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289 Lower Brushy Face Rd, Highlands
$3,595,000
5 Beds ⋅ 5 Baths ⋅ 1004395 MLS ⋅ ACTIVE Status
Wake early. Pour a cup of coffee. Step onto the deck as the eastern sky begins to brighten over Whiteside Mountain. Across a sweeping 180-degree panorama, layers of ridgelines slowly emerge in the morning light. This is a beginning to the day you will never tire of. At 289 Lower Brushy Face Road in prestigious Highlands Country Club, life can be as active or as leisurely as you wish. On the Atlanta side of Highlands, you are just minutes from club life and the restaurants, shops and cultural offerings of downtown. A morning on the golf course, lunch with friends or an evening of dinner and a performance can all be part of the day. Coming home brings its own pleasures. Across the front of the house, extraordinary gardens compose a living painting, with annuals and perennials bringing successive waves of color for months. Stone walls and handcrafted lanterns frame the flowers and architecture, creating a welcome that changes beautifully with the season. Inside, the mountains draw you toward the windows. Whiteside, Satulah and Shortoff rise among distant ridgelines, with nearly every room enjoying its own perspective. Tall living room windows bring the landscape close, while century-old, wide-plank heart pine floors and Tennessee stone lend warmth and enduring character to a design inspired by architect William Frank McCall, Jr. The east-facing deck may become the most-loved room of all. After its glorious morning light, afternoon shade makes it an inviting place to spend the warmer hours. Read beneath the covered portion, gather for a late lunch or linger over dinner in the mountain air. With both open and sheltered spaces, outdoor living becomes an easy part of everyday life. In the spacious kitchen, friends gather around the island while dinner takes shape. On cooler evenings, the living room fireplace offers a comfortable place to continue the conversation. The primary suite and a second bedroom share the main level with the principal living spaces, laundry and garage access. Downstairs, three additional bedrooms and three full baths, a second laundry room and flexible bonus space give visiting family and friends room to settle in. Sunrise over Whiteside. Flowers at the front door. Afternoons in the shade and favorite people around the table. Here, the pleasures of Highlands begin at home.

289 Lower Brushy Face Rd, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

121 Bobby Jones Rd, Highlands
$4,375,000
4 Beds ⋅ 7 Baths ⋅ 1004318 MLS ⋅ ACTIVE Status
Set on one of Highlands’ most revered streets, where Bobby Jones once lived, 121 Bobby Jones Road pairs a spectacular view with a coveted Highlands Country Club address close to downtown Highlands. Reclaimed beams lend warmth and character to the open main living area anchored by a stone fireplace, which flows onto a deck overlooking gardens, a generous yard, and a firepit. A Carolina room with a stone fireplace offers another inviting place to gather. The large kitchen with an oversized island and a surplus of countertops makes preparing family meals with the family so convenient. The primary suite occupies its own side of the main level and features separate baths. On the lower level, three guest suites surround an additional great room with a fireplace and a kitchenette. Upstairs, a family suite includes a large bedroom with a bath and kitchenette, along with a bunk room and another sleeping area. A circular driveway makes arrivals easy at this relatively new mountain home. With privacy on every level, three families can enjoy being in the mountains while having complete privacy.

121 Bobby Jones Rd, Highlands

Listing courtesy of Highlands Sotheby's International Realty - DT.

Listing courtesy of Highlands Sotheby's International Realty - DT

264 Upper Brushy Face, Highlands
$4,950,000
4 Beds ⋅ 5 Baths ⋅ 1004027 MLS ⋅ ACTIVE Status
High above the busier areas of Highlands Country Club, this home offers a sense of peace from the moment you arrive. The setting is private and quiet, with less passing traffic and the Nantahala National Forest bordering the property. The drive climbs to a higher elevation, but once at the home, the land levels into a remarkably walkable setting—an uncommon find among mountain properties with views. An architecturally distinctive porte cochere creates a memorable, sheltered arrival, while generous parking makes welcoming family and friends easy. Inside, beautiful wood details add warmth and character, balanced by clean, contemporary design. Twenty skylights, abundant windows, and glass doors fill the interiors with natural light. The home looks east across the Cashiers Valley toward Whiteside Mountain, with Satulah and Shortoff Mountains also visible. Mornings begin as the sun rises over the valley and slowly illuminates Whiteside—an ever-changing view that makes early hours especially memorable. The wraparound deck offers multiple places to enjoy coffee as the mountains awaken, gather for conversation, or listen to the quiet of the surrounding forest. At the center of the main level, an expansive great room is designed for gathering. Nearby, the sleek, modern kitchen features a generous island and concealed pantry, keeping necessities close while preserving its uncluttered appearance. A sunroom offers another inviting place to enjoy the changing light and scenery. Secluded from the rest of the home, the primary suite is a private retreat with a fireplace, oversized walk-in closet, and access to the covered deck. Across the great room, a separate guest wing offers two spacious suites, each with its own private deck. This thoughtful separation allows owners and guests to spend time together while enjoying genuine privacy. Upstairs, an additional bedroom and play area open to another private deck, creating a peaceful retreat away from the activity below. Composite decking, a gently pitched roof, an extensive copper gutter system, and redesigned drainage make the home easier to care for. With its high elevation, rare walkable setting, sunrise views across the Cashiers Valley, abundant natural light, and National Forest backdrop, this home makes the most of its extraordinary Highlands surroundings.

