Wintergreen Resort Real Estate

Wintergreen Resort Real Estate

Welcome to Wintergreen Resort, a breathtaking mountain getaway nestled in the heart of Virginia’s Blue Ridge Mountains. This stunning resort community offers a perfect blend of outdoor adventure, relaxation, and vibrant community life, making it an ideal destination for both year-round residents and seasonal visitors.

Wintergreen Resort is renowned for its spectacular natural beauty and diverse recreational opportunities. With over 11,000 acres of pristine wilderness, residents and guests can enjoy a plethora of activities throughout the year. In the winter months, the resort transforms into a snowy wonderland, boasting some of the best skiing and snowboarding in the region. When the warmer months arrive, the lush landscapes invite hiking, mountain biking, and golfing enthusiasts to explore the scenic trails and pristine golf courses.

The charming village at Wintergreen Resort features a variety of shops, restaurants, and entertainment options, creating a vibrant community atmosphere. Whether you're indulging in a gourmet meal, sipping local wines, or enjoying a cozy night by the fire, there’s always something delightful to experience.

For families, Wintergreen Resort offers a range of activities and programs for all ages, ensuring that everyone can create lasting memories together. From kids’ camps in the summer to seasonal festivals, there’s never a dull moment.

Embrace the beauty and adventure that Wintergreen Resort has to offer. Whether you’re looking to buy a vacation home or settle into a lifestyle surrounded by nature, this enchanting community is ready to welcome you with open arms. Discover your own piece of paradise in Wintergreen, Virginia!

Newest Listings in Wintergreen Resort

$469,000
4 Beds ⋅ 2 Baths ⋅ 679952 MLS
Discover the charm of mountain living in this inviting A-frame chalet, ideally located just a two-minute walk from the ski slopes. Enjoy quick access to several hiking trails, an easy stroll to two breathtaking overlooks, and convenient walking access to the heart of the ski village with its restaurants, shopping, and year-round amenities. Offered turn-key furnished, this inviting retreat is ready to enjoy from day one. The interior has been freshly painted, creating a bright and welcoming atmosphere. The open-concept great room, dining area, and kitchen make the home live much larger than its footprint, while the thoughtfully designed entry mudroom is perfect for mountain living—an ideal place to leave wet ski boots, hiking gear, and outdoor equipment. Relax on the spacious deck surrounded by a private wooded setting in the summer, with seasonal mountain and sunset views in the winter. Central heat and air conditioning provide year-round comfort, making this an excellent choice for personal enjoyment, a vacation getaway, or a rental investment.

23 Blackrock Cir, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$22,900
679633 MLS
Enjoy the perfect blend of privacy, natural beauty, and convenience with this attractive homesite in Wintergreen, VA. The property offers an almost level building site, making it ideal for a variety of mountain home designs. One side of the lot is bordered by a stunning natural rock formation that creates a beautiful backdrop while providing a natural buffer from the neighboring property. The rear of the homesite adjoins open space, offering a peaceful wooded setting during the summer months and the potential for seasonal long-range mountain views from a thoughtfully designed two-story home. Chestnut Springs Pool Park, with its community pool and recreational area, is just 0.2 miles away. Nearby hiking trails are easily accessible, and Devils Knob is only a short drive away, offering golf, tennis, pickleball, and dining at the Devils Grill. Whether you're planning your future mountain getaway or looking for a well-priced investment opportunity, this homesite offers a wonderful setting to enjoy everything Wintergreen has to offer.

383 Timber Camp Dr, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$59,000
679511 MLS
Wonderful level lot that backs up to the national forest giving you extended privacy and protection for miles. This lot would be the perfect location for your mountain retreat.

