Highlands Single Family Listings

MLS Number 1003438

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 2.23

Welcome to 72 Moonlight Lane, a rare mountain sanctuary where architecture and nature exist in perfect harmony. Set amid a breathtaking landscape that has been thoughtfully cultivated and refined over the past two decades by renowned local landscape architect Jimmy Tate, this remarkable property offers an experience that is as enchanting as it is unforgettable. From the moment you arrive, the grounds reveal themselves as a living work of art. Meandering pathways wind through mature native trees, vibrant gardens, and meticulously designed outdoor spaces. A tranquil creek courses through the property, feeding serene water features and a picturesque pond that reflects the surrounding mountain beauty. Every element has been intentionally crafted to create a sense of peace, privacy, and connection to the natural environment, making the grounds as extraordinary as the residence itself. Perhaps the most magical feature of the estate is its professionally constructed luxury treehouse-a destination unto itself and arguably the finest vantage point on the property. Elevated among the trees, this extraordinary retreat offers sweeping views of the landscape below while providing every modern comfort. Complete with a fireplace, wet bar, bathroom, dining area, and comfortable lounge space, it is the ultimate setting for entertaining guests, enjoying sunset cocktails, or simply escaping into the serenity of the mountains. The main residence is equally captivating, blending timeless mountain character with inviting living spaces designed for gathering and relaxation. Warm interiors, generous living areas, and thoughtful architectural details create an atmosphere that feels both refined and welcoming. The undeniable centerpiece of the home is the spectacular porch room-a grand indoor-outdoor living space that delivers the "wow factor." Surrounded by the beauty of the landscape and filled with natural light, this stunning room serves as the heart of the home, offering the perfect place to entertain, dine, or simply take in the sights and sounds of the creek, pond, and gardens. 72 Moonlight Lane is more than a home-it is a private mountain retreat, a garden estate, and a legacy property where years of thoughtful stewardship have created an environment unlike any other. Combining exceptional craftsmanship, unforgettable outdoor living, and one of the most captivating landscapes in Highlands, this is a place where memories are made and nature is celebrated every day.

Listed by Danny Gato and Andy Gato of Country Club Properties

MLS Number 1001726

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 0.14

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

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

MLS Number 1001727

• Residential
• Bedrooms 3
• Bathroom 4
• Acreage 0.14

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

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

MLS Number 1003231

• Residential
• Bedrooms 3
• Bathroom 3
• Acreage 0.87

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.

Listed by Linda Conley of Howard Hanna Allen Tate - Wildcat Cliffs

MLS Number 1003209

• Residential
• Bedrooms 6
• Bathroom 6
• Acreage 1.65

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.

Listed by Sarah Strawn and Nicole Ernst of Keller Williams Great Smokies

MLS Number 1002935

• Residential
• Bedrooms 5
• Bathroom 5
• Acreage 1.38

Whiteside Mountain Road Spectacular Mountain view with this quality Mountain home with all the bells and whistles! Located as a part of the Wildcat cliffs Country Club (Membership Requirements), This custom home was designed by a well-known Atlanta interior designer and is perfect and move in ready. The main house was expanded and renovated in 2013 and features everything you need on the main level. Foyer entry, powder room, table, plus dining area, a Living/great room with a wall of glass, 2 story ceilings, and fireplace, additional family or TV room. Custom Kitchen that has top quality appliances and a great pantry. Private primary suite has its own grand bath and loads of closet space Upstairs has 3 bedrooms and 2 baths, plus an office or nursery. The 2-car garage has a full guest suite complete with Kitchen, bedroom/Living room, and bath. grounds are fully landscaped, complete with irrigation and landscape lighting, generator. community water and a separate private well. Your dream house is waiting! Well-kept and in move in condition. Offered at $2,450,000.00 unfurnished. Owner will price furnishings if buyers are interested.

Listed by W. Terry Potts of Country Club Properties

MLS Number 1003026

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 1.52

FOX DEN: A rare Jim Fox modernist retreat, thoughtfully updated for a refined mountain-living experience. One of Fox's most striking installations, the structural concept is based on 4 intersecting planes offering unique angles & glass throughout to take in the splendor of the mountains and views. Located in the Town limits on Satulah Mountain at 4100ft elevation with long-range views of Whiteside, Chimneytop and Terrapin Mountains. Updates include all systems, windows, siding, kitchen, baths, upgraded finishes throughout and landscaping. The main level provides an open plan including the living area with an organic stacked stone fireplace, dining area, kitchen, and terrace. The custom kitchen hosts Bosch and Fisher & Paykel paneled appliances, Caesarstone countertops & Rohl fixtures that accentuate Fox's sleek cabinetry and skylight windows. Upstairs is the secluded primary suite with dueling triangular windows overlooking the forest. The en-suite bath has heated marble floors and a walk-in closet. An office or studio space completes the suite with a private loft perched above. The lower level boasts a lounge with a MCM Brutalist fireplace & dry bar central to 3 large bedrooms, each with newly renovated en-suite bathrooms and private decks. The large lower-level deck displays the impressive architecture of the house's cantilevered, diamond-design and can be used as an outdoor entertainment area for cooking, dining, or relaxing by the fire pit. This exceptional property is now ready for its next steward to carry it forward for the generation ahead. Fox Den has been featured in several books as well as Fine Homebuilding Magazine. Highlands, NC was ranked America's Best Small Mountain Town by Travel & Leisure magazine in 2023.

Listed by Carl Romberg of Christie's International Real Estate Highlands-Cashiers