Refine Search
Map
Sort by
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
$7,995,000
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
4 Woodland Ln, Highlands
$1,100,000
2 Beds ⋅ 2 Baths ⋅ 1002602 MLS
Live behind the gates of Wildcat Cliffs Country Club. Perfectly located near the fitness center, the clubhouse and the croquet facility (Drive past the fitness center to access the golf course on your left). Convenience and community are right at your doorstep. With covered parking in the front, this property makes it easy for car access in inclement weather. This two-bedroom, two-bathroom home offers a large living room with vaulted ceilings on the main level, an upstairs den and/or office or EXTRA SLEEPING AREA and a large expansive covered porch, creating plenty of room for family gatherings and holiday celebrations. The interiors feature hardwood flooring that brings warmth throughout, while the soaring vaulted ceilings and wall of windows in the main living room showcase the visual drama of this classic Jim Fox design. Every room offers serene views of the outdoors, seamlessly blending nature with daily living. The stone fireplace in the living room makes chilly or rainy days the perfect excuse to cozy up - whether by the fire or tucked into the window seat with a hot cup of coffee and a good book. The kitchen's open sight lines flow effortlessly into the dining and living areas, extending all the way to the double-covered porches. This beautifully designed home creates a natural hub for entertaining and togetherness. Step onto the double-covered porches and you'll instantly feel the pull of the outdoors. Here you can soak up summer breezes while taking in the community ponds and waterfalls - a truly peaceful setting that makes every moment at home feel like a retreat. In short: this home offers the perfect blend of architectural charm, functional living, and access to everything Wildcat Cliffs CC has to offer. It's more than a house - it's a lifestyle. Membership required. The furniture is available for purchase.

4 Woodland Ln, Highlands
2130 Falcon Rdg, Highlands
$2,950,000
4 Beds ⋅ 5 Baths ⋅ 1002557 MLS
This is the BIG VIEW! Prepare to be captivated by sweeping, unobstructed views of iconic Whiteside Mountain from this stunning Highlands Falls Falcon Ridge residence, a home so remarkable it has been featured twice in architecture magazines. Designed with generous proportions and effortless flow, the home offers main-level living with the primary suite conveniently located on the entry level. Architectural details abound, highlighted by custom wormy chestnut and oak features throughout, including an impressive 3” solid wormy chestnut entry door. The primary suite commands breathtaking mountain views and sunrises and boasts a lavish Italian marble bath with soaking tub, oversized shower, dual lighted mirrors, hidden lighted vanity, Kohler fixtures, custom walk-in closets, and a private wet bar with sink and mini-fridge. The open-concept living, dining, and kitchen spaces flow seamlessly onto a screened porch with a fully outfitted grilling station featuring a Blaze grill—an entertainer’s dream with Whiteside Mountain as the backdrop. The main level also conveniently includes a guest bedroom, full bath, office/den with custom glass paned wormy chestnut and oak door, and a full laundry room with sink. The lower level provides for guest privacy with a second living area with fireplace, private deck, two spacious en-suite bedrooms, powder room, bonus/flex room with gym/playroom potential, and a secondary laundry area. Recent upgrades are extensive, including a remodeled kitchen, refinished hardwood floors, 27 new windows, new roof, gutters with guards, encapsulated crawlspace, repaved driveway with focal pavers, updated HVAC systems, new water heaters with recirculation pump, blown-in attic insulation, new gas logs in main level fireplace, and view clearing to fully showcase dramatic views of Whiteside Mountain, Wildcat Ridge, and Cullasaja Club beyond. A drainage system beneath the upper deck ensures protection for the lower-level outdoor living area. Peace of mind comes with a 500-gallon fresh water reserve tank and a whole-house generator. A two-car garage with workshop, along with a welcoming exterior accented by a serene water feature, completes this mountain sanctuary. This Highlands Falls home is more than a residence—it is a retreat of timeless architecture, meticulous updates, and awe-inspiring views. Membership to Highlands Falls CC is not mandatory but the amenities are tremendous and the club is vibrant. See Attached Matterport for tour.

