renovation fusing the timeless charm of log and timber with a stunning rustic-modern interior featuring 4 bedrooms and 4.5 bathrooms. The oversized entry doors open into a soaring beamed ceiling living space with heart pine floors, wood burning fireplace and a timber-framed loft area that defines the dining area with French doors that open to a porch. The gourmet kitchen features high-end appliances and a bar area with a built-in Sub-Zero beverage center. An adjacent scullery expands the kitchen with a second oven & built-in espresso/coffee machine. The main level also includes the first of two primary bedroom/bathroom suites. The second primary suite is on the upper level that features 2 walk-in closets and ensuite bathroom. The adjacent loft with its own full bathroom can be used as a home office, lounge and/or overflow sleeping area. The lower level boasts a new TV /game room, full bathroom, and 2 additional bedrooms. Outside is a ground level porch with additional parking & a level 2 car charger. The 1.35-acre property is unusually flat for its almost 4,000 ft elevation which offers ample space for outdoor entertaining as well as the potential addition of a Garage/Guest house for which plans by Pritchett & Dixon are available . Whether you are seeking a private retreat or a full-time residence, this property exemplifies the essence of “Quiet Luxury”. This chic mountain home with its tranquil setting is just minutes from Highlands' fine dining, boutique shopping and outdoor recreational activities.

42 W Black Rock Cir, Highlands
670 Big Bearpen Rd, Highlands
$1,635,000
2 Beds ⋅ 3 Baths ⋅ 1001751 MLS
Nestled atop Big Bear Pen Mountain with panoramic views of Shortoff Mountain to the north, and westerly sunset views. This timeless home offers main level living, private entrance, 2 car attached garage and an attached carport. There are 2 ensuites, with a bonus room and an additional full bath all on one level. Private stairs in garage take you below to a spacious workshop. Along with unparalleled mountain views, this offering come with 2 additional lots offering control of your westerly views, or ability to add additional homes to your mountain top estate. First time on the market since 1986, this classic mountain home is primed and ready for a designers touch, possibilities are endless!

670 Big Bearpen Rd, Highlands
63 Rocky Ridge Rd, Highlands
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 1001722 MLS
Bordering Highlands Falls Country Club, this beautifully designed three-bedroom, three-bath residence offers the ideal blend of seclusion and accessibility. Tucked away at the end of a long driveway, the home is embraced by trees, providing a tranquil retreat only minutes from the heart of Highlands. Step inside the spacious great room, where soaring cathedral ceilings and a stone-accented gas fireplace set the stage for cozy evenings by the fire. Glass doors open to a wide deck designed for mountain living—whether you’re hosting friends for dinner under the stars, enjoying morning coffee as the sun rises, or simply taking in the long-range views in peace. The thoughtful split-bedroom plan provides comfort and privacy for all. The primary suite is a true haven, with its generous bath, walk-in closet, and direct access to the deck. On the opposite side, two guest bedrooms and two baths give visitors their own retreat, with one guest suite also opening outdoors to take in the mountain air. The renovated kitchen blends style and function, offering plenty of space to cook, gather, and linger over breakfast in the cozy nook. An office adds flexibility for work or hobbies, while the two-car garage, golf cart garage, and abundant storage make everyday living effortless. For added comfort and security, the home includes a tankless hot water heater, a whole-house generator for peace of mind during mountain storms, and modern updates throughout. This one-level home embodies relaxed mountain living—comfortable, inviting, and perfectly situated. Here you’ll find privacy and beautiful views, plus the convenience of being just steps from the amenities of Highlands Falls (available with approved membership) and only a short drive to the vibrant Town of Highlands, NC.

63 Rocky Ridge Rd, Highlands
185 Wahoo Trl, Highlands
$650,000
3 Beds ⋅ 1 Baths ⋅ 1001715 MLS
Nestled in the heart of Highlands, this delightful cottage is a true hidden gem. With standout curb appeal and a location near Highlands School, you’ll enjoy easy access to downtown shopping, dining, Harris Lake, and the vibrant cultural scene the area is known for. The well-maintained 3-bedroom, 1-bath home sits on a quiet city road that balances privacy with convenience. Recent updates include a HVAC system, a stylishly remodeled bathroom, and a durable metal roof. The yard, dotted with perennial plantings, is perfect for outdoor enjoyment and can be appreciated from the spacious covered front porch—an ideal spot for relaxing or entertaining. Inside, the inviting great room features a cozy gas fireplace, creating a warm gathering space. Ample parking and a storage shed add to the property’s practicality. This home offers the rare combination of comfort, character, and convenience—all just moments from everything Highlands has to offer.

