Nestled in the picturesque landscape of Horse Cove just outside Highlands, NC, lies this extraordinary +/- 42.27 acre property on Chastain Valley Road. Boasting expansive acreage, this idyllic retreat offers a harmonious blend of natural beauty and modern convenience. As you wander through the grounds, you'll be enchanted by the tranquil streams meandering through the lush greenery, creating a serene atmosphere that beckons you to explore further. Unparalleled views greet you at every turn, showcasing the majestic mountains and verdant valleys that surround the property. Whether you're seeking a peaceful escape from the hustle and bustle of city life or yearning for a place to build your dream home with panoramic vistas, this property offers endless possibilities. Gravel roads wind through the landscape, providing easy access to the estate, while underground power ensures uninterrupted enjoyment of the breathtaking scenery. Imagine waking up to the gentle sounds of nature, with sunlight streaming through the trees and the promise of adventure just beyond your doorstep. With its prime location and natural amenities, this property on Chastain Valley Road is more than just a piece of land - it's an invitation to embrace the beauty of the great outdoors and create memories that will last a lifetime.

Tbd Chastain Valley Rd, Highlands

$2,950,000

3 Beds ⋅ 5 Baths ⋅ 1003871 MLS

Step into this stately property located in the center of the Highlands Country Club and start living. This 2-story masterpiece touches all the senses. The lifestyle offered by this residence is part cottage, part lodge, part manor home, and part arboretum. Offering versatility for family, guests, and entertaining. Graciously designed with several living & lounging areas on the main level creating both formal and casual settings for all, especially with the way the Chef's Kitchen, Family Room, and Dining Area work in concert! The Main Floor Primary Suite is must see for its parlor area and abounding spaciousness. Two Guest Suites are private upper enclaves in and of themselves. There's a well-appointed separate Garden Living Suite with a private entrance on the lower level to house In-Laws and other dignitaries. The Screened Porch, Decking, Grilling Area and stone pathways serve the terraced gardens below that traverse an active brook/stream to a private Gazebo at the end of the property. The feel of an Estate, with the quaintness of a cottage in the French countryside...all just minutes from Downtown Highlands.

1094 Moorewood Rd, Highlands

$2,650,000

4 Beds ⋅ 6 Baths ⋅ 1003693 MLS

Tucked behind the gates of Wildcat Cliffs Country Club, this fully furnished 4-bedroom, 4-bath, 2-half-bath Craftsman retreat has been completely renovated and professionally redesigned, blending timeless craftsmanship with refined mountain luxury. Ralph Lauren-inspired interiors feel sophisticated yet warm, perfectly suited to life in Highlands. Understated from the road, the home unfolds into generous living spaces designed for family and friends. The great room features vaulted ceilings, a dramatic stone fireplace, custom wainscoting and walls of glass framing lake and long-range mountain views. A hidden equipment room keeps technology discreetly out of sight. The chef's kitchen offers a 60-inch Wolf range, Bosch dishwasher, custom cabinetry and abundant gathering space. A dedicated bar reminiscent of "Cheers" flows into the open dining room and expansive covered terrace. With a masonry fireplace, outdoor television, infrared heaters and views over lush perennial gardens, this is true four-season outdoor living. Wrapped in glass, the main-level primary suite features spectacular views, separate his-and-her closets and a spa-inspired bath with a soaking tub overlooking the gardens and mountains. A second main-level en-suite evokes the timeless comfort of a classic mountain retreat. The lower level includes a media room with built-in Murphy beds, wine room and a private fitness room. Beyond the interiors, an extraordinary adventure awaits. Pass Mo, the enormous bronze moose, and descend into a private enchanted forest that must be experienced to appreciate its magic. Moss-covered paths with cable railings lead down locust-and-stone steps, past a massive boulder where spring water trickles through unusual moss formations, then by a hidden cave. Follow the sound of moving water to a mountain waterfall meandering through the stones—a setting reminiscent of a national park, yet entirely your own. Hike from home and explore a trail network extended by neighboring properties. An oversized two-bay golf-cart garage provides room for multiple carts, clubs and gear, with the clubhouse just a short ride away. Wildcat Cliffs offers championship golf, croquet, pickleball, fitness center with indoor pool, fishing ponds and walking trails. This is more than a renovated home; it is a thoughtfully curated Highlands retreat unlike any other. Wildcat Cliffs CC membership is appurtenant to the property; membership is mandatory and subject to Club approval

653 Country Club Dr, Highlands

$2,900,000

5 Beds ⋅ 2 Baths ⋅ 1003485 MLS

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.

