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Lot 1 Big Bear Pen, Highlands
$729,000
1003836 MLS ⋅ ACTIVE Status
Embrace the opportunity to own a stunning .76-acre lot on Big Bear Pen Rd in Highlands, NC, boasting picturesque mountain views and a serene natural setting. This prime property features an easily accessible build site tucked among native rhododendrons and Mountain Laurels, offering both privacy and tranquility. Conveniently located within walking distance to downtown Highlands, it provides effortless access to shops, dining, and cultural attractions, while also offering direct entry to the renowned Highlands Land Trust trail system for outdoor enthusiasts. Enjoy the best of mountain living with access to town water, sewer, and a fiber optic network, ensuring modern comforts amidst the rugged beauty of the Blue Ridge Mountains. Whether you envision a year-round residence or a seasonal getaway, this lot offers the perfect backdrop to realize your dreams of a custom-built home in one of North Carolina's most coveted mountain destinations. Don't miss out on this exceptional opportunity to create your Highlands retreat—a .76-acre sanctuary where breathtaking views, natural splendor, and convenient amenities converge to offer an unparalleled mountain living experience. Build your perfect mountain escape amidst the pristine beauty and peaceful ambiance of Highlands, NC, setting the stage for a lifestyle defined by both serenity and adventure.

Lot 1 Big Bear Pen, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

Lot 2 Big Bear Pen, Highlands
$939,000
1003839 MLS ⋅ ACTIVE Status
Embrace the opportunity to own a stunning .76-acre lot on Big Bear Pen Rd in Highlands, NC, boasting picturesque mountain views and a serene natural setting. This prime property features an easily accessible build site tucked among native rhododendrons and Mountain Laurels, offering both privacy and tranquility. Conveniently located within walking distance to downtown Highlands, it provides effortless access to shops, dining, and cultural attractions, while also offering direct entry to the renowned Highlands Land Trust trail system for outdoor enthusiasts. Enjoy the best of mountain living with access to town water, sewer, and a fiber optic network, ensuring modern comforts amidst the rugged beauty of the Blue Ridge Mountains. Whether you envision a year-round residence or a seasonal getaway, this lot offers the perfect backdrop to realize your dreams of a custom-built home in one of North Carolina's most coveted mountain destinations. Don't miss out on this exceptional opportunity to create your Highlands retreat—a .76-acre sanctuary where breathtaking views, natural splendor, and convenient amenities converge to offer an unparalleled mountain living experience. Build your perfect mountain escape amidst the pristine beauty and peaceful ambiance of Highlands, NC, setting the stage for a lifestyle defined by both serenity and adventure.

Lot 2 Big Bear Pen, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

2266 S 4th St, Highlands
$3,412,500
1003846 MLS ⋅ ACTIVE Status
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

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

70 Cottonwood Dr, Highlands
$1,325,000
3 Beds ⋅ 4 Baths ⋅ 1004028 MLS ⋅ ACTIVE UNDER CONTRACT Status
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

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty - CA.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty - CA

577 Twin Lakes Dr, Highlands
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 1004074 MLS ⋅ ACTIVE Status
Discover unparalleled mountain luxury in Holly Berry Estates, a serene 430-acre private community nestled at the base of Whiteside Mountain in the heart of North Carolina’s Blue Ridge. This exceptional 4-bedroom, 4-bath home is perfectly positioned between the charming towns of Highlands and Cashiers, offering the ultimate blend of privacy, convenience, and authentic mountain living. The main level welcomes you with a premium open-concept design, showcasing rich Brazilian Cherry hardwood floors that flow throughout the expansive living spaces. The chef’s kitchen impresses with beautiful granite countertops, while the spacious living area features a dramatic stone wood-burning fireplace beneath soaring vaulted ceilings accented with warm wooden beams. This level includes two primary suites for ultimate convenience and a versatile bonus room—ideal for a home office, den, or additional sleeping quarters. Step outside to the generous covered deck, where you can savor sweeping mountain and lake views of pristine Holly Berry Lake. Whether enjoying your morning coffee or hosting evening gatherings, this deck is the perfect vantage point to take in the beauty of the Blue Ridge Mountains. The lower level expands your living options with additional bonus rooms, a second full living room, a second kitchen, and a large recreation room—perfect for guests, multigenerational living, or entertaining. Additional highlights include a 2-car garage on the main level, plus an extra garage and shop on the lower level, providing ample space to store your UTV or side-by-side. The home sits on a private 1.59-acre lot with room to roam and enjoy cool mountain summers, plus access to your very own private dock on Holly Berry Lake. The property features a 22kW Generac generator, ensuring year-round comfort and peace of mind. Holly Berry Estates offers two private lakes ideal for swimming, fishing, canoeing, and picnicking, along with scenic hiking and biking trails. These trails wind through the community and connect to adjacent Nantahala National Forest lands, offering stunning views of Whiteside Mountain and access to its breathtaking rock face.

