Highlands Single Family Listings

MLS Number 1002403

• Residential
• Bedrooms 4
• Bathroom 7
• Acreage 0.76

This highly desirable home is loaded with Highlands Charm and has great curb appeal. The main house has 4 bedrooms, 4 bathrooms, there is a free-standing guest quarters with one bedroom, one bath. The dwellings are completely renovated and ready to move in. Updated with the old Highlands Charm of real stone fireplaces, wood floors and wood walls. The kitchen was professionally designed, and it has a wonderful exterior Carolina room with a fireplace. Lower level has additional storage and utility/Mechanical space. This one has rental income and is grandfathered for rental with the city, has ample parking and a usable yard.

Listed by W. Terry Potts of Country Club Properties, John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF

MLS Number 1002404

• Residential
• Bedrooms 4
• Bathroom 6
• Acreage 0.76

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.

Listed by John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF, W. Terry Potts of Country Club Properties

MLS Number 1003600

• Residential
• Bedrooms 5
• Bathroom 5
• Acreage 0.97

A rare 2-home Highlands retreat just 4 minutes from Main Street, this exceptional offering was originally built by renowned local craftsman Ralph Thomas and thoughtfully updated for modern mountain living. Privately set among the trees near the Mirror Lake area, the property spans approximately one acre across two lots and offers an uncommon blend of craftsmanship, flexibility, privacy, recreational access, and income-producing potential. Together, the residences provide approximately 4,500 square feet of interior living space, five bedrooms, five full baths, multiple flexible guest rooms and office spaces, two laundry/utility areas, four full-size refrigerators, and abundant indoor-outdoor living space. More than 2,000 square feet of decking includes a 400-square-foot cathedral-style screened porch, permanent seating areas, two fire pits, an outdoor stove, and peaceful spaces for gathering, dining, or relaxing beneath the tree canopy. The setting is both private and convenient, with winter mountain views, summer forest-canopy vistas, and more than 130 trees planted along the perimeter in 2020 to enhance the secluded feel. A private paved driveway provides access within a quiet enclave adjoining Mirror Lake, while nearby gravel roads, waterfalls, streams, hiking trails, Skyline Lodge, and downtown Highlands place the best of the Plateau close at hand. The primary residence underwent a comprehensive renovation in 2020 while preserving its original Adirondack camp character. Original wormy chestnut cabinetry and wood flooring remain, complemented by Bosch and Liebherr appliances, updated baths, a screened outdoor living area with electric screens, a metal roof, and replacement windows and doors throughout. Additional features include two wood-burning fireplaces, a gas river-rock fireplace, two garages with space for three vehicles, workshop areas, guest parking, high-speed internet service with fiber-optic availability, and a generator serving both homes. The second residence has been upgraded to strengthen rental appeal and has generated up to $60,000 annually in long & short-term rental income. Located outside the Town of Highlands limits, the property benefits from the absence of municipal rental restrictions, offering flexibility for personal use, guest accommodations, or investment income. With two distinct homes, refined updates, original craftsmanship, outdoor living, and proven rental performance, this is a truly distinctive Highlands property.

Listed by Douglas Treadwell of Mountain Life Real Estate,LLC

MLS Number 1003430

• Residential
• Bedrooms 4
• Bathroom 6
• Acreage 1.12

Perched atop prestigious King Mountain, this exceptional luxury home delivers jaw-dropping panoramic views that stretch for miles, sunsets here are truly unforgettable. Located in the exclusive gated King Mountain Club, the home is being offered fully furnished and tastefully appointed with high-end decor, including Ralph Lauren accessories. The dramatic octagonal great room is a showstopper, featuring floor-to-ceiling windows and a stunning stone fireplace, seamlessly connecting to the gourmet kitchen, dining area, laundry room, and outdoor grilling space. Two expansive primary suites on the main level offer walk-in closets, deck access, and those same sweeping mountain vistas. Downstairs, you'll find two more guest rooms, a second fireplace in the family room, a game area or gym, an office, and garage. The wraparound deck invites you to relax and take in the epic scenery. Just minutes from Highlands, Cashiers, Franklin and Dillard, GA, and neighboring Burt Reynolds' former mountain estate, this home combines privacy with convenience. Community amenities include a clubhouse, pool, and tennis courts, mountain living at its most refined.

