View All Macon County NC Homes with Den Listings

$1,975,000
3 Beds ⋅ 2 Baths ⋅ 1004085 MLS
BIG VIEWS. WALK-TO-TOWN!! For those who dream of waking up to spectacular mountain views and strolling into town, this exquisite Highlands retreat delivers it all. With commanding Whiteside Mountain views and just steps to the Highlands Plateau Greenway trails, this beautifully renovated 3-bedroom home blends sophisticated design with effortless mountain living. Virtually every room captures the stunning views, while the expansive covered porch creates the perfect setting for morning coffee, afternoon cocktails, or gathering with friends as the mountains stretch beyond. At the heart of the home is a spectacular chef’s kitchen, thoughtfully designed for both entertaining and everyday living, featuring a dramatic 48-inch Viking range, custom wood range hood, a massive island, beautiful cabinetry and exceptional attention to detail. Throughout the home, luxury details abound—from custom-tiled baths with Brizo brushed-brass fixtures to designer lighting and beautifully curated finishes. Every element of the renovation has been thoughtfully selected to create a timeless, elevated mountain aesthetic. Enjoy beautiful long-range views in every season, including wintertime views of Shortoff Mountain, revealing even more of the breathtaking scenery. Rarely does a home offer this combination of unparalleled Whiteside Mountain views, an extraordinary renovation, and convenient access to downtown Highlands. This is mountain living at its finest—and a home designed to be enjoyed in every season.

1084 Big Bear Pen Rd, Highlands

$975,000
4 Beds ⋅ 6 Baths ⋅ 1003675 MLS
Discover your own private mountain retreat on 10.61+/- acres in the desirable Chinquapin Mountain subdivision of Franklin, NC. Nestled at the end of a scenic, wooded private driveway, this impressive two-story home offers breathtaking long-range mountain views and the peace and privacy you've been searching for. Designed with space and flexibility in mind, the home features 4 bedrooms, 3 bonus rooms, and 5½ bathrooms, making it ideal for large families, multi-generational living, entertaining guests, or creating dedicated home offices, fitness rooms, or hobby spaces. The expansive floor plan provides room for everyone while taking full advantage of the spectacular mountain vistas. Outdoor living is truly exceptional, with inviting spaces to relax, entertain, and soak in the stunning surroundings. Enjoy cool mountain breezes, incredible sunsets, and the beauty of Western North Carolina from your own private sanctuary. Additional features include a two-car carport, abundant extra parking for family and guests, and a large storage area for outdoor equipment, seasonal décor, or workshop space. The generous acreage offers endless opportunities for gardening, recreation, or simply enjoying nature. Conveniently located on Chinquapin Mountain Road, you'll enjoy easy access to downtown Franklin's excellent shopping, locally owned restaurants, and year-round activities. Hiking and mountain biking trails are just minutes away, making this an exceptional home for outdoor enthusiasts and those seeking the best of mountain living. This property includes neighboring parcels: 7507-52-8964 7507-63-5220 7507-63-0048 This property is located in the Chinquapin Mountain Sub Division in Franklin NC.

597 Chinquapin Mountain Rd, Franklin

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

188 Norton Ridge Rd, Highlands

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

106 Garnet Rock Trl, Highlands

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

90 Fodderstack Rd, Highlands

$2,750,000
4 Beds ⋅ 5 Baths ⋅ 1003269 MLS
This quintessential Highlands cottage on coveted Cobb Road offers timeless charm, rich history, and an exceptional golf course setting. Perfectly positioned on a beautifully terraced 0.40-acre lot, the property enjoys golf course views, mature landscaping, and the peaceful character of one of Highlands’ most sought-after neighborhoods. The screened porch offers a front-row view of the 7th fairway, creating a seamless connection to the course and the relaxed rhythm of club living. Originally built in 1955 as a two-story residence, the home carries a unique and beloved legacy. The current owners first purchased the property in the early 1960s and, after selling, reacquired it in 1995, expanding it to include a third level and transforming it into the spacious mountain retreat it is today. This three-story white clapboard home features 4 bedrooms, 4 full baths, and 2 half baths, offering ample space for family and guests. The main level showcases warm knotty Southern pine walls, creating an inviting mountain ambiance. The den features a beautiful stone fireplace, while the living room offers built-in bookshelves and a vaulted, beamed ceiling. A pristine 1994 American Trader “Princess” canoe stored in the rafters adds a unique nod to craftsmanship and mountain living. The dining area flows seamlessly into the kitchen, where ample counter space makes entertaining effortless. Additional highlights include a versatile craft room, ideal for hobbies or a home office, and a bedroom with golf course views and soft natural light. Upstairs, two spacious bedrooms each feature en-suite bathrooms and walk-in closets. Abundant windows and two skylights fill the level with natural light. The hallway between the two rooms has built-in bookcases and accent lighting, creating an ideal reading nook or study space. The lower level features a spacious living area and game room with a fireplace, along with an additional bedroom and full bath complete with a soaking tub and walk-in shower. An elevator provides convenient access to all levels. This level also includes a single-car garage and walk-out access to the lower yard, where stone terraced steps lead to the golf course. Located just minutes from downtown Highlands and within the prestigious Highlands Country Club community (membership optional), this property offers a rare combination of privacy, history, and proximity to town. A true Highlands classic, ready for the next generation of memories.

