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$2,520,000
6 Beds ⋅ 8 Baths ⋅ 677667 MLS
880 Devils Knob Loop is considered by many to be the crown jewel of high-end properties at Wintergreen Mountain. The craftsmanship, architectural composition, and panoramic views are unrivaled. This 6-bedroom, 5 full and 3 half-bath home features custom wood and stonework throughout and is bathed in natural sunlight that pours through floor-to-ceiling windows across every level. The home features multiple fireplaces, with a prodigious stone hearth anchoring the vaulted great room — a grand yet welcoming space that flows seamlessly into the chef's kitchen. Luxury appointments include Ipe hardwood decking, sleek glass railings, top-tier Viking and kitchenAid appliances, and a built-in outdoor hot tub. 880 Devils Knob offers a singular experience — as though you are floating effortlessly above the mountains. This refined, elegant, and truly one-of-a-kind retreat stands in a class of its own.

880 Devils Knob Loop, Wintergreen
$787,500
5 Beds ⋅ 4 Baths ⋅ 676285 MLS
Quench your thirst for the Wintergreen Lifestyle at the "Thirsty Bear". Five bedrooms and 4 baths with stunning views over Laurel Springs Ridge towards the Shenandoah Valley. Privacy abounds at the end of the cul de sac and spend the lazy days of summer at the Chestnut Springs pool which is just steps away. Or on those chilly mornings take a soak in the hot tub. Find efficiency features such as 2 zone hvac, conditioned crawlspace and a tankless water heater. True main level living with three bedrooms and laundry on the first floor. Soaring great room windows with 2 story stone fireplace and vaulted ceiling bring the mountains and outdoors in. Three levels each with a bedroom with ensuite baths. The recently finished terrace level offers plenty of space for family and friends. Don't miss out. Make this your home before someone else makes it theirs!

42 Peavy Pt, Wintergreen
$782,500
4 Beds ⋅ 4 Baths ⋅ 674294 MLS
Unicorns do exist. Rarely does a home at Wintergreen deliver truly breathtaking views without the oversized footprint that usually accompanies. Perfectly sized at 2,268 sqft, this beautifully updated 4BR/3.5BA retreat offers million-dollar views. Cathedral ceilings and walls of windows fill the great room with light and frame the landscape beyond, anchored by a dramatic two-story stone wood-burning fireplace. The open floor plan flows effortlessly to multiple decks where sweeping mountain views stretch for miles and the peaceful sound of the stream meandering through creates an unforgettable setting. Evenings are best spent soaking in your private hot tub under star-filled skies. Two primary suites—including one on the main level—offer ideal flexibility for owners and guests. Lower level provides additional living space with three bedrooms. Backing to hundreds of acres of open space, the combined .76-acre homesite ensures exceptional privacy with only one WPOA fee. SIGNIFICANT UPDATES THROUGHOUT. A new driveway with drainage, Tesla/EV charger, and lighted stairs complete this rare mountain retreat. Views. Water. Privacy. Perfection. Opportunities like this at Wintergreen are incredibly rare. Don't miss this one!

131 Crawfords Edge, Wintergreen
$705,000
4 Beds ⋅ 4 Baths ⋅ 672118 MLS
This home sits at the top of Shamokin Falls and the sounds of the waterfall are heard yearround. It has a winter view down through the Shamokin Gorge and is one of the most secluded and private sites at Wintergreen and it borders Wintergreen's protected open space and is loacted at the end of developement of the mountain at the very end of Laurel Springs. It is a biker and hiker's dream location. LIST OF IMPROVEMENTS as the current owners intended to live there ROOF, SKYLIGHTS AND GUTTERS have been replaced. The FURNACE; AIR EXCHANGE HEAT PUMP have been replace AND there is COMPLETE NEW DUCT WORK. There are 5 EXTERIOR DOORS, and 1 new WINDOW. All 3 BATHROOMS have been UPDATED. There has been a COMPLETE KITCHEN REMODEL with High-end Craftmade cabinets, new appliances with a new gas stove. The HARDWOOD FLOORS have been RESURFACED and sealed. On the lower level DOWNSTAIRS LVP FLOORING has been installed. An OAK TREAD STAIRWAY has been installed. LIGHTS AND FANS REPLACED THROUGHOUT ENTIRE HOUSE. There is a new GE WASHER AND DRYER WITH POWER EXHAUST FAN. The ENCAPSULATED CRAWL SPACE, RADON MITIGATION systemm has been created. There is a TANKLESS GAS HOT WATER and new OUTSIDE STAIRS TO REAR OF HOUSE.

