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225 Bowery Rd, Highlands
$6,250,000
6 Beds ⋅ 8 Baths ⋅ 1002981 MLS
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.

225 Bowery Rd, Highlands

1080 Sky Lake Dr, Highlands
$2,175,000
3 Beds ⋅ 4 Baths ⋅ 1002805 MLS
Set along the 5th fairway of Highlands Falls Country Club with views from tee to green on this beautiful par-5 hole, this brilliantly reimagined home captures everything people love about life on the Plateau — peaceful surroundings, refined design, and the ease of being minutes from the heart of Highlands. A short drive leads to Main Street’s shops, dining, and vibrant social life, yet at home the setting feels quiet and private, framed by fairway views and mountain air. Completely remodeled by premier builder John Lupoli, the home reflects thoughtful craftsmanship and timeless style throughout. Effortless one-level living includes three bedrooms and three-and-a-half baths with spaces that feel open and welcoming. Inside, hardwood floors flow beneath vaulted ceilings, filling the home with light from the moment you enter. The kitchen is a true centerpiece — quartzite countertops, custom cabinetry & elegant finishes that balance beauty with everyday function. It opens seamlessly to the great room, where gathering feels natural whether for quiet mornings or evenings with friends. From there, living extends outdoors to an oversized covered porch designed for year-round enjoyment. A fireplace anchors the space, while delicate ceiling lights shimmer like a field of stars once evening falls. A built-in grilling area makes outdoor dining effortless, all set against the serene backdrop of the golf course. The primary suite is a retreat of its own — beautifully appointed with exquisite cabinetry, striking waterfall-edge countertops, and a spa-like bath featuring a lighted niche within the tiled shower. An expertly outfitted closet completes the space with both elegance and organization. On the opposite side of the home, two comfortable guest suites provide privacy for visitors, along with a stylish laundry room that blends design with function. Even the practical details have been elevated. The two-car garage features a pristine epoxy floor, and easy-care landscaping allows more time to enjoy the surroundings. Set within the welcoming community of Highlands Falls — known for its beautiful mountain setting and friendly atmosphere — this home offers not just exceptional design, but an exceptional way of living. Here, golf course views, refined comfort, and convenient access to town come together to create a home that feels as effortless as it is elegant.

1080 Sky Lake Dr, Highlands

86 Dogwood Dr, Highlands
$875,000
2 Beds ⋅ 3 Baths ⋅ 1002966 MLS
This charming cottage in the highly sought-after Mirror Lake area, offers the perfect blend of classic Highlands character and modern comfort. This inviting home features 2 bedrooms, 2.5 baths, and a versatile bonus room, ideal for guests or additional living space. Rich with timeless appeal, the interior showcases hardwood floors, exposed wood-beamed ceilings, and a beautiful stone fireplace that anchors the main living area. Thoughtfully updated throughout, the home also offers a stunning screened porch and spacious deck—perfect for enjoying the cool mountain air and entertaining year-round. Outside, a cozy fire pit creates a welcoming gathering spot under the stars. Offered fully furnished, this turnkey property has a proven rental history since 2020, making it an exceptional investment opportunity or private mountain retreat. The rental numbers include $70,000 for 2024, $71,000 for 2025 and $42,000 YTD (not including bookings past 8/10/2026)

86 Dogwood Dr, Highlands

235 Hedden Ln, Highlands
$520,000
3 Beds ⋅ 2 Baths ⋅ 1002957 MLS
Tucked away in the peaceful beauty of Western North Carolina, this cozy cabin in Greenbriar Estates offers the perfect mountain retreat. Nestled in a small, charming subdivision, the home offers both privacy and convenience, just 10 minutes from the fine shopping and dining of Highlands, NC. This inviting cabin features three bedrooms, including a spacious primary suite on the lower level complete with an ensuite bathroom. The main level offers two additional bedrooms and a full bath, along with a warm and welcoming living room highlighted by a wood-burning fireplace—perfect for cozy evenings in the mountains. The thoughtfully designed layout also includes a kitchen and dining area ideal for gathering with family and friends. Expansive decks on both levels provide wonderful outdoor living spaces, where you can relax and enjoy the serene surroundings. Whether you're looking for a full-time residence or a mountain getaway, this charming cabin delivers comfort, character, and a prime location close to everything Highlands has to offer. The home is approximately 1296 square feet according to Macon County records.

235 Hedden Ln, Highlands

303 Vz Top Rd Unit 303, Highlands
$670,000
3 Beds ⋅ 2 Baths ⋅ 1002953 MLS ⋅ Vz Top Condominiums BLDG.
Million Dollar Views & Sunsets from every room!! Uniquely situated off of the community road, providing maximum privacy. Beautifully & fully remodeled townhouse-style condo. Perched above the renowned Highlands Country Club, offers spectacular 50 mile long range & 180 degree panoramic mountain views of Blue Valley with stunning sunsets. Surrounding Little Yellow Mountain at 4,300' elevation, enjoy cool summers in a gated, serene & friendly community, prime location, just minutes from downtown Highlands. Tasteful designer finishes, custom window treatments and engineered hardwood floors throughout entire home. Rustic charm abounds throughout main level with living room, dining room, kitchen and covered balcony offering mountain and sunset views from the entire level. Living room features 12 foot ceilings with rustic wood beams, a grand custom floor-to-ceiling picture window, floor-to-ceiling stone gas fireplace with rustic mantel. Split bedroom floor plan with entire upper level dedicated to the Primary Suite with a covered balcony. All 3 bedrooms each have their own private covered balcony with mountain and sunset views. HOA Inc: On-site yr round property manager, exterior building maintenance, landscaping/snow removal, Croquet Lawn, Barbeque area, Firepit, Trails, Ins, Sewer, High speed Fib-Optic Internet, Gated. Good rental history. The Fern Meadow Trail goes from the lower road, where our property begins and comes out at The Lawn. Comes FULLY furnished - Turn key!