1280 Cobb Rd, Highlands

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

26 Valentine Ln, Highlands

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

395 Whitside Mtn, Highlands

$2,300,000
3 Beds ⋅ 3 Baths ⋅ 1003231 MLS
Butternut Cottage is a rare offering on Lake Sequoyah. The cottage is a masterfully reimagined historic residence where timeless mountain craftsmanship meets refined modern living. Originally built in 1940 and meticulously renovated in 2020, this home preserves its authentic soul while elevating every detail for today’s luxury lifestyle. From the moment you enter, the home reveals its character through extensive use of reclaimed wormy chestnut, thoughtfully integrated throughout the interior. Custom cabinetry in the downstairs kitchen and secondary bathrooms showcases this storied wood, preserving the warmth and patina of the original structure while giving it new life in a sophisticated, curated design. A striking live-edge staircase crafted from butternut wood serves as both architectural centerpiece and sculptural art piece, setting the tone for a residence defined by organic elegance and craftsmanship. Throughout the home, four wood-burning fireplaces create inviting focal points, offering warmth and ambiance across multiple living spaces. Designed to dissolve the boundary between indoors and out, the home features a seamless flow to expansive outdoor living areas where nature becomes an extension of daily life. The setting is enhanced by a beautifully terraced and landscaped yard, thoughtfully planted with mature apple and pear trees, blueberry bushes, and an established perennial garden that provide color and texture throughout the seasons. Outdoor living is elevated by two private docks, offering direct access to Lake Sequoyah—perfect for paddle boarding, kayaking, fishing, or simply enjoying quiet mornings on the water. The lakefront lifestyle is peaceful, private, and deeply connected to the surrounding natural beauty. Butternut Cottage is more than a home—it is a legacy property where history, design, and landscape converge. Every detail has been intentionally preserved or elevated, resulting in a residence that feels both grounded in heritage and unmistakably refined. A truly unique opportunity to own a one-of-a-kind mountain lake retreat where craftsmanship and nature exist in perfect harmony.

311 Sequoyah Dr, Highlands

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

159 Webb Branch Rd, Highlands

$1,945,000
4 Beds ⋅ 5 Baths ⋅ 1003026 MLS
FOX DEN is a rare opportunity to own a work of legacy modernism in the mountains. One of Jim Fox’s most celebrated designs, it has been meticulously re-envisioned through a $1.5M+ renovation. This is a sculptural residence perched at 4,100 feet on Satulah Mountain, inside the town limits of Highlands. Fox’s dramatic structural concept of four intersecting planes creates a dynamic interplay of geometry, light, and shadow. Walls of glass capture long range vistas of Whiteside, Chimneytop, and Terrapin Mountains, transforming the home into a living observatory of the Blue Ridge landscape. Every system, surface, and finish has been renewed with reverence for the original architecture and an eye toward elevated mountain luxury. The main level is a flowing modernist plan uniting the living, dining, kitchen, and terrace. It includes an organic stacked stone fireplace; custom kitchen with Bosch and Fisher & Paykel paneled appliances; Caesarstone surfaces & Rohl fixtures and sleek cabinetry illuminated by skylights. This level embodies the essence of modern design: sculptural lines, natural materials, and an effortless connection to the outdoors. The upper level is a private retreat framed by triangular windows overlooking the forest canopy. In addition to the bedroom there is a dedicated office/studio space, walk-in closet, loft area and heated marble floors in the bath. It’s a serene, architectural escape designed for reflection, creativity, and quiet luxury. The lower-level centers around a lounge anchored by a mid century Brutalist fireplace and dry bar. Three generous guest suites each offer newly renovated en suite baths and private decks with forest and mountain views. The expansive lower deck reveals the home’s cantilevered diamond form structure, a breathtaking example of Fox’s engineering artistry. It serves as a dramatic outdoor venue for cooking, dining, and fireside evenings. FOX DEN has been featured in multiple books and Fine Homebuilding Magazine, recognized for its bold geometry and modernist innovation. Highlands, NC was named America’s Best Small Mountain Town by Travel & Leisure (2023) providing an exceptional setting for a home of this caliber. This is more than a residence. It is a collectable architectural treasure, a luxury mountain retreat with pedigree, provenance, and soul—ready for its next steward.