1331 Laurel Springs Rd, Wintergreen Resort

Listing courtesy of RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE. Contact:

$244,000
2 Beds ⋅ 2 Baths ⋅ 679285 MLS
Tucked into the trees at Wintergreen, this 2BR/2BA ground-floor, walk-out end unit offers easy living with minimal steps from parking. Walking distance to the slopes, the Mountain Inn, and Black Rock Market, it's in a great location. The great room centers on a wood-burning fireplace beneath a warm wood-beamed ceiling, with a wall of windows and a sliding door opening to a private patio surrounded by wooded, seasonal mountain views. The kitchen features granite counters and a breakfast bar open to the living space, ideal for entertaining or quiet mornings with coffee. The primary suite includes a private bath and ample closet space, while the second bedroom offers flexibility for guests, family, or a home office. In-unit stacked laundry and generous foyer storage add everyday convenience. Laurelwood is the only condo association at Wintergreen with its own private pool, and the association even provides firewood for the fireplace. HOA includes area maintenance, road maintenance, snow removal, security, and more. A true low-maintenance mountain retreat.

730 Laurelwood Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$269,000
2 Beds ⋅ 3 Baths ⋅ 679254 MLS
Spacious end-unit townhome in the heart of Wintergreen Resort, situated on the largest lot in Westwood and offering two dedicated parking spaces. Enjoy exceptional outdoor living with extensive stone patios with a perfect spot for a hot tub, a spacious deck, and a covered front porch. Inside, the inviting living room features a sunken conversation area centered around a wood-burning fireplace, while the open layout flows easily into the dining area. A convenient half bath completes the main level. Upstairs, the primary suite features a walk-in closet, cedar-lined closet, and ensuite bath with double vanities and a whirlpool tub. An additional guest bedroom and full bath provide comfortable accommodations for family and friends. The fully finished walk-out lower level offers flexible additional living space. Located near the ski shuttle stop and just a scenic walk to hiking trails, the Nature Foundation, and Wintergarden Spa & Aquatics Center. Ideal as a full-time residence, mountain getaway, or rental opportunity! HOA covers roof replacement, exterior painting, landscaping, and snow removal. See it today!

12 Ivy Glen Ln, Wintergreen Resort

Listing courtesy of REAL BROKER LLC. Contact:

$52,500
679178 MLS
A great building lot with rock outcroppings and close to all amenities at Devils Knob. This is a lot wioth an easy walk to wirther the Appalachian Trail or all the facicities or amenities of the Devils Knob Village such as restaurants, tennis and pickleball, golf, the Spa and exercize facilites, pools, etc.

41 Hickory Spring Rd, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$642,000
5 Beds ⋅ 4 Baths ⋅ 679161 MLS
Beautifully positioned along the 6th hole of Devils Knob Golf Course, this spacious 5-bedroom, 4-bath home offers the perfect blend of privacy, comfort, and year-round enjoyment. Located on a quiet cul-de-sac with easy access to golf, hiking, skiing, tennis, dining, and all that Wintergreen has to offer, it's equally well suited as a primary residence, vacation home, or investment property. The thoughtfully designed floor plan features two generous living areas, two wood-burning fireplaces, and two spacious primary suites, including a private upper-level suite with its own deck. Vaulted ceilings, granite countertops, stainless appliances, and custom cabinetry create warm, inviting spaces throughout. Expansive rear decking overlooks the golf course and provides plenty of space for entertaining or simply enjoying the peaceful setting. Crawlspace encapsulated with dehumidifier. Recently pressure-washed decks, and professionally cleaned windows. Offered tastefully furnished for immediate enjoyment. The adjoining homesite is also owned by the sellers and is available for purchase separately, offering the opportunity for additional privacy or future expansion.

48 Deerberry Ln, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$597,000
4 Beds ⋅ 3 Baths ⋅ 679146 MLS
Renovated mountain retreat with seasonal mountain views located minutes from the slopes & walkable to scenic trails. Perfect for families and groups, this open concept, light-filled home features a cozy fireplace in the living room, bonus family room and screened porch for relaxing after adventure-filled days. Zero stairs to the front door with a primary bedroom/bath on the entry level – a rare find on the mountain! The main level also offers vaulted ceilings and access to the spacious rear deck. The upper level features two additional bedrooms and a full bath. Lower level with family room, 2nd primary bedroom/bath and a second large deck. This home offers plenty of space to spread out or come together. All of this plus fiber internet and EV Charger!! The home is ideal for those looking to enjoy the dining, shopping, hiking, skiing and swimming options on the mountain, as well as amenities along Nelson 151, and Ravens Roost park is only steps away.