2224 Laurel Springs Dr, Wintergreen
$590,000
3 Beds ⋅ 2 Baths ⋅ 679471 MLS

22 Deer Springs Ln, Wintergreen
$580,000
3 Beds ⋅ 3 Baths ⋅ 678539 MLS
Storybook cottage in a storybook setting! Come see what makes this home special and unique. Post and beam effects in the kitchen and dining room create the mountain home touch while the volume of glass in the living room combined with abundant outdoor living space leaves you lost amongst the trees. The terrace level primary suite creates the perfect hideaway, and the upper level boasts two bedrooms, bath and a large walk-in closet or playroom for the kids. Comfort is assured with a 2-zone dual fuel hvac system, tankless water heater and Andersen windows. Nestled at end of the cul de sac, just below and steps away from the Devils Knob Golf, Tennis and Pickleball facilities. Bask in the new hot tub after a hike, a day on the slopes or a workout at the Club. Create the perfect meal in the gourmet kitchen featuring gas cooking or simply grill and chill on the deck and enjoy the cool breezes of summer. Make this your home before someone else makes it theirs. Turnkey and ready to be the perfect home for your family.

455 Deer Springs Ln, Wintergreen
$560,000
3 Beds ⋅ 4 Baths ⋅ 678087 MLS
Well-built home featuring a two-car garage and an inviting open-concept layout that seamlessly connects the great room and kitchen. Enjoy the warmth of the cozy fireplace and the abundance of outdoor living space with spacious decks surrounding the home. The finished basement provides additional room for family gatherings, recreation, or guests. Also included is a large Hottub. Home is located on desirable Devils Knob Loop, this property offers both comfort and convenience, making it a must-see!

308 Devils Knob Loop, Wintergreen
$530,000
3 Beds ⋅ 4 Baths ⋅ 676091 MLS
Overlooking one of Wintergreen’s most scenic golf settings along the 7th hole of Devil’s Knob, this thoughtfully updated mountain retreat offers a blend of privacy, natural beauty, and year-round enjoyment. Set just above the fairway, the home features peaceful mountain views and a spacious deck ideal for relaxing or entertaining. Inside, the great room includes vaulted ceilings, wood beams, a stone fireplace, and abundant natural light, while the updated kitchen with new appliances connects seamlessly to the main living and dining areas. The home offers three bedrooms, each with a private bath, including a main-level primary suite, all with deck access and golf course views—ideal for guests, full-time living, or a second home. Recent improvements, including a newer roof, updated kitchen and half bath, and washer and dryer, add peace of mind. Offered furnished. Convenient to golf, skiing, hiking, and more, this property offers an ideal mountain retreat with both lifestyle and investment appeal.

274 Laurel Springs Dr, Wintergreen
$489,000
2 Beds ⋅ 2 Baths ⋅ 668424 MLS
The house sits on a desirable corner lot with a fenced backyard—perfect for outdoor activities or pets. It is a level floor plan with a large garage. It has been used by previous owner as both a primary home and a 2nd home. It has been upgraded several times and although built in 2004, it feels newer since it has been well maintained.

18 Grassy Overlook, Wintergreen
$350,000
3 Beds ⋅ 2 Baths ⋅ 679150 MLS
All the bells and whistles are here in this beautiful, two floor, top level condo in the Black Rock Village area. Restaurants, the Mountain Inn, skiing, and shops are all a very short walk away. Enjoy star gazing on the large, open deck. This property is part of the distinctive Wintergreen Rental program and is being sold fully furnished. If you are looking for a feeling of privacy, while still being close to everything, this is it.

415 Three Rdgs, Wintergreen
$295,000
2 Beds ⋅ 2 Baths ⋅ 673865 MLS
Investors, this one's for you! After a $180,000 renovation – new roof, windows, kitchen floors, decking and siding – this chalet is ready for your final touches. Drive up the paved driveway and admire the beautiful stonework along the walkway. As you enter through the finished basement you'll see two bedrooms and a full bathroom. The deck on this level is a great drop zone for ski gear. The next level features an open concept living/dining/kitchen area and another full bathroom. The new windows throughout the home keep rooms light and airy, and the seasonal mountain views are stunning. The double deck is great for aprés ski hanging out. Large enough for a futon and games, the kids will love the upstairs loft. Avoid the condo dues and consider a single family getaway close to the slopes and Black Rock Market, and a quick drive to Nelson 151 attractions.

38 Firtree Dr, Wintergreen
$262,825
2 Beds ⋅ 2 Baths ⋅ 675201 MLS
Just Wow! Prime location, renovated and an end unit! Walk to the Mt Inn Village and the Ski Slopes. Enjoy low maintenance condo living in a townhome design. Only one adjoining neighbor means nobody else lives above or below. This is where peace and tranquility co-exist along with the active Wintergreen Lifestyle. Catch the cool summer breezes and seasonal views from the deck or patio. Three levels for family and friends to spread out. Terrace level walk out is perfect for kids and pets to enjoy the rear yard area. Condo lives like a three bedroom and sleeps six comfortably with the additional bonus space in the loft. There are very limited opportunities to call White Oak home. Act now and make this your home before someone else makes it theirs. Condo fees are $1155 quarterly and WPOA is $2279 annually for 2026.