220 Worley Rd, Highlands

$2,985,000
3 Beds ⋅ 4 Baths ⋅ 1002568 MLS
Welcome to in-town-living at "Stone Cottage". Located in Holt Knob walkable to boutiques, restaurants, and food shops. Featured in one of Atlanta’s premier design magazines. Perfectly designed for the person who loves to entertain 50 guests—or for the one who treasures quiet moments in a private mountain sanctuary. Located just 2 minutes from Main St. in Highlands and not in an HOA, this property offers both convenience & independence. Lovingly cared for by the same family for 10 years. Completely renovated in 2013 -the pride of ownership is evident in every thoughtful detail. Everything You Imagine — And More: From the vaulted, beamed ceilings in the living room to the dramatic floor-to-ceiling rock fireplaces, the main living space is both grand and inviting. The kitchen and baths are sleek and modern with Carrara marble, all beautifully appointed with Waterworks plumbing fixtures, faucets, and accessories, delivering timeless luxury and elevated design. Some bathrooms have heated floors. 2 Primary Suites.The first primary suite is privately situated in its own wing on the main level, offering direct access to the back porch with premium double-paned windows, HVAC and a stunning stone-clad wood-burning fireplace. Your personal retreat for cool mountain evenings.The 2nd Primary suite is located on the upper-level. With full bath and kitchenette—ideal for extended guest stays. Designed for Living & Entertaining:Formal dining room with it's own fireplace, for elegant dinner parties, or quiet dinners at home. Cozy library/den with its own fireplace—perfect for football Saturdays or quiet afternoons.Sleeping Loft + Built-in bunk room (3rd bedroom) with its own bath—is a magical space for kids to play & laugh. Off the bunk room is a loft that can double as an office, gym or an additional sleeping area.The oversized 2-car garage easily accommodates vehicles, outdoor gear, and storage needs. Outside, the beautifully landscaped yard is maintained to perfection, creating a setting as stunning as the home itself.Real cedar shake roof -inspected and maintained semiannually. Subzero refrigerator, Dacor gas range, Fisher-Pakel 2 drawer dishwasher, ice maker, full sized washer & dryer. Tankless water heater, newer septic tank, generator and 1,000 gal propane tank. Heated bathroom floors - all on Holt Knob off main Street. This house is everything you think it is: beautiful, impeccably maintained, and ready for its next chapter.

142 Lucerne Dr, Highlands

$3,125,000
4 Beds ⋅ 5 Baths ⋅ 1002461 MLS
Seller is motivated! Bring any and all offers. This turn-key home is located in the prestigious, gated community of Satulah Village South, just a short stroll from downtown Highlands. Walk to Old Edwards Inn & Spa, Highlands Tavern, The Ugly Dog, and boutique shopping at Vivace and along Main Street, then quietly retreat to your private sanctuary. The home strikes a graceful balance between privacy and convenience, with sweeping views of the neighborhood’s beautifully maintained, park-like gathering space. Thoughtfully designed for elevated mountain living, this one-and-a-half-level residence offers inviting spaces both inside and out. Stone accents and lush landscaping frame a series of outdoor living areas, including a tranquil terrace with a pond and a fenced, low-maintenance HOA-maintained yard, perfect for relaxed mornings and unhurried evenings. Enjoy step-free access from the single carport or the welcoming front entry. Inside, the main level opens to a grand living room anchored by a soaring native stone fireplace, creating a warm and sophisticated gathering space. The kitchen is both stylish and functional, showcasing custom quartzite countertops, a built-in refrigerator, Bosch appliances, a gas range, and sleek built-in cabinetry. A wet bar with wine storage seamlessly serves the living and dining areas, ideal for effortless entertaining. A second stone fireplace in the cozy den offers a more intimate retreat, perfect for morning coffee or evening cocktails and gatherings. The main-level primary suite serves as a private haven, complete with a spa-style bath featuring a walk-in shower and refined finishes. A guest powder room completes the main floor. Upstairs, three generous guest suites, each with its own en-suite bath, ensure comfort and privacy for family and visitors alike. Behind the scenes, this home offers peace of mind as well as beauty, with a brand new roof installed in 2025 and recent upgrades, including full crawlspace encapsulation with a commercial-grade dehumidifier and sump pump, completed in 2025 and 2026, providing long-term durability and climate control ideally suited for mountain living. This is not simply a place to live, it is a chance to fully immerse yourself in the Highlands lifestyle at its most refined. This exceptional offering blends timeless elegance, natural beauty, and a rich cultural backdrop in one of Highlands’ most coveted walk-to-town communities.

