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$675,000
3 Beds 2 Baths 1003978 MLS
Enjoy refined, low-maintenance mountain living in Chestnut Hill—an ideal setting for those who value both ease and independence. Here, exterior home maintenance and landscaping are thoughtfully managed for you, freeing your time to enjoy the lifestyle rather than the upkeep. This single-level three-bedroom, two-bath residence offers the simplicity of condominium living with the privacy, space, and comfort of a detached home—complete with its own garage. Located just moments from Highlands-Cashiers Hospital and the heart of downtown Highlands, you will appreciate the convenience of nearby medical services, dining, and shopping, all while returning home to a peaceful mountain setting. Chestnut Hill is perfectly suited for those seeking a full-time residence or a lock-and-leave retreat without sacrificing comfort, accessibility, or charm. HOA dues cover road maintenance, snow removal, water, and sewer, giving you true low-maintenance living. Tucked away at the end of a quiet cul-de-sac, the home features an open floor plan with beautiful new wood flooring, exposed wood beams in the great room, fully remodeled bathrooms, and an updated kitchen with new cabinetry, countertops, and stainless-steel appliances. Located just minutes from downtown Highlands, the community also offers a welcoming activity center where neighbors regularly gather for food, fun, and fellowship.

55 Wood Lily Way, Highlands

$698,000
2 Beds 2 Baths 1003574 MLS
Authentic mountain log cabin just minutes from downtown Highlands, where award-winning dining, boutique shopping, art galleries, scenic waterfalls, and outdoor recreation come together in one of the Plateau's most sought-after destinations. Nestled in the established Webbmont community where several Joe Webb cabins are located, this charming log cabin was built in 1977. Rich in character, the home features a welcoming wraparound covered porch, warm wood floors, exposed beams, and classic log walls that create an inviting mountain atmosphere. A distinctive Webb-crafted front door with its signature lock adds a unique connection to the area's log home heritage. The main level offers an open living and dining area centered around a wood-burning stove, a functional kitchen with an integrated laundry area, a full bath with a tile shower, and a guest bedroom with direct access to the rear deck—an ideal spot to enjoy your morning coffee surrounded by nature. Upstairs, the spacious primary bedroom includes a generous closet and an adjoining loft that provides flexible space for a home office, reading nook, or additional sleeping area. A second full bath with a shower is also located on the upper level. The landscaped grounds showcase established perennials and mature rhododendrons, while a circular driveway provides easy access and welcoming curb appeal. An additional outbuilding offers endless possibilities as a workshop, studio, hobby space, home office, or extra storage. A covered woodshed keeps firewood protected and ready for cool mountain evenings. The crawlspace was professionally encapsulated in Spring 2025, adding to the home's ongoing care and maintenance. Combining timeless mountain character with a convenient location just moments from the heart of Highlands, 90 Laurel Heights offers an opportunity to enjoy an authentic log cabin experience in one of Western North Carolina's most desirable mountain communities. Some photos have been virtually staged.

90 Laurel Heights Rd, Highlands

$665,000
3 Beds 2 Baths 1003567 MLS Vz Top Condominiums BLDG.
Elevated Mountain Living with Panoramic Views Perched at an elite elevation of over 4,200 feet, this exquisite 3-bedroom, 2-bath condo offers breathtaking, unobstructed mountain vistas from every room. The residence features hardwood floors, warm oak millwork, and a newly installed wood-burning fireplace with a sleek marble facade. The fully renovated chef’s kitchen boasts custom cabinetry, granite countertops, and premium appliances. Retreat to the primary suite featuring a custom walk-in closet and motorized blackout shade. Additional upgrades include motorized living room shade, fully renovated bathrooms with ceiling heaters, and a dedicated laundry room with extra storage. Enjoy the expansive balcony with overhead heating and a lighted cable railing. Experience effortless living in a private, gated community with on-site management, high-speed fiber internet, and exclusive amenities. Furnishings negotiable. $665,000

101 Vz Top Rd Unit 101, Highlands

$700,000
2 Beds 1 Baths 1003514 MLS
A MOUNTAIN RETREAT BETWEEN HIGHLANDS & CASHIERS — NOW OFFERED AT $700,000 Discover a rare opportunity to enjoy the Highlands-Cashiers lifestyle in a newer, low-maintenance mountain home with beautiful views and exceptional flexibility. Built in 2022 and located at one of the highest points within the Preserve at Whiteside Cliffs, 61 Moonstone Loop offers a peaceful setting, mountain views, and convenient access to both Highlands and Cashiers. The home has been thoughtfully expanded to include two bedrooms and features a screened porch, quartz countertops, pine shiplap walls, beamed ceilings, enhanced cabinetry, a generous pantry, full-size washer and dryer, automated window shades, and valuable additional storage in the encapsulated crawl space. The home's location at the back and top of the community affords it peacefulness and privacy not enjoyed by other homes located lower in the community. Use it as your private mountain getaway, a lock-and-leave second home, or explore its potential as a short-term rental. Short-term rentals are permitted, and many furnishings are included, creating the possibility of an easy transition to mountain living. Spend your days exploring nearby hiking trails, waterfalls, Lake Glenville and the natural beauty of the Highlands-Cashiers Plateau, then return home to your own peaceful mountain retreat. 61 Moonstone Loop isn't simply a place to stay in the mountains — it's a place from which to enjoy everything the Plateau has to offer.

