Estates & Multi Generation Homes in Western North Carolina

Browse listings for multi generation homes and estates in Cashiers, Highlands, Sapphire, and surrounding areas. Register on our site to receive email updates when similar properties matching your criteria become available.

NC Estates & Multi Generational Homes for Sale

Call Silver Creek Real Estate Group at 828-743-1999 for more information or to see any of the properties in person.

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938 Shepherds Gap Road Cullowhee NC 28723

Cullowhee, NC938 Shepherds Gap Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 1002712

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.74

This is your luxury resort view home. You won't find a better view than this Gorgeous custom home at 4,000' (altitude)with stunning views. 3 bed 3.5 BA Architectural luxury retreat with amazing views of Lake Glenville + Great Smoky Mountains. Prime location: 7 mi N of Cashiers, NC. Gated community (Shepherds Mountain). Lake access. This bright home has Chef's kitchen with 6 burner gas range, custom painted backsplash, incredible lighting throughout, large marble farm sink, Carrera marble counters & carved marble sinks in kitchen and all baths. 2 working marble fireplaces with gas starter. Prime suite with deck, marble slipper bathtub, Sauna, bidet toilet. extra-Large loft could be 4th Bed. 175 yr old solid wood plank floors (retrieved & restored from a SC cotton mill). Electric blinds in main + upstairs floors. 3 AC units. Large storage room/ workroom, finished basement, whole house Surge protection, dehumidifier, radon mitigation, Sauna and Hot tub stay. Primary bedroom suite has sauna, Wood insert ceiling, french Marble fireplace, bidet electric toilet with extras, large walk-in closet. Entire house could be Furnished- amazing views +view decks off bedrooms and side deck. Enjoy cool breezes during the day and enjoy long views of lake + mountains in the hot tub. Why go to a resort when you live in one? Sit back and enjoy ever changing panoramas + Lake moods. Wake to cloudy mist and see the views appear and change. Must see to believe one-of-a-kind architectural dream.owner is NC Licensed Real Estate agent. Directions: 107, pine creek road curves into north Norton rd, in 1/4 mile sharp left to woods mountain trl .1.4 miles to the gate at shepherds mountain. Once in Community turn right on Shepherd's Gap Rd, Home is at the top on ridge. Agent Remarks: Easy to show, Call LA for Gate code and Lock box code Internet included, call LA. Water included- community wells. owner is NC Licensed Real Estate Broker.

Listed by Montana Wakefield of Wakefield Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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90 Woody Farm Drive Pisgah Forest NC 28768

Pisgah Forest, NC90 Woody Farm Drive

Price$1,795,000

Est. Mortgage: $/month

MLS Number 1003328

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Acreage 6.11

Nestled on six picturesque acres featuring a double pond with tranquil waterfall, this gracious estate is anchored by a 3,200+ sq. ft., renovated 150+ year-historic main residence that perfectly blends the "charm of an old farmhouse with modern conveniences". The property includes fully furnished 2/1 and 1/1 cottages, plus a 3,000+ sq. ft. barn equipped to house horses,(currently goats, donkeys and chickens) with possibility for conversion into additional rental units. This idyllic retreat holds incredible potential, whether you want to continue its legacy with turn-key cottages with rental record, transform it into a stunning Bed & Breakfast or create your family homestead in the gorgeous WNC mountains.

Listed by Lizzie McGann of Howard Hanna Beverly-Hanks

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1285 Leafstone Circle Sylva NC 28779