80 Highfield Dr, Highlands

$615,000

2 Beds ⋅ 4 Baths ⋅ 1003311 MLS

Less than three miles from Main Street in Highlands and located within the city limits, this enchanting and serene 9.22-acre property offers a rare blend of privacy, natural beauty, and convenience. Bordering National Forest land and featuring a beautiful spring-fed cascading stream that runs the length of property, this mountain retreat has been cherished by the same family for many years and is now being offered “as is.” The three-level home features decks, balconies, and patios designed to take in the peaceful surroundings. Inside, you’ll find two bedrooms plus three bonus rooms, a cozy wood-burning fireplace, an updated kitchen, and a glass sunroom overlooking the rushing stream. The lower level includes a garage, laundry area, and a separate apartment space, offering flexibility for guests or additional living quarters. Outside, the property showcases lush old-growth flora, rocked terraces along the stream, a chicken house, and an ideal garden area. With potential for subdividing with a build site on the property above the house with potential for long-range mountain views, allowing for even more possibilities to enhance this exceptional property. With endless possibilities for customization, this exceptional property offers the perfect opportunity to create your dream mountain retreat while enjoying the soothing sounds of babbling water and nature just minutes from town.

44 Rainbow Rd, Highlands

$250,000

1003378 MLS

This exceptional Macon County property of 19.45+/- acres sits above 4,000 feet elevation, offering cool summer days and crisp mountain air. The unrestricted property features mature hardwoods and shares a border with the United States Forest Service land for over 1600 feet for ultimate privacy. Enjoy sweeping winter views today, or select-cut trees to unlock breathtaking, year-round summer vistas. A natural spring and an old concrete reservoir add unique, self-sustaining water infrastructure to the land. There are multiple potential home sites with a couple of roads already within the bounds of the property that need some improvements. The property is directly off of a state maintained gravel road for easy access. Perfectly positioned between Highlands, Cashiers, Franklin & Sylva, this rare mountain tract blends complete freedom with convenient access to Western North Carolina's premier destinations. If you're searching for a place to build your special mountain hideaway where the flora and fauna are plentiful, this might just be what you've been looking for.

000 Cold Mountain Rd, 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

$3,500,000

1003169 MLS

Discover the extraordinary at Lloyd's Cove—an expansive 125-acre paradise that has remained in the same family for over a century. This breathtaking high-elevation mountain farm offers the ultimate in privacy and unspoiled natural beauty. Wander through rolling, sunlit meadows, explore sparkling creeks and pure mountain springs, and take in sweeping, panoramic vistas of Fish-Hawk Mountain to the north and Big Scaly Mountain to the south. Experience nature up close, with deer, bear, wild hogs, and wild turkeys often gracing the pastures. What truly sets this property apart is its remarkable amount of usable land—over 80% of its acreage is accessible and ready for your vision, a rare find in mountain properties. The offering is crowned by a charming, hand-built log home with stunning views from every window. Enjoy the seclusion, tranquility, and safety of a remote sanctuary for your family, all while being just a short 20-25-minute drive from the vibrant communities of Highlands and Dillard. Opportunities like this are exceedingly rare—don’t miss your chance to own a once-in-a- lifetime piece of mountain paradise!

1575 Lloyd Cove Rd, Scaly Mountain

$863,000

4 Beds ⋅ 3 Baths ⋅ 1002526 MLS

Discover a Rare Opportunity: Private Farm with endless possibilities in Highlands, NC! This is your chance to own a private farm and recreational retreat on 14 beautiful acres in Highlands, NC. This property is perfectly suited to a variety of uses: whether as a small farm, an equestrian estate, or a family getaway. It offers a unique blend of natural beauty, open space, and comfortable living, all just 10 minutes from the shops and restaurants of downtown Highlands. At the heart of the property lies a charming 4-bedroom, 3-bath farmhouse. The main level boasts a spacious chef’s kitchen, a breakfast area, and a large family room with a cozy wood-burning fireplace. The primary suite boasts a cozy fireplace, creating a warm and inviting atmosphere that enhances your comfort and relaxation. Step outside to the generously sized, covered front porch, a perfect retreat for enjoying your morning coffee or unwinding in the evening. Upstairs, three additional bedrooms and two full baths provide ample space for family and guests. The home has new updates, including fresh paint, new carpet, and a new roof. The land itself offers exceptional versatility, featuring over two acres of open pasture that await your vision. This versatile land is a blank canvas, offering the perfect setting for horses, a charming hobby farm, or a flourishing garden. Picture yourself enjoying serene afternoons by the picturesque small stream, or exploring the meandering trails that invite outdoor adventure. Located in the highly sought-after Highlands area, this property isn't just land; it's a private sanctuary tailored to your desires. Seize the opportunity to transform this remarkable space into your own recreational haven, where possibilities are limited only by your imagination. Don’t miss out on this dream setting that promises both tranquility and adventure!