2130 Falcon Rdg, Highlands
2741 Magnolia Dr, Highlands
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 1002338 MLS
Wake up to sunrise views over the ridge of Shortoff Mountain as you enjoy your morning coffee on the open deck of this beautifully furnished and updated Highlands cottage. Tucked away in a quiet, private setting, this home offers a peaceful escape from everyday life, surrounded by natural landscaping and winding walking trails. Just a short hike away, you’ll find the beloved Whiteside Mountain Trail, making this an ideal retreat for nature lovers and hikers alike. This impeccably maintained 3-bedroom home sits on 1.74 acres and features thoughtful updates throughout, including a new roof, skylights, and renovated kitchen and bathrooms. The property is spacious enough to host family gatherings and special celebrations, quickly becoming everyone’s favorite place to gather. More than just a home, this is a place where memories are made—picnics under the trees, stories shared on the deck, and traditions passed down through generations. While others search for the next destination, your family will return here year after year, building a legacy of unforgettable moments. Enjoy extraordinary mountain living behind the gates of Magnolia Drive, with no rental restrictions and no requirement to join Wildcat Cliffs Country Club.

2741 Magnolia Dr, Highlands
149 Woodland Hill Dr, Highlands
$1,067,000
3 Beds ⋅ 3 Baths ⋅ 1002327 MLS
Nestled in Highland Hills near Half Mile Farm on Woodland Hill Dr , this 3 bedroom, 3 bath cottage has plenty of room to sleep 6. Upon entering the home, a great room with soaring ceiling welcomes you to sit by the gas logs and enjoy the native granite fireplace. As you enter the kitchen, you will find a spacious island and ample cabinet space as well as granite counter tops and stainless appliances. The cozy dining room opens to a covered porch with nearby rock walkway leading to firepit with plenty of seating room to enjoy the sought-after temperate summer evenings Highlands offers. Back inside on the main level is a master bedroom with lots of windows (with a long-range view of Apple Lake) and bathroom with tile shower. The second bedroom, guest bath and laundry room are also located on the main level. An open staircase leads to a large additional master suite with its own ensuite, linen closet and heating/air unit. The lot is small enough to maintain easily but large enough to enjoy time outside. Deeded access to nearby Apple Lake is included so fishing and canoeing are a short walk away. New tasteful furnishings are included to make this brand new gem move-in ready. The shared well has been flow tested by NC certified well contractor and is more than adequate to supply the homes connected to it. The water quality is also top notch. All of this is just two miles from downtown Highlands. Short term rental opportunity

149 Woodland Hill Dr, Highlands
1696 Clear Creek Rd, Highlands
$315,000
2 Beds ⋅ 2 Baths ⋅ 1002271 MLS
Minutes from downtown Highlands, this two-bedroom home offers convenient access to the plateau with the benefit of being outside town limits. The property provides flexibility for use as a personal residence, rental, or investment. A screened front porch leads into a dining area that opens to the living room with a wood-burning fireplace and large glass doors showcasing mountain views. The kitchen is located just off the hall and includes ample counter space and a stand-up bar connected to the dining room. Further down the hallway are the laundry room and pantry. The primary bedroom features an en-suite bathroom and a large window framing mountain views. The second bedroom is across the hall with natural light from a wide window, and a second full bathroom is conveniently located beside it. From the living room, double doors open to the back deck, where the property’s elevated position offers a peaceful setting with tree-filtered views and privacy at the edge of the backyard. This one won’t last—schedule your showing!

1696 Clear Creek Rd, Highlands
83 Hummingbird Cir, Highlands
$2,750,000
4 Beds ⋅ 3 Baths ⋅ 1001887 MLS
Restore your connections to nature and relax your mind overlooking the private pond from the spacious outdoor living room of this charming Highlands Country Club home. Expansive decks overlook the 16th green and 17th fairway. Beautiful landscaping on this one acre lot provides perfect privacy while right in the thick of activity, just steps from the Hudson House. The screened porch with massive stone fireplace, cozy seating and large dining table creates the outdoor hospitality that is the lifestyle of this home. The two car garage, cart storage, convenient laundry and spacious kitchen make for easy living. It's perfect for a family or a couple with screened porch, primary bedroom and office all on the main level, offering a flat entrance from the driveway. The sunny primary bedroom has an ample seating area, private deck, and a large ensuite bath, Upstairs two large bedrooms share a bath. A balcony over the pond gives your guests royal views of the course and lots of light. Downstairs, a huge unfinished space offers potential expansion of your living space. This wonderful home is ready to move right into or take the opportunity to add your own touches.