25 Old Edwards Cir, Highlands

$2,990,000
4 Beds ⋅ 6 Baths ⋅ 1002404 MLS
Nestled on the slopes of Big Bear Pen Mountain and just a stone's throw from the bustling heart of downtown Highlands, NC, lies a gem of a property that's recently undergone a complete makeover. Introducing 656 Big Bear Pen Road: a stunningly renovated and professionally decorated haven (courtesy of Spruce Interiors) that promises comfort, style, and unparalleled mountain living. This exquisite property boasts a spacious four bedroom, five bath main home along with a charming one bedroom guest cottage, making it perfect for entertaining guests or indulging in some quiet time. The main residence is a marvel of modern design and rustic charm, featuring a grand great room with a large stone fireplace that invites cozy evenings and warm conversations. The heart of the home is undoubtedly the chef's kitchen, complete with a large island for gathering. The main level also houses the owner's suite, a guest bathroom, a cozy study/den for quieter moments, and a dining room for memorable meals. But the allure doesn't stop there. Step outside to the large covered porch with its own stone fireplace, or enjoy the tranquility from the deck off the back of the house. Upstairs, guests can enjoy their own private retreats in three beautifully appointed bedrooms, each with its own bathroom. The separate guest house offers additional space and independence; it has a living room with a kitchenette, bedroom, and a full bathroom. This property has not only been a beloved home but also a successful vacation rental, grandfathered by the town of Highlands, adding to its appeal as a wise investment or a personal escape. Don't miss your chance to own a piece of paradise at 656 Big Bear Pen Road.

656 Big Bear Pen Rd, Highlands

$2,975,000
4 Beds ⋅ 4 Baths ⋅ 1002033 MLS
In-town living within strolling distance to the boutiques, fine dining, and cultural charm of Highlands, North Carolina, is among the most sought-after lifestyles on the Plateau. Equally as desirable as a long-range mountain vista or lakefront retreat, this rare offering combines walkability, gated privacy, and refined mountain elegance in the prestigious Satulah Village, developed by the acclaimed Old Edwards Inn and Spa. From the moment you arrive, the home’s timeless architecture—accented with stone and bark—radiates mountain sophistication. The welcoming foyer opens into a beautifully appointed living room anchored by a stately fireplace, flowing seamlessly into the chef’s kitchen and dining area designed for effortless entertaining. A second great room provides an additional gathering space for quiet evenings or lively weekends with family and friends. Step outside and experience an enchanting private sanctuary. The lush backyard, enhanced by a tranquil waterfall, creates an inviting outdoor living area perfect for al fresco dining or afternoon relaxation amid the cool Highlands breeze. The upper level offers two elegantly furnished guest suites and a spacious bonus room ideal for a media lounge, fitness studio, or additional guest quarters. Offered fully furnished and move-in ready, this is a rare opportunity to own a property that embodies the best of Town and Leisure’s Top Small Mountain Town. Enjoy an effortless blend of sophistication and small-town charm—where the cultural richness of Highlands meets the relaxed spirit of Mayberry RFD, all elevated to a luxury mountain lifestyle.

22 Old Edwards Cir, Highlands

$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

$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

$2,000,000
4 Beds ⋅ 5 Baths ⋅ 1001588 MLS
Lake Sequoyah Waterfront Estate: An extensively rebuilt sanctuary with stunning views Experience unparalleled serenity at this impeccably renovated waterfront residence on Lake Sequoyah. Nestled on what was once a gentleman's hunting club, this home is a testament to careful reconstruction, resulting in a spacious and essentially new property ready for its next chapter. With stunning lake views from every room, this three-level estate offers the perfect blend of rustic charm and modern luxury. Key features include: Accommodations: Four bedrooms and 4.5 baths provide ample space for family and guests. Fireplaces: Enjoy the ambiance of five fireplaces, including two original stone hearths that have been completely rebuilt, along with new wood-burning fireboxes and gas inserts. Vaulted Ceilings: Five rooms feature vaulted ceilings with classic shiplap siding, creating an open and airy feel. High-End Finishes: The kitchen and baths boast custom shaker-style cabinetry, elegant quartz countertops, and premium stainless steel appliances. Oak and Rock Flooring: Oak floors adorn the main and upper levels, while a unique rock floor provides a rustic, textured look on the lower level. Three-Level Layout: Each floor has its own gathering room, with a kitchen on the main level and a wet bar on the lower level, perfect for entertaining. Owner's Suite: The main-level owner's suite is a private retreat, featuring a fireplace, a large walk-in closet, and a versatile office, study, or exercise room. Expansive Windows: High-quality Anderson windows are installed throughout, bathing the home in natural light and framing the picturesque lake views. Additional Space: The home offers flexible spaces for a studio, library, media room, or extra sleeping quarters. Embrace the waterfront lifestyle: The property includes a large deck and a path leading directly to the lake, inviting you to fish, canoe, or kayak from your own backyard. Watch as local beavers swim their nightly laps, a tranquil end to every day. Located in the serene and picturesque Highlands area, this is an incredible opportunity for a family to make lasting memories in a truly exceptional home.