577 Twin Lakes Dr, Highlands

Listing courtesy of RE/MAX Summit Properties.

Listing courtesy of RE/MAX Summit Properties

611 Blue Valley Rd, Highlands
$650,000
3 Beds ⋅ 2 Baths ⋅ 1004039 MLS ⋅ ACTIVE Status
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

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

354 Flat Mountain Estates Rd, Highlands
$1,999,000
4 Beds ⋅ 4 Baths ⋅ 1004031 MLS ⋅ ACTIVE UNDER CONTRACT Status
Some of the best days in the mountains begin without an agenda. Coffee on the porch, a meal shared with friends and an evening gathered around the fire become the moments you remember most. Set on just over one private acre with lovely long-range views, this four-bedroom, four-bath home makes room for all of them. The fully screened porch is a natural gathering place, from slow mornings to lingering evenings. An outdoor kitchen with a gas grill and Big Green Egg makes preparing dinner part of the occasion, while the gas fire pit offers a welcoming spot for conversation as the mountains fade into dusk. Inside, vaulted ceilings and abundant natural light create an airy, inviting atmosphere. New flooring throughout the main level brings a fresh look, and the well-appointed kitchen features quality appliances and a wine refrigerator. Its easy connection to the living and dining areas keeps the cook close to the conversation, whether hosting a weekend gathering or enjoying a quiet dinner at home. Custom metal railings lead to a lower level made for leisurely afternoons and evenings in. Enjoy a friendly game of pool, serve drinks at the wet bar or settle into the movie room with its large-screen television and surround sound. Two additional bedrooms and baths provide comfortable accommodations for overnight guests. With spaces that bring people together and peaceful corners to enjoy on your own, this home invites you to settle into the pleasures of mountain living. Come for a weekend, stay for a season and make traditions that call you back year after year.

354 Flat Mountain Estates Rd, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

48 Mountain Brook Way, Highlands
$1,240,000
3 Beds ⋅ 3 Baths ⋅ 1004042 MLS ⋅ ACTIVE Status
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

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

494 Country Club Dr, Highlands
$3,875,000
4 Beds ⋅ 5 Baths ⋅ 1004017 MLS ⋅ ACTIVE UNDER CONTRACT Status
A Fairytale Retreat in Wildcat Cliffs Country Club Discover an extraordinary mountain retreat where refined craftsmanship, effortless comfort, and storybook surroundings come together in one remarkable setting. Located in prestigious Wildcat Cliffs Country Club, this exceptional two-story residence offers four bedroom suites, a spacious two-car garage, and a separate golf-cart bay with its own private entrance directly to the golf course. Positioned beside the 16th green, the home embraces the beauty of its surroundings with wonderfully designed gardens and a truly enchanting, fairytale-like yard. A fenced area provides a safe and private space for pets to enjoy the outdoors, while thoughtfully landscaped grounds create a magical setting for entertaining, relaxing, and enjoying the seasons. Inside, the living room makes a memorable statement with a custom chandelier forged by Sea Island Forge, adding a distinctive touch of artistry and craftsmanship. The beautifully appointed chef’s kitchen features a full-size gas range and opens naturally into a cozy breakfast room—an inviting space for morning coffee or lingering conversations with family and friends. The screened-in back porch is designed for year-round enjoyment, complete with its own fireplace and automated shades that can be lowered to keep the elements at bay while preserving the comfort and beauty of outdoor living. The oversized double garage provides exceptional flexibility, with ample room for automobiles, golf carts, recreational gear, and all the necessities of mountain living. The dedicated golf-cart entrance makes getting out onto the course remarkably convenient. And when the occasion calls for dinner, cocktails, or a celebration, the main clubhouse is just minutes away, making it easy to enjoy the camaraderie and traditions of Wildcat Cliffs Country Club. A home of uncommon charm and livability, this is mountain living at its most gracious—where beautiful gardens, exceptional craftsmanship, golf-course access, and the feeling of a private fairytale retreat come together. Membership to Wildcat Cliffs Country Club is mandatory. Call Nikki Sloop the Membership Director 828-526-2165 for information.