83 Hummingbird Cir, Highlands
9134 Buck Creek Rd, Highlands
$1,200,105
4 Beds ⋅ 3 Baths ⋅ 1001817 MLS
After approaching from the long rhododendrum- lined driveway filled with moss-laden rocks a Nantucket-style cottage comes into view. Vintage in age but lovingly restored with Brazilian rosewood floors, massive rock fireplace in huge great room complete with large built-in bar for entertaining. GORGEOUS mountain views of long- range mountain peaks are visible from the large windows in the great room that jogs memories of “Dirty Dancing” movie! The spacious primary bedroom is on the main level with an updated bath and doors leading to the rock-filled terrace for taking in dramatic sunsets. A wide staircase leads upstairs to 3 large private guest rooms and a “Camp Merrie-Woode -style bonus area filled with games for nostalgic memories of old Highlands/Cashiers! Sit on the outdoor terrace lined with moss-covered rocks and old flora and fauna and breathe in cool mountain air, and watch the clouds cover the mountains that are in view! Located on over 4 acres with the National Forest as your neighbors! Truly what a mountain home should be and one of a kind that beckons you to linger! Furnished and ready for making the best mountain memories. Two Freshly painted bedrooms, bath and kitchen cabinets. Encapsulated and zoned heating and air. If creaking screened doors jolt your memory you need to see this home with modern comforts! Privacy assured and nostalgic of old Highlands with retro accents! GREAT BUY -for real! Only 5 miles from downtown but a world away...

9134 Buck Creek Rd, Highlands
424 Big Bearpen Rd, Highlands
$4,900,000
4 Beds ⋅ 4 Baths ⋅ 1001584 MLS
Welcome to "Thistlewaite" - a European-inspired masterpiece in the heart of Highlands, North Carolina. Born from the vision of a creative Atlanta couple, Thistlewaite was modeled after an English country house designed in 1900 by renowned architect Edwin Lutyens in the Arts and Crafts tradition. To bring this dream to life, they assembled an extraordinary team: close friend and celebrated classical architect Norman Davenport Askins, legendary builder Tommy Chambers, and acclaimed landscape designer Alex Smith. The result, completed in 2009, is an architectural and garden jewel unlike anything else in Highlands. The property was originally part of the seven-acre site of the adjacent 1930's Joe Webb cabin and still includes its original spring house. To create the home's setting, a small clearing in the forest was sculpted into a flat homesite with a dramatic 24-foot retaining wall. Stone blasted from the site now forms the garden walls, seamlessly tying the residence to its natural surroundings. Cross the stone bridge over a rushing creek and be immediately captivated by the approach garden, a lush entryway that feels like a world apart. Nestled within virgin forest off Big Bear Pen Road, and bordered by Highlands Land Trust property with views of the historic Kelsey Trail, the home welcomes you through a distinctive gatehouse crowned with a zinc ornament salvaged from a circa-1900 Denver building. The gardens act as an extension of the home, with terraces, an outdoor fireplace, and a formal parterre. Two porches - an inviting entrance porch and a "drinking porch" off the living room and primary suite - overlook the gardens and enclosed courtyard. Inside, warm and gracious living spaces unfold: A keeping room with a stone fireplace shared with the kitchen. A scullery kitchen with ovens, dishwasher, and sink, keeping the main kitchen always ready for entertaining. A built-in bar leading to a light-filled room with courtyard views. A formal living room with another fireplace connecting to the luxurious primary suite. Upstairs, three to four additional bedrooms and a cozy second great room provide comfort for family and guests. Materials were chosen with artistry and authenticity: native North Carolina granite, rough-hewn siding milled from hemlock felled on the property, reclaimed beams and barn wood from Pennsylvania, and antique accents such as milestone at the gatehouse.

424 Big Bearpen Rd, Highlands
100 Deer Run, Highlands
$1,550,000
3 Beds ⋅ 4 Baths ⋅ 1001770 MLS
Located inside the sought-after Cold Springs Saddle and Tennis Club, this serene 3-bedroom, 3.5-bath home is packed with premium features, updates AND INCLUDES EXTRA LOT FOR PRIVACY. Enjoy main-level living, with a spacious primary suite featuring a private sitting room, walk-in shower, and soaking tub. Two guest suites upstairs provide privacy for visitors. The kitchen is fully equipped with Viking range, Sub-Zero fridge, granite counters, built-in microwave and dishwasher, and opens into dining area and living room with high ceilings and a wood burning fireplace. On the other side is a beautiful window-lined sunroom with gas fireplace and garden views. Both rooms offer plenty of natural light through skylights. Interior features include hardwood floors throughout, a spacious den with bunk beds, and a screened porch overlooking the professionally landscaped front yard with natural rock outcroppings. Out back, enjoy a Tennessee flagstone terrace, custom pergola, and outdoor grilling area surrounded by boulder-lined terraced gardens that bloom all season. A true delight with the everchanging landscape. Recent upgrades include: New roof and gutters, Generator, Fresh exterior paint, Full encapsulation with commercial dehumidifier, Major landscaping overhaul. The sale of this home also includes an additional .89-acre lot (included in total acreage) Community amenities: Spring-fed lake stocked with trout, canoe launch & storage, Private hiking trails into Forest Service land, Horse stables, 200x400 riding ring, and 25-ft exercise track, Tennis courts, park area, and more. Turnkey and furnished with a few exclusions, updated, and PRICED TO MOVE!