53 Naiad Ter, 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

$2,000,000
4 Beds ⋅ 4 Baths ⋅ 1000307 MLS
MAJOR PRICE IMPROVEMENT! Now sold furnished, with very few exclusions. Charming Mountain Retreat in Highlands Falls Country Club Nestled in the serene beauty of Highlands Falls Country Club, this stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of mountain charm and modern comfort. Backing up to National Forest land and surrounded by lush woods, this two-story retreat provides breathtaking mountain views and ultimate privacy. Inside, you'll find an inviting floor plan with hardwood floors and two cozy fireplaces throughout the home. The spacious living areas include a recently added den featuring built-in shelving, a bar, a wine cooler, and a fireplace, all leading to an expansive deck—perfect for entertaining. The home boasts two master suites, with the upstairs master bathroom fully remodeled, including a luxurious custom closet. The chef’s kitchen is equipped with a high-end Viking gas cooktop and a Scotsman Wet Ice Machine, making meal preparation a delight. Downstairs, the living area is designed for entertainment, featuring a movie-sized TV with surround sound, making it the perfect spot for movie nights or game-day gatherings. Sonos speakers are installed throughout the house, ensuring high-quality sound in every room. Outdoor living is just as exceptional, with vaulted ceilings and skylights enhancing the large porch upstairs, complemented by an equally spacious porch downstairs. A beautifully fenced-in yard adds to the charm, and a convenient porte-cochère provides easy covered entry. For golf enthusiasts, the property includes a dedicated golf cart garage, and the golf cart—purchased just one year ago for $11,500—is included in the sale. With a new HVAC system featuring WiFi thermostats and premium upgrades throughout, this home is truly a turnkey mountain retreat. Don’t miss the chance to own a piece of paradise in Highlands​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ Falls!

1194 Claire Ln, Highlands

$2,700,000
3 Beds ⋅ 5 Baths ⋅ 102691 MLS
Discover your ideal haven at Highlands Falls Country Club, where you'll find the perfect home with breathtaking views of Whiteside Mountain, Chimneytop, and the mesmerizing waterfall above the 15th green. This residence is immaculate, boasting stylish hardwood floors, lofty vaulted ceilings, and a stunning stone fireplace. The great room opens to expansive covered and open decks, where you can watch the graceful falcons soar over Whiteside, while offering unforgettable views. While working in the gourmet kitchen, your gaze will be captivated by the majestic sight of Whiteside Mountain. The kitchen itself is equipped with a spacious island, abundant custom cabinetry, and ample countertop space. The primary bedroom is a true retreat, offering ample space to relax and enjoy the view on a lazy morning or enjoy coffee on the bedroom's covered deck. A large walk-in closet, an en-suite bathroom with "his and her" vanities, and separate water closets complete the suite. Descend to the terrace level, where a stone wall accents the family room, complemented by a second fireplace. This level also boasts two large guest suites and a second deck for your visitors' comfort. For added convenience, the home is equipped with a central vacuum system and a two-car garage. Should you wish to enhance your lifestyle, you have the option of obtaining a golf or social membership at Highlands Falls Country Club. Embrace this opportunity to find your dream home with unrivaled surroundings and amenities.

490 N Big Bearpen Mountain Rd, Highlands

$860,000
3 Beds ⋅ 3 Baths ⋅ 100585 MLS
Welcome to Stonehedge! This beautifully-built, round-on-round log home is the perfect mountain retreat! The terrace level is the perfect in-law suite with everything your guests will need including full kitchen, laundry room, spacious living room, and radiant heated floors. Enter the main floor through the custom, slumped-glass door to the open den with stone fireplace and vaulted ceilings. The well appointed kitchen flows perfectly into this space making for great entertaining with family and friends. The open, upstairs loft is a perfect office space where you can take in the long range mountain views while working from home. The upstairs master suite allows for plenty of privacy and optimal views of our beautiful mountain landscape. Soak your cares away in the garden tub. Situated at the end of the road with more than four acres of privacy, this home is great for entertaining guest and making lasting memories with ample parking and a three-car garage! The custom stone firepit and grilling station is the ideal spot to relax after a long day of hiking or sightseeing. If the firepit gets too hot, you can cool off in the Ledford Branch which runs through part of the property. Whether you are looking for a large home for personal guests or a successful investment property, this house must be seen in person to truly appreciate its full potential. This home can easily accommodate a large group or family with its 500 gallon propane tank and extra water heater for master suite.

286 Stockton, Franklin

$2,300,000
4 Beds ⋅ 6 Baths ⋅ 103200 MLS
Exquisite Elegance in Highlands! Discerning buyers with an eye for beauty and impeccable design must experience this stunning residence. Enthusiastically updated, the kitchen now showcases a bespoke copper hood accentuating the expansive island, complete with all the amenities a culinary enthusiast could dream of. The opulent primary suite is a sanctuary unto itself, featuring a serene sitting area with a majestic stone fireplace, separate master baths for him and her, and an array of three walk-in closets. In the main house, two gracious guest suites flank a charming breakfast bar and loft study on the upper level. For added privacy, a guest suite above the garage offers an ideal space for both adults and teenagers. Outdoor living is elevated with a Carolina room, perfect for cozy gatherings, adjacent to the great room providing a breathtaking vantage point overlooking a tranquil waterfall. An imposing stone fireplace sits on the side deck inviting you to gather the family for ghost stories on these cool fall evenings. This home has been meticulously cared for, boasting a newer roof, freshly remodeled bathrooms, and a host of modern updates, ensuring a turnkey transition for its fortunate new owners. Located inside the gates of prestigious Cullasaja Club, you can enjoy the plethora of activities upon membership acceptance and payment of the initiation fee. Amenities include an Arnold Palmer golf course, several dining venues, a fitness center, croquet lawns, tennis courts, a heated swimming pool, a playground and access for boating and fishing on Lake Ravenel. Conveniently located halfway between Highlands and Cashiers, you can enjoy the many activities of both charming towns including five star restaurants, world class shopping, art galleries, hiking, fishing, pickle ball, and many other cultural opportunities. Fenced yard for your furry family members right off side deck.