494 Country Club Dr, Highlands

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

1085b Hicks Rd Unit 6, Highlands
$999,000
3 Beds ⋅ 6 Baths ⋅ 1004015 MLS ⋅ ACTIVE Status
There is something wonderfully liberating about arriving in Highlands with nothing to do but enjoy being here. No weekend projects. Nothing demanding your attention. Just a beautifully finished new home, a wooded mountain setting, and the freedom to decide how the day will unfold. Located less than ten minutes from Main Street, White Oak Village offers convenient access to the restaurants, shops, hiking trails, waterfalls and country clubs that make Highlands so special. Highlands-Cashiers Hospital is also nearby, adding another measure of convenience and reassurance. The open, light-filled main level is designed for the way people naturally gather. The kitchen flows easily into the dining and living areas, where a sleek gas fireplace adds warmth on cool mountain evenings. Four-panel glass doors open wide to the deck, inviting in the fresh air and the soothing sound of the stream below. Upstairs, the primary and guest suites provide peaceful, private retreats. The terrace level gives this residence a dimension rarely found in a townhome. With its own exterior entrance, living area, laundry, ensuite bedroom and covered outdoor space, it can live independently while remaining connected to the rest of the home. Welcome family and friends without sacrificing privacy, create a retreat for extended-stay guests, or use all three levels as one comfortable residence. Located just outside the Highlands town limits, White Oak Village also offers valuable rental flexibility. Enjoy the home whenever Highlands calls, rent the entire residence while you are away, or explore the potential to rent the terrace level independently. Fresh finishes, thoughtful design and low-maintenance ownership make this an inviting opportunity for both personal enjoyment and potential income. Six residences were created, one has already sold, and five opportunities remain. Your place in Highlands is ready when you are.

1085b Hicks Rd Unit 6, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

1085a Hicks Rd Unit 5, Highlands
$999,000
3 Beds ⋅ 6 Baths ⋅ 1004013 MLS ⋅ ACTIVE Status
There is something wonderfully liberating about arriving in Highlands with nothing to do but enjoy being here. No weekend projects. Nothing demanding your attention. Just a beautifully finished new home, a wooded mountain setting, and the freedom to decide how the day will unfold. Located less than ten minutes from Main Street, White Oak Village offers convenient access to the restaurants, shops, hiking trails, waterfalls and country clubs that make Highlands so special. Highlands-Cashiers Hospital is also nearby, adding another measure of convenience and reassurance. The open, light-filled main level is designed for the way people naturally gather. The kitchen flows easily into the dining and living areas, where a sleek gas fireplace adds warmth on cool mountain evenings. Four-panel glass doors open wide to the deck, inviting in the fresh air and the soothing sound of the stream below. Upstairs, the primary and guest suites provide peaceful, private retreats. The terrace level gives this residence a dimension rarely found in a townhome. With its own exterior entrance, living area, full kitchen, laundry, ensuite bedroom and covered outdoor space, it can live independently while remaining connected to the rest of the home. Welcome family and friends without sacrificing privacy, create a retreat for extended-stay guests, or use all three levels as one comfortable residence. Located just outside the Highlands town limits, White Oak Village also offers valuable rental flexibility. Enjoy the home whenever Highlands calls, rent the entire residence while you are away, or explore the potential to rent the terrace level independently. Fresh finishes, thoughtful design and low-maintenance ownership make this an inviting opportunity for both personal enjoyment and potential income. Six residences were created, one has already sold, and five opportunities remain. Your place in Highlands is ready when you are.

1085a Hicks Rd Unit 5, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

1081 A Hicks Unit 3, Highlands
$999,000
3 Beds ⋅ 4 Baths ⋅ 1004012 MLS ⋅ ACTIVE Status
There is something wonderfully liberating about arriving in Highlands with nothing to do but enjoy being here. No weekend projects. Nothing demanding your attention. Just a beautifully finished new home, a wooded mountain setting, and the freedom to decide how the day will unfold. Located less than ten minutes from Main Street, White Oak Village offers convenient access to the restaurants, shops, hiking trails, waterfalls and country clubs that make Highlands so special. Highlands-Cashiers Hospital is also nearby, adding another measure of convenience and reassurance. The open, light-filled main level is designed for the way people naturally gather. The kitchen flows easily into the dining and living areas, where a sleek gas fireplace adds warmth on cool mountain evenings. Four-panel glass doors open wide to the deck, inviting in the fresh air and the soothing sound of the stream below. Upstairs, the primary and guest suites provide peaceful, private retreats. The terrace level gives this residence a dimension rarely found in a townhome. With its own exterior entrance, living area, full kitchen, laundry, ensuite bedroom and covered outdoor space, it can live independently while remaining connected to the rest of the home. Welcome family and friends without sacrificing privacy, create a retreat for extended-stay guests, or use all three levels as one comfortable residence. Located just outside the Highlands town limits, White Oak Village also offers valuable rental flexibility. Enjoy the home whenever Highlands calls, rent the entire residence while you are away, or explore the potential to rent the terrace level independently. Fresh finishes, thoughtful design and low-maintenance ownership make this an inviting opportunity for both personal enjoyment and potential income. Six residences were created, one has already sold, and five opportunities remain. Your place in Highlands is ready when you are.