100 Deer Run, Highlands
299 Oak St Unit 5, Highlands
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 1001750 MLS
In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

299 Oak St Unit 5, Highlands
670 Big Bearpen Rd, Highlands
$1,635,000
2 Beds ⋅ 3 Baths ⋅ 1001751 MLS
Nestled atop Big Bear Pen Mountain with panoramic views of Shortoff Mountain to the north, and westerly sunset views. This timeless home offers main level living, private entrance, 2 car attached garage and an attached carport. There are 2 ensuites, with a bonus room and an additional full bath all on one level. Private stairs in garage take you below to a spacious workshop. Along with unparalleled mountain views, this offering come with 2 additional lots offering control of your westerly views, or ability to add additional homes to your mountain top estate. First time on the market since 1986, this classic mountain home is primed and ready for a designers touch, possibilities are endless!

670 Big Bearpen Rd, Highlands
299 Oak St Unit 8, Highlands
$2,700,000
4 Beds ⋅ 6 Baths ⋅ 1001730 MLS
In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

299 Oak St Unit 8, Highlands
299 Oak St Unit 7, Highlands
$2,700,000
4 Beds ⋅ 6 Baths ⋅ 1001729 MLS
In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

299 Oak St Unit 7, Highlands
299 Oak St Unit 6, Highlands
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 1001728 MLS
In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

299 Oak St Unit 6, Highlands
299 Oak St Unit 2, Highlands
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 1001723 MLS
In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

299 Oak St Unit 2, Highlands
135 Holt Cir, Highlands
$654,000
1 Beds ⋅ 3 Baths ⋅ 1001693 MLS
Quintessential Highlands Cottage in Desirable Holt Knob Area. Just minutes from all the shopping, dining, and charm of Highlands, this classic cottage is the perfect blend of character, comfort, and convenience. With wonderful curb appeal, the property is surrounded by perennial landscaping, a mostly flat backyard, and meticulous upkeep inside and out. The main level lives larger than its footprint, with an open floor plan filled with natural light. A vaulted living room with a striking stone fireplace flows seamlessly into the dining area and spacious kitchen, featuring custom cabinetry, a center island with gas cooktop, wall oven/microwave combination, and abundant storage. A convenient half bath for guests is nearby. From the living area, step out onto an expansive deck—ideal for entertaining, dining al fresco, or simply enjoying the peaceful backyard. The main-level primary suite offers a large walk-in closet, laundry area, and private bath, creating a true retreat. The lower level provides flexible space with a full bath—perfect for additional sleeping quarters, a home office, or even a workshop. Lovingly maintained by its current owners for 30 plus years, this home is filled with happy memories and now awaits new owners to create their own Highlands story.

135 Holt Cir, Highlands
299 Oak St Unit 1, Highlands
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 1001706 MLS
In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