93 Valley View Ln, Wintergreen Resort

Listing courtesy of NEST REALTY GROUP. Contact:

$550,000
3 Beds ⋅ 2 Baths ⋅ 679080 MLS
This tree loft actually feels like a treehouse, as the design was intended. If you're looking for a special and memorable mountain getaway, you'll find that here perched among the trees with wonderful seasonal views and a 40 second walk to the ski slopes access. In 2020, the house underwent a huge renovation, including new roof, siding, deck, hot tub, completely renovated kitchen and bathrooms with custom maple cabinetry and granite, and additional square footage was added to create the foyer—keep the cold air out and have a landing zone for ski gear, bench, storage closet, towel cubby for the hot tub, and a designated place for laundry. Also uncommon at the tree lofts is HVAC with ductwork; there's a central air (dual fuel), gas fireplace w/ slate surround, and a tankless water heater—all propane-powered. Impressively cared for and improved in nearly every way, this mountain home set high in the forest is the magical getaway you're looking for to both escape the heat and enjoy winter sports in the mountains.

93 Squirrel Tree Ln, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$699,500
3 Beds ⋅ 3 Baths ⋅ 678962 MLS
Custom-built and truly one of a kind, this exceptional golf-front mountain home is ideally situated on a beautifully landscaped, private lot along prestigious Devil's Knob Loop. Lovingly maintained by its original owners & never rented, this distinctive residence showcases stunning custom stonework throughout and offers the perfect combination of craftsmanship, comfort, & mountain charm. Designed for both relaxation & entertaining, multiple exterior decks create inviting outdoor living spaces surrounded by mature landscaping, walking trails, & beautiful stone accents. Unwind in the private sauna, rinse off in the exterior shower after a day on the trails or slopes, or take advantage of the existing plumbing for a future hot tub. Inside, you'll find spacious, thoughtfully designed living areas w/ abundant storage throughout, central heating & AC and a versatile bonus room above the primary suite—ideal as a home office, reading nook, or additional sleeping space for children. A dedicated workshop off the rear deck provides valuable space for hobbies, outdoor gear, or projects. The kitchen has been refreshed with new appliances in 2024, while a new roof was installed in 2025. A $10K flooring allowance & home warranty included!

377 Devils Knob Loop, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$495,000
2 Beds ⋅ 2 Baths ⋅ 678972 MLS
This cozy and bright view condo is a gem. It is nicely updated and super clean, with newer LVP floors, a walk-in shower, updated kitchen countertops, and stainless steel appliances most of the heavy lifting is complete. Featuring convenient ground-level entry with covered parking. Well located within the resort with easy access to the amenities. The Nature Foundation at Wintergreen sits barely a mile away, inviting you onto trails alive with wildflowers and crisp mountain air across all four seasons. Adventure waits just beyond your door. The scenic Virginia 151 corridor tempts with wineries and breweries, while the legendary Blue Ridge Parkway rolls out one of America's most celebrated drives. Outdoor lovers will never run short on options. Come see all that the Blue Ridge Mountains have to offer.

1826 High Ridge Ct, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$325,000
1 Beds ⋅ 1 Baths ⋅ 678894 MLS
Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge beyond, this ground-floor end unit at The Cliffs offers something genuinely special: direct access to a secluded outdoor space while your upstairs neighbors are limited to their balconies — ideal for four-season living, your pet, and morning coffee with that glorious mountain view. The 2022 renovation was total and uncompromising: luxury vinyl tile, quartz countertops and backsplash, white soft-close cabinetry, Samsung smart appliances, wood-burning fireplace with new porcelain hearth and glass doors, fully retiled bath, and smart home features throughout — Ecobee thermostat, Yale lock, and Ring doorbell. Every detail considered, nothing overlooked. Convenient to Devils Knob Golf, Wintergarden Spa, Fire & Frost, and the Highlands Ski Lift. Strong rental potential in a sought-after resort community, or keep it entirely to yourself. Fully furnished and move-in ready. Ask your agent for the complete improvement list.

1501 Cliffs Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

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