1081 A Hicks Unit 3, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

115 W Falls Ct, Highlands
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 1004002 MLS ⋅ ACTIVE Status
Riverfront Serenity in the Heart of Cullasaja Club. Discover the best of both worlds at 115 Falls Court - a beautifully appointed riverfront residence offering remarkable privacy and tranquility while being just moments from the heartbeat of Cullasaja Club. Set on a quiet lot along the banks of the Cullasaja River, this five-bedroom, five-full and two-half-bath home enjoys the soothing sights and sounds of the river as its natural backdrop. Yet just beyond this peaceful setting are the Club's exceptional amenities, including the new Wellness Center and Community Activity Center, Arnold Palmer-designed golf course, swimming pool, playground, croquet lawns, tennis courts and Clubhouse. It is a rare combination: close to everything that makes club life so enjoyable, yet tucked away in a setting that feels wonderfully removed. Designed with family and guest in mind, the home offers multiple living spaces, flexible-use areas and a thoughtful floor plan spanning three levels. The gourmet kitchen opens to a spacious covered deck overlooking the river - an inviting place for morning coffee, relaxed lunches, cocktails at the end of the day or simply listening to the water below. A generous primary suite is located on the main level, while each additional level offers another spacious suite, creating exceptional privacy for family and guests. Upstairs are two additional guest suites, a media room and thoughtfully designed office nooks that make working remotely or finding a quiet place to read effortless. The terrace level is an entertainment destination of its own, featuring another primary suite, kitchenette, laundry, wine cellar and pool table room. With its combination of private accommodations and gathering spaces, this level is ideal for extended family, houseguests or multiple generations enjoying the mountains together. Perhaps the greatest luxury of 115 Falls Court is its location. Within Cullasaja Club, you are close to the center of activity while coming home to the peace of the river. Beyond the gates, the property is conveniently positioned between Highlands and Cashiers, offering easy access to two of Western North Carolina's most beloved mountain communities. At 115 Falls Court, the choice is yours: spend the day enjoying everything Cullasaja Club has to offer, venture into Highlands or Cashiers for shopping and dinner, or simply stay home, settle onto the covered deck and let the Cullasaja River provide the soundtrack.

115 W Falls Ct, Highlands

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

1077 B Hicks Unit 2, Highlands
$949,000
3 Beds ⋅ 4 Baths ⋅ 1004011 MLS ⋅ ACTIVE Status
There is something wonderfully liberating about arriving in Highlands with nothing to do but enjoy being here. No weekend projects. Nothing demanding your attention. Just a beautifully finished new home, a wooded mountain setting, and the freedom to decide how the day will unfold. Located less than ten minutes from Main Street, White Oak Village offers convenient access to the restaurants, shops, hiking trails, waterfalls and country clubs that make Highlands so special. Highlands-Cashiers Hospital is also nearby, adding another measure of convenience and reassurance. The open, light-filled main level is designed for the way people naturally gather. The kitchen flows easily into the dining and living areas, where a sleek gas fireplace adds warmth on cool mountain evenings. Four-panel glass doors open wide to the deck, inviting in the fresh air and the soothing sound of the stream below. Upstairs, the primary and guest suites provide peaceful, private retreats. The terrace level gives this residence a dimension rarely found in a townhome. With its own exterior entrance, living area, full kitchen, laundry, ensuite bedroom and covered outdoor space, it can live independently while remaining connected to the rest of the home. Welcome family and friends without sacrificing privacy, create a retreat for extended-stay guests, or use all three levels as one comfortable residence. Located just outside the Highlands town limits, White Oak Village also offers valuable rental flexibility. Enjoy the home whenever Highlands calls, rent the entire residence while you are away, or explore the potential to rent the terrace level independently. Fresh finishes, thoughtful design and low-maintenance ownership make this an inviting opportunity for both personal enjoyment and potential income. Six residences were created, one has already sold, and five opportunities remain. Your place in Highlands is ready when you are.