61 Moonstone Loop, Highlands

$659,000
3 Beds 3 Baths 1003523 MLS Vz Top Condominiums BLDG.
People say that VZTOP is all about the view, and that's true, but this is also a lovely, comfortable, renovated move-in ready condo, fully furnished with everything you need. While the primary is on the upper level (what a view!) and the guest bedrooms are downstairs, these owners added a convenient half-bath to the main level. Drop your stress and come on up to 4400 feet, cool summers and a friendly group of people. Enjoy the fire pit, picnic area, and Croquet for relaxation and fun. High on top of Little Yellow Mountain, VZTOP has one of the best views in the area. It's hard to find a buildable lot with this view, and certainly not for this money! The complex of 8 buildings, 40 units, is open from April 1-November 30, prime time for enjoying Highlands and all it has to offer--fine restaurants, boutique shopping, hiking trails, festivals, outdoor music, and some of the best people you'll ever meet!

802 Vztop Rd Unit 802, Highlands

$675,000
3 Beds 3 Baths 1003260 MLS
Charming 3-Bedroom, 3-Bath Home with Lock-Off Unit – Unrestricted Property with Endless Potential! Located just outside the Highlands, NC city limits, this spacious home offers a unique opportunity for those looking to invest, renovate, or create a personalized mountain retreat. With 3 bedrooms, 3 bathrooms, and a generous amount of living space—including a separate lock-off unit—this property is ideal for long-term living, short-term rentals, or dual rental setups. Whether you're an investor or someone looking to create your dream getaway, there's plenty of room to reimagine and add value. Situated on an unrestricted property just off Flat Mountain Road, you’ll enjoy privacy, flexibility, and easy access to all the charm and amenities of Highlands. With ample space inside and out, this property is full of potential and ready to become something truly special.

66 Forrest Ln, Highlands

$699,000
2 Beds 3 Baths 1003128 MLS Vz Top Condominiums BLDG.
Located within highly coveted VZ Top enclave, this fully reimagined 2 bedroom, 2.5 bath residence captures everything buyers value, privacy, elevation, community, & extraordinary views. VZ Top is recognized for its appeal, sweeping long-range mountain vistas, peaceful surroundings, & rare, expansive common grounds that create a true sense of retreat while remaining minutes from town. Completely taken down to the studs & rebuilt with intention, this home stands apart as one of the most thoughtfully executed & comprehensive renovations in the community—where design, craftsmanship, & structural improvements were carried through every surface & system. The main level unfolds with an effortless flow, where soaring ceilings, reclaimed wood accents, & a dramatic stone fireplace create a warm yet refined mountain aesthetic. Expansive new windows invite the outdoors in. At the heart of the home, the completely new custom-designed kitchen has been elevated for both everyday living & entertaining—featuring new appliances, custom cabinetry, generous workspace, & a seamless connection to the dining area. The adjacent deck provides the perfect setting for morning coffee or evening gatherings overlooking the mountains. A charming spiral staircase leads to a loft space perfect for grandchildren or additional guests while a well placed 1/2 bath enhances main-level living. The lower level has been carefully redesigned to feel open & inviting, with widened hallways & a private guest suite featuring a newly added en-suite bath—ideal for hosting family & friends. With all new systems, finishes, & structural updates completed to modern standards—including windows, wiring, plumbing, & subflooring—this is a true “lock & leave” opportunity without compromise. The home is being offered fully furnished with a few exceptions. For buyers comparing opportunities within VZ Top, it is important to note that few—if any—residences have undergone this level of transformation, where both the visible design and the behind-the-walls infrastructure have been fully addressed. The result is a property that lives differently, feels different, & offers a level of finish & livability rarely found within the community. VZ Top offers its residents shared spaces that encourage connection & relaxation—from a croquet lawn & fire pit to scenic seating areas overlooking the mountains. Just moments away, Highlands provides its signature blend of fine dining, boutique shopping, & a vibrant arts community.

