Single Family

MLS Number 1003215

• Land
• Acreage 12.47

This opportunity is rare. Over 12 acres just a few minutes (1.5 miles to the middle of town) to Main Street Highlands in the desired Bowery Road neighborhood. Partial pasture. Long-standing forest. Rolling topography with up to four house sites. Potential short- and long-range views. Privacy. Easy building sites. Charming possibilities abound. As an estate lot or small, prestigious development, this property will entice the most distinguished and discerning buyers. The new owner of this property will possess a part of Highlands history. On one corner of the property sits an old well house, one of only a few still remaining in Highlands. An old house from the 1920s sat on the pasture area but had to be dismantled because sadly, it was not in salvageable condition. Plans and pictures are available, however, if someone wants to recreate and enhance this part of history. The new owner also has exciting possibilities. As indicated, the parcel can be divided into four estate-sized lots, but an owner may want to consider other options. A preliminary rendering of how the parcel can be utilized is available. Perhaps, after validating with the necessary financial and Land Trust officials, the owner could utilize one or two spots for new homes and take advantage of tax benefits by retaining the remainder as a quiet, beautiful community area that will then be forever preserved for the enjoyment of future generations of families who appreciate and value the distinct benefits of Highlands. Regardless how a buyer may choose to proceed, the options are mesmerizing.Please check with the listing agents for other ideas about maximizing this beautiful place. As one of the most unique places in the Southeast, Highlands, celebrating its 150th anniversary this year, offers an array of entertainment and activities. Great restaurants. Active church communities. Live professional-level theater. Music ranging from headliner chamber music to bluegrass in the Park. Hiking trails galore. (In fact, the property is a fairly easy walk to the Town trail system.) Popular country clubs with respected golf courses just a short drive away. This is a little picturesque part of paradise!

Listed by Spencer Kirkpatrick of Highlands Sotheby's International Realty - DT

MLS Number 1002744

• Residential
• Bedrooms 4
• Bathroom 4
• Acreage 0.85

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 July 2026.

Listed by Julie Osborn and Patricia Allen of Pat Allen Realty Group

MLS Number 1002012

• Residential
• Bedrooms 5
• Bathroom 5
• Acreage 2.94

Nestled behind the gates of the prestigious Cedar Hill community, this stunning 5-bedroom, 4.5-bath home offers the perfect blend of luxury, comfort, and mountain charm. Thoughtfully designed for both everyday living and entertaining, the main level features an oversized Great Room with wood burning fireplace, a well-appointed kitchen and dining room, the primary bedroom suite boasting a generous walk-in closet and private bath, two additional guest bedroom suites, a convenient laundry area that doubles as a Butler's Pantry, and an inviting office, complete with its own cozy fireplace and custom built-in shelves, providing an ideal space to work from home in style. Upstairs, two additional guest bedrooms share a full bath-perfect for additional family or guests! Step outside to enjoy beautifully landscaped grounds complete with a fenced-in backyard ideal for your furry companions. Relax year-round on the covered porch, soak in the hot tub, or gather with friends around the outdoor firepit. An attached two-car garage completes this exceptional property in one of the area's most sought-after communities. Cedar Hill offers close proximity to town, a private gated entrance, paved roads, and high-speed fiber optic internet. Perfect home for year-round or seasonal residence!

Listed by Sam Lupas of Landmark Realty Group - Frank Allen,Cashiers

MLS Number 1003418

• Residential
• Bedrooms 3
• Bathroom 3
• Acreage 0.97

Nestled along the 13th fairway of the prestigious Cullasaja Club golf course, this charming mountain retreat captures the essence of refined Highlands-Cashiers living. Overlooking a picturesque waterfall, tranquil pond, and beautiful views of Lake Ravenel, the setting is both peaceful and unforgettable. Designed for effortless entertaining and comfortable everyday living, the home features an open floor plan with the kitchen flowing seamlessly into the inviting great room. Rich wood paneling throughout creates warmth and character, while the exceptional craftsmanship is evident in every detail - with not one inch of sheetrock in the home. The primary suite on the main level is a private sanctuary featuring a beautifully remodeled ensuite bath and an adjoining cozy den, ideal for reading, relaxing, or a quiet office space. The terrace level offers two spacious guest suites along with an additional large great room and wet bar, creating the perfect space for family and guests to gather. Expansive upper and lower decks invite you to enjoy cool mountain summers while taking in the soothing sounds of the waterfall and the surrounding golf course and lake views. A one-car garage and dedicated golf cart carport provide easy access for enjoying the exceptional Cullasaja lifestyle. Ideally located halfway between the charming towns of Highlands and Cashiers, this home offers the perfect balance of privacy, luxury, and convenience.

