Estates & Multi Generation Homes in Western North Carolina

MLS Number 1002981

• Residential
• Bedrooms 6
• Bathroom 8
• Acreage 4

Imagine a life where each morning begins with a short walk from your front gate across the street to the trail leading directly into the heart of Highlands. Here, daily life balances effortless access to vibrant mountain living with the calm privacy of a wooded sanctuary. Set on four remarkable acres just moments from town, this estate is more than a beautiful home-it is part of Highlands' enduring story. The property traces its origins to the early influence of the Ravenel family of Charleston, whose extensive landholdings helped shape the Plateau. Today, these acres carry forward that legacy, offering a rare sense of continuity and place. What makes this offering especially rare is the land itself. Unlike many in-town properties, these four acres are largely usable-opening the door to a more intentional way of living. Whether envisioned as a gentleman's farm, greenhouse, or thoughtfully designed family compound, the property lends itself naturally to a more sustainable lifestyle-all just minutes from Main Street. Built circa 1922 by the Evins family and thoughtfully restored by builder John Underwood with design by architect Sam Edgens, the home honors its history while living comfortably for today. A gated entrance and laurel-lined drive lead to an elegant three-story mountain colonial of approximately 6,500 square feet. Inside, original oak and antique chestnut floors harvested from the land, stone fireplaces, handcrafted millwork, & more than 60 windows create warmth and scale. In-floor hydronic heating on the first and second levels ensures year-round comfort. The chef's kitchen, with its own fireplace, invites both casual mornings and refined entertaining, while spa-inspired baths and flexible third-floor spaces support everyday living and hosting alike. Outdoor living is equally compelling, with stone patios, a Rumford-style fireplace, heated pool, and spa surrounded by mature plantings. The home sits on the continental divide so rain from the front flows towards the west and rain from the back of the home flows east. An activity barn, trails, and expansive lawns offer space for recreation and reflection, while a guest cottage & additional accommodations above the garage support a multi-generational retreat. Just beyond, the Rhododendron Trail connects to Ravenel Lake, Sunset Rock, & downtown Highlands. This is a legacy property, private, connected, and increasingly rare. Seller will pay for a Caretaker & Concierge for 2 years from closing.

Listed by Judith Michaud and Mitzi Rauers of Berkshire Hathaway HomeServices Meadows Mountain Realty

MLS Number 1003347

• Residential
• Bedrooms 6
• Bathroom 8
• Acreage 1.07

Nestled within the prestigious Wade Hampton Golf Club and just five minutes from the heart of Cashiers, this home offers an exceptional mountain retreat designed for gathering, relaxing, and enjoying the beauty of the Highlands-Cashiers Plateau. Framed by views of iconic Whiteside Mountain, this six-bedroom en-suite residence blends refined mountain architecture with a gracious, highly functional floor plan ideal for multi-generational getaways and effortless entertaining. The main level features a spacious primary en-suite, a cozy library, an inviting great room, a formal dining room, and a functional mudroom designed for everyday mountain living. In the great room and dining room, dramatic floor-to-ceiling steel and glass windows capture the surrounding landscape and fill the interiors with natural light. A generous Carolina porch with a fireplace extends the living space outdoors, creating a beautiful setting for year-round enjoyment. The upper level includes three bedroom en-suites, a comfortable sitting room, and a private office, offering family and guests their own retreat. On the terrace level, two additional bedroom en-suites include a family suite with built-in bunk beds, along with a large family and game room, full bar, and wine cellar. With multiple gathering spaces, six private en-suites, and an exceptional setting in one of Cashiers' most sought-after golf communities, this home is perfectly suited for creating lasting mountain memories.