646 White Oak Condos, Wintergreen
$255,000
1 Beds ⋅ 2 Baths ⋅ 678654 MLS
Breathtaking views await you at this cozy, turn-key, 1 bedroom/2 full bathroom condo. This condo is on the bottom floor and enjoys a large, open deck perfect for sunrises and stargazing. Golf, tennis, pickle ball, skiing, snowboarding, restaurants and the Wintergarden Spa are all within walking distance. Miles of hiking trails both on and off property are yours to discover. This highly desirable floor plan is seldom available. What are you waiting for?

1545 Cliffs Condos, Wintergreen
$249,000
2 Beds ⋅ 3 Baths ⋅ 671893 MLS
Nestled in the woods in the Devils Knob Village. The perfect "Place" as it is close to everything! Walk to the Wintergarden Spa, Nature Foundation, Fire and Frost Restaurant or the Devils Knob Country Club. Easy access to the Highlands ski slopes or take the Highlands Leisure Trail to the Mt. Inn Village. Comfortable and spacious Townhome living with no worries of noise from above or below. Two bedrooms and two and a half baths offer plenty of room for the family and friends to spread out. Deck provides privacy and a wooded buffer to enjoy a little nature. Ski or Ride now but remember Spring is around the corner so plan your golf, tennis, pickle ball or a hike right out of the back door. Act now as Trillium Place has very limited opportunities. Turnkey furnished and ready for the next family. Make this your home before someone else makes it theirs. Location, Location, and Location....is what you, your family, and friends need. Trillium quarterly assessments are $1250 and WPOA is $2279 annually for 2026.

18 Trillium Close, Wintergreen
$190,000
2 Beds ⋅ 2 Baths ⋅ 672456 MLS
Don't delay in seeing this one. This is one of the rarest condominiums at Wintergreen, NO STAIRS, and easy entry. Located near the spa and golf club, Tanners Ridge is also an easy walk to Wintergreen's nature trails, the Nature Center, and the Appalachian Trail. The interior design is very efficient with an open kitchen, living area with a wood-burning fireplace, and two bedrooms and baths on a single floor. There are seasonal views into the Shenandoah Valley easily visible from the deck. A great spot to relax with family and friends. A great value.

2224 Tanners Rdg Unit 2224, Wintergreen
$185,000
1 Beds ⋅ 2 Baths ⋅ 680608 MLS
Rare top floor, 1 bedroom 2 bath home. Perfect setup to sleep up to five people. Renovated, furnished and ready to go. Condo fees are $900 quarterly and WPOA fees are $2,279 annually for 2026. Great location in the Mountain Inn Village. Walk out of the building and jump on the slopes.

224 Timbers Condos, Wintergreen
$170,000
1 Beds ⋅ 1 Baths ⋅ 672586 MLS
This beautifully updated condo is a dream retreat for outdoor lovers, perfectly situated near the ski slopes and Mountain Inn, and offers the lowest condo dues at Wintergreen. Thoughtfully renovated, it blends modern comfort with elevated mountain charm. After a day of adventure, grab a pizza from Fire and Frost and unwind while taking in the fresh mountain air.

476 Three Rdgs, Wintergreen
$151,000
1 Beds ⋅ 1 Baths ⋅ 672682 MLS
Step into this home and immediately become immersed in the Wintergreen Lifestyle. Walking distance to the Ski Slopes and the entirety of the Mountain Inn Village means your car doesn't have to leave the gated parking area. This condo is renovated and ready with recently completed kitchen and bath renovations including fresh paint. Note the LVP, ceramic tile, tankless water heater, and newer appliances including the washer/dryer. Textured walls and fireplace surround with stained beams add to the mountain home ambiance. Walk out on the patio and relax while surrounded by woods and open space or hop on the Highlands Trail to the Wintergarden Spa. Convenience and ease of maintenance make this the perfect spot to land. Act now and make this your home before someone else makes it theirs. Condo fees are only $890 per quarter and WPOA fees are $2279 annually for 2026.

472 Three Rdgs, Wintergreen
$125,000
1 Beds ⋅ 1 Baths ⋅ 677206 MLS
A furnished one bedroom condo on ground level in Tanners Ridge Condo Complex, Walking distance to Wintergreen Spa, Golf, Tennis and close to advanced ski runs and also on ski shuttle to lower mountain at Mountain Inn.Upgraded LPV flooring in the main living and bedroom areas. New double Anderson sliding glass doors allow you to experience the outdoors from inside. It is one of the least expensive opportunities to have a wonderful weekend retreat or a rental property in a world class resort in the mountains of Virginia close to major cities on the east coast.

2231 Tanners Rdg, Wintergreen
$75,000
673580 MLS
Winter Views, great location with a nice slope. Perfect for a home with a walk out basement or a multi- level home, an easy building lot. Seller says bring all offers!!

91 Shamokin Springs Trl, Wintergreen