Listed by C. Dan Chapman of Country Club Properties

MLS Number 1003485

• Residential
• Bedrooms 5
• Bathroom 2
• Acreage 2.33

A RARE piece of Highlands history just moments from Main Street, 80 Highfield Drive captures the charm and character that made Highlands one of the most beloved mountain destinations in the Southeast. Built in the early 1900s and situated on an extraordinary 2.33-acre parcel, this five-bedroom, two-bathroom home offers something increasingly difficult to find: privacy, acreage, and proximity to town. The moment you arrive, you are transported to a simpler time. The expansive wraparound porch invites a slower pace, with cool mountain air drifting through the trees, sleepy mornings with coffee as the town gradually comes alive below, relaxing evenings with a glass of wine and the distant sounds of live music floating up from The Ugly Dog Pub. The vibrant energy of town is close at hand, but the serene setting feels worlds apart. The property itself is a hidden jewel. A beautiful backyard, complete with a stream and trails winding through the woods, creates a setting that feels secluded from everyday life yet not isolated. Enjoy quick and easy trips to Highlands' award-winning restaurants, boutique shopping, art galleries, and the renowned spa and fitness facilities at the legendary Old Edwards Inn and Spa. Homes with this much land so close to downtown Highlands are exceptionally rare. Whether you're seeking a full-time residence, mountain getaway, or legacy property to enjoy for generations, 80 Highfield Drive offers the opportunity to own a piece of Old Highlands. It's a special place where history, nature, and the coveted Highlands lifestyle come together in perfect harmony. You can live anywhere, but living here is truly the Highlands lifestyle. Virtually staged and renovated photos are included to showcase the potential of the property.

Listed by Ann Cooper of Silver Creek Real Estate Group - H

MLS Number 103319

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 0.92

LOCATION! This Highlands landmark is one of the last great, walk-to-town parcels. Zoned B-4 (light commercial) and sits on .92 acre. Renovate or start over- anything can be duplicated- EXCEPT the location. The first time on the market and being offered AS-IS. The main level has wood floors and is paneled with clear Chestnut as the home was built just as the Chestnut blight came through town. The main level has a small kitchenette, storage, full bath and 4 rooms (The former living area is partitioned to allow for the reception area.) The attic is floored in, runs the entire length of the house and has great storage. This is a property full of memories for many local people. In the 1920s, this property was a 9-hole golf course as part of the Hall House property. Built in 1931 with chestnut paneling on the main level, this property has been a personal residence, home occupation, B&B, and is now zoned B-4. This property has been in the same family since the town was incorporated, and once took up the whole block. This is the only parcel left and contains .92 ac+/-. The home of Margaret and Tudor Hall and their extended family lived here from 1931 until the early 1990s when The Chambers Agency moved their real estate and vacation rentals office. Tudor and Margaret had a real estate office in town and were charter members of the Highlands Board of Realtors in 1956. In the mid-1990s, the garage was renovated into a one-bedroom/one-bath apartment and has been partially renovated. Prior to 1992, Mrs. Hall ran a boutique B&B, The Hall House, and the rooms upstairs that had been her children's bedrooms became weekend spots for tourists, and later became real estate offices for The Chambers Agency. In 2013, the four upper-level rooms were converted into two one-bedroom/one-bath apartments for workforce housing.