264 Upper Brushy Face, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

1094 Moorewood Rd, Highlands
$2,950,000
3 Beds ⋅ 5 Baths ⋅ 1003871 MLS ⋅ ACTIVE Status
Step into this stately property located in the center of the Highlands Country Club and start living. This 2-story masterpiece touches all the senses. The lifestyle offered by this residence is part cottage, part lodge, part manor home, and part arboretum. Offering versatility for family, guests, and entertaining. Graciously designed with several living & lounging areas on the main level creating both formal and casual settings for all, especially with the way the Chef's Kitchen, Family Room, and Dining Area work in concert! The Main Floor Primary Suite is must see for its parlor area and abounding spaciousness. Two Guest Suites are private upper enclaves in and of themselves. There's a well-appointed separate Garden Living Suite with a private entrance on the lower level to house In-Laws and other dignitaries. The Screened Porch, Decking, Grilling Area and stone pathways serve the terraced gardens below that traverse an active brook/stream to a private Gazebo at the end of the property. The feel of an Estate, with the quaintness of a cottage in the French countryside...all just minutes from Downtown Highlands.

1094 Moorewood Rd, Highlands

Listing courtesy of Christie's International Real Estate Highlands-Cashiers.

Listing courtesy of Christie's International Real Estate Highlands-Cashiers

1280 Cobb Rd, Highlands
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 1003269 MLS ⋅ ACTIVE Status
This quintessential Highlands cottage on coveted Cobb Road offers timeless charm, rich history, and an exceptional golf course setting. Perfectly positioned on a beautifully terraced 0.40-acre lot, the property enjoys golf course views, mature landscaping, and the peaceful character of one of Highlands’ most sought-after neighborhoods. The screened porch offers a front-row view of the 7th fairway, creating a seamless connection to the course and the relaxed rhythm of club living. Originally built in 1955 as a two-story residence, the home carries a unique and beloved legacy. The current owners first purchased the property in the early 1960s and, after selling, reacquired it in 1995, expanding it to include a third level and transforming it into the spacious mountain retreat it is today. This three-story white clapboard home features 4 bedrooms, 4 full baths, and 2 half baths, offering ample space for family and guests. The main level showcases warm knotty Southern pine walls, creating an inviting mountain ambiance. The den features a beautiful stone fireplace, while the living room offers built-in bookshelves and a vaulted, beamed ceiling. A pristine 1994 American Trader “Princess” canoe stored in the rafters adds a unique nod to craftsmanship and mountain living. The dining area flows seamlessly into the kitchen, where ample counter space makes entertaining effortless. Additional highlights include a versatile craft room, ideal for hobbies or a home office, and a bedroom with golf course views and soft natural light. Upstairs, two spacious bedrooms each feature en-suite bathrooms and walk-in closets. Abundant windows and two skylights fill the level with natural light. The hallway between the two rooms has built-in bookcases and accent lighting, creating an ideal reading nook or study space. The lower level features a spacious living area and game room with a fireplace, along with an additional bedroom and full bath complete with a soaking tub and walk-in shower. An elevator provides convenient access to all levels. This level also includes a single-car garage and walk-out access to the lower yard, where stone terraced steps lead to the golf course. Located just minutes from downtown Highlands and within the prestigious Highlands Country Club community (membership optional), this property offers a rare combination of privacy, history, and proximity to town. A true Highlands classic, ready for the next generation of memories.

1280 Cobb Rd, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

346 Hummingbird Ln, Highlands
$3,275,000
4 Beds ⋅ 5 Baths ⋅ 1002484 MLS ⋅ ACTIVE Status
Wake up to crisp mountain air drifting through the windows and step onto your screened deck with a steaming cup of coffee as the sun rises over the rolling greens of Highlands Country Club. This extraordinary European-style cottage lovingly dubbed "Boxwood" seamlessly blends timeless sophistication with a touch of mountain flair. Originally designed and masterfully built by Ralph Thomas, this one-of-a-kind residence showcases Old World artistry and millwork of a quality rarely seen in Highlands. Every detail has been executed with precision, creating a home that cannot be replicated. Boxwood offers sweeping views of the Donald Ross–designed golf course, including the 10th, 14th, and 15th fairways and greens. From the expansive screened deck that opens directly from the living room, you can relax and enjoy the seamless connection between indoor and outdoor living while watching golfers test their skills against the lush mountain backdrop. Accessible year-round, with club membership available (subject to approval and applicable fees), this location offers both prestige and convenience. Inside, the home is filled with character and natural light from high-end windows imported from Europe that open inward to invite fresh mountain breezes. Heart pine floors run throughout the main level, and the striking staircase features unique log steps, creating a warm and inviting atmosphere. The main level includes a serene primary suite with a spa-like bath, while the upper level is ideal for guests, offering two spacious en-suite bedrooms. Above the oversized two-car garage, yet accessible from inside the home, is a fourth bedroom that could also work beautifully as a bunk room, office, or game room. Whether hosting friends on the deck or simply admiring the craftsmanship that defines every inch of this residence, you will find this is far more than a home—it is a work of art. Truly unique, this property must be seen to be fully appreciated.

346 Hummingbird Ln, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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