185 Wahoo Trl, Highlands
Lot277 Lot277 Crescent Trl, Highlands
$95,000
1001720 MLS
Build your mountain retreat in the prestigious Cullasaja Club, ideally located along the Highlands–Cashiers corridor for quick access to both towns. This homesite offers a beautiful view of Shortoff Mountain once cleared and adjions Highlands-Cashiers Land Trust property, ensuring lasting privacy with nothing built below. Membership at Cullasaja is optional, but features Ravenel Lake access, a recently updated clubhouse, and an Arnold Palmer–designed golf course, plus tennis, croquet, fitness, and more. Just minutes from Whiteside Mountain hiking trail, fine dining, galleries, and boutique shopping, this is a rare chance to create your dream home in one of the Plateau’s most sought-after communities.

Lot277 Lot277 Crescent Trl, Highlands
451 Country Club Dr, Highlands
$2,400,000
3 Beds ⋅ 5 Baths ⋅ 1001701 MLS
Wake up to the sun-drenched beauty of the Blue Ridge Mountains, where every window frames a masterpiece of nature. Step through the custom 8-foot tall black walnut double doors, and you’ll instantly feel at home. The great room, with its vaulted ceilings and rich Brazilian chestnut floors, is where memories are made. On a cool mountain evening, curl up by the stunning stone fireplace with a glass of wine as you watch the valley lights twinkle below. Thanks to the home’s open design, the breathtaking views are always part of your everyday life - visible from the primary suite, dining room, prep kitchen, and more. At the heart of this home is a kitchen designed for both culinary creativity and memorable gatherings. Featuring a professional-style range, oversized copper sink, and beautiful leathered natural quartzite countertops, it’s a chef’s dream. Step out onto the expansive deck to sip your morning coffee as the fog drifts through the mountains, or host an evening dinner under a blanket of stars. The main-level primary suite is your private retreat. Soak in the custom floating tub while taking in sweeping mountain views - a masterpiece created by nature itself. Downstairs, the lower level offers a large living area perfect for movie nights or game days, along with two oversized guest suites, each with its own en-suite bath, ensuring comfort and privacy for family and friends. Built with both luxury and peace of mind, the home includes a Generac generator, tankless hot water system, and convenient golf cart charger and Tesla charger that convey. For added confidence while you’re away, it’s equipped with a smart thermostat you can control from your phone, along with a Moen Flo water monitoring system that provides 24/7 leak detection and remote water shutoff - making second-home ownership effortless. Ownership of this property requires membership at Wildcat Cliffs Country Club - which allows for access to the championship golf course, tennis and pickleball courts, croquet lawns, a modern fitness center, and exceptional dining - all just steps from your door. This isn’t just a home - it’s a sanctuary. Every window tells a story, every day feels like a new chapter. A lifestyle defined by breathtaking views, thoughtful design, and timeless mountain beauty. Welcome Home.

451 Country Club Dr, Highlands
85 Fallen Leaf Ln, Highlands
$805,000
3 Beds ⋅ 3 Baths ⋅ 1001570 MLS
Welcome to this beautifully updated and well-maintained home in the desirable community of Shortoff Bluffs which is 10 minutes from downtown Highlands. Featuring 3 bedrooms and 3 bathrooms, this property offers the perfect blend of comfort, convenience, and modern upgrades. The home showcases vaulted, wood-covered ceilings in both the living room and dining room, adding warmth and character to the open living spaces. Gorgeous hardwood floors run throughout the main living areas, while the light-filled living room features abundant natural sunlight streaming through numerous windows. A stunning stone fireplace with gas logs creates the perfect centerpiece for cozy mountain evenings. Enjoy partial mountain views throughtout the winter. Recent improvements include a new full-home generator installed by Dearth Generators within the past year, full crawlspace encapsulation (currently being completed), a new flagstone patio, and fresh interior paint. Inside, every bathroom has been redone, and the kitchen has been fully updated, creating a turnkey home that’s move-in ready. Set on an almost-level wooded lot, this property offers privacy, peace, and thoughtful landscaping with a storage shed that adds extra utility. This is an ideal setting for those who work remotely thanks to 2 high speed internet connections, an in-home ethernet network for the primary internet connection, and a backup generator. Vyve high speed cable internet approx 900mb/s - can easily stream 4K TV. Starlink backup approx 200mb/s. Other highlights include: Quiet, clean, and meticulously cared-for interiors .Low HOA fees .Landscaped grounds with ongoing professional maintenance.

85 Fallen Leaf Ln, Highlands
148 Mountain Ash Ln, Highlands
$2,048,500
4 Beds ⋅ 5 Baths ⋅ 1001660 MLS
Situated on a quiet cul-de-sac near the front of Wildcat Cliffs Country Club, this striking Jim Fox–designed home blends architectural character with the beauty of its mountain setting. From the moment you enter through the grand double doors, your gaze is drawn through the wood-lined foyer to breathtaking mountain views that set the tone for the entire home. The main living area is designed for both comfort and connection. Vaulted wood ceilings, rich terracotta floors, and a dramatic stone fireplace create a warm gathering place, while expansive sliding glass doors open onto a multi-tiered deck that feels like an extension of the living space. Whether you’re savoring the cool mountain air on a summer afternoon or hosting friends under a canopy of stars, this outdoor retreat is a highlight. The two-sided fireplace provides a seamless transition to the dining area, perfect for enjoying fireside dinners with the mountains as your backdrop. The spacious kitchen is ideal for entertaining, with a breakfast nook and a cheerful sunroom that invite natural light throughout the day. The main-level primary suite is a true retreat, complete with dual bathrooms and dual closets for convenience and privacy. A cozy den with hardwood floors and ceilings, plus its own fireplace offers another inviting spot to relax with a good book or a glass of wine by the fire. Downstairs, three guest bedrooms and a large game room offer plenty of space for family and friends to gather. The oversized guest suite, complete with fireplace and sitting area, ensures visitors feel as pampered as the hosts. A terrace-level deck brings the mountain setting even closer, perfect for morning coffee or evening conversations. Living in Wildcat Cliffs Country Club offers much more than a home—it’s a lifestyle. With membership (required with ownership and subject to club approval), you’ll enjoy championship golf, a state-of-the-art fitness center, tennis, dining, and a vibrant social community. Best of all, the club’s enviable location places you just minutes from the charming boutiques, restaurants, and cultural life of Highlands, as well as the relaxed atmosphere of Cashiers. Here, you’re truly in the heart of the plateau.

148 Mountain Ash Ln, Highlands
1405 Clear Creek Rd, Highlands
$525,000
3 Beds ⋅ 2 Baths ⋅ 1001616 MLS
This fully furnished cabin has everything you need for a Highlands get-away! The star feature is the screened porch with a fireplace, sitting area, dining area and view. Easy access to the deck for grilling and the back yard with a fire pit and area for gardening. The great room includes the living area with a woodburning fireplace, dining nook and updated kitchen with breakfast bar. There are 2 bedrooms and a bath on the main floor. The lower level has a third bedroom with en-suite bath, bunk area, sitting room with access to the outside and the laundry room. The property comes with an extra lot behind the cabin to ensure view protection as well. It also includes a single carport, storage shed, and firewood storage shed. The dual circular driveway provides room for plenty of parking and easy egress. All of this is just 3 miles from town and outdoor activities.

1405 Clear Creek Rd, Highlands
Lot 28 High Pond Lane, Highlands
$165,000
1001627 MLS
Lake Osseroga is a small gated lakefront community with its own pavilion with lake access and storage for canoes. The community is conveniently located between Cullasaja Club and Wildcat Cliffs. This lot is perched overlooking the small pond with mountain and waterfall views.

Lot 28 High Pond Lane, Highlands

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