Listed by Josephine Lovell of Highlands Sotheby's International Realty - DT

MLS Number 1003200

• Residential
• Bedrooms 4
• Bathroom 7
• Acreage 1.03

Nestled on a private 1.03-acre wooded lot in an intimate gated community, this distinguished mountain estate offers sophisticated living just minutes from the heart of downtown Highlands. With soaring ten-foot ceilings throughout, spacious elegance welcomes you to every corner. The grand great room centers around a commanding masonry fireplace, creating an inviting setting for lively gatherings, spirited game days, or relaxed fireside evenings. The gourmet kitchen stands as a culinary masterpiece-featuring granite counters, a expansive island, top-tier built-in appliances including a propane cooktop, and ample space for a master chef and entertaining entourage. Step outside to the generous decks for al fresco dining, grilling, and breathtaking mountain views that define the Highlands experience. This well appointed residence boasts a luxurious primary suite on the main level, a sophisticated office for two, and a practical mudroom. A versatile bonus suite with full bath sits above the garage. The terrace level offers your guests a second expansive great room featuring a stylish wet bar, additional deck access with mountain vistas, three more bedrooms, three full baths, a bonus room, second laundry, and another two-car garage-delivering a total of four garage spaces plus abundant parking for the discerning collector. Thoughtful details abound: hardwood and terrazzo flooring, crown molding, chandeliers, dual primary closets, multiple living zones, and high-end finishes throughout. Outdoor highlights include a built-in grill and sweeping mountain views across the gently sloped, wooded grounds. Perfectly situated for privacy and convenience, this exceptional home in Highlands Point offers the rare combination of generous scale, luxury craftsmanship, and effortless access to the cultural charm, fine dining, and natural beauty of Highlands.

Listed by Dinah Davis of Christie's International Real Estate Highlands-Cashiers

MLS Number 1001366

• Residential
• Bedrooms 4
• Bathroom 7
• Acreage 1.49

Perched above Lake Glenville with sweeping year-round views of the lake and surrounding mountains, this stunning custom-built home by Sapphire Builders offers luxury mountain living at its finest. With 4 bedrooms, 4 full bathrooms, 3 half bathrooms, and multiple bonus rooms-including one above the garage-this expansive residence is designed for both comfort and elegance. An included additional lot across the driveway and a coveted dock slip at Cedar Point Landings make this property even more desirable, blending privacy with direct lake access. Inside, refined details abound. Take the elevator to the upper level, where a spacious primary suite features a spa-like ensuite bath, a large walk-in closet, and a private sunroom that frames the breathtaking landscape. The main level offers a chef's kitchen, formal dining room, private office, welcoming living room with fireplace, and a full-size laundry room with a guest half bath-all designed with everyday ease and entertaining in mind. Step onto the expansive back deck, complete with a cozy outdoor fireplace, perfect for year-round al fresco gatherings under the stars. The lower-level invites relaxation with a casual family room, complete with a wet bar and mini kitchen-perfect for movie nights. Two additional guest suites and a flexible bonus space offer endless possibilities for a gym, home office, or playroom. A private guest suite above the garage includes its own half bathroom, as well as a full second laundry room, makes it ideal for hosting family and friends. Starlink internet is already installed, making remote work and streaming effortless. Crafted with superior materials and attention to detail throughout, this home offers a rare opportunity to enjoy the very best of mountain living with every modern comfort in place.

Listed by Sarah Strawn and Nicole Ernst of Keller Williams Great Smokies

MLS Number 1002859

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 2.27

This newly constructed, custom-designed residence is nearing completion in Cedar Hill, one of the Highlands-Cashiers Plateau's most desirable gated communities. Perfectly positioned just minutes from Cashiers Village and Sapphire, the home offers the rare combination of refined mountain living and everyday convenience, with dining, boutique shopping, and outdoor recreation all within easy reach. As you arrive, the home's clean architectural lines and natural setting create an immediate sense of arrival. Expansive windows and glass doors capture breathtaking, long-range, layered mountain views, with Big Sheepcliff Mountain rising as a dramatic backdrop. With its western exposure, the home is filled with warm afternoon light and delivers spectacular sunset views across the ridgelines. The main level is designed for effortless living and entertaining, featuring an open great room with soaring vaulted ceilings and a beautiful stone fireplace with a gas log insert. The chef's kitchen flows seamlessly into adjacent gathering spaces, creating an inviting environment for hosting or quiet evenings at home. Two outdoor living areas extend the experience. A screened, covered porch with a gas log fireplace allows year-round enjoyment, while a separate covered veranda offers a serene setting to take in the cool mountain air and expansive views. The primary suite on the main level is spacious and private, featuring a large walk-in closet and an expansive bath with a palatial shower, creating a spa-like retreat. The lower level is designed for gathering, with a generous family room and wet bar opening to a covered deck featuring a fireplace and built-in BBQ. Three guest bedrooms and a dedicated bunk room provide ample accommodations for family and friends. A two-car garage adds everyday functionality. Surrounded by the lifestyle of the Highlands-Cashiers Plateau, enjoy access to world-class golf, Lake Glenville boating, hiking and waterfall trails, fly fishing, tennis, pickleball, and nearby wellness and fitness amenities. This home offers timeless design, exceptional outdoor living, and a lifestyle defined by mountain views, privacy, and convenience.

