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

$2,600,000

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

$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

$2,275,000

3 Beds ⋅ 4 Baths ⋅ 1000962 MLS

Your Luxury Mountain Retreat in Cullasaja Club – New Construction! We enlarged the house added a four-season den with fireplace and a larger rear deck. Anticipated Completion: July 2025 Live the lifestyle you've dreamed of at Cullasaja Club—where refined living meets mountain serenity in one of Highlands' most exclusive private communities. This stunning new construction home is perfectly situated on a peaceful, wooded 0.8-acre lot just a short walk or golf cart ride from the heart of the Clubhouse, pool, tennis, and golf amenities. Designed with luxury in mind, this three-bedroom, 3.5-bath mountain-modern retreat blends sophisticated finishes with natural surroundings. The thoughtfully curated design features warm wood tones, clean lines, and abundant natural light pouring through soaring windows into the cathedral-ceiling great room. A fireplace anchors the living space, ideal for cool mountain evenings. The chef’s kitchen is as functional as it is beautiful, boasting high-end appliances, custom cabinetry, and seamless flow into the main living area—perfect for gathering with friends and family. A first-floor owner's suite offers a private escape with a spa-style bath and generous walk-in closet, while upstairs, two spacious guest suites each offer en-suite privacy and comfort. The unfinished walk out lower level offers high ceilings and is plumbed for a full bath for an optional 4th bedroom with large living space and storage. While the builder has meticulously selected top-tier finishes throughout, there's still time to personalize the final touches and make this home uniquely yours. This home is a gateway to the elevated lifestyle of Cullasaja Club with membership approval. Access world-class golf, fine dining, fitness, croquet, and an active social calendar, every day feels like a vacation. Now is the time to secure your place in Highlands’ most coveted private club community. Unwind on the expansive deck or enjoy your private space in the added den with fireplace. Listen to the gentle stream meandering through your backyard, a soothing soundtrack to your daily life. Exclusive Lifestyle & World-Class Amenities As a Cullasaja Club member (subject to approval), you’ll indulge in an unparalleled lifestyle: Championship Golf – Play on the legendary Arnold Palmer signature course. Tennis & Croquet Resort-Style Pool – Relax and recharge Private 27-Acre stocked Ravenel Lake – Perfect for fishing, kayaking, and serene waterfront moments.

88 Lost Trl, Highlands

$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

$190,000

1000222 MLS

This is an easy to build on lot, as it gradually slopes up to a large flat building envelope. Buyer has the opportunity to customize their back deck to take full advantage of the view of the 12th fairway/green on the Old Edwards Club Golf Course! A wrap around porch or large front porch can take advantage of the golfers putting on the16th Green. The property line has a soft running stream which only enhances the charm of the lot. There is a possible winter view of Shortoff Mountain. Great location within Old Edwards Club @ Highlands Cove as it will have easy access the club house at OEC and Glen Cove amenities. Membership to Old Edwards Club is not required but subject to application process and acceptance. Membership is NOT being sold with the lot. Highlands Cove at OEC is a 400 acre planned community, which offers private water and sewer, underground utilities including high-speed internet, 24/7 manned main gate and a POA home watch program. Old Edwards Club is an 18 hole Tom Jackson designed course, it has two putting greens, driving range, two clay tennis courts, heated mineral pool with cabana, fitness center and grill room. GlenCove is the newest addition to the Old Edwards hospitality group. This Wellness community offers, 12 hole par three walking course, 17000 square foot club house with golf simulator and bowling alley, pool, kids club with zip line, organic gardens, 4 acre lake with non-motorized boat, hiking trails, event lawn, fitness facility and wellness spa. Come today to see what this community has to offer!

Tbd Highlands Cove Dr, Highlands

$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

$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

$2,135,000

3 Beds ⋅ 4 Baths ⋅ 104246 MLS

What are the most sought after features discerning luxury home buyers look for when considering a home purchase in the Plateau area? Highlands-Cashiers Corridor location, new/ newer construction, high-end luxury finish grade, lush landscape with water feature, gated community, privacy with no road noise, & high elevation - over 4000 feet. If your requirements include these then you'll want to check out 308 Double Branch Road in Highlands Cove. As an added plus, this mountain modern home is newly constructed by renowned luxury home builder, David Bock, who is known for his quality high end construction & attention to detail. You'll discover tasteful luxury finishes, thoughtful features, and smart conveniences throughout the home, including cathedral ceilings accented with rough-hewn wood beams, shiplap walls, custom cabinetry, hardwood flooring, radiant heated floors in the owner's bath, and quartz solid surface finishes in the bath areas. The spacious Chef's kitchen offers a Wolf gas range, Subzero refrigerator, and oversized island that is just perfect for gathering with family and friends. Additional luxury home construction features include Brava "synthetic wood" shingle roof, crawl space encapsulation, technology/ home entertainment package, whole home generator, in-ceiling heaters on the screened porch, & mountain stone fireplaces with gas starter. There's even a pond and waterfall feature that can be viewed (and it's soothing sounds heard) from each bedroom's private balcony and the screened porch. Minutes away you'll find dining and sporting options at the Old Edwards Club. Besides the club, an abundance of additional cultural and outdoor activities, shopping, & dining can also be found a short car ride away in Highlands and Cashiers. (The Old Edwards Club is a private club made available through invitation and has additional membership & activity fees.)

308 Double Branch Rd, Highlands

$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

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