303 Vz Top Rd Unit 303, Highlands

462 Birchwood Dr Unit 12C, Highlands
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 1002923 MLS ⋅ The Birches Of Wildcat Cliffs BLDG.
Lock and Leave and Ready for the Season! Effortless lock-and-leave luxury awaits at The Birches of Wildcat Cliffs in fabulous Wildcat Cliffs Country Club. This beautifully appointed 3BR/3BA upper-level condominium offers soaring ceilings, abundant natural light, two fireplaces and the convenience of elevator access. The spacious primary suite features a private retreat with a walk-in closet and a tiled bath with both shower and soaking tub options. Designed for comfort and entertaining, the open-concept living and dining areas showcase beamed ceilings, a welcoming fireplace, and seamless flow to the fabulous screened porch—complete with its own fireplace—for year-round enjoyment of the tranquil mountain setting. Two additional guest suites, a full laundry room, a one-car carport, and golf cart parking in the new community golf cart barn provide both functionality and convenience. Sold turnkey (with only a few exceptions), this residence has been thoughtfully updated with new carpet installation in the Fall of 2023, a well-equipped kitchen, high-quality bedding and mattresses, modern TVs, and stylish furnishings just three years old. Located on one of the most sought after streets in Wildcat Cliffs, residents enjoy an active, welcoming community. Simply hop in your golf cart to visit the clubhouse, driving range, or croquet lawn. With membership appurtenant to the property, owners benefit from exceptional amenities and a vibrant social scene—all while savoring the ease of mountain living at its finest.

462 Birchwood Dr Unit 12C, Highlands

34 Crescent Trl, Highlands
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 1002936 MLS
Premier builder David Bock did it again! He created a mountain masterpiece ready for immediate enjoyment. A rare opportunity to own a NEW home in Cullasaja Club. Just completed and ready to move in. A luxurious owner's suite on the main level with three more bedrooms and baths on the terrace level. The great room has vaulted ceilings with rough sawn beams and a stone fireplace. It opens up to a huge, screened porch with a fireplace. The open kitchen plan includes a 48" Wolf range and Subzero refrigerator. There is a working pantry with lots of storage that opens to the grilling deck with the outside kitchen. The terrace level also includes a large family room with a third fireplace and wet bar/ kitchenette, a wine cellar, and a speakeasy! Attached two car and golf cart garage. Ownership includes the opportunity to join the Cullasaja Club (upon approval and initiation fee), granting access to an Arnold Palmer-designed golf course, an elegant clubhouse with multiple dining venues, a fitness center with heated pool, tennis courts, croquet lawns and a new wellness center underway. The club’s Yacht Club offers boating and fishing on scenic Lake Ravenel. Perfectly positioned between Highlands and Cashiers, you’re minutes away from five-star dining, boutique shopping, art galleries, and endless outdoor activities – from hiking and rafting to exploring the pristine beauty of the Blue Ridge Mountains.

34 Crescent Trl, Highlands

Tbd Hawks Ledge Ln, Highlands
$1,889,326
4 Beds ⋅ 4 Baths ⋅ 1002913 MLS
Experience refined mountain living in this beautifully crafted new construction home located in the desirable Riverwalk community. This is a pre construction home package. Blending timeless architecture with modern finishes, this home offers thoughtfully designed living space complemented by expansive outdoor areas perfect for enjoying the natural surroundings. The inviting front elevation showcases a rich combination of stone accents, wood detailing, and a synthetic cedar shake roof, creating warm yet sophisticated curb appeal. A covered entry leads into a light-filled interior featuring hardwood flooring, custom finishes, and a seamless open-concept layout ideal for both everyday living and entertaining. The main level features a spacious living room with a fireplace and vaulted ceilings, flowing into a well-appointed kitchen with quartz countertops, designer hardware, and custom cabinetry. A private primary suite offers a spa-like bath with marble finishes, dual vanity, and a walk-in shower. Additional guest accommodations provide comfort and flexibility for family and visitors. Outdoor living is a true highlight, with a screened porch and multiple deck spaces designed to take in the peaceful setting. Quality craftsmanship is evident throughout, with details such as tongue-and-groove ceilings, wood accents, and curated fixtures and finishes.

Tbd Hawks Ledge Ln, Highlands

334 Windrush Trl, Highlands
$4,200,000
5 Beds ⋅ 6 Baths ⋅ 1002902 MLS
Enjoy breathtaking views from nearly every room of this exceptional custom residence built by Lupoli Construction, one of the Highlands-Cashiers Plateau's premier builders. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the home blends timeless architecture, luxury finishes, and extraordinary craftsmanship. From the moment you arrive, beautifully curated perennial gardens and a striking stone facade set the stage for the exceptional craftsmanship and thoughtful design found throughout the home. Expansive living spaces showcase cathedral beamed ceilings, antique oak hardwood floors, impressive stone fireplaces, and large windows and doors that open to covered porches and frame spectacular long-range mountain views. Designed for both entertaining and intimate family gatherings, the home features a chef's kitchen equipped with GE Monogram and Thermador appliances, spacious gathering areas, and multiple covered porches that invite year-round enjoyment of the mountain landscape. Two main-level primary suites provide exceptional comfort and privacy, while generous guest accommodations, a bunk room, family room, private office, and thoughtfully designed living spaces ensure room for family and friends. Additional highlights include an oversized two-car garage with dedicated golf cart storage, a climate-controlled workshop, partial generator, and the superior quality and attention to detail expected of a home of this caliber. As an extraordinary added value, the seller is offering to purchase a membership to Old Edwards Club on behalf of the buyer (subject to club approval). Alternatively, buyers who choose not to join the club may receive a $175,000 improvement allowance credited at closing. A rare opportunity to own an exceptional mountain retreat in one of the Plateau's most sought-after communities.