Listed by Liz Harris of Cashiers Sotheby's International Realty

MLS Number 1003543

• Residential
• Bedrooms 5
• Bathroom 5
• Acreage 4.9

Welcome to The Fox Estate: A Living Masterpiece of Mountain Modernism. Commissioned in 1974 and pristine following a multi-year restoration overseen by architect James Howard Fox, The Fox Estate is an uncompromised landmark of Mountain Modernism. Set across 4.9 acres in the Blue Ridge Mountains, it reflects Fox's vision of architecture, landscape, art, and life in harmony. Its defining feature is a daring engineering gesture virtually impossible to reproduce today: the residence spans the private, spring-fed waters of Asbury Lake. A natural creek flows beneath the structure before feeding the half-acre, trout-stocked lake, making water, shifting light, stone, forest, and sky part of the home itself. Offered turnkey, the estate remains indivisible from its history. Included is a pristine twenty-four-piece furniture collection custom designed by Fox, two monumental sculptural gates reminiscent of Frank Lloyd Wright's Taliesin West, and original hand-drawn 1974 conceptual renderings-together forming an irreplaceable intrinsic art asset. Inside, Fox's design language unfolds through walls of glass, stacked stone, vaulted ceilings, indoor-outdoor geometry, and a monolithic granite boulder fireplace. The culinary space features quartzite countertops, expansive windows, and an intimate snug anchored by a Scandinavian wood-burning stove. The main residence includes a vaulted great room, three bedroom en-suites, full bar, dining room, office and family room. The primary en-suite is a private sanctuary offering a morning kitchen, more than seventy linear feet of cedar-lined closets, and a private stone patio overlooking the lake. Step from the great room onto seventy feet of deck floating above the water, while a hidden dock beneath the residence provides access for swimming, rowing, and trout fishing. Updated infrastructure throughout the home ensures modern comfort and efficiency. An adjoining parcel includes a fully renovated, two-bedroom guest cottage with Whiteside Mountain views, a sculptural gated entrance and drive, two fireplaces, and a kitchen centered around a handcrafted zinc island-ideal for multigenerational living or guests. More than a luxury residence, The Fox Estate is an immersive work of architecture, a historically significant mountain landmark, and one of the Highlands-Cashiers Plateau's most original estates.

Listed by Liz Harris of Cashiers Sotheby's International Realty

MLS Number 1002606

• Residential
• Bedrooms 5
• Bathroom 7
• Acreage 2.3

Elegance, sophistication, and mountain mastery converge in this rare opportunity to build a custom estate with Loudermilk Homes in Silver Run Reserve, a premier gated enclave on the Highlands-Cashiers Plateau. Through Loudermilk's acclaimed 9-Step Process to Perfection, every finish and detail is yours to choose, allowing you to shape a home that perfectly reflects your vision, style, and lifestyle. This five-bedroom, five-bathroom, plus two half-bathroom residence is designed for grand entertaining and serene mountain living, with covered and open-air terraces, including a private balcony off the owner's suite that extends seamlessly into the mountains. Floor-to-ceiling glass, soaring up to 13 feet, frames year-round vistas while flooding the open plan with natural light. Two stone fireplaces - in the living room and on the covered deck - add warmth and ambiance, complemented by a two-car garage and thoughtfully designed landscaping that accentuates local flora. The expansive lower level provides two bedrooms, a bunk room, and a den, creating a full second living area ideal for private retreats, leisure, or media. Perched at 3,800 feet on 2.3 secluded acres bordered by permanent conservancy land, the homesite offers long-range mountain views and unparalleled privacy. Silver Run Reserve, a nearly 300-acre sanctuary, blends the Nantahala National Forest and protected Nature Conservancy lands with curated amenities. Over 120 acres of shared streams, meadows, and lakes preserve beauty and exclusivity. The Water Plant features a fitness center, golf simulator, recreation spaces, and elegant lounges, while the forthcoming Meadow House - expected in 2026 - will include indoor and outdoor entertaining areas, a bar, commercial kitchen, and refined dining. Additional offerings include a pool and pool house with panoramic views, hiking and riding trails, stocked fishing waters, a boathouse, tennis and pickleball courts, a golf playground, and year-round events. Minutes from Cashiers' fine dining, boutique shopping, and outdoor recreation - and a short drive to Highlands' cultural and culinary experiences - Silver Run Reserve blends effortless luxury with the serenity of the mountains. Privacy, elegance, and the timeless beauty of the Blue Ridge converge in this extraordinary chance to build a bespoke mountain estate in one of Western North Carolina's most coveted communities.

Listed by Daniel Allen of Silver Creek Real Estate Group,Inc.