1077 B Hicks Unit 2, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

122 Highlands View Rd, Highlands
$899,000
3 Beds ⋅ 3 Baths ⋅ 1003995 MLS ⋅ ACTIVE Status
Discover an exceptional opportunity to own more than 12 unrestricted acres in Highlands, offering remarkable flexibility for a private mountain retreat, short-term rental venture, or commercial investment. With no zoning restrictions and short-term rentals permitted, the property offers an ideal setting to create a distinctive hospitality experience, expand accommodations, or develop additional income-producing opportunities. Positioned at the highest point of the property, the beautifully updated farmhouse offers privacy, peaceful mountain surroundings, and direct access to adjoining National Forest land. Guests and owners alike can enjoy an array of outdoor activities just beyond the property. The inviting home features three spacious bedrooms, three bathrooms, a cozy loft, and a generous great room that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining and accommodating groups. Recent improvements include a new roof, a permitted front porch, an updated primary bathroom, a remodeled upstairs bathroom, refreshed kitchen countertops and backsplash, refinished original hardwood floors, new flooring, fresh interior and exterior paint, and an HVAC system less than two years old. With substantial buildable acreage and ample room for additional rental accommodations or future expansion, this unique Highlands property offers a rare combination of privacy, accessibility, natural beauty, and business potential. This property presents an exciting opportunity to establish a memorable mountain destination.

122 Highlands View Rd, Highlands

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

221 N 4th St, Highlands
$2,100,000
1 Baths ⋅ 1003986 MLS ⋅ ACTIVE Status
Situated in one of the most coveted commercial corridors in the heart of Highlands, this prime retail offering presents a rare opportunity to acquire over 3,000 square feet of highly visible shop space just steps from Main Street. Positioned amid the town’s most vibrant boutiques, restaurants, and foot traffic, the location benefits from exceptional walkability and enduring demand. The property is currently home to the beloved Highland Hatter, a long-standing and well-recognized business whose existing lease adds immediate income stability and enhanced investment value. This established tenancy underscores the strength of the location while offering an investor the appeal of a proven retail environment in one of Western North Carolina’s most prestigious mountain towns. Whether held as a long-term income property or envisioned as a cornerstone asset within a curated commercial portfolio, this offering combines location, scale, and legacy. Schedule a tour today to see this exceptional real estate investment in the heart of Highlands.

221 N 4th St, Highlands

Listing courtesy of Cashiers Sotheby's International Realty.

Listing courtesy of Cashiers Sotheby's International Realty

55 Wood Lily Way, Highlands
$675,000
3 Beds ⋅ 2 Baths ⋅ 1003978 MLS ⋅ ACTIVE Status
Enjoy refined, low-maintenance mountain living in Chestnut Hill—an ideal setting for those who value both ease and independence. Here, exterior home maintenance and landscaping are thoughtfully managed for you, freeing your time to enjoy the lifestyle rather than the upkeep. This single-level three-bedroom, two-bath residence offers the simplicity of condominium living with the privacy, space, and comfort of a detached home—complete with its own garage. Located just moments from Highlands-Cashiers Hospital and the heart of downtown Highlands, you will appreciate the convenience of nearby medical services, dining, and shopping, all while returning home to a peaceful mountain setting. Chestnut Hill is perfectly suited for those seeking a full-time residence or a lock-and-leave retreat without sacrificing comfort, accessibility, or charm. HOA dues cover road maintenance, snow removal, water, and sewer, giving you true low-maintenance living. Tucked away at the end of a quiet cul-de-sac, the home features an open floor plan with beautiful new wood flooring, exposed wood beams in the great room, fully remodeled bathrooms, and an updated kitchen with new cabinetry, countertops, and stainless-steel appliances. Located just minutes from downtown Highlands, the community also offers a welcoming activity center where neighbors regularly gather for food, fun, and fellowship.

55 Wood Lily Way, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

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

539 Foreman Rd, Highlands

Listing courtesy of Silver Creek Real Estate Group, Inc..

Listing courtesy of Silver Creek Real Estate Group, Inc.