334 Windrush Trl, Highlands

11 Clearview Ln, Highlands
$368,650
2 Beds ⋅ 2 Baths ⋅ 1002815 MLS
Nestled in the heart of the Blue Ridge Mountains in Highlands, North Carolina, this versatile mountain home offers the perfect blend of cozy living and modern convenience. Surrounded by the stunning Blue Ridge Mountains and just minutes from vibrant downtown Highlands with its renowned restaurants, art galleries, shops, and cultural attractions, this residence provides easy access to everything Highlands has to offer while maintaining a peaceful, private retreat. Amazing wildlife, 1st house in this village, minutes away from town, yet not in town, immediate access to back road that enables you to arrive in Georgia and South Carolina quickly. Step onto the expansive exterior porch and large rear deck, an inviting space for morning coffee, evening relaxation, or entertaining friends amid the high-elevation air. The home also features two lower level porches and a spacious shed. Outside, the private, shaded backyard offers a tranquil escape that is perfect for gardening, outdoor play, or simply unwinding in the cool mountain shade. Inside, the home greets you with beautiful wood finishes throughout the living area. The open-concept design creates a seamless flow between the living room, dining area, and kitchen making family gatherings or entertaining simple. The well-appointed kitchen features a central island and breakfast bar. Two cozy fireplaces add warmth and ambiance: one in the main living area for relaxed evenings, with a second in a downstairs Office/Guest Overflow room, creating a serene retreat for guests. Flexible living space abounds with bonus rooms that can easily adapt to your lifestyle as a kids’ playroom, a quiet home office, a home theater for movie nights, or ample storage.  A lot of space the house has a total amount of interior space of 2304 square feet (as added/seen on the attached Macon County Tax Card). The lower level offers even more versatility and could potentially be converted into a separate living unit with the addition of a kitchen. A fully covered carport accessible via a new concrete driveway parks up to four vehicles. With two levels, abundant natural light, prime location close to Highlands’ charming downtown, and no short-term rental restrictions, this home is an ideal full-time residence or mountain getaway. Whether you’re seeking a year-round mountain lifestyle or a relaxing escape, this thoughtfully maintained home presents a rare opportunity to enjoy the best of North Carolina’s Blue Ridge Mountains.

11 Clearview Ln, Highlands

478 Hickory Knut Gap Rd, Highlands
$5,800,000
4 Beds ⋅ 4 Baths ⋅ 1002881 MLS
Stunning panoramic Blue Valley Views! This beautiful home features easterly sunrise views from the edge of the Blue Valley with vistas that stretch from the NC mountains all the way into South Carolina and Georgia. This four bedroom, three and one half bath residence is perfectly positioned just minutes from Highlands, Scaly Mountain and Dillard, GA. Expansive windows and glass doors capture breathtaking, long-range, layered mountain views. With its southeastern exposure, the home is filled with a warm morning light. The main level is designed for effortless living and entertaining, featuring an open great room and dining area. The chef’s kitchen flows seamlessly into adjacent gathering spaces, creating an inviting environment for hosting or quiet evenings at home. The primary suite on the main level is spacious and features an expansive bathroom. You are greeted at the lower level with an entrance foyer designed for gathering, with a generous family room, two additional bedrooms, a full bathroom and a bonus room that could be used as an office or playroom. There are two covered decks with ample space for entertaining and enjoying the beautiful evening views. Enjoy the hot tub located on the upper deck. A two-car garage adds everyday functionality with a separate guest apartment above. The home offers the rare combination of refined mountain living and everyday convenience, with dining, boutique shopping, and outdoor recreation all within easy reach. The house and the +/-10.54 acreage are being sold with an adjoining +/-34.37 acre property with incredible long range views of the Blue Valley. Endless residential and business opportunities abound for this combined, highly visible property location. One of the last large tracts with beautiful views for your retail, restaurant or hotel. This property backs to the Nantahala National Forest. Enjoy the various nearby hiking trails including the famous Bartram Trail. There is also a small spring on the property. Enjoy the cool breezes at an elevation of +/-4000.

478 Hickory Knut Gap Rd, Highlands

352 Moorewood Rd, Highlands
$3,753,420
4 Beds ⋅ 5 Baths ⋅ 1002894 MLS
Privately situated in Highlands Country Club, overlooking the 14th, 15th, and 16th greens, this custom home offers beautiful landscaping, several small water features, a gated entrance, and outstanding views of the golf course. A dramatic entryway opens into the central living space that features a soaring wood and beam cathedral ceiling, hardwood floors, and a floor-to-ceiling stone fireplace. The home has four bedrooms: the master and an ensuite guest bedroom on the main floor; and upstairs, two ensuite bedrooms offer guests privacy and views of the property. A screened Carolina room with a stone fireplace opens off the dining area and the adjacent decks showcase the golf course. The gated drive has generous parking in front of the garage and there is golf cart storage behind the house. An adjacent lot is included in the sale of this property.