770 Cullasaja Club Dr, Highlands

$800,000
3 Beds ⋅ 4 Baths ⋅ 106465 MLS
This Beautiful Post and Beam home at 3,219 feet elevation with panoramic long range mountain views await the new owner. Enjoy our casual mountain lifestyle while warming by the fire by the large stone fireplace or by dining in the Carolina room. The spacious primary bedroom with ensuite jetted bath opens to the deck with limitless views from the main level. The open loft with ensuite bath is perfect for sleeping or an in-home office. Providing guest privacy, the large second primary bedroom with ensuite bath has a second entrance. The adjoining den with large screen tv is a favorite spot while warming by the fire. Following dinner, the dining area leads to the screened in porch to watch the evening sun setting. 2 additional decks provide privacy off both bedrooms. The large kitchen is always the popular gathering spot for family and friends. The great room with floor to ceiling windows provides limitless unparallel panoramic views that everyone wants in their mountain home. Currently the double car garage has been used as an additional game room with plenty of storage for those shop tools. Do you need extra covered space for your cars or toys? There is car storage for 4 cars plus lots of parking space for those family gatherings. . Interested in short-term rentals? This home has no rental restrictions. This home comes fully furnished ready for a mountain getaway for two or a family. In additional it has been a successful investment property. Come check out the mountain lodge with its majestic views! With the national forest next door, it is the perfect escape from this busy world.

719 Bear Paw Rdg, Franklin

$2,100,000
3 Beds ⋅ 4 Baths ⋅ 104157 MLS
Welcome to lakeside luxury living at Highlands Falls Country Club! This three-bedroom, two-and-a-half-bathroom home offers an unparalleled retreat in an idyllic setting. Step inside to discover a warm and inviting ambiance where the main level boasts an open layout, featuring a cozy living room adorned with one of three charming fireplaces. Whether you're unwinding after a long day or entertaining guests, this delightful space sets the perfect backdrop for any occasion. The heart of the home resides in the gourmet kitchen, complete with modern appliances, and ample cabinetry. Adjacent to the kitchen, the dining area beckons with scenic views of the surrounding landscape, creating a picturesque backdrop for memorable meals with loved ones. For those who crave outdoor living, the screened porch awaits, offering a tranquil retreat where you can bask in the beauty of nature while enjoying the warmth of a crackling fire. From sunrise coffee sessions to evening cocktails, this serene sanctuary promises endless moments of relaxation. The main level offers two bedrooms and an office, which everyone seems to put at the top of their wish list. The primary bedroom is large with an amazing custom closet large enough for both of you. Downstairs, the terrace level unveils a spacious family room, complete with yet another fireplace, a game area, and direct access to a charming stone patio. Outside, the property is adorned with practical amenities, including a two-car garage, a convenient carport, and a picturesque pea gravel circular driveway. Moreover, convenience meets leisure with the home's proximity to the clubhouse, pool, croquet lawn, pickleball, and tennis courts, all within walking distance. Membership in Highlands Falls is by invitation and provides access to all the amenities which also includes a championship golf course and scenic dining, plus the best fitness center on the mountain.

501 Falls Dr E, Highlands

$2,300,000
4 Beds ⋅ 4 Baths ⋅ 103703 MLS
Experience the epitome of luxury with this premium new construction Sherwood Forest home boasting an array of sophisticated features, including a standing seam metal roof, French lap siding with cedar shake accents, and a detached double garage. Revel in the outdoor oasis featuring Brazilian Ironwood (IPE) decking, a fully furnished kitchen, and a cozy fire table, creating an ideal setting for both casual gatherings and elegant soirees. This exquisite residence has a comfortable and functional floor plan with two bedrooms including the master, on the main level and an additional two bedrooms downstairs along with entertainment areas, providing flexibility and privacy. Once inside, you will discover a home where every detail has been thoughtfully considered—inclusive of a generous amount of upgraded shiplap walls, intricately laid master tilework, barnwood wall accents, heated floors in master bath, designer baseboard, interior door, and kitchen cabinet heights, and expansive panoramic folding great room doors— seamlessly blending the home's indoor and outdoor living space. The high-end kitchen is a culinary masterpiece with fine custom cabinetry, and full suite of Thermador appliances that cater to even the most discerning chefs. Downstairs, you will be amazed at the sheer beauty of the recreation room and one-of-a-kind theatre room featuring a sleek wood and cork interior, masterfully-designed tray ceiling, a wet bar, and fireplace—complemented by included cutting-edge electronics that elevate your entertainment experience to new heights. Welcome to a residence where every element combines to create a harmonious blend of comfort, distinctive styling, and sophistication.

471 Sherwood Forest Rd, Highlands

$800,000
3 Beds ⋅ 3 Baths ⋅ 104003 MLS
This is not your typical log home! With a light and airy ambiance, neutral color palette, and lavish upgrades, it appeals to anyone searching for an upscale mountain home. Decorate with your unique flair and make it your own. Conveniently situated ten minutes to downtown Highlands and Cashiers, this unique Southland chink-groove log home peacefully rests on 1.5 enchanting acres. Simple yet luxurious, this cozy cabin affords expansive one-level living with three bedroom suites, two bonus lofts with high-end finishes and marble flooring. Richly appointed spaces include a spacious and bright great room addition with a wood-burning stone fireplace, barn doors, kitchen pass-through, and brilliant light fixtures. A game area and an outdoor deck offer long-range views of Shortoff Mountain. Beautiful and aromatic cedar-lined ceilings and hardwood floors accent this invitingly comfortable oasis. Honed 18x18 marble floors adorn the mudroom and galley kitchen that's adjacent to the dining area with a Vermont wood-burning stove. Retreat to any of the three full bathrooms featuring a clawfoot soaking tub, jetted tub, or steam shower, all upgraded with white onyx or honed marble floors, sure to soothe mind, body, and soul after enjoying a hike at the nearby iconic Whiteside Mountain. Optional furnishings from Watauga Creek include a king-size locust bed frame, living area rugs, and a chair. The primary bedroom has an overflow sunroom with a private entry. Relax on the front porch, outdoor deck, or around the fire pit. Stroll the numerous moss-lined stone paths that lead to streams, a private treehouse, and an expansive flat outdoor area with a custom stone picnic bench. This property also features a fenced-in dog run attached to the double carport, tool shed, and storage area. In this move-in-ready Highlands retreat, nature abounds with the promise of hospitality. Great rental location and opportunity.

67 Fallen Leaf Ln, Highlands

$7,462,000
5 Beds ⋅ 9 Baths ⋅ 102666 MLS
This magnificent shingle and stone country estate in the mountains of Western North Carolina is conveniently located just 2 hours from Atlanta and 9 miles from the charming town of Highlands, NC. Designed by Tim Greene, this home gracefully nestles among 37 acres of old hardwoods at an elevation of 3,750'. This rural setting offers pastoral and long range m ountain views for seclusion and privacy within minutes from shopping and gourmet dining. Enjoy your coffee on the breakfast porch welcoming the rising sun and cocktails on the patio capture exquisite afternoon sunsets. Each setting allows enjoyment of the beautiful gardens thoughtfully designed by Alex Smith Garden Design to enhance the boulder outcroppings and stone walls. There is 1 1/2 stocked pond for fishing, canoeing, swimming or just relaxing on the dock. The home has 5 bedrooms plus on bonus room, each with ensuite bathrooms. The master suite on the main level has his/hers dressing rooms and baths. Upstairs are 3 guest bedrooms and a second upstairs boasts a large recreation room, a bunk room and an additional bedroom, each with its own bath. These spaces are ideal for an office, workout area, or just overflow for guests and grandchildren. The large kitchen and adjoining butlers bantry/office are equipped with top of line appliances for entertaining for a few or a crowd. A large screened porch and adjoining patio are ideal for expanding dining and entertaining space. There are 5 wood burning fireplaces for the cool mountain evenings. Pegged oak floors throughout, handhewn antique beams and custom finishes add to the timeless charm and cottage appeal. The decor and details which adorn the interiors were orchestrated by nationally recognized Charleston designer, Amelia Handegan. An attached two car garage has built in cabinets for your storage needs. An equipment "barn" sits tucked among large rhododendrons, boxwoods and hydrangeas which adorn the property. This is truly and exceptional property!

747 Mcconnell Rd, Scaly Mountain

$1,135,000
4 Beds ⋅ 3 Baths ⋅ 106067 MLS
Discover this Beautifully updated 4-bedroom gem just 3 miles from Main Street Highlands off 64E/Cashiers Road. Set on a picturesque 1.7-acre lot featuring a small pond, this home offers a park like setting and is sold furnished minus a few exceptions. The large primary suite boasts a newly renovated luxurious bath with wet room and a large custom walk-in closet. Additional updates include renovated guest bathrooms, new windows, exterior doors/including garage, fresh siding enhancing the home's modern appeal and encapsulated crawl space. As you enter the front door, you'll be greeted by a charming staircase flanked by the study/living room and formal dining room. Just beyond is a bright family room with brick hearth and gas stove overlooking the expansive level back yard. The family room flows into the sunny breakfast room and kitchen showcasing white wood cabinets. A convenient laundry room and attached 2-car garage complete this floor. Upstairs you'll find the 4 spacious bedrooms with ample closet space, along with an additional renovated bathroom featuring double vanities and a spacious walk-in shower. A second staircase on the main floor leads to a versatile bonus room, perfect for the grandkids, a home gym, or an office. Step out onto the back deck and follow a path to a newly rebuilt art studio/bonus space, equipped with a mini-split AC system overlooking the expansive & private garden. The Highlands Springs and Falls community offers open meadows ideal for picnics and relaxation, making this property a true retreat. This area is especially convenient to Flat Mountain and Mirror lake via Cheney Lane.

45 Chestnut Ln, Highlands

$4,800,000
4 Beds ⋅ 6 Baths ⋅ 102894 MLS
This stunning English Country Home, designed by Spitzmiller & Norris architects, is a true gem perched high on Big Bear Pen Mountain. From its elevated position, this home offers breathtaking, unobstructed mtn views. Spread across three levels, this home boasts a convenient elevator that adds an extra touch of accessibility. With four spacious bedrooms and five and a half baths, there is plenty of room for family & guests to enjoy. The two charming great rooms provide ample space for relaxation & entertaining. A large office w/ a kitchenette & full bath could be an extra sleeping room. A cozy nap room is on the upper level. Throughout the home, you'll find four stone fireplaces, perfect for snuggling up during colder months. The Carolina room is a true highlight, offering a gorgeous space to enjoy the surrounding natural beauty and breathtaking views from the comfort of the screened porch. The interior features reclaimed wood beams, adding a touch of rustic elegance. Antique reclaimed random width heart pine floors bring warmth & character to each room, while the Brazilian hardwood decks provide a seamless transition from indoor to outdoor living spaces. This home is truly a masterpiece, combining timeless architectural design w/ modern comforts. Its location, perched high on the mtn, ensures privacy & tranquility, while its proximity to town allows for easy access to amenities. Whether you're enjoying the stunning views, relaxing by the fireplace, or savoring the beauty of the surrounding nature, this home offers a truly remarkable living experience in the heart of Highlands. Walking trails from the historic neighborhood of Big Bear Pen lead right to the heart of Travel & Leisure's 2023 best small mountain town where you can experience five-star restaurants, world-class shopping, the Performing Arts Center, the Bascom Regional Art Center as well as a myriad of outdoor activities including golf, tennis, swimming, boating, hiking, rafting & fishing.

1361 Big Bear Pen Mountain Rd, Highlands

$1,455,000
4 Beds ⋅ 4 Baths ⋅ 103558 MLS
Nestled amidst the enchanting landscape of Webbmont community in Highlands, North Carolina, an exquisite four bedroom, four bath mountain retreat, redefines luxury living. Situated on a sprawling 2.17 acres, just five short minutes from downtown HIGHLANDS, the circa 1940's Joe Webb Cabin offers the perfect blend a proximity to amenities in the tranquility of a private mountain escape. As you step in to the charming, four bedroom cottage bungalow, you were greeted I warm and inviting atmosphere. The main floor and unveils a gourmet kitchen adorned with built in appliances, setting the stage for culinary delights. Two distinct living Spaces, each, featuring a fireplace, provide cozy corners for relaxation, while the adjoining dining area offers a perfect space for entertaining family and friends. Ascend to the upper level to discover a private main, suite that epitomizes luxury and comfort. This retreat boasts a fireplace, creating an intimate ambience, and a spacious bathroom with a large, walk-in shower, and double sinks, a haven of relaxation after a day of mountain adventures. The main level also has a guest room with his own bathroom, featuring a charming footed tub. The lower level adds flexibility with two full size, beds, and additional bathroom, providing ample space for family and guests. Adjacent to the main residence, a newly renovated guest house, bungalow, awaits, offering at home kitchen, and full bath as well as a a cozy sitting area and fireplace. Explore the exterior, where a stone path leads to a natural waterfall feature, creating a picture a setting for outdoor gatherings or quiet contemplation. This property offers plenty of room for recreational activities, making it a true haven for natural enthusiast. The Joe Webb cabin is not just a home; it's an escape to a lifestyle really luxury meets the tranquility of Highlands, NC. Schedule your private viewing to immerse yourself in the allure of this exceptional property.

159 Webb Branch Rd, Highlands

Start Your Search

“The data relating to real estate on this website derive in part from the Internet Data Exchange program. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither Real Estate Company nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. © 2026 Carolina Multiple Listing Services, Inc.”

Macon County, NC · Curated MLS Search

Homes with Den in Macon County, NC

An editorially curated view of every active homes with den listing in Macon County, NC. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings

Macon County, NC Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

Next Steps in Macon County, NC