MLS Number 1003939

• Residential
• Bedrooms 3
• Bathroom 5
• Acreage 10

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

Listed by W. Terry Potts of Country Club Properties

MLS Number 1001976

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 6.27

Perched high above Cashiers at over 4,500 feet, this extraordinary estate offers a rare chance to embrace the very best of mountain living. Commanding over six private acres within the gated community of Big Sheepcliff, the property showcases sweeping vistas that stretch across Cashiers and into South Carolina and Georgia, all just minutes from town. Meticulously remodelled from top to bottom, the residence blends timeless elegance with modern luxury. Antique timber accents infuse warmth and authenticity throughout, while majestic masonry fireplaces anchor the expansive great room, family room, and formal dining room. The chef's kitchen, with its generous scale and top-of-the-line appliances, is ideal for both everyday living and elegant entertaining. The main-level primary suite is a serene retreat, featuring a double-sided fireplace that warms both the bedroom and the lavish bath, along with a private porch to enjoy the views. A generously sized guest en-suite on this level also boasts sweeping mountain views. Two separate upstairs wings of the home offer private guest or family accommodations featuring private sitting rooms, large bedrooms and en-suite bathrooms. Beyond the home, there is ample land to build a guest house and complete a true family compound. For the outdoor lover, stone patios, terraced stone gardens, a spacious Carolina porch centered on a fireplace, a grilling terrace, and a stone firepit sitting area all invite you to savor cool mountain breezes and unforgettable long-range views. Every detail reflects refined mountain living-private, timeless, and filled with natural beauty.

Listed by Liz Harris of Cashiers Sotheby's International Realty

MLS Number 1003105

• Residential
• Bedrooms 4
• Bathroom 4
• Acreage 2.89

Welcome to an extraordinary lakefront estate on Lake Toxaway, Western North Carolina's largest private lake, offering an unmatched blend of luxury, privacy, and future potential. Spanning 2.89 acres across two addresses, 905 Cold Mountain Road and 92 Mallard Point, this rare property features two beautifully appointed homes, three additional buildable lots, multiple boat slips, and a full set of architectural plans by nationally recognized architect Dawn K. Sherry. Her vision takes full advantage of the sweeping lake and mountain views, creating an inspiring opportunity for a true legacy home. The waterfront main home offers four bedrooms and four bathrooms, along with expansive lake-facing decks perfect for entertaining and a private boathouse. Just steps away, the fully renovated guest home provides a charming retreat with three bedrooms and two and a half baths. It features hardwood floors throughout, a spacious sunroom with panoramic lake views, a large covered porch, and an attached carport. Whether used as a guest residence, rental, or temporary living space while building, it delivers comfort and elegance with unobstructed views of the lake and surrounding Blue Ridge Mountains. Set in a quiet, secluded cove on Lake Toxaway, the estate also includes a large cleared lawn, a basketball court, and multiple boat slips along a stone seawall. With three additional buildable lots included, the property offers exceptional flexibility for expansion, investment, or creating a multi-generational compound. Buyers are drawn to Lake Toxaway for its peaceful waters, rich legacy, and exclusive atmosphere. The lake spans 640 acres with 14 miles of shoreline and is reserved exclusively for property owners. The area's prestige is further elevated by the nearby Lake Toxaway Country Club, which offers golf, tennis, fine dining, and more by invitation only. Whether you are seeking a turnkey lakefront lifestyle, the foundation for a custom build, or a one-of-a-kind family retreat, this exceptional estate on Lake Toxaway delivers the best of mountain and waterfront living in one of the Southeast's most coveted lake communities in the Blue Ridge Mountains.

Listed by Mitzi Rauers and Judith Michaud of Berkshire Hathaway HomeServices Meadows Mountain Realty

MLS Number 1003624

• Residential
• Bedrooms 3
• Bathroom 3
• Acreage 27

Frog Pond Farm is a 27-acre gated sanctuary just beyond the Highlands city limits, offering exceptional privacy, natural beauty, and a rich sense of place. The estate is framed by formal gardens, two tranquil lakes, and multiple winding creeks, creating a landscape that feels both curated and timeless. The property spans more than 27 acres, including a section suitable for adding additional homes, presenting a rare opportunity for a multi-residence compound or future expansion. The residence is artfully maintained and beautifully decorated, featuring a distinguished library, a sun-filled garden room, three bedrooms, and three bathrooms. Elegant living spaces include a formal living room and formal dining room, all anchored by a gracious covered front porch and a circular drive with covered parking. Adding to its historic charm, the estate includes a pottery shed built upon the original separate kitchen area, along with a large entertainment and equipment barn, ideal for gatherings, hobbies, or versatile storage. Frog Pond Farm is a rare offering - a private, historic oasis where refined living meets extraordinary natural surroundings.

Listed by Gary Garren of Highlands Sotheby's International Realty - DT

MLS Number 1003437

• Residential
• Bedrooms 5
• Bathroom 7
• Acreage 3.89

HIGH HAMPTON ESTATE Atop High Hampton's Heaton Forest neighborhood, this family compound captures unequaled views of Rock Mountain and Chimney Top. With 5 bedrooms, 5 baths and 3 half-baths; ten guests are easily accommodated overnight. The property invites recreation, reflection and relaxation. Designed for both comfort and entertaining, the single-story main residence features a vaulted ceiling above the 650 square-foot living and dining area. Additional public spaces include a den, over-sized kitchen and breakfast room. Four separate doorways provide access to the expansive deck--portions of which are covered. The spacious primary suite includes 'his and her' baths while the guest bedroom has an ensuite bath. The guest house is the epitome of mountain charm--warm, inviting and full of character. The cozy wood cabin, with stone fireplace, deck and fire pit whispers "slow down and linger". With a main level bedroom suite and two second floor bedrooms, the home accommodates six guests comfortably. Ideal for those seeking a legacy mountain property, this family compound of almost four acres sits upon one of the higher points of the High Hampton. The past, the present and the future are ready and waiting.

Listed by Andrew Hudson of Hampton Realty,LLC

MLS Number 1003188

• Residential
• Bedrooms 4
• Bathroom 7
• Acreage 8.46

This magnificent estate property, situated at approximately 4,300 feet of elevation, epitomizes luxurious mountain living. It offers breathtaking panoramic views of Chimneytop and Whiteside Mountains, with sightlines stretching all the way to Clemson, South Carolina. Imagine relaxing with family or friends beside a roaring fire in this idyllic setting, or enjoying the stunning scenery from multiple seating areas on the expansive Ipe decks. The property spans over eight acres, providing ample space to explore. A tranquil water feature, complete with a life-sized bear sculpture, adds a unique charm, complemented by a nearby firepit for cozy gatherings. As the cool evening breezes settle in, retreat inside to the gourmet kitchen, thoughtfully designed to accommodate multiple chefs, with upscale appliances that will delight them. The open-concept layout is perfect for entertaining, with seamless transitions to a spacious lower level. Here, you'll find a full wet bar, a media room, a comfortable sitting area, and additional space for recreation. For vehicle and gear storage, the property includes two separate garages, ensuring ample room for all your needs. Guests will also appreciate the plentiful parking options. Above the 2-car garage is a cozy suite able to accommodate a small family or group of friends that may desire more privacy. Falcon Ridge offers a community pavilion where you may have larger gatherings and 3 acres of play space for children and pets, with extra parking. In addition, the sale of this property includes a membership in the Sapphire Master Association, allowing all sorts of activities and amenities at the Sapphire Valley Resort.

Listed by Merry Soellner of Cashiers Sotheby's International Realty

MLS Number 1003175

• Residential
• Bedrooms 5
• Bathroom 6
• Acreage 4.35

Tucked into the highly sought-after Stillmont community in Cashiers, North Carolina, this exceptional estate showcases the signature vision of acclaimed architect Jim Fox, thoughtfully reimagined in 2024 to blend timeless design with modern livability. Perfectly sited on a rare, flat lot, the property captures breathtaking, unobstructed views of Whiteside Mountain-one of the region's most iconic natural landmarks. A sense of calm and arrival begins in the welcoming foyer, where a serene waterfall and living greenery create an immediate connection to nature. The main residence unfolds effortlessly into a stunning great room, where vaulted ceilings, exposed beams, stone columns, and custom millwork define the architectural character. Walls of glass draw the outdoors in, leading seamlessly to a screened porch anchored by a stone fireplace-an ideal setting to enjoy cool mountain evenings while taking in the dramatic views. The open-concept kitchen and dining area are designed for both everyday living and entertaining, featuring curated art shelving, integrated lighting, and a natural flow into the great room. The spacious primary suite is a private sanctuary, complete with expansive windows framing the mountain view, a spa-inspired bath with a soaking tub, oversized shower, and refined finishes throughout. On the opposite wing, a cozy guest suite with its own fireplace offers comfort and privacy for visitors. Complementing the main home is a beautifully appointed two-bedroom guest house, echoing the same high level of craftsmanship with warm woods, stonework, and architectural detail. Guests will enjoy a kitchenette, inviting great room with fireplace, and a versatile terrace-level flex space. A separate office with a full bath, located just off the carport, provides an ideal work-from-home or studio environment. Outdoor living is equally captivating, with thoughtfully designed spaces that blur the line between interior and exterior. A vibrant dahlia garden, tranquil water features, a charming courtyard, and a lushly landscaped backyard create a setting that is both inspiring and restorative. More than a home, this is a private mountain sanctuary-an extraordinary offering where architecture, nature, and lifestyle come together in perfect harmony.

Listed by Josephine Lovell of Highlands Sotheby's International Realty - DT