299 Oak St Unit 1, Highlands
53 Naiad Ter, Highlands
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 1001588 MLS
Lake Sequoyah Waterfront Estate: An extensively rebuilt sanctuary with stunning views Experience unparalleled serenity at this impeccably renovated waterfront residence on Lake Sequoyah. Nestled on what was once a gentleman's hunting club, this home is a testament to careful reconstruction, resulting in a spacious and essentially new property ready for its next chapter. With stunning lake views from every room, this three-level estate offers the perfect blend of rustic charm and modern luxury. Key features include: Accommodations: Four bedrooms and 4.5 baths provide ample space for family and guests. Fireplaces: Enjoy the ambiance of five fireplaces, including two original stone hearths that have been completely rebuilt, along with new wood-burning fireboxes and gas inserts. Vaulted Ceilings: Five rooms feature vaulted ceilings with classic shiplap siding, creating an open and airy feel. High-End Finishes: The kitchen and baths boast custom shaker-style cabinetry, elegant quartz countertops, and premium stainless steel appliances. Oak and Rock Flooring: Oak floors adorn the main and upper levels, while a unique rock floor provides a rustic, textured look on the lower level. Three-Level Layout: Each floor has its own gathering room, with a kitchen on the main level and a wet bar on the lower level, perfect for entertaining. Owner's Suite: The main-level owner's suite is a private retreat, featuring a fireplace, a large walk-in closet, and a versatile office, study, or exercise room. Expansive Windows: High-quality Anderson windows are installed throughout, bathing the home in natural light and framing the picturesque lake views. Additional Space: The home offers flexible spaces for a studio, library, media room, or extra sleeping quarters. Embrace the waterfront lifestyle: The property includes a large deck and a path leading directly to the lake, inviting you to fish, canoe, or kayak from your own backyard. Watch as local beavers swim their nightly laps, a tranquil end to every day. Located in the serene and picturesque Highlands area, this is an incredible opportunity for a family to make lasting memories in a truly exceptional home.

53 Naiad Ter, Highlands
266 Mount Lori Dr, Highlands
$2,135,000
4 Beds ⋅ 6 Baths ⋅ 1001538 MLS
Welcome to this beautifully crafted farmhouse-style home, nestled in the peaceful and highly sought-after neighborhood of Mount Lori. Thoughtfully designed with comfort and privacy in mind, this stunning residence seamlessly blends timeless charm with modern luxury. Step inside the main house and enjoy an open-concept floor plan that flows effortlessly throughout the main level. Highlights include a spacious great room with soaring ceilings and a striking wood-burning fireplace, a chef-inspired kitchen with quartzite countertops and top-of-the-line appliances, and a cozy covered deck complete with its own outdoor fireplace—perfect for entertaining year-round. The main level also features the private primary suite, a stylish half bath, a well-appointed laundry room, and an elegant dining area. Upstairs, you’ll find two inviting guest suites along with a versatile den ideal for movie nights or quiet reading. The fully finished lower level offers an expansive family room, a second kitchen, a full bath, a bonus room, and a second covered deck—yes, with yet another wood-burning fireplace. An added bonus is the detached guest cottage located above the two-car garage. This charming suite features one bedroom, a full bathroom, and a kitchenette—perfect for hosting friends, family, or guests seeking a little extra privacy. Luxury finishes and custom touches can be found throughout, including heated bathroom floors, cathedral ceilings, antique wagon wheel chandeliers, rich tile work and custom showers, curated designer fixtures, dual ice makers, a wine refrigerator, a wine cooler, a partial generator, and more. This extraordinary home is a rare find in town, offering both elegance and warmth in a quiet, convenient location. Schedule your private tour today!

266 Mount Lori Dr, Highlands
133 Hidden Springs Way, Highlands
$995,000
3 Beds ⋅ 4 Baths ⋅ 1001544 MLS
Welcome to 133 Hidden Springs Way—where rustic charm meets timeless luxury in the heart of the Blue Ridge Mountains. Nestled at the end of the road in a quiet neighborhood and backing up to Forest Service Land, this enchanting log home is a mountain lover’s dream come true. Breathtaking long-range mountain views greet you from nearly every window, with a distant landscape that shifts with the seasons—lush green in summer, fiery hues in fall, and quiet snow-kissed peaks in winter. West facing, the sunsets maximize your evening views. Crafted with rich log construction, this residence exudes warmth and authenticity, with soaring wood-beamed ceilings, hardwood floors, and a stone fireplace that anchors the heart of the home. Thoughtfully offered fully furnished, every room has been designed for comfort, beauty, and effortless mountain living. The main level features a spacious open-concept living and dining area (both with fireplaces), well-appointed kitchen, and a peaceful primary suite that feels like a private retreat that is situated with views and access to the expansive screened living porch. 2 guest bedrooms, a full bath and a loft are located on the upper level, with a custom catwalk over the main level leading to the in-law suite - adorned with second private entrance from garage, living area, bedroom, kitchenette and bath—offers incredible flexibility for guests, multi-generational living, or even rental potential. The lower level of this custom home offers a family room and gaming area, complete with a pool table and bar area. Second laundry area is found on lower level, with a partial unfinished space that is plumbed to add another bath. Outside, the expansive main level screened porch invites you to sip morning coffee with the fresh mountain air or unwind to the stars in the distance, surrounded by nothing but the sounds of nature. The lower level screened porch is a great addition where family and friends can overflow from the family and game room. Located just a short drive from downtown Highlands, you'll enjoy privacy and the best of both worlds—seclusion with convenience. Come home to the magic of the mountains. 133 Hidden Springs Way is more than a home—it’s a lifestyle

133 Hidden Springs Way, Highlands
190 Wingina Pl, Highlands
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 1001413 MLS
A Diamond in Mirror Lake – Totally Renovated Designer Home Located in the highly desirable Mirror Lake neighborhood, this beautifully redesigned home is truly one of a kind. Set on a private lot with ample parking, the property features a peaceful pond with a water feature, as well as a fire pit area, beautiful perennials which offer a tranquil setting just 4 minutes from Main Street. Designed by its architect-owner, the home has been thoughtfully transformed to maintain its original cottage charm while dramatically enhancing the flow, functionality, and modern livability of the space. The complete renovation includes all-new cementitious siding, an enlarged deck with new boards, stairs, and stylish updated railings, as well as brand-new windows throughout—including oversized windows in the bedrooms to bring in natural light. Exterior updates also feature new gutters and downspouts, new exterior entry doors (including a double front door with keypad entry), and fresh paint inside and out. Inside, the improvements continue with a reimagined and widened staircase, a new HVAC system with insulated ductwork, and all-new lighting throughout. The stunning kitchen features solid wood cabinetry with pullout drawers and pantry, quartz countertops, and a full suite of new appliances, including a range with double ovens. Three fully renovated bathrooms echo the kitchen’s craftsmanship, with matching cabinetry, tiled floors and walls, and quartz vanities. Additional upgrades include a new gas water heater, updated plumbing and electrical systems, new interior doors, and new insulation in the ceilings and exterior walls. The primary level boasts beautiful hardwood floors, with tile flooring in each of the bathrooms. The lower level with its large den, bedroom and new full bathroom provides private space for guests and easy access to the home via the large double door entry. This area provides access to the single car garage and small workshop area. The home is in the Highlands City Limits. R-2 zoning, and subject to current town rental limitations. This furnished move-in ready home is a rare find—offering thoughtful design, quality craftsmanship, and modern conveniences in a picturesque private setting. Don’t miss the opportunity to own this sparkling gem in Mirror Lake.

190 Wingina Pl, Highlands
36 Rocky Ridge Rd, Highlands
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 1001360 MLS
Welcome to 36 Rocky Ridge Road, Highlands NC — a refined mountain retreat perfectly perched just outside the gates of the esteemed Highlands Falls Country Club. Nestled in the intimate enclave of Vista Valley Estates, this 3-bedroom, 3-bathroom residence offers exceptional privacy while boasting sweeping views of the 8th and 9th fairways and the picturesque lake at the club’s entrance. Step inside to discover warm hardwood flooring, vaulted wood-lined ceilings, and a spacious well-appointed kitchen designed for both effortless entertaining and everyday living. Featuring stainless steel appliance, granite countertops and an oversized stone-topped breakfast bar... there is plenty of room for everyone to gather 'round. The inviting living room centers around a handsome stone fireplace with gas logs, creating a cozy ambiance for cool mountain evenings. The covered living porch, complete with a second gas fireplace, extends your living space outdoors, providing an idyllic vantage point for savoring tranquil mornings and golden sunsets over the manicured fairways. Two additional open deck spaces provide even more opportunity to soak up the afternoon sun. This is true main-level living at its best with all the necessities. The master wing of the home is adorned with wood flooring, direct access to the open deck, and a recently updated ensuite with dual sinks and gorgeous walk-in shower. Main level also features 2 additional guest rooms and 2 additional full baths. The laundry on main is a spacious area with built in cabinets and countertop, making laundry a breeze. Downstairs, the partially finished lower level offers a second living area with direct access to a lower deck—ideal for guests, family gatherings, or quiet relaxation surrounded by nature. Whether you’re seeking a peaceful seasonal escape or a year-round Highlands haven, this property combines classic mountain charm with coveted proximity to the golf course, clubhouse, and town amenities. Home is currently offered furnished with a small exclusions list provided by owner. Come experience the Highlands lifestyle at 36 Rocky Ridge Road — where timeless comfort and unforgettable views await.

36 Rocky Ridge Rd, Highlands
162 Shortoff Shadow Trl, Highlands
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 1001136 MLS
Welcome to a rare jewel in the prestigious Old Edwards Club at Highlands Cove—a home where Palm Beach sophistication dances with Blue Ridge serenity. From the moment you step inside, you'll be swept away by panoramic mountain views that serve as the perfect backdrop to this exquisitely designed retreat. Every inch of this home exudes luxury, from the glistening crystal light fixtures that catch the sunlight like fine jewelry, to the expansive chef’s kitchen outfitted with top-of-the-line Wolf and Cove appliances, a custom oversized island with waterfall edge, and elegant tiling and finishes fit for entertaining royalty. The main-level primary suite is a sanctuary unto itself, featuring a spacious designer bathroom and generous his-and-her closets that feel more like private dressing rooms than closets. Just steps away, an enclosed porch with a floor-to-ceiling stone fireplace invites you to unwind in style, no matter the season. Upstairs, two private guest suites anchor a central sitting area—perfect for guests or cozy conversations. Downstairs, a well-appointed gym and office space make it easy to stay fit and focused, even in the mountains. Need room for company? The spacious two-car garage includes a chic apartment with kitchenette above, offering privacy and comfort for guests who appreciate their own space. Sophisticated yet inviting, this home is the ultimate blend of high-end design and elevated mountain living. A truly rare opportunity to enjoy the best of both worlds—Palm Beach polish with Highlands charm. Sold beautifully furnished with a few exceptions to the sale.

162 Shortoff Shadow Trl, Highlands
72 Winterberry Court Court, Unit 7, Highlands
$1,945,500
3 Beds ⋅ 4 Baths ⋅ 1001151 MLS
Enjoy the best of the country club living and the wonderful lifestyle provided by the Highlands area mountain experience. This beautiful home is located on golf hole #16 in a private setting. The living room and the all-weather heated enclosed back deck afford year-round views of the golf course. The striking signature waterfall on golf hole #15 is a short walk from the house. The home is completely updated with four full baths and three bedrooms. One bedroom is currently being used as a game room. The master bedroom is on one side of the house, and the other bedrooms are on the other side of the house. The home is sold furnished with some exclusions noted in a list provided by the owner. The amenities offered by the Highlands Country Club are available through membership in this private club. Membership requests require members' sponsorship and are approved by the HFCC Board of Directors.

72 Winterberry Court Court, Unit 7, Highlands
150 Cullasaja Dr, Highlands
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 1001158 MLS
Perhaps one of the best Joe Webb cabins you'll ever see in Highlands on the big water section of Mirror Lake. Tranquility is all over the place. Upon entering the front door, your first thought will be... "Ah yes, I've arrived at the cabin!" The residence is a turnkey offering and is impeccably furnished with a blend of traditional cabins and "cottage comfort" appointments. A generous Main floor includes cozy but modern kitchen with the best appliances; a charming dining room (think pot roast in the Winter); nearby family room with it's centerpiece full masonry large-hearth plantation-style wood burning fireplace; and screen-in porch overlooking Mirror Lake and the occasional black bear roaming through. Above the main level is a sleeping loft which will remind you of a vintage tree house where every kid in town will want to invite their friends for a "sleep over!" On lower level, find two cozy "hide-away" bedrooms; the Primary BR with old world stone walls and a fireplace, plus another Guest Suite. Both with their own private bathroom areas of course. There's an additional den area or office overlooking the lawn and lakeside views. Moving outside, discover a stone terrace that easily seats 10-12 for the perfect garden party experience. Soak in the nearby hot tub, or launch your canoe from the private boat house for a sunset paddle around Mirror Lake. Next to the main cabin is the most perfect Guest House which is the essence of charm and simple living, worthy of best friends and family, complete with "breakfast terrace" and kitchenette all with views of the lake. This section of Mirror Lake is home to many legacy Highland's families and passed along to the next generation, making it the perfect lifestyle for you and yours. Highlands, NC. Come for a weekend, and stay for a lifetime!