352 Moorewood Rd, Highlands

692 Lost Trl, Highlands
$3,900,000
3 Beds ⋅ 4 Baths ⋅ 1002846 MLS
Completed in 2021, this thoughtfully designed mountain home offers modern luxury and exceptional Whiteside Mountain views from almost every room on the main level and many rooms on the lower level. Situated on approximately 1.96 acres within the gated Cullasaja Club community, the property combines refined design with the natural beauty that defines the Highlands, NC lifestyle. The main living area features an open great room centered around a gas fireplace shared with the primary owner’s suite, creating warmth and visual continuity between the spaces. Expansive sliding glass doors frame the mountain scenery and open to a screened porch with a wood-burning fireplace—an inviting outdoor living space ideal for relaxing or entertaining throughout the seasons. The porch also connects to the open deck accessed from the primary suite. The primary bedroom is conveniently located on the main level and includes mountain views along with a spacious ensuite bath featuring a deep soaking tub, glass walk-in shower, and walk-in closets. The kitchen is designed with both elegance and functionality in mind and includes high-end built-in appliances such as a gas stove and double ovens. A formal dining area and casual dining space provide flexibility for gatherings large and small. The lower level expands the home’s living space with two guest bedrooms connected by a Jack-and-Jill bath. A spacious recreation room includes a fireplace, pool table area, and wet bar, creating an ideal setting for hosting guests. Sliding doors open to a covered deck featuring a hot tub and peaceful wooded surroundings. Throughout the home, large windows bring natural light indoors while highlighting the dramatic views of Whiteside Mountain. Cullasaja Club is a gated mountain community offering an Arnold Palmer–designed golf course upon membership application and approval, lake access to Ravenel Lake, and scenic walking trails throughout the community, including connections to the adjoining National Forest.

692 Lost Trl, Highlands

692 Lost  Trail, Highlands
$3,900,000
3 Beds ⋅ 4 Baths ⋅ 4360852 MLS
Built in 2021 and positioned on approximately 1.96 acres, this contemporary mountain residence offers refined craftsmanship, modern comforts, and striking Whiteside Mountain views from every room on the main level and many rooms on the lower level. Located within the gated Cullasaja Club community in Highlands, NC, the home captures the relaxed elegance and natural beauty of the Highlands-Cashiers Plateau. The main level centers around a spacious great room with soaring ceilings and a gas fireplace shared with the primary owner’s suite. Expansive sliding glass doors frame the mountain landscape and open to a screened porch with a wood-burning fireplace, creating a seamless indoor-outdoor living experience. The porch connects to an open deck accessed from the primary suite. The primary bedroom is located on the main level and features mountain views along with a generous ensuite bath that includes a soaking tub, glass walk-in shower, and walk-in closets. The kitchen blends clean design with high-end functionality and features built-in appliances including a gas stove and double ovens. A formal dining area and casual dining space provide flexibility for everyday living and entertaining. The lower level offers additional living space designed for comfort and recreation. Two guest bedrooms share a Jack-and-Jill bath, while the recreation room includes a fireplace, pool table area, and wet bar. Sliding doors lead to a covered deck with a hot tub. Large windows throughout the home bring natural light indoors while showcasing the impressive mountain views. Approved membership provides access to Cullasaja Club’s world-class amenities, including an Arnold Palmer–designed championship golf course, clubhouse dining, wellness facilities, tennis, swimming, and a vibrant social calendar. Additional features include lake access to Ravenel Lake and an extensive trail network throughout the community, with connections to the adjoining National Forest.

692 Lost Trail, Highlands

19-B Whiteside Mountain Rd, Highlands
$745,000
2 Beds ⋅ 2 Baths ⋅ 1002740 MLS
Nestled in Wildcat Cliffs Country Club, this lovely, comfortable and affordable property offers a rare and flexible opportunity in the heart of Highlands. Perfectly positioned between Highlands and Cashiers, the location provides quick access to all that each town has to offer, as well as club facilities conveniently reached by golf cart or on foot. This home is thoughtfully designed as two beautifully appointed residences—available to purchase individually or together. Each side features two bedrooms and two full baths with a bonus loft area, updated kitchens, and a garage for your car AND golf cart. This creates endless possibilities for multi-generational living, fully separate guest accommodations, or rental income. Adding to the exclusivity, each residence sits on nearly one acre, providing privacy, space, and a serene bucolic setting not readily found within a luxury club community. Surrounded by championship golf, wooded views, and the refined lifestyle Wildcat Cliffs is known for, this is truly an unparalleled opportunity to own one—or both—sides of a wonderful mountain retreat. Elegant, versatile, and rare, this property is a standout offering in one of Highlands’ most prestigious neighborhoods. Updated bathrooms. Membership required.

19-B Whiteside Mountain Rd, Highlands

31 Chestnut Hl, Highlands
$649,500
2 Beds ⋅ 2 Baths ⋅ 1002858 MLS
Life in the mountains often asks for a balance - beauty without burden, charm without complication- and this thoughtfully maintained cottage in the Chestnut Hill community delivers exactly that. Just minutes from the heart of Highlands and conveniently close to Highlands-Cashiers Hospital, the home offers a rare blend of accessibility and retreat. Whether it’s a morning coffee run into town, an evening dinner on Main Street, or the peace of mind that comes with nearby medical care, everything you need is effortlessly within reach. What sets this property apart is its simplicity of living. Though it is a single-family home, it lives with the ease and freedom of a lock-and-leave condominium - no constant upkeep, no lingering to-do lists, just the ability to come and go as you please, knowing your home remains as pristine as you left it. Inside, the atmosphere is light and welcoming. A vaulted ceiling elevates the living room, where natural light filters in and creates a sense of openness that feels both airy and grounded. The kitchen has been tastefully updated, offering generous storage and a comfortable breakfast nook that invites slow mornings and unhurried conversation. From here, the transition to the back patio is seamless - perfect for enjoying cool mountain air or a quiet evening outdoors. Two well-proportioned bedrooms and two full baths provide both comfort and privacy, whether hosting guests or enjoying a quiet weekend alone. An attached one-car garage adds another layer of convenience, offering protected parking along with valuable storage space. This is mountain living reimagined - not as a project, but as a pleasure. A place where the pace slows, the surroundings inspire, and homeownership feels refreshingly uncomplicated.