Sylva, NC1285 Leafstone Circle

Price$1,765,000

Est. Mortgage: $/month

MLS Number 1002838

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Acreage 60.23

Welcome to Leafstone Farms, an extraordinary 60.23-acre estate nestled within an exclusive, high-elevation community near Western Carolina University. This remarkable property offers endless possibilities, including use as a private estate, equestrian haven, family compound, or residential development. The centerpiece of this property is a stunning custom-built structure with a well-appointed climate-controlled apartment suite, including a large primary bedroom with an ensuite, a full kitchen, and a dining area, ensuring both comfort and convenience. This structure also offers a fully finished multi-purpose seven-bay hobby workshop or storage area that will be the envy of all who see it. Adjacent to the main building, you'll find a free-standing log barn equipped with nine horse stalls on the ground level and a spacious loft entertainment area in the barn, with two bonus rooms, and a full bathroom - an ideal place for leisure activities and gatherings. This estate is designed to accommodate various lifestyles - from equestrian enthusiasts to RV living, hobbyists, and families seeking multigenerational spaces. Significant investment in infrastructure that is already in place, including a well-constructed road system with county-grade culverts and drainage for effortless navigation, approximately 1.5 miles of custom equestrian fencing, a hay barn, and a firewood preparation and storage area. Despite its tranquil and secluded setting, Leafstone Farms is just minutes away from the vibrant downtown Sylva and Western Carolina University, providing the perfect blend of peace and accessibility. Reasonable restrictions are in place. This property represents a once-in-a-lifetime lifestyle opportunity just waiting to be embraced!

Listed by Rob Whitney of Silver Creek Real Estate Group - LG

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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240 Round Hill Road Sapphire NC 28774

Sapphire, NC240 Round Hill Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 1003349

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Acreage 2

Five bedrooms, four full baths, two half baths, two stone fireplaces, and a backyard of your dreams. This quality-built home sits on a double lot of roughly 2 private acres in Round Hill Estates. A long paved drive winds past mature rhododendron, native hardwoods, and a cascading stone water feature. Open and covered decks line the back, framing the pond, the yard, and the sound of water moving over rock. Inside, the main level opens to a wood-beamed great room with a floor-to-ceiling stone fireplace and views to the landscape beyond. The updated kitchen flows into a formal dining room and a family room anchored by a second stone fireplace, with an adjacent office or library finished in hardwood floors and treetop windows. The split floor plan tucks the primary suite on one wing with dual ensuite baths and a walk-in closet, and two guest rooms with a Jack-and-Jill bath on the other including a half bath. A spacious mudroom and direct 3-car garage access round out the main level. Downstairs, a billiards room and media room walk out to a lower patio and the yard beyond. Two more guest bedrooms, a full bath, and a private sitting room finish the lower level. Home comes partially furnished including 7 person hot tub. Outside, beautifully landscaped grounds and a short walk to Fairfield Lake. A private cart path leads to the Country Club of Sapphire Valley (membership by invitation), with Sapphire Valley Master Association amenities available on an optional basis. Behind the scenes: whole-house generator, encapsulated crawl space, security system, high-speed cable internet, and community water and sewer. Photos hint at the scale. The back deck and the water feature do the rest. This is a home you need to see in person before it's gone!

Listed by Donald Collins of Berkshire Hathaway HomeServices Meadows Mountain Realty - CA

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1281 Robinson Creek Road Glenville NC 28736

Glenville, NC1281 Robinson Creek Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 1003337

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Acreage 26.11

Situated on 26+/- of unrestricted acres in the mountains of Western North Carolina, this remarkable private estate offers the perfect blend of natural beauty, functionality, and peaceful mountain living. With breathtaking long-range views, flowing spring-fed streams, open pastureland, and endless possibilities, this property is truly a rare find. The home features 4 bedrooms and 3 full bathrooms with an inviting layout designed for gathering and entertaining. Spacious living areas, two gas fireplaces, and multiple sleeping accommodations make it ideal for large families, retreats, or hosting guests. The original owners even hosted annual Easter Sunrise Services here, a testament to the property's peaceful and welcoming setting. One of the guest rooms includes its own gas fireplace and offers the potential for a private guest suite, recreation space, or additional living area. The driveway could also be extended around to provide a flat, stair-free entrance if desired. Equestrian enthusiasts and outdoor lovers will appreciate the professional-size 180' x 100' arena - large enough for a full dressage arena - along with pasture space, trails, and multiple outbuildings. A large metal building currently serves as a horse barn with temporary stalls and includes power and exterior water, while an antique log barn with attached workshop provides additional storage and charm. The approximately 6-acre section containing the arena, pasture, pole barn, well, septic, and power could easily function as a separate self-contained parcel for future resale, rental income, or development potential. The property also offers several additional homesites, making it ideal for a family compound, vacation rentals, or expansion opportunities. Surrounded by other large privately owned tracts, the area offers exceptional hiking and outdoor recreation. Explore nearby creeks, trails, Christmas tree fields, and waterfalls including Slatten Falls and the Chinquapin waterfalls. Conveniently located approximately 15 minutes from Glenville and 25 minutes from Cashiers, the property remains easily accessible year-round via county-maintained gravel roads. From spectacular sunrises and sunsets to frequent mountain rainbows, every inch of this property reflects the serenity and beauty of mountain life. More than a home, this is a sanctuary - a place to gather, grow, create memories, and truly disconnect from the world.