45 S Shelby Cir, Highlands
$1,900,000
3 Beds ⋅ 4 Baths ⋅ 1003951 MLS ⋅ ACTIVE Status
Modern and sophisticated, this beautifully designed 3011 heated interior square foot new home with a spacious garage and two covered porches, is underway in coveted Shelby Place, offering an exceptional blend of refined finishes, thoughtful design, and effortless indoor-outdoor living. The main level features a spacious primary suite with a generous walk-in closet and beautiful bath with an oversized walk-in shower. A conveniently located laundry area adds ease and functionality to the main level. The open-concept living space is anchored by a wood-burning fireplace and framed by a wall of windows overlooking the community greenspace and mature trees beyond, creating a serene and inviting setting. The thoughtfully designed kitchen is designed for both everyday living and entertaining, with expansive countertops, a 36-inch Wolf range, and a convenient breakfast bar. Just beyond the living area, an outdoor terrace with fireplace provides the perfect retreat for relaxing and enjoying cool Highlands evenings. The lower level offers exceptional flexibility with two spacious guest bedrooms, two full baths, and a secondary living area complete with fireplace, bar, and kitchenette featuring a sink, under-counter refrigerator, and dishwasher. A two-car garage provides convenient parking and additional storage. Shelby Place is a highly desirable in-town neighborhood known for its walkability, community greenspace, and pickleball courts, all just minutes from the vibrant shops, restaurants, and amenities of downtown Highlands. Come experience the relaxed elegance and natural beauty of life in this special corner of the Highlands-Cashiers Plateau. Architectural renderings and floor plans are subject to modification by the builder, at the builder’s discretion, prior to completion of the home. Estimated Completion Date is April 2027. Tax amount is reflective of land value and will change one the home is completed and the land is reassessed with the home on it.

45 S Shelby Cir, Highlands

Listing courtesy of Pat Allen Realty Group.

Listing courtesy of Pat Allen Realty Group

289 Apple Mountain Cir, Highlands
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 1003892 MLS ⋅ ACTIVE Status
Escape to mountain living at its finest in Apple Mountain, ideally situated just 10 minutes between downtown Highlands and Cashiers. Spanning 3,614 square feet (source: tax records) all on one level, this property combines privacy, luxury, and family-friendly comfort. Set on a private 1.01 acre lot, this property directly borders a shared easement with the prestigious Cullasaja Club with deeded access to Lake Ravenel for kayaking, canoeing, and fishing via a scenic pathway directly from your yard. Inside, a light-filled open layout centers around an expansive living room with a towering stone fireplace and vaulted, beamed ceilings. The well-designed kitchen features two refrigerators, a walk-in pantry, an expansive island, and a pass-through to the screened porch. Accommodations include a primary suite with dual custom closets and a spa bath, two generous-sized guest bedrooms, a private office, and a flexible bonus space. This home offers a thoughtful layout ideal for family living and entertaining guests. The outdoor haven features a screened porch, open deck, fire pit, putting green, zip line, and a sheltered dog run. Hobbyists and car enthusiasts will appreciate the four-car garage capacity, split between a two-car attached garage and a separate two-car detached garage with workshop space. Homeownership is easy thanks to an active HOA with a property manager providing weekly neighborhood checks and maintenance. Complete with a generator, repainted exterior, updated lighting, new furnaces, and fresh water heaters, this move-in-ready property offers the ultimate turn-key mountain lifestyle. MOTIVATED SELLERS!

289 Apple Mountain Cir, Highlands

Listing courtesy of Pat Allen Realty Group.

Listing courtesy of Pat Allen Realty Group

328 Webbmont Rd, Highlands
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 1003953 MLS ⋅ ACTIVE Status
PRICED TO SELL! Nestled within Highlands in-town, this charming home sits on just over an acre of perennial gardens and native woodland. Located only 5 minutes from Main Street, you’ll enjoy easy access to shopping, dining, and year-round activities, while still savoring peace and privacy. Spanning over 3,000 sq. ft., this 4-bedroom, 3.5-bath residence with an additional Loft bedroom/ensuite bathroom and office, totaling 6 private rooms. This home offers spacious mountain living in the quiet, idyllic Webbmont area. The property features a newly enclosed fenced backyard—ideal for children at play or pets to enjoy freely. The flat terrain provides the ideal setting for lush gardens and outdoor enjoyment. Current basketball court could be converted to a pickleball court! The main level welcomes you with soaring cathedral ceilings and large windows that fill the home with natural light, complemented by a stone fireplace for cozy winter evenings. Primary Suite is on the Main Level and offers a sitting room with double doors that open into a serene, screened deck, a generous walk-in closet, and a private en-suite bath. The kitchen boasts skylights, a walk-in pantry, and abundant sunshine, with the laundry room conveniently located nearby, leading to a two-car garage and additional parking areas. The upper level offers 5 bedrooms, 2 full baths, perfect accommodations for family or guests. A built-in desk and storage nook along the hallway make remote work or study convenient. One of the oversized bedrooms with sloped ceilings, sky lights-is perfect for multiple beds or bunk-style retreats. Also, a separate office with a private door, offering flexibility for a work-from-home space, fitness room, or creative studio. The Loft-style bedroom on the third level features its own en-suite bath, built-in storage, and plenty of privacy. Beyond the property, only 5 minutes to Half-Mile Farm at Old Edwards—renowned for its fabulous year-round culinary events and live concerts-adding to the lifestyle appeal. This property offers the rare combination of convenience, space and tranquility-making it the ideal Highlands retreat!