31 Chestnut Hl, Highlands

585 Moorewood Cir, Highlands
$9,000,000
4 Beds ⋅ 8 Baths ⋅ 1002787 MLS
This architectural classic within Highlands Country Club reveals itself bit by bit. Expecting simplicity from the street view, you will be charmed by the arched porte cochere and the babbling brook at the front door. Once inside the two story foyer, the delights multiply as you admire details and begin to catch views over Blue Valley. The large family room with soaring pecky cypress ceilings opens to a flat grass and stone terrace revealing long range views to South Carolina. Opening to the terrace as well is an exquisite outdoor great room for dining and lounging in front of a fabulous stone fire place. Just adjacent, the roomy cook's kitchen, equipped with lots of storage and pantry areas, will make entertaining a breeze. The main floor also boasts the luxurious primary suite which entails bedroom, bath, closets, as well as private office and beautiful library. Three of the home's six fireplaces are found in these primary rooms. On the upper level, grand guest rooms, one with its own fireplace, plus a bonus bunk room and a play room, will welcome all the guests in comfort. The unique guest apartment with full kitchen and private entrance will delight and surprise you. On the lower terrace level, you will find a stone entry to the quintessential wine tasting room. The large work out room and heated garden room complete the package. Attention to detail will be evident throughout the home: Brazilian Cherry floors, elevator, Lutron lighting systems, radiant floor heat in the porch, garage and garden room; luxury bath features as heated towel rack, and steam shower; remote shades and drapes, and more. Builder, John Underwood. Interiors, Nancy Warren. Landscape design, Alex Smith

585 Moorewood Cir, Highlands

42 High Gate Dr, Highlands
$3,100,000
4 Beds ⋅ 5 Baths ⋅ 1002714 MLS
Discover 1875, Highlands’ newest luxury neighborhood—an exclusive enclave of 15 custom residences located on the desirable Atlanta side of town, only minutes from Highlands Country Club, Glen Falls and downtown. This modern and sleek farmhouse offers a striking blend of timeless style and contemporary sophistication. A grand architectural statement begins at the expansive stone-clad entry terrace, where precision masonry and elegant lines set the tone for what lies within. Guests are welcomed through a custom wall of steel clad windows and door into a soaring space defined by 18-foot ceilings, wide-plank white oak floors, and an oversized granite fireplace that serves as a striking sculptural focal point—masterfully blending form, function, and mountain elegance. A stunning indoor wood-burning fireplace anchors the living space, while a covered patio with an additional fireplace invites relaxation year-round. A fenced yard provides space for furry friends to frolic. Floor-to-ceiling windows bring the outdoors in, filling the home with natural light and capturing the beauty of the Highlands landscape. The thoughtfully designed floor plan includes a luxurious primary suite with a paneled ceiling and a spa-inspired bath featuring luxurious tiling, heated floors, soaking tub, and a lavish shower with six Brizo body sprays and dual shower heads. Two additional en suite guest rooms also enjoy heated floors, and a full laundry room makes cleanup simple. The kitchen is a masterpiece in itself—equipped with a 60” Wolf gas range/oven combo, an oversized vent hood, paneled Thermador and Cove appliances, counter-to-ceiling tiling, and custom steel windows with marble window sills. A stylish scullery adds extra storage, ice maker, wine cooler and character. A mudroom connects to the grilling terrace and a generously sized two-car garage, above which sits a full guest suite with bath, kitchenette, and closet—perfect for visitors or a private office. Every detail in this exceptional home showcases craftsmanship, intention, and the best of elevated mountain living. Come experience life in Highlands and coveted 28741—a luxurious lifestyle unlike any other-founded in 1875.

42 High Gate Dr, Highlands

86 High Gate Dr, Highlands
$2,999,999
4 Beds ⋅ 4 Baths ⋅ 1002744 MLS
The second offering at 1875 is underway on Lot 5, a beautifully crafted multi-textured stone flanked modern 4,197 square foot residence that artfully blends rustic character with refined mountain elegance. Masterful craftmanship, care and meticulous detailing abound throughout, incorporating the architectural landscape and natural surroundings. Hand-hewn, rough-sawn reclaimed beams frame the entry to the grand living room, where a trussed ceiling and a dramatic wall of custom floor-to-ceiling windows draw the surrounding natural beauty indoors. A striking floor-to-ceiling stone fireplace anchors the space, creating a warm and inviting focal point. The thoughtfully designed floor plan centers around an entertaining chef’s kitchen and dining area, creating an ideal gathering space for family and friends. A 60” Wolf Dual Fuel Oven/Range with massive hood above will anchor the kitchen with a built-in Sub-Zero refrigerator/freezer and built-in Cove dishwasher that will seamlessly flow with the kitchen cabinetry. A dedicated scullery and grilling porch will enhance both everyday living and entertaining and the covered stone terrace with its own fireplace will provide year-round outdoor enjoyment. Designed for both comfort and effortless privacy, the home features a main-level primary suite, tucked away for a calm space, complete with a rough-sawn beamed ceiling and a lavishly tiled bath will feature heated floors, free-standing soaking tub and an expansive walk-in closet. Upstairs, spacious guest accommodations include three additional bedrooms, two bathrooms, a loft retreat for relaxation or office, and a versatile bonus room for reading, media, or recreation. Additional highlights include a two-car garage for convenience during inclement weather and beautifully landscaped grounds with native plantings and sculptural boulder accents. Privately gated and tucked into a serene setting, the property is just minutes from vibrant downtown Highlands and is close to Highlands Country Club, offering an exceptional balance of privacy, natural beauty, and convenience. Architectural plans and finishes are subject to changes at the builder's discretion prior to completion. Estimated Completion Date September 2026.