Listed by Jochen Lucke of Silver Creek Real Estate Group,Inc.

MLS Number 1003158

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 1

Here is your chance to own a piece of paradise in the prestigious High Hampton's Sheep Laurel neighborhood. This exceptional property is set on a private, one-acre lot in the charming Wildflower Glen section of Sheep Laurel, offering a perfect blend of tranquility and luxury. Step inside to discover spacious living areas with soaring ceilings, natural light and elegant finishes that create a warm and inviting atmosphere. The open floor plan offers plenty of space to gather with family and friends or sit by a cozy fire and read a book. Outdoor living is abundant with a huge covered porch and open deck for relaxing in the sun! The property features 4 bedrooms, 5 full bathrooms, and a bunk room with the primary suite and guest suite on the main level. Two bedrooms are upstairs with en suite baths, along with a game room and additional bonus room perfect for an office. The bunk room is on the lower level with its own bath and private porch with gorgeous views of the surrounding landscape. The home is complete with a two car, attached garage which is a rare find in Sheep Laurel! The owner is an architect and designed the home to accommodate living at its finest and was built by Sweetwater Construction, who is renown for quality and craftsmanship. Located near local shops, restaurants, the High Hampton golf course and facilities, this home offers both privacy and convenience. This is more than just a home, it is a lifestyle! Ownership comes with the opportunity to apply for membership to the Club at High Hampton.

Listed by Merrel Hattink of Cashiers Valley Real Estate LLC

MLS Number 1002403

• Residential
• Bedrooms 4
• Bathroom 7
• Acreage 0.76

This highly desirable home is loaded with Highlands Charm and has great curb appeal. The main house has 4 bedrooms, 4 bathrooms, there is a free-standing guest quarters with one bedroom, one bath. The dwellings are completely renovated and ready to move in. Updated with the old Highlands Charm of real stone fireplaces, wood floors and wood walls. The kitchen was professionally designed, and it has a wonderful exterior Carolina room with a fireplace. Lower level has additional storage and utility/Mechanical space. This one has rental income and is grandfathered for rental with the city, has ample parking and a usable yard.

Listed by W. Terry Potts of Country Club Properties, John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF

MLS Number 1002404

• Residential
• Bedrooms 4
• Bathroom 6
• Acreage 0.76

Nestled on the slopes of Big Bear Pen Mountain and just a stone's throw from the bustling heart of downtown Highlands, NC, lies a gem of a property that's recently undergone a complete makeover. Introducing 656 Big Bear Pen Road: a stunningly renovated and professionally decorated haven (courtesy of Spruce Interiors) that promises comfort, style, and unparalleled mountain living. This exquisite property boasts a spacious four bedroom, five bath main home along with a charming one bedroom guest cottage, making it perfect for entertaining guests or indulging in some quiet time. The main residence is a marvel of modern design and rustic charm, featuring a grand great room with a large stone fireplace that invites cozy evenings and warm conversations. The heart of the home is undoubtedly the chef's kitchen, complete with a large island for gathering. The main level also houses the owner's suite, a guest bathroom, a cozy study/den for quieter moments, and a dining room for memorable meals. But the allure doesn't stop there. Step outside to the large covered porch with its own stone fireplace, or enjoy the tranquility from the deck off the back of the house. Upstairs, guests can enjoy their own private retreats in three beautifully appointed bedrooms, each with its own bathroom. The separate guest house offers additional space and independence; it has a living room with a kitchenette, bedroom, and a full bathroom. This property has not only been a beloved home but also a successful vacation rental, grandfathered by the town of Highlands, adding to its appeal as a wise investment or a personal escape. Don't miss your chance to own a piece of paradise at 656 Big Bear Pen Road.

Listed by John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF, W. Terry Potts of Country Club Properties

MLS Number 1000688

• Residential
• Bedrooms 4
• Bathroom 5
• Acreage 1.04

Overlooking the scenic 4th hole, this stunning 4-bedroom, 4.5-bath retreat is perfect for entertaining. The heart of the home is the expansive living room featuring a massive native stone fireplace and reclaimed timber trusses. The kitchen boasts stainless appliances, granite countertops, and ample storage space. The main level flows to the screened porch with a second fireplace, offering year-round enjoyment. Beautiful wide plank oak floors and custom mushroom board ceilings add rustic charm throughout, while wainscoting and thoughtful detailing elevate spaces throughout the home. The illuminated stairway leads to the upper-level bedrooms, a bonus room, and exercise room. The cobblestone paver driveway leads to the home's entrance with abundant parking, a 2-car carport, and natural boulder landscape. Set in a serene, golf-side setting, this home is the perfect backdrop for unforgettable gatherings and everyday relaxation. In today's increasingly expensive building environment, turnkey living offers a smarter, more effortless path-no delays, no surprises, just immediate access to the lifestyle you've been seeking. Membership to Lake Toxaway Country Club is based on application and availability.

Listed by Ross Hyett of Lake Toxaway Company