418 Woodpecker Trl, Highlands

$499,000

1002289 MLS

You will not find a parcel this large and this close to Highlands, NC at anywhere near this price! This estate-sized, 16.52-acre parcel is a mere 10 minutes from the highly desirable downtown Highlands. The land features multiple springs and an active creek with several small waterfalls. Several potential homesites on the property could offer wonderful, long-range mountain views. An existing logging road runs from the road and winds through the property, and with nearly one-half mile of frontage on Buck Creek Road, there are several more potential access points. A trail has been cut to a partially cleared potential homesite that would take advantage of potential short-range views of Black Rock, Cole, and Yellow Mountains. The lot has minimal deed restrictions and can be subdivided into five parcels. Build your private, legacy estate or family compound just minutes away from the elevated shopping, dining, and entertainment of charming Highlands.

Trct 3 Trct 3 Buck Creek Rd, Highlands

$1,265,000

2 Beds ⋅ 4 Baths ⋅ 1001705 MLS

Located off Buck Knob Road, this one of a kind log cabin of which the logs were selected each one by the Owner and used to construct his dream cabin on top of the knoll with a lovely yard and view. 2 bedrooms and 2 baths on the upper level, main level has living room dining room, kitchen, bath and two large porches. Lower level has playroom/bunkroom, bath and garage.

451 Buck Knob Rd, Scaly Mountain

$1,050,000

2 Beds ⋅ 3 Baths ⋅ 1000850 MLS

Tucked away in one of the most picturesque settings in Highlands, this beautifully updated intown cottage is a true gem—offering timeless charm with modern sophistication. Step inside to discover an open and airy morning room/den that flows seamlessly into the dining area and updated kitchen. Bathed in natural light from oversized windows, this heart of the home offers delightful views of one of the most enchanting lawnscapes in town—complete with a small pond, babbling waterfall, fire pit, and blooming perennials that change with the seasons. The spacious primary suite with vaulted ceiling is located on the main level and features dual closets, a serene sitting or desk nook, and a luxuriously renovated bath with quartz tile finishes. Downstairs, guests will enjoy their own private haven: a large great room with stone fireplace and an oversized suite that opens onto a lower deck—perfect for peaceful mornings. The guest bath has been completely remodeled with elegant, spa-like touches. Outside, a spacious custom-crafted deck offers the perfect spot to sip your coffee or a glass of wine while listening to the gentle sounds of water and birdsongs—your very own mountain sanctuary. A pondside firepit is perfect for chilly mornings or evenings while star-gazing. Mature landscaping provides both beauty and privacy, wrapping you in nature's embrace. All this, just minutes from the heart of Highlands. An extraordinary value at $1,050,000. Seller is a licensed NC real estate broker.

322 Satulah Ridge Rd, Highlands

$199,999

1000525 MLS

Located in the heart of the Blue Ridge Mountains on the sought-after Highlands Plateau, this beautiful lot offers the perfect blend of mountain charm and outdoor adventure. Enjoy easy access to trout fishing, gem mining, summer tubing, local vineyards, and an aerial adventure park featuring zip line courses. Seasonal activities nearby include ice skating and snow tubing, making this an ideal location for year-round enjoyment. Conveniently situated just 15 to 20 minutes from Highlands, NC; Clayton, GA; and Dillard, GA, you’ll be close to shopping, dining, and entertainment while still enjoying the peace and beauty of the mountains. Osage Farms is also just moments away, offering fresh local produce and seasonal favorites. Whether you’re looking to build a full-time residence, vacation retreat, or investment property, this lot offers an exceptional opportunity in one of the area’s most desirable mountain settings