150 Cullasaja Dr, Highlands
108 W View Way, Highlands
$2,600,000
4 Beds ⋅ 4 Baths ⋅ 1001047 MLS
Live Elevated: Luxury Mountain Living Awaits at Cullasaja Club Searching for mountain views and a lifestyle to match? Welcome to your next home in the prestigious Cullasaja Club—a rare opportunity to own a beautifully reimagined mountain retreat in one of Highlands’ most exclusive gated communities. Perched on a peaceful, wooded lot with sweeping western-facing views, this home offers front-row seats to breathtaking sunsets over the Smoky Mountains. Unwind on the expansive screened-in four-season porch, complete with a cozy fireplace and drop-down screens, or immerse yourself in the club’s elite amenities, with membership approval—Arnold Palmer signature golf, fine dining, tennis, croquet, fitness, and more—just moments from your door. This recently renovated 4-bedroom and 3.5-bath masterpiece was designed for those who crave relaxed luxury. Vaulted ceilings and soaring windows flood the home with natural light, while warm wood tones, sleek finishes, and an open-concept floor plan create a welcoming yet sophisticated ambiance. The chef’s kitchen is a showstopper, featuring top-tier appliances, custom cabinetry, and seamless flow into the great room, ideal for entertaining. The first-floor owner’s suite is a private sanctuary, offering a spa-style bath with two large walk-in closets and a private office, while the additional first-floor guest suite and upstairs living space provide comfortable privacy for visitors of all ages. More than just a home, this is your invitation to the mountain lifestyle you’ve always dreamed of. Homes of this caliber in Cullasaja Club are rare—don’t miss your chance. Call today to schedule your private tour and take the first step toward mountain living at its finest.

108 W View Way, Highlands
509 Crowe Dr, Highlands
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 1000735 MLS
This beautifully renovated idyllic cottage is the perfect blend of luxury and charm. Thoughtfully updated from top to bottom, no detail was overlooked in the transformation of this stunning home. Upgrades include a roof replacement, kitchen remodel, bathroom remodels, new flooring, HVAC, plumbing, paneling, windows, doors, tankless water heater, landscaping, fire pit and the addition of an expansive and enchanting covered porch—ideal for outdoor entertaining around the chiminea or relaxing while overlooking the lush, private backyard. Step inside to discover a warm and inviting open-concept living space featuring a striking stone fireplace and shiplap ceilings that add character and comfort. The stylish and cozy dining room is perfect for hosting family and friends. The serene and private primary suite boasts an elegantly tiled bath and a spacious walk-in closet. A charming bunk bedroom with an ensuite bath and desk niche provides a perfect space for guests or work-from-home needs, while a third private guest suite offers its own beautifully appointed ensuite bath. Unwind in the outdoor Jacuzzi under the stars or sip coffee on the welcoming front porch while enjoying the peaceful sounds of nature. Set on a generous lot, there’s plenty of space for pets, a garden, or simply enjoying the natural beauty that surrounds you. One level living, timeless decor, luxurious furniture, linens and finishes, and magazine-worthy design make this home truly turnkey. Located just minutes from downtown Highlands—yet outside town limits for added privacy—this property offers a rare combination of convenience and seclusion. With a proven 5-star rental history, it’s an excellent choice for a primary residence, vacation home, or investment property. All that’s left to do is move in and savor the seasons in this exceptional Highlands retreat. Sold fully furnished with just a few exceptions. Come fall in love with this perfect Highlands cottage!

509 Crowe Dr, Highlands
18 Village Walk Unit 100-A, Highlands
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 1000732 MLS ⋅ Village Walk BLDG.
Offering the best of both worlds, this Highlands condominium is nestled within a charming subdivision in a secluded enclave while also being just a short distance from the town’s restaurants, shops, and the Highlands Performing Arts Center. This immaculate one-level unit, which is conveniently located on the ground floor, boasts an open floor plan, and its warm color palette, wide plank hardwood floors, and impressive stone fireplace ensure it remains cozy. Recent enhancements include all new appliances, a dining room chandelier, new window treatments, redesigned storage space in both the pantry and the outside unit, and a custom-designed walk-in closet in the primary bedroom. A split floor plan, where both guest bedrooms are separated from the primary suite, offers the utmost privacy. A screened porch — which has a second stone fireplace for enjoying those cool mountain evenings — leads to an adjacent outdoor stone patio that’s perfect for soaking in the natural beauty. A trail that meanders through the subdivision ultimately ends just moments away from Highlands’ vibrant downtown area. Don’t miss this rare gem in a prime location!

18 Village Walk Unit 100-A, Highlands

“The data relating to real estate on this website derive in part from the Internet Data Exchange program. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither Real Estate Company nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. © 2026 Carolina Multiple Listing Services, Inc.”

How much is your home worth?

Get instant property value now!