Listed by Jeannie Chambers of Chambers Realty & Vacation Rentals (8285263717)

MLS Number 1003423

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 0.63

NEWSFLASH: This property actually sleeps 10 people with a combined 4 separate sleeping quarters and a cute Sleeping Loft for the little ones! A MUST SEE total renovation is conveniently nestled behind the historic pillars of Satulah Mountain-one of Highland's most desirable addresses! With unbeatable ease of access to town and trails, including the hiker-only access to the Satulah summit, this bright and airy cottage has it all. A flexible and family friendly floor plan is fantastic for weekenders & guests, with two bedrooms on the main level, both housing ensuite bathrooms. Vaulted ceilings in the living room feature wormy Chestnut original to the home. The kitchen houses a breakfast bar, stainless steel appliances, and a gorgeous European range. The main level has designer finishes and a light-filled office that highlights the home's original windows. Don't miss the private guest suite steps from the main house! The lower level, accessible via the terraced deck, is complete with a den, kitchenette, full bathroom, and bunk room featuring king, queen, and twin beds. Full length back deck is ideal for morning coffee or a grilling steaks, let the dogs run in the private fenced-in yard, and enjoy the merriment of friends around the fire pit late into the night. A stone's throw from shopping, fine dining, hiking, and spa, this adorable cottage home is well appointed and fully furnished with a few exclusions, and offers the best of Highlands, just in time for summer! Don't miss this one, cottages like this do not come on the market very often!

Listed by Patrick Gleeson and Deborah Gleeson of Christie's International Real Estate Highlands-Cashiers

MLS Number 1002570

• Residential
• Bedrooms 4
• Bathroom 3
• Acreage 0.65

Located on a corner lot in the desirable Mirror lake area in town, this fully renovated 1930's home has a wonderful yard and lovely stream. Entry foyer opens to a living room that features a real stone fireplace. Old home charm is evident from the wood floors, the native stone, to the covered screened porch. Newly renovated cutting edge kitchen, with den/dining area adjacent. The kitchen opens onto a stone patio with stone steps to a usable yard with firepit, storage house, deluxe renovated garage and workshop. The additional main level has a bath, bedroom. Lower level has a sauna, and rec room- man cave. Upper level has a primary bedroom with huge suite baths. 3 additional bedrooms share a central bath. across Cullasaja drive, is an additional yard area to sit and enjoy the stream feeding Mirror Lake. Offered at $2,650,000. Some furnishings may be purchased outside of closing

Listed by W. Terry Potts of Country Club Properties

MLS Number 1002567

• Residential
• Bedrooms 4
• Bathroom 4
• Acreage 1.05

Step outside to the fully screened-in porch, complete with an outdoor kitchen which includes: a gas grill, a big green egg and a gas fire-pit; the perfect setting for sipping your morning coffee or for long evenings under the stars. Imagine sharing stories with your children or grandchildren, laughing around the fire-pit, and rediscovering the kind of simple fun that you cherished as a child and long for again as an adult. Set on a little over one acre of private, peaceful property with breathtaking long-range views. Designed with vaulted ceilings, 4 spacious bedrooms and 4 full baths, the layout blends light, comfort and elegance. At the heart of this home, is a REAL chef's kitchen, beautifully-appointed with premium Thermador appliances and wine refrigerator. Whether hosting holiday celebrations or preparing a quiet Sunday dinner, this kitchen provides you with culinary inspiration. The main level features a primary suite where the bathroom is complete with claw-foot tub and zero-entry shower. A second bedroom and full bath, are also on the main level-ideal for guests or multi-generational living. Custom metal railings lead you to the lower level. Designed for entertaining and unwinding. The lower level features: a pool table, wet bar, wine refrigerator, a movie room with a huge tv and surround sound, a microwave oven for cinematic nights at home. Plus two additional bedrooms and baths - all offering comfort and space for family and friends. Every inch of this home invites connection - to nature, to family and to friends. This beautiful property provides a nostalgic, welcoming spot to be handed down through generations. Come build a life that feels more grounded. Welcome to a home, where time slows down.

Listed by Andrea Gabbard of Highlands Sotheby's International Realty - DT