Tbd Hwy 106, Scaly Mountain

$720,000

4 Beds ⋅ 3 Baths ⋅ 1000193 MLS

Enchanting Vintage Farmhouse on Flat, Fertile Acre in Highlands, NC** Nestled in the heart of the Blue Ridge Mountains, this timeless gem offers a rare opportunity to own a serene, flat acre of lush, fertile land in coveted Highlands, NC. Perfectly positioned to blend tranquility with convenience, this property invites you to embrace mountain living at its finest—with room to breathe, grow, and create. **The Land:** • **1 Flat, Usable Acre**—A rarity in the Highlands, this level parcel is a gardener’s paradise or hobbyist’s dream, ready for vibrant gardens, orchards, or even a charming hobby farm. • **Endless Potential**—Ample space for outdoor living, studios, guest cottages, or workshops, all framed by mature trees and the soothing whispers of nature. **The Home:** • **Vintage Charm Meets Character**—This older home exudes warmth with its classic architecture, original details, and cozy ambiance. Imagine evenings by the fireplace and mornings sipping coffee on a sunlit porch. • **Spacious Layout**—Generous rooms with hardwood floors, ample natural light, and a functional floorplan await your personal touch to restore or refresh. **Location Highlights:** • Minutes from downtown Highlands’ art galleries, fine dining, and boutique shops. • Easy access to hiking trails, waterfalls (like Glen Falls and Dry Falls), and the Blue Ridge Parkway for endless outdoor adventures. • Renowned for its crisp mountain air and vibrant seasonal beauty—perfect for a year-round retreat or investment property. **Your Vision Awaits:** Whether you’re seeking a peaceful homestead, a creative haven, or a verdant escape with room to roam, this property is a canvas ready for your dreams. Don’t miss the chance to own a slice of Highlands’ magic, where fertile land and vintage charm converge. **Schedule your private tour today—serenity and possibility are calling!** --- *Note: Square footage and additional details to be verified by buyer.*

120 Buttermilk Ln, Highlands

$840,000

4 Beds ⋅ 4 Baths ⋅ 103790 MLS

This home sits on 5.19 acres in the Highland Gap community. It epitomizes privacy and offers a spectacular view. Conveniently located on the Atlanta side of Highlands near Dillard and Sky Valley, Ga., with more than 3,700 square feet, it combines tranquility with accessibility. Relax on one of two covered back decks, serenaded by the cascading creek and enchanted by the majestic mountains. The expansive windows in the living room showcase this breathtaking view while the floor-to-ceiling fireplace anchors the space. With its spacious, open floor plan, this home fosters seamless interaction between rooms, whether entertaining a large family or enjoying intimate gatherings. The kitchen features a sizable island, and flows into the dining area adorned with a magnificent custom chandelier. The main floor owner's suite boasts a luxurious bath and access to the covered deck. Upstairs, guests can indulge in their own retreat, complete with a picturesque sitting area in the loft. For entertainment, the terrace level offers a versatile game/family room, perfect for lively rounds of foos ball, ping pong, or cheering on your favorite team. The original lower-level garage has been repurposed into a workshop with ample storage space. Adding to the appeal is an active waterfall on the property, visible from the deck. With easy access to outdoor sports at the Highlands Outpost, or Highlands Aerial Park, plus many nearby hiking trails, this home is the outdoor enthusiast's delight. If wonderful dining and shopping is top of mind, both Clayton, Georgia and Highlands, North Carolina offer an array charming possibilities.

382 Hurrah Rdg, Scaly Mountain

$35,000

102243 MLS

Price Reduced!! WATERFALL PROPERTY with Great Mountain View Potential!! Beautiful 2.5 acre property with a breathtaking natural spring fed that flows through the property and over a large rock face waterfall! The rock face of the waterfall is an impressive 15 + feet in height. Winter view and potential for year round view with tree clearing/trimming. Spring flows through a large area of the property. Several build site options to pick from. Lot is gently sloped and has easy paved road access all the way to the property. Beautiful mature trees provide shade and cool temperatures. Easy access from road to put in a driveway. 3 bedroom expired septic permit on file. MUST SEE!! Motivated Seller.

00 Wheat Field Rd, Franklin

$1,650,000

4 Beds ⋅ 5 Baths ⋅ 103803 MLS

Internet Remarks: Sought-after 1900's style original farmhouse residence, meticulously renovated and lives large everywhere thanks to high ceilings and beautiful trim. A meandering and audible stream runs the length of the property and throughout the flora and pastoral front lawn. The front porch and entry foyer feeds an entirely open Chef's Kitchen with high-end appliances, zinc center island & breakfast bar. Flanking the kitchen are logical gathering spots including a fully-windowed Sunroom and Dining area. Just past these casual areas is the stream-side screened-in porch, perfect for morning coffee, cocktail hour, and flipping through Garden & Gun Magazine. The large-ess family-room with wood-burning fireplace says "gather round" loudly. The main floor layout includes the Primary Bedroom with a beautiful on-suite and plenty of closets. Three large Guest Suites are well separated upstairs ready for family, 3 couples, or your golfing buddies. Robust existing Rental Income make this property Investor appropriate with the best location just outside Highlands Country Club and close to "The Farm" at Old Edwards, The Orchard Room, and tranquil Lake Sequoyah. For those considering full-time residency in the Mountains, this one is calling your name. It's easy to see why such a rare find has you saying "This is what Highlands is all about"! Highlands, NC...come for the weekend, stay for a lifetime!