Listed by Joanne Bryson of Berkshire Hathaway HomeServices Meadows Mountain Realty - CA

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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601 Hawk Mountain Road Lake Toxaway NC 28747

Lake Toxaway, NC601 Hawk Mountain Road

Price$1,600,000

Est. Mortgage: $/month

MLS Number 1003201

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.6

A private mountain estate property nestled on Hawk Mountain with over 2 acres of sweeping views of Lake Toxaway and the surrounding mountains. Inside, the home is warm and inviting, centered around a stunning great room with a stone fireplace, a chef's kitchen, and a dining area highlighted by rich wood architectural details. These spaces flow seamlessly onto an expansive covered deck designed for entertaining, complete with a barbecue area, lounge seating, and an outdoor fireplace. In addition to the charming main level, a lower level offers a spacious media and game room and three additional bedrooms. The grounds are just as impressive, featuring lush perennial gardens, terraced stone landscaping, and ample guest parking. There is so much to enjoy in this peaceful mountain retreat.

Listed by Judith Maureen Mitchell and Mish Nichols of Lake Toxaway Company

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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77 Headwater Drive Cashiers NC 28717

Cashiers, NC77 Headwater Drive

Price$1,595,000

Est. Mortgage: $/month

MLS Number 1003176

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acreage 2.67

Tucked within Cedar Ridge Estates, this four bedroom Cashiers retreat unfolds across 2.67 private acres, where mature trees and the quiet presence of a natural creek create a setting that feels both grounded and refined. Ideally positioned just minutes from downtown Cashiers and Sapphire, the home also enjoys close proximity to the Cedar Creek Club and the Country Club of Sapphire Valley, both of which are membership by invitation only. From arrival, the property establishes a strong sense of place. A garden entry framed by established landscaping offers immediate privacy and a composed first impression that carries throughout the home. Inside, the residence is thoughtfully arranged across two levels, designed for both comfort and effortless living. The main level is anchored by a grand stone fireplace that defines the living room, creating a warm and inviting focal point. The expansive kitchen is designed to perform and to gather, offering generous workspace and a natural connection to the formal dining room, allowing for a seamless transition between everyday living and entertaining. Two bedrooms, including a well-appointed primary suite, are located on the main level, along with a dedicated office. The upper level extends the home with two additional ensuite bedrooms and a spacious bonus room, offering flexibility for recreation or media. Outdoor living is where the property quietly distinguishes itself. A covered porch with its own fireplace creates a natural extension of the interior, ideal for cool mountain mornings and relaxed evenings. Beyond, a private creek runs along the property, with a trail and a fire pit, creating a peaceful and entirely private setting for reflection or gathering. Whether enjoyed as a full-time residence or a seasonal retreat, this property captures the essence of the Highlands-Cashiers Plateau, where privacy, natural beauty, and thoughtful design come together with intention.

Listed by Jochen Lucke of Silver Creek Real Estate Group,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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212 Shore Drive Lake Toxaway NC 28747

Lake Toxaway, NC212 Shore Drive

Price$1,589,000

Est. Mortgage: $/month

MLS Number 1003394

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.16

212 Southeast Shore Drive offers a level of craftsmanship and precision that you'll only find in a home renovated by a savant. There is a permanence to the design and timeless appeal that will be appreciated for generations to come. The home was also engineered to high efficiency standards, a testament to the quality of the improvements.In addition to the house, the property and detached garage are unique and valuable. This prime lot was chosen in the early days of Lake Toxaway's development. At a time when gently lying land perched over the lake was the choice setting for a home. With an extra lot combined to provide the buffer of old-growth trees and mature landscaping. The current owners and neighbors relish this section of Lake Toxaway Estates for its quiet, pedestrian-friendly roads and superior convenience to shopping and restaurants in Lake Toxaway, Brevard, and Cashiers. The detached garage is grandfathered into the rules, allowing it to remain an irreplaceable asset. Check out the virtual tour for a closer look inside the home. Just minutes from outdoor recreation, dining, and the Lake Toxaway Country Club (membership available), this property is an exceptional opportunity to enjoy the best of the Blue Ridge Mountains. Owned by licensed NC Broker.