86 High Gate Dr, Highlands

147 Hammond Rd, Highlands
$1,675,000
2 Beds ⋅ 3 Baths ⋅ 1002772 MLS
Steeped in history and thoughtfully reimagined for modern mountain living, this exceptional log home blends authentic craftsmanship, rare reclaimed materials, and contemporary comfort in a setting that feels both timeless and inviting. Constructed from historic logs dating to the 1880s, the home showcases the distinctive wide face of each log, a feature highly sought after by collectors and enthusiasts of early American log construction. While local lore suggests Daniel Boone once spent a night in one of the original cabins, what is certain is the remarkable care taken to preserve and celebrate the heritage of these historic structures. The home was carefully redesigned by an architect and reconstructed by renowned Highlands craftsman Tommy Chambers, widely regarded as one of the region’s foremost authorities on historic log construction. Unlike many historic cabins, this residence was engineered for comfort and efficiency. Spray foam insulation between each log, concealed within traditional concrete chinking, creates an energy efficient structure while preserving the authentic character of the original materials. Energy efficient windows and an encapsulated crawl space further enhance year round comfort, while heated floors in both bathrooms add a luxurious touch during cooler mountain seasons. Extraordinary reclaimed materials bring warmth and authenticity throughout the interior. The kitchen, dining areas, and select walls feature rare river reclaimed wide board cypress sourced from the owner’s private collection, a species no longer commercially available. In the primary suite, heart pine flooring anchors the room, while reclaimed wormy chestnut accents in the gable ends and antique tobacco poles used as exposed rafters create a rich architectural statement that reflects the home’s Appalachian heritage. The separate guest cottage, connected by a covered breezeway, features a bedroom and continues the theme of carefully curated materials, with reclaimed mixed hardwood flooring. It is privately positioned and served by its own mini-split system and offers comfortable accommodations for visiting family and friends. Blending historic authenticity with thoughtful modern improvements, this remarkable property offers a rare opportunity to experience the enduring character of a nineteenth century Appalachian log home enhanced with the comfort and craftsmanship expected in a refined mountain retreat.

147 Hammond Rd, Highlands

1135 Big Bear Pen Rd, Highlands
$2,570,000
4 Beds ⋅ 4 Baths ⋅ 1002637 MLS
High atop the tranquil slopes of Highlands’ prestigious Big Bear Pen Mountain lies an enchanting retreat at 1135 Big Bear Pen Road. Imagine waking each morning to the gentle whispers of mountain breezes drifting through lush, mature trees, the early sun painting gold across rolling hills and distant peaks. Recently transformed by a major renovation, this lovingly maintained home gracefully blends rustic elegance with sophisticated comfort. Rich wood accents create a warm, inviting atmosphere throughout, while expansive windows frame breathtaking vistas that evolve beautifully with each passing season. The generous living spaces, crowned by soaring ceilings, invite gatherings filled with laughter around the stone fireplace or peaceful afternoons enjoying the serenity from the spacious decks. Cooking becomes a delight in the thoughtfully designed kitchen, where modern amenities blend seamlessly with classic charm, offering both function and beauty to inspire your culinary creativity. The primary suite is a true sanctuary, highlighted by a luxurious tub and spa-like shower that will rival any exclusive retreat, providing ample space to rest and rejuvenate amid tranquil views. Rarely found, the property spans two flat lots just shy of an acre, completely fenced in, offering privacy, security, and abundant outdoor space. Outdoor enthusiasts will cherish the surrounding natural beauty, with opportunities for hiking, birdwatching, and simply reconnecting with nature just steps from your door. Yet, the convenience and charm of downtown Highlands, celebrated for its vibrant boutiques, fine dining, and cultural events, remain just moments away. 1135 Big Bear Pen Road is more than a home; it’s a lifestyle, a personal retreat, and a timeless sanctuary awaiting its next chapter with you. Owner/broker listed.

1135 Big Bear Pen Rd, Highlands

111 Moonstone Loop, Highlands
$975,000
2 Beds ⋅ 2 Baths ⋅ 1002659 MLS
Designed by acclaimed architect Jeffrey Dungan, this distinctive saltbox-style mountain residence at The Preserve at Whiteside Cliffs captures year-round views of Whiteside Mountain and Black Rock in a private, gated setting just minutes from Cashiers and Highlands. The home blends timeless architectural character with clean, modern finishes and an intentional, light-filled floor plan. The main level features open-concept living, dining, and kitchen spaces framed by expansive windows that draw in natural light and long-range mountain views. A defining architectural feature is the interior staircase connecting the main and lower levels, enhanced by tall windows that flood the space with natural light while framing the surrounding landscape. This seamless interior access, not found in all two-story residences within the community, adds both functionality and architectural presence. Outdoor living is thoughtfully integrated, with open and covered decks ideal for entertaining or relaxed mountain evenings. A screened porch off the primary bedroom offers a private retreat overlooking the surrounding mountain landscape. The lower level offers additional living space and a secondary kitchenette, creating flexibility for guests or extended stays, along with dedicated storage for outdoor equipment and seasonal items. The property also offers an established rental history for those seeking optional flexibility in ownership. Furnishings are negotiable outside of the purchase price. The Preserve at Whiteside Cliffs is a gated cottage community centrally located between Highlands and Cashiers, offering layered mountain views from Black Rock across the valley to Whiteside Mountain. Paved access, underground utilities, high-speed fiber optic connectivity, and a shared community fire pit support turnkey, low-maintenance living in a private mountain setting.