503 Vz Top Rd Unit 503, Highlands

$699,999
1003007 MLS
Just a few minutes from Main Street Highlands, you’ll find this parcel which is waiting for you to craft into your own personalized Highlands estate. With a good view, in a great neighborhood, and near the greenway trail for hikes all over Highlands, this property, consisting of two adjacent lots for a total of 2.10-acres, offers you the chance to make your dream come true. The location can hardly be better. Just a five-minute drive away, you’ll find perhaps the most unique town in the Southeast, boasting fine restaurants, shops, galleries, churches—all at high elevation which offers comfortable temperatures even on days when nearby towns hit the 90s. You can enjoy music in the park on summer Saturday nights or high-end chamber music featuring some of the best talent from around the world. You can watch live theater or hone your art skills by attending workshops at the Bascom Center. If you’re inclined, you can investigate the great clubs and golf courses in the area. Or you can just sip something on your porch, enjoying the life you live.

30/31 Sherwood Forest Rd, Highlands

$675,000
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

$699,000
1 Beds 1 Baths 1002607 MLS
Welcome to unobstructed, close-up views of both Whiteside and Blackrock Mountains in this luxury tiny cottage. Property features inlcude gated community, unmatched views from this luxury tiny cottage and a 500 SF deck that faces west for magnificent sunsets every evening. Architecture of this saltbox-style home by Jeffrey Dugan also features a back porch off the primary bedroom and high-end appliances for one-level living. Other features include fiber optic cable, a spacious yard area, perennial flower garden, generator, encapsulated walk-in basement with plenty of storage, updated nickel-board vaulted ceiling, reinforced metal roof flashings, double-paned insulated windows, custom 5% solar blinds by Highlands Decorating Center. Other features include Mini Split HVAC, dishwasher, disposal, Summit Washer/Dryer combo on main level, available hookup option for ice maker, Blink mounted external security cameras (five). No rental restrictions here in this community, if that's your desire. This gem of a home is ready for immediate enjoyment. Schedule your viewing today!

226 Rock Face Trl, Highlands

$675,000
4 Beds 2 Baths 1002100 MLS
Charming 4-Bedroom Cottage Just Two Minutes from Main Street! Discover the charm and potential of this four-bedroom, two-bath cottage located only two minutes from downtown Highlands. Nestled on 1.21 acres, the property is partially cleared, with the home and open yard occupying about half of the lot, while the remaining wooded portion offers a peaceful natural setting and a small stream. This inviting cottage captures the essence of “Old Highlands” with its beautiful wood ceilings, wood floors (under carpet), and a wood-burning fireplace that serves as a cozy focal point in the living room. The home is move-in ready yet offers endless opportunities for updates, expansion, or even the construction of a second home on the property, subject to and determined by Town of Highlands approval. Additional highlights include ample storage throughout, a walk-up floored attic, and a spacious back deck overlooking the property with an easterly view—perfect for morning coffee or evening relaxation. Whether you’re looking for a charming mountain getaway, an investment opportunity, or a place to build your dream home, this property offers a rare combination of location, character, and potential.

571 Dillard Rd, Highlands

$629,000
1001868 MLS
Premier View Lot in Highlands Cove, Old Edwards Club. Discover a truly spectacular +- .77 acre homesite in the prestigious Highlands Cove community. Perfectly situated around 4,500 feet above sea level to enjoy cool summer breezes at this elevation. This rare cul-de-sac lot combines breathtaking long-range mountain views with a gentle topography—ideal for a main and lower terrace level home design without the steep slopes often found with similar vistas. Imagine the potential of a future wall-of-glass view. From the back of the property, enjoy dramatic views of Whiteside Mountain, while the front showcases sweeping mountain range panoramas that stretch for miles. Located on a newer road within Highlands Cove, this lot offers both seclusion and convenience in one of the area’s most sought-after neighborhoods. No worries about expensive foundations or septic surprises. This lot will have a private sewer connection. Existing survey is available. Less tree removal required. Are you ready to escape the summer heat and have windows-open weather? Highlands Cove features 24-hour manned gated access, beautifully maintained roadways, and an enclave of high-end custom homes, all just minutes from both Highlands and Cashiers. Ownership includes the option of membership to Old Edwards Club, providing access to world-class amenities: Championship 18-hole golf course, Full-service dining and bar, Tennis courts, State-of-the-art fitness center, Heated outdoor mineral pool. Membership also extends to GlenCove by Old Edwards, with unmatched lifestyle amenities such as: Organic garden & farm, Recreation lake with boating, kayaking, canoeing, and fishing. Extensive hiking trails including Shortoff and Yellow Mountains. 12-hole Par 3 golf course. Recreation barn with bowling, arcade, golf simulator, and more Lap pool, kids’ splash pool, playground, pickleball & bocce courts.Wellness center with spa services, and World-class short game golf facility. Additionally, members enjoy privileges at the Old Edwards Inn & Spa, featuring a European-style luxury spa, two pools, fitness center, and fitness classes. Limited lots currently on the market in Highlands Cove and this one has the most amazing view of all. Your friends will be wowed and envious. This premier lot presents a rare opportunity to build your custom home in Highlands Cove versus paying premium for existing inventory. Come embrace the unmatched lifestyle of the Highlands-Cashiers plateau.

84 Eagle Crest Trail Rd, Highlands