328 Webbmont Rd, Highlands

Listing courtesy of Cashiers Sotheby's International Realty.

Listing courtesy of Cashiers Sotheby's International Realty

179 Sagee Woods Dr, Highlands
$5,295,000
4 Beds ⋅ 6 Baths ⋅ 1003950 MLS ⋅ ACTIVE Status
Set on 1.45 beautiful acres within the Highlands city limits, this exceptional family home offers a rare combination of level grounds, privacy, and breathtaking, unobstructed views of iconic Whiteside Mountain. Adjoining protected Highlands-Cashiers Land Trust property, the setting provides an extraordinary sense of permanence and seclusion while enjoying a coveted location in the exclusive Bowery area. The gently landscaped property features level areas surrounding the home, a charming gazebo, and meandering trails that invite you to enjoy the peaceful mountain setting. Level topography paired with dramatic, protected mountain views is an exceptional find in Highlands, and the sweeping vistas of Whiteside Mountain are truly spectacular. Designed for comfortable one-level living, the main floor features a spacious primary suite with a fireplace, sitting room opening to the deck, generous closets with custom built-ins, and a private washer and dryer. The main level also includes a formal living room, family room, dining room, kitchen, guest-area laundry, and exceptional indoor-outdoor living spaces. Expansive windows in the living room fill the home with natural light while perfectly framing the magnificent Whiteside Mountain views. Four fireplaces enhance the warmth and character of the home, located in the living room, family room, primary suite, and on the expansive covered deck. Both the family room and dining room open directly to this inviting outdoor living area, complemented by an additional uncovered deck for enjoying the mountain air and remarkable scenery. Upstairs, three private guest suites provide comfortable accommodations for family and friends, with each bedroom enjoying beautiful mountain views. The kids’ playroom offers tremendous flexibility for additional office space, home theater, and additional sleeping accommodations. Additional features include a heated three-car garage and a generator. With its protected setting, extraordinary Whiteside Mountain views, level acreage, generous living spaces, and highly desirable Bowery location, this remarkable Highlands home offers an exceptional opportunity for both relaxed mountain living and gracious entertaining.

179 Sagee Woods Dr, Highlands

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

685 Gold Mine Rd, Highlands
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 1003941 MLS ⋅ ACTIVE Status
Welcome to "Secret Waters," a breathtaking opportunity that captures the essence of tranquility and luxury. As you approach the gates, the stunning tower house greets you, its elegant architecture harmonizing seamlessly with the soothing sounds of cascading waters that beckon you to explore. This extraordinary property boasts two standout features: a beautifully designed tower house featuring 2 spacious bedrooms and 2 modern bathrooms, alongside a spectacular natural wonder that embodies the artistry of Mother Nature. At the heart of Secret Waters lies a mesmerizing waterfall, flowing gracefully beside the residence and providing a serene, enchanting backdrop. Every detail of this retreat has been meticulously crafted, showcasing exquisite cherry millwork, sleek granite countertops, and expansive glass walls that bring the breathtaking views to life from the top floor. The enchanting grounds invite you to wander across charming bridges that span the tranquil waters. Spanning 5 lush acres, this property offers everything you desire for a perfect mountain getaway. Short-Term Rental Allowed! This property is currently an active short-term rental (STR) with proven rental success, presenting an excellent investment opportunity. Don’t miss your chance to own this extraordinary hideaway. Your secret oasis awaits!

685 Gold Mine Rd, Highlands

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

214 S Old Walhalla Rd, Highlands
$6,200,000
3 Beds ⋅ 5 Baths ⋅ 1003939 MLS ⋅ ACTIVE Status
Located less than 2 miles from town, this one-of-a-kind generational estate is composed of 10 acres, with a top quality 3 bedroom 4 1/2 bath home has over 5,000 sf with roughed in rooms for additional living area below. Beautiful grounds feature gardens, trails, potting shed, greenhouse, and lovely water features. Enter the front foyer to a vaulted, country French Living room with Dalle de Bourgogne French limestone floors, a fireplace, and stunning wrought iron doors to access the patio and drink in the stunning, layered, southern vistas. Open dining with adjacent Chefs Kitchen of the highest quality appliances and finishes. Primary suite flows into the opposite wing of the house with a double bath and full office library. There is an elevator and a stairwell that leads to 2 guest bedroom suites, and a bonus room complete the upstairs. A rear porch with pet fence and a 2-car garage complete this family home. Additional goodies are a generator, push button multi control lighting systems, pure well water, huge boulders and landscape walls. Shown by appointment only.