111 Moonstone Loop, Highlands

462 Mirror Lake Rd, Highlands
$2,175,000
4 Beds ⋅ 4 Baths ⋅ 1002729 MLS
An immaculate renovation just up the hill from Mirror Lake! Lots of lightness and brightness fills the rooms of this cottage and its extremely "livable" layout. All the comforts of being in Highlands are found on the main floor including the open plan Kitchen, Family Room, a front porch like none other, and Dining area. Three main floor Bedrooms grace the residence including the Primary. Custom cabinetry, closets, and appointments throughout. The "Livability" doesn't end here! Check out the oversized Guest Suite above the 2-car garage with kitchenette and outdoor decking. The yard gently slopes revealing the tree-lined lot and the fire pit area for all to gather round. Plenty of parking for parties, family, and overnight visitors. Stroll to Mirror Lake for a day of fly fishing or paddling, and take advantage of the nearby Highlands Greenway which connects you to downtown Highlands just minutes away. Highlands, NC. Come for the weekend, stay for a Lifetime!

462 Mirror Lake Rd, Highlands

65 Satulah Ridge Rd, Highlands
$795,000
3 Beds ⋅ 3 Baths ⋅ 1002676 MLS
In the heart of Highlands, this inviting one-level cottage captures the ease and charm that define life on the Plateau. With three bedrooms and three full baths, the home offers comfortable space for gathering with family and friends, while its thoughtful single-level design makes everyday living feel effortless. Mornings begin on the classic rocking chair front porch, where the pace slows and the mountain air sets the tone for the day. From here, it’s an easy, scenic walk to Highlands’ celebrated restaurants, boutique shops, churches, and cultural attractions, making it simple to enjoy everything town living has to offer without ever getting in the car. Outdoor enthusiasts will appreciate close proximity to favorite local destinations like Sunset Rock, Harris Lake, and the Highlands Biological Station, all just minutes away. A one-car carport adds convenience, rounding out a property designed for both comfort and practicality. Equally appealing as an investment opportunity, the home has a proven track record as a successful vacation rental, offering immediate income potential for those looking to offset ownership costs or build a portfolio. Whether enjoyed as a personal mountain retreat, a lock-and-leave getaway, or an income-producing property, this Highlands cottage offers a rare combination of location, livability, and investment value.

65 Satulah Ridge Rd, Highlands

764 Hardscrabble Ridge Rd, Highlands
$4,997,000
4 Beds ⋅ 6 Baths ⋅ 1002675 MLS
Some homes are built for a lifetime. The rarest are built for generations. Perched atop prestigious Hardscrabble Ridge, this extraordinary home captures breathtaking vistas of iconic Whiteside Mountain and the Cashiers Valley while embodying the timeless character of the great American mountain lodge. From the moment you arrive beneath the massive timber porte cochère, it is clear this is a home designed not simply to impress, but to welcome generations of family and friends. Towering hand-peeled logs, native stone, and walls of glass create interiors that are both grand in scale and remarkably inviting. The soaring great room is anchored by a magnificent floor-to-ceiling stone fireplace and framed by unforgettable mountain views. Beneath it rests a remarkable handwoven rug from the Vatican, a distinctive detail that reflects the home's appreciation for enduring craftsmanship. The kitchen, dining area, and covered porches flow effortlessly together, creating spaces where mornings begin over coffee, afternoons stretch longer than planned, and evenings are spent gathered around the table or beside the fire beneath a canopy of stars. The main-level owner's suite offers exceptional privacy with its own fireplace, spacious bath, dual dressing rooms, and private balcony overlooking the mountains. Upstairs, a welcoming loft provides the perfect gathering place for children and grandchildren, while three generous guest suites, each opening to a private balcony, ensure family and guests enjoy comfort and privacy. One suite features two queen beds and an expansive sitting area, making it ideal for extended family. The unfinished lower level is unlike anything typically found in a mountain home. With soaring ceilings approaching twenty feet, walls of windows, direct access to a tranquil koi pond, and an existing wine cellar, it offers extraordinary flexibility. Whether envisioned as additional guest suites, a home theater, recreation room, fitness studio, or simply left as the ultimate indoor play space for children and grandchildren, it is ready to evolve with the next owner's dreams. Rarely does a home combine authentic lodge architecture, extraordinary craftsmanship, iconic mountain views, and the warmth of a true family retreat so beautifully. Located just minutes from downtown Highlands, this is far more than a luxury residence. It is a legacy property where traditions begin, memories endure, and every season offers another reason to return.

764 Hardscrabble Ridge Rd, Highlands

250 N Big Bear Pen Rd, Highlands
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 1002507 MLS
This estate property blends timeless architecture and a versatile floor plan suitable for privacy and/or entertaining on a grand scale. Perched on a private lot in Highlands Falls Country Club, one of area’s most sought-after communities, the home features a two-story stone fireplace, coffered ceilings, a formal dining room, and a chef's kitchen with professional appliances that opens to a bright family room with an adjacent covered and heated porch. Additional highlights of the main level include an expansive primary suite, an office with a limestone fireplace, and a spacious laundry room. Upstairs are three guest bedrooms, each featuring a walk-in closet, ensuite baths, and private porches. Additional features include a multi-room, cedar-lined walk-in attic, encapsulated basement, rare three-car garage, and gorgeous grounds. Offered luxuriously furnished with minor exclusions. This property has been meticulously maintained with recent updates including, new roof with a 50-year transferable limited warranty, updated HVAC systems, two (2) new hot water heaters and partial-home generator. Membership to Highlands Falls Country Club is not mandatory, but the amenities are legendary, and the environment is warm and welcoming. Highlands NC was selected by Travel & Leisure as “America’s Best Small Mountain Town” in 2023 and Outside magazine ranked Highlands as one of its top ten small adventure towns in the world for 2026.

250 N Big Bear Pen Rd, Highlands

1877 Bowery Rd, Highlands
$8,200,000
4 Beds ⋅ 6 Baths ⋅ 1002622 MLS
Welcome to Foxhill. Just minutes from downtown Highlands, yet worlds away in presence and privacy, this distinguished estate rises against the dramatic backdrop of Whiteside Mountain. Recently reimagined with impeccable attention to detail, the residence blends architectural drama with inviting warmth, creating a home suited for both grand entertaining and quiet retreat. A soaring two-story library lined floor to ceiling with custom bookcases anchors the main level with the romance of an English country manor. The kitchen serves as both statement and sanctuary, featuring Kingdom Woodworks custom cabinetry, a full marble island, and an adjoining wet bar designed for effortless gatherings. Stone fireplaces warm the adjacent dining and family rooms, while the great room opens to sweeping mountain vistas that captivate in every season. Five interior fireplaces provide ambiance throughout. Two thoughtfully designed primary suites offer flexibility without compromise. The main-level retreat features a spa-inspired bath and covered porch overlooking the mountains. Upstairs, a second primary sanctuary includes an en-suite bath, private laundry, morning bar, and exceptional long-range views. A private guest suite ensures comfort for extended stays. The terrace level continues the home’s narrative of refined hospitality. A catering kitchen opens directly to an expansive stone patio with a wood-burning fireplace, creating a seamless indoor-outdoor experience. This level also includes a media room, private office with mountain views, wine cellar, and spacious laundry suite. Throughout the home, details reflect uncompromising craftsmanship, from Rocky Mountain Hardware to Waterworks fixtures. A charming carriage house completes the estate, offering a private haven for guests. Outdoors, Foxhill truly distinguishes itself. An arched, covered stone family room with outdoor kitchen and fireplace extends daily living into the landscape. A 17th-century fountain imported from Paris anchors an intimate courtyard, lending old-world character to evenings beneath the stars. Foxhill is where timeless European influence meets the natural majesty of Highlands, creating a residence as memorable as the mountain it overlooks.

1877 Bowery Rd, Highlands

464 Franklin  Road, Highlands
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 4346865 MLS
Own this delightful Highlands intown and one-level-living mountain cottage! It is perfect as a private residence or continued as a highly successful short-term-rental investment property. Awash in natural light, heart of pine floors, and multiple entertainment spaces, the home has been immaculately maintained and epitomizes a heavenly Highlands’ mountain lifestyle. Enjoy sitting by the large crackling outdoor fire pit or on the spacious screened porch designed for laid-back evenings and dining al fresco. Each of the three bedrooms has access to a full bathroom. The gourmet eat-in kitchen, with a live edge natural wood breakfast bar, is well positioned between the den and living room, each having a cozy gas-log fireplace. The whole-house generator ensures you’ll never be left in the dark, no matter the weather. As a bonus, the home is being offered partially furnished, enabling its immediate use. Parking is plentiful with spaces in both the front and back driveways, with entrances coming from Franklin road and Holt Knob road respectfully. Access to a town sidewalk, starting near the bottom of Holt Knob Road, conveniently leads to Highlands' wonderful restaurants and boutique shops. Moreover, the home’s intown location enables one to quickly travel to multiple scenic highlights like Highlands’ Greenway Trail, Satulah Mountain and Sunset Rock. Your mountain escape awaits!

464 Franklin Road, Highlands

464 Franklin Rd, Highlands
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 1002545 MLS
Own this delightful Highlands intown and one-level-living mountain cottage! It is perfect as a private residence or continued as a highly successful short-term-rental investment property. Awash in natural light, heart of pine floors, and multiple entertainment spaces, the home has been immaculately maintained and epitomizes a heavenly Highlands’ mountain lifestyle. Enjoy sitting by the large crackling outdoor fire pit or on the spacious screened porch designed for laid-back evenings and dining al fresco. Each of the three bedrooms has access to a full bathroom. The gourmet eat-in kitchen, with a live edge natural wood breakfast bar, is well positioned between the den and living room, each having a cozy gas-log fireplace. The whole-house generator ensures you’ll never be left in the dark, no matter the weather. As a bonus, the home is being offered partially furnished, enabling its immediate use. Parking is plentiful with spaces in both the front and back driveways, with entrances coming from Franklin road and Holt Knob road respectfully. Access to a town sidewalk, starting near the bottom of Holt Knob Road, conveniently leads to Highlands' wonderful restaurants and boutique shops. Moreover, the home’s intown location enables one to quickly travel to multiple scenic highlights like Highlands’ Greenway Trail, Satulah Mountain and Sunset Rock. Your mountain escape awaits!

464 Franklin Rd, Highlands

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