1290 Dillard Rd, Highlands

$575,000

106483 MLS

Total Privacy on this Beautiful 9.68-acre tract in Rocky Knob. Some views possible with clearing, has an interment spring, three-bedroom Septic installed and gated road though the property. The community has a 17-acre crystal clear lake for swimming, boating and fishing, owners get deeded lake access. Picnic Pavilion and pristine trails around the lake and into the forest. $575000.

N/A N/A, Scaly Mountain

$75,000

101137 MLS

This is the deal of the year! Three acres of gorgeous mountain property in one of the most beautiful residential mountaincommunities in the Blue Ridge Mountains. In addition to gorgeous long-range views, the land has a perfect flat area to make construction easierand two streams to guard each side of the property.Property has well rights and a 3-bedroom expired septic tank.Unlike most properties the land can be accessedfrom the driveway of307 Old Bear Ridge. The Seller is half owner of the drivewayfrom which 3/4 up the driveway you enter the property by takingthe right hand turn into the property. Should you want to explore the property, be sure to dress for the occasion.The Highlands Gap community is an established up-scale neighborhood where approximately 75 homes are tucked into themountains sitting on a required minimum of three acres. Residents are from all over, many year-round. and display a wonderful sense of friendship and camaraderie. They are from all over and came to Highlands Gap to share the four-season beauty of the gorgeous Blue Ridge Mountains and the incredible cool summer temperatures averaging 78 degrees between May through September. The area is on the Atlanta side of the Highlands Plateau, 8 miles from Main St. Highlands, NC and 12 miles from Clayton, GA... Atlanta, GA and Asheville, NC are two hours away. Highlands Gap is a neighbor to Highlands Canopy tours and Highlands Outpost. Hiking Trails including the historically famous Bartram Trail and the hiking trail to Rabun Bald, GA 's second highest mountain. Are minutes away. For the golfer, Sky Valley Country Club is less than 10 minutes from the Highlands Gap entrance.

307 Old Bear Ridge Rd, Scaly Mountain

$3,850,000

4 Beds ⋅ 5 Baths ⋅ 102683 MLS

Welcome to 260 Crescent Trail inside the gates of prestigious Cullasaja Club nestled in the majestic Blue Ridge mountains of Western North Carolina. This special property boasts a prime location on two lots on the sixth fairway of the popular Arnold Palmer golf course. As you approach this stunning home, you are greeted by a charming exterior designed by the acclaimed architect, Norman Askins. The use of stone and wood elements blend seamlessly with the natural park setting surrounding this home. John Lupoli remodeled this home to the highest standards with a slate roof and pea gravel driveway. Step inside, and you will find yourself comforted by a world of elegance and comfort. The interior was created by Toby West and Tom Hayes emphasizing mountain chic with a casual flair. The focal point of the home is the magnificent great room grounded by a large stone fireplace and stone wet bar area. The kitchen has a pass through arch for easy access for appetizers at the bar. The dining room transitions into the screened porch with stone fireplace warming both a comfortable seating area and a dining table. Another large screened porch overlooks the amazing gardens and golf course view. More about the gardens later! The gourmet kitchen is perfect for the family chef complete with top-of-the-line appliances, custom cabinetry and a center island perfect for preparing family meals. The primary suite on the main level is truly a sanctuary, offering a private retreat with its own stone fireplace, a spa-like en-suite bathroom with a soaking tub and walk-in shower. Additional bedrooms on the terrace level provide comfort and privacy for family and friends. An outdoor terrace allows your guests to soak up the fresh mountain air accessible from their rooms. Outside, you will stroll the pathways through the magnificent garden with stopping points to enjoy a glass of wine and absorb the natural beauty of the waterfall and ponds.

260 Crescent Trl, Highlands

View All Macon County NC Homes with Spring Listings

Homes with Spring in Macon County, NC

Macon County, NC Market Snapshot

Next Steps in Macon County, NC