214 S Old Walhalla Rd, Highlands

Listing courtesy of Country Club Properties.

Listing courtesy of Country Club Properties

162 Twin Lakes Dr, Highlands
$850,000
2 Beds ⋅ 2 Baths ⋅ 1003601 MLS ⋅ ACTIVE Status
Breathtaking mountain views, +/-5.71 private acres, and an idyllic setting surrounded by nature define this charming cottage in Holly Berry Estates. Enjoy sweeping views of Black Rock Mountain to the south and Whiteside Mountain to the southwest, framed by native rhododendron, lush ferns, mossy pathways, and the soothing serenity of a bordering stream. The two-level cottage offers a warm and inviting main level with oak flooring, a primary bedroom and bath, and an open living and dining area anchored by a gas-log fireplace. Glass doors open to a spacious deck overlooking a gardener’s paradise and the spectacular mountain landscape beyond. Relax with a morning coffee or evening glass of wine while watching clouds drift across the dramatic rock face of Whiteside Mountain while enjoying the cool mountain breezes. The finished lower level provides a comfortable guest retreat with a generously sized bedroom, full bath, bonus room for additional sleeping space or office, and family room opening to a stone terrace with firepit—an inviting setting for gathering beneath the stars. Surrounded by natural beauty, this peaceful retreat offers an exceptional opportunity to slow down, reconnect with nature, and enjoy the best of mountain living. Recent improvements include a new roof, A/C Unit, toilets, water heater, driveway culvert and fresh gravel. THE SELLER IS OFFERING A $30,000 CREDIT AT CLOSING FOR DECK REPLACEMENT. Holly Berry Estates offers two private community lakes for canoeing and fishing and is conveniently located near the Chattooga River Trail and Falls, Cashiers Sliding Rock and the historic Grimshawe's Post Office. With abundant privacy, remarkable mountain views, and easy access to outdoor recreation, this is a true nature lover’s retreat. Offered furnished minus staging items.

162 Twin Lakes Dr, Highlands

Listing courtesy of Pat Allen Realty Group.

Listing courtesy of Pat Allen Realty Group

Lot 2 Bear Mor Ridge, Highlands
$5,495,000
4 Beds ⋅ 5 Baths ⋅ 1003916 MLS ⋅ ACTIVE Status
Soon to begin construction in Bear Mor, this exceptional new residence is designed for the way Highlands is meant to be lived, with a close connection to nature, welcoming spaces for family and friends, and refined mountain character that feels both timeless and fresh. Designed by Summit Architecture and built by Futral Enterprises, the home will enjoy beautiful views of town and the mountains beyond. Local Southern stone, stained board-and-batten siding, a slate roof, and a mahogany entry door establish a distinctive sense of place. Inside, wood floors, painted nickel-gap paneling, beamed ceilings, and reclaimed timber mantels bring warmth and character throughout. The main living and dining areas flow into a beautifully appointed kitchen with a generous island and butler’s pantry. Just beyond, a covered porch with a stone fireplace becomes an outdoor living room for cool mornings, relaxed dinners, and evenings by the fire. A separate grilling porch makes entertaining effortless. The main-level primary suite offers a private retreat with a beamed ceiling, spacious bath, heated tile floors, and generous closet. A wet bar, laundry, mudroom, elevator, conditioned storage, and three-car garage add everyday convenience. On the lower level, three guest suites surround a spacious family room with a stone fireplace and kitchenette, creating a comfortable retreat for family and friends. A second laundry and expansive covered outdoor living spaces make the home especially well suited for extended stays and multigenerational gatherings. Four local-stone fireplaces invite year-round enjoyment. Bear Mor offers privacy and connection close to the heart of Highlands. Residents enjoy public water and sewer, direct access to the Highlands Greenway Trail, and a beautifully designed common area with a firepit and sunset views. Nearby amenities include a covered pool, tennis and pickleball courts, and a year-round fitness center, while the shops, restaurants, and traditions of Highlands are only minutes away. For the buyer who acts early, this is an opportunity to be part of the building process and watch an exceptional mountain home come to life, one where summers feel unhurried, holidays bring everyone together, and Highlands becomes part of the family story.

Lot 2 Bear Mor Ridge, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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