Listed by Paul Wilander of Looking Glass Realty Brevard

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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95 Sanctuary View Trail Highlands NC 28741

Highlands, NC95 Sanctuary View Trail

Price$1,495,000

Est. Mortgage: $/month

MLS Number 1001465

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Acreage 1.29

Welcome to The Sanctuary at Whiteside Cove where one of Western North Carolina's most iconic natural landmarks becomes the backdrop of your everyday life. Perched within an exclusive enclave halfway between Highlands and Cashiers, this contemporary mountain residence offers breathtaking, unobstructed views of Whiteside Mountain's magnificent granite face, one of the tallest sheer cliffs in the Eastern United States. From the moment you pass through the stone-pillared entrance of The Sanctuary, the drama of the surrounding landscape sets the tone for what awaits. This architectural gem masterfully blends rustic warmth with sophisticated design; reclaimed wood siding, bold black metal roofing, and soaring gabled forms that feel right at home against the mountain skyline. Inside, the open-concept main level is designed to bring the outdoors in, with soaring ceilings and expansive walls of glass that frame those extraordinary Whiteside Mountain views like living art. Natural light floods the great room, where the seamless flow between the kitchen, dining area, and living space makes entertaining effortless. Step outside to the covered outdoor living area, anchored by a floor-to-ceiling stone fireplace, and let the views of those ancient granite cliffs take center stage through every season. The main-level primary suite is nothing short of spectacular. Wake each morning to the sight of Whiteside Mountain bathed in golden light, then retreat to an ensuite bath appointed with premium fixtures and finishes. Upstairs, a generous guest suite with a private bath ensures your visitors enjoy those same glorious mountain views. Additional thoughtful details include a powder room, welcoming entry foyer, and an efficient layout that maximizes both comfort and functionality. This is one of just eleven modern mountain residences within The Sanctuary at Whiteside Cove, a community that integrates seamlessly with its pristine natural surroundings and offers direct access to scenic hiking trails including those that lead to Whiteside Mountain itself. Here, contemporary elegance meets mountain majesty in an intimate enclave where every element has been curated to deepen your connection to the timeless beauty of Whiteside Cove. Seller is a licensed NC real estate agent. Fiber optics are being run to each of the homes. There is a $1,000.00 one time initiation fee to the HOA that is collected at closing. This is separate from the annual HOA dues of $3,600.00.

Listed by Thomas Goldacker of Berkshire Hathaway HomeServices Meadows Mountain Realty, John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40 Toxaway Landing Drive Lake Toxaway NC 28747

MLS Number 1003454

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.17

Modern Mountain Charm in Lake Toxaway Estates Experience effortless lake-living in this beautifully renovated mountain retreat, complete with a deeded boat dock on North Carolina's largest private recreational lake. Blending modern design with warm rustic touches, this home is perfectly suited for relaxing getaways and family gatherings. Step inside to an inviting open great room, anchored by a handsome stone fireplace and filled with natural light. The bright, airy kitchen features custom built-ins, a spacious granite dining counter, and premium Fisher & Paykel appliances, creating an ideal space for cooking and entertaining. The main level offers both a primary and guest room, while the family-friendly sleeping loft includes its own large bath with a walk-in shower-perfect for kids or additional visitors. Easy-care wood floors run throughout the home, complementing the fresh and modern aesthetic. Outdoor living is equally impressive with a cheerful sunroom, a large screened porch, and a covered patio that flows easily into the wooded landscape. Spend evenings around the fire pit, or stroll down to your private dock for a day on the water. Located just minutes from US-64, Lake Toxaway Country Club, and the historic Greystone Inn, this charming home offers the perfect combination of convenience, comfort, and true mountain-lake lifestyle.

Listed by Hazel Fisher of Hazel R. Fisher and Associates

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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67 Rock Mountain Road Sapphire NC 28774

Sapphire, NC67 Rock Mountain Road

Price$1,397,000

Est. Mortgage: $/month

MLS Number 1002868

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acreage 0.79

Commanding breathtaking, bird's-eye mountain views from two expansive levels of decking, this Sapphire Valley home in prestigious Stonecreek Estates offers an exceptional blend of refined mountain luxury and proven rental appeal. Ideally positioned in the heart of Sapphire Valley Resort, this home is ready for immediate enjoyment or income generation. The thoughtfully designed interior showcases soaring cathedral ceilings, rich timber accents, and a dramatic floor-to-ceiling stone fireplace anchoring the great room. Walls of glass frame sweeping treetop vistas, while the open-concept layout seamlessly connects indoor and outdoor living spaces. The main-level primary suite serves as a private sanctuary, complete with serene views and a spa-inspired bath. Designed with both entertaining and guest comfort in mind, the home features multiple gathering spaces including a screened dining porch and expansive open decks perfect for enjoying cool mountain evenings. Upstairs, a loft overlooks the great room and is complemented by two guest bedrooms and a 'jack 'n jill' full bath. The lower level offers a private, exterior-access en-suite with its own deck-ideal for maximizing rental flexibility and privacy. Located close to the Country Club of Sapphire Valley (by invitation) and minutes from resort amenities, dining, and outdoor recreation, this property offers an unparalleled combination of luxury, convenience, and investment potential. A sealed crawlspace and radon mitigation system provide additional peace of mind. An exceptional opportunity for a high-performing vacation rental, second home, or legacy mountain retreat.

Listed by Lesley Howard of Landmark Realty Group - Frank Allen,Cashiers

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$
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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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161 Chestnut Trace Lake Toxaway NC 28747

Lake Toxaway, NC161 Chestnut Trace

Price$1,390,000

Est. Mortgage: $/month

MLS Number 1002976

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.96

Lake Toxaway Gem - Offered Fully Furnished: Thoughtfully designed and beautifully curated, this mountain retreat is offered completely furnished and is ideally located just 1.5 miles (approximately 3 minutes) from the prestigious Lake Toxaway Country Club and the ever-popular Greystone Inn. This three-bedroom, three-bath, single-level home is nestled on a private 1.96-acre lot within Lake Toxaway Estates, offering a rare sense of seclusion with no neighbors in sight-yet convenient access to the area's most sought-after amenities. Inside, soaring tongue-and-groove cathedral ceilings and transom windows fill the great room with natural light, while 10-foot ceilings and 8-foot doors throughout reflect refined craftsmanship. The thoughtfully designed split-bedroom plan provides privacy and comfort for both owners and guests. Designed for effortless mountain living, the home features a screened porch with a wood-burning fireplace, perfect for enjoying the surrounding natural beauty year-round. Inside, a native stone fireplace anchors the great room, creating a warm and inviting space for cozy evenings.The well-appointed kitchen serves as the heart of the home-ideal for gathering and entertaining. The serene primary suite offers a peaceful retreat with private access to the back porch.Throughout the home, each room enjoys a connection to the surrounding landscape-there truly isn't a bad view. The generously sized secondary bedrooms are private and well-positioned, offering lovely views and a comfortable sense of separation, with ample storage throughout. Enjoy the peaceful privacy and scenic beauty this property offers, with gentle walking trails leading to a tranquil creek, a fenced yard perfect for pets, and ample parking for guests. Whether enjoying the social scene or the award-winning golf course at the nearby club (membership required), or simply embracing the tranquility of this setting, this home offers a rare opportunity to experience the very best of mountain living. This lovely mountain cottage is a special retreat-easy to live in and even easier to love. **Note- Select amenities are available through club membership.

Listed by Tracy Patterson of Highlands Sotheby's International Realty - DT, Merry Soellner of Cashiers Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 "Based on information submitted to HCBOR as of June 23, 2026 3:13 PM UTC. All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing."