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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
$1,325,000
6 Beds ⋅ 7 Baths ⋅ 669588 MLS
This beautiful view house is being offered for the first time for sale. It is one of the few large homes which has recently become available in the Blackrock Subdivision on Greenstone Drive in years. The furnished spacious three-level floor plan is ideal for large families with six bedrooms, multiple living areas and with each level offering stunning year-round views of Rockfish Valley and the Piedmont Plateau beyond. Three generations of a family have used it as a second home and never rented it. It would also be an ideal home for two or three families who are looking to buy a vacation home in a year-round community such as Wintergreen.

75 Greenstone Dr, Wintergreen
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 668931 MLS
Beautiful post-and-beam mountain home featuring stunning year-round mountain and valley views. The vaulted ceilings and soaring window wall fill the living spaces with natural light, while a handsome natural stone fireplace anchors the great room. Warm wood tones flow throughout the home, creating a welcoming mountain retreat. Thoughtfully designed one level living with energy-efficient features, this home exudes quality & maximizes comfort while reducing consumption. Set on a large lot with natural landscaping that blends seamlessly with the Mountain environment, also featuring wonderful privacy located at the end of a quiet cul-de-sac just a short walk to center village. Never a rental used as a primary residence, this home is like new and ready to welcome its next​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ owner.

140 Oak Ln, 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
$765,000
5 Beds ⋅ 5 Baths ⋅ 665247 MLS
This is a fantastic ski chalet with a great location. It is just yards from the Eagles Swoop slope and a few minutes walk to the Mountain Village. Cozy, charming, and warm, the owners have spared no expense with extensive renovations and the appropriate maintenance. Architect Robin Meyer designed and managed the project with Tectonics II completing the work. They added a mudroom/entrance, 2 bedrooms, 2.5 bathrooms, and a den with additional fireplace and seating area, while expanding the kitchen, dining area and primary bathroom. Virtually no surface or finish was left untouched! The second living space is perfect for additional family or guests. This is a must see pristine home that was only used by the owners and guests. Wintergreen is the perfect retreat and jumping off point for your Blue Ridge adventures. The Blue Ridge Parkway, Appalachian Trail and Nelson 151 Trail are just minutes away.

201 Pinnacle Dr, 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
$620,000
3 Beds ⋅ 3 Baths ⋅ 672763 MLS
Completely renovated home on the 7th fairway of Devils Knob Golf course

220 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
$575,000
3 Beds ⋅ 3 Baths ⋅ 667249 MLS
The views will last an eternity this opportunity will not. Beautifully renovated three bedroom, three bath top floor condo perched on "The Ridge". Mesmerizing and captivating panoramic views to the southeast across the Mountains and Valleys, Resort Ski Slopes and Lake Monocan in Stoney Creek. Versatility and comfort are found on the main level with two bedrooms and two baths while an amazing primary with sitting area and extravagant en suite bath in the loft adds to the flexibility and separation for friends and family. Renovated and updated means you experience the Wintergreen Lifestyle immediately. Enjoy the cool breezes and stunning views from the deck. Walk across the street to the Devils Knob Club for golf, tennis or pickleball. Convenient to the Wintergarden Spa, Devils Grill and Fire and Frost Restaurants. Favorable parking and easy ingress/egress to the building. Come experience everything Wintergreen and Nelson County have to offer and make this your home before someone else makes it theirs. Condo dues are $1520 per quarter and WPOA dues are $2170 annually.

1566 Vistas, 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
$555,000
3 Beds ⋅ 3 Baths ⋅ 670878 MLS
Beautiful Property Backing to the George Washington National Forest Enjoy peaceful surroundings and seasonal mountain views from this well-maintained home that borders the George Washington National Forest. To the right of the property lies the historic Old Appalachian Trail—perfect for hiking and exploring nature right from your doorstep.Recent upgrades include:New kitchen cabinets,Five new sliding doors,New skylights,Refinished floors,Encapsulated crawl space with dehumidifier,Fresh exterior paint The home has been lovingly cared for and thoughtfully updated. Spacious decks offer ideal areas for entertaining or relaxing, surrounded by natural light and scenic beauty.

631 Laurel Springs Dr, 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
$517,500
3 Beds ⋅ 3 Baths ⋅ 669347 MLS
Just wow! Step into this top floor condo and be totally mesmerized by the view. Your breath will be taken away by the expansive and beauty of the mountains and valleys overlooking the Resort from one of the highest elevations on the "Ridge". Prime location with just steps to golf, tennis, pickleball, fitness and pools. Grab a bite to eat at Fire and Frost or Devils Grill. True main level living with 2 bedrooms and 2 baths on the first floor with an expansive loft bedroom and bath on the second floor which provides versatility and separation for family, friends and guests. Ample light from roof top skylights and array of windows. Cathedral ceilings add volume and comfort. Catch the cool breezes and fall colors and soon the skiers from the deck. Condo dues are $1,570 per quarter and WPOA dues are $2,170 annual for 2025. Recent updates include new carpet in bedrooms and loft, new fireplace, fresh paint throughout, and brand-new deck in 2025. Don't miss out, make this your home before someone else makes it theirs.

1544 Cliffs Condos, Wintergreen
$510,000
4 Beds ⋅ 2 Baths ⋅ 667469 MLS
Freshly updated 4-bedroom, 2-bathroom home offering comfortable living in scenic Wintergreen Resort. This charming property features an open layout with new interior paint, carpet, furniture as well as new exterior paint creating a move-in ready atmosphere. Recent upgrades include a new heat pump and air handler system on the main level, plus fireplace enhancements with new chimney cap and firebox inserts. A radon mitigation system ensures healthy indoor air quality. The home sits in Virginia's beautiful Blue Ridge Mountains region, surrounded by outdoor recreation opportunities including nearby Devils Backbone Camp and access to scenic drives. Wine enthusiasts will appreciate proximity to local vineyards like Veritas. The peaceful neighborhood environment combines mountain tranquility with convenient access to outdoor adventures, making this an ideal retreat for those seeking both comfort and natural beauty in the heart of Virginia's wine country.

17 Hickory Spring Rd, Wintergreen
$500,000
4 Beds ⋅ 3 Baths ⋅ 664054 MLS
This is a centrally located Wintergreen home with a strong rental history. The current owners have invested a substantial amount of money on interior upgrades with a major overhaul of the kitchen, almost all new windows/doors, new vapor barrier in the crawlspaces and a new roof. The open floorplan is great for entertaining, and the four ample bedrooms offer plenty of room for guests. The parking area and stairs were recently rebuilt and expanded. Priced 75k below assessment. The home is a reasonable walk to the Mountain Inn for snow sports and summer festivities. Wintergreen Resort is just minutes from the Blue Ridge Parkway, Appalachian Trail and the Nelson 151 Trail. 87 Firtree is a comfortable getaway and an excellent jumping off point for your outdoor adventures.

87 Firtree 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
$470,000
3 Beds ⋅ 3 Baths ⋅ 666349 MLS
Discover your mountain retreat at Wintergreen Resort, where this beautifully renovated three-bedroom, two-and-a-half-bathroom home awaits. This property has undergone over $100,000 in recent upgrades that transform it into a true gem. The heart of the home features vaulted ceilings and a stunning wood-burning stone fireplace, perfect for cozy evenings after mountain adventures. Recent improvements include a new roof installed in 2021, new sliders added in 2022, and a completely renovated rear deck and front entry completed in 2023. Climate comfort is assured year-round with new mini-split systems, also installed in 2023. The convenient location places you steps from the community pool, ideal for summer relaxation. Whether you're seeking a permanent residence or vacation getaway, this home offers the perfect blend of modern comfort and mountain charm. The thoughtful renovations and prime resort location create an exceptional opportunity to own a piece of Virginia's Blue Ridge Mountains.

67 Timber Camp Dr, Wintergreen
$455,000
3 Beds ⋅ 3 Baths ⋅ 662906 MLS
Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac not too far from the major facilities of Devils Knob It borders open space, the head waters of Stoney Creek, and the old A.T. It sits on a private lot with large trees and in the sounds of the headwaters of Stoney Creek are just off the rear deck.

30 Stony Cove Ln, Wintergreen
$430,660
3 Beds ⋅ 2 Baths ⋅ 666522 MLS
Just wow! This is the trifecta! Location, Renovated and Privacy. Nestled amongst ferns and wildflowers with golf course frontage and standing hardwoods. Step into this mid-century modern home with volume ceilings, exposed beams and numerous windows that bring the outdoors in. Three bedrooms and two baths in a unique, spacious architectural gem. Nighttime glimpses of the Valley lights during Winter from one of the highest elevations at Wintergreen. Walk to the Blue Ridge Overlook, Wintergarden Spa, Nature Foundation or Devils Knob Club. Catch the golfers approaching the 14th green from the deck while enjoying the cool breezes on the mountain top. Too many outstanding features to list here. Don't miss out. Make this your home before someone else makes it theirs.

314 E Catoctin Dr, Wintergreen
$430,000
2 Beds ⋅ 2 Baths ⋅ 671148 MLS
Fabulous 2 bedroom hard to find end unit in Overlook. Being sold mostly furnished.

1635 Overlook Condos Unit 1635, Wintergreen
$399,675
2 Beds ⋅ 2 Baths ⋅ 672984 MLS
Imagine a top floor end two-bedroom condo with two baths on two levels which looks like it was hung off the clouds. This lovely condo is heavily rented through Wintergreen Resort and gross income figures can be provided upon request. It is at the top of the advanced ski runs at The Highlands Slopes and is very close to the ski runs and could be termed ski in & ski out, especially with a good blanket of snow, otherwise it is a very short walk to the slopes (measured in yards). It is on one of the ski shuttle stop to the lower mountain and The Mountain Inn. Due to its premium location, it is across the street from the Spa and the Fire and Frost Restaurant. Just down the road are the tennis courts (indoor and outdoor) and pickleball courtsand the Devil Knob Golf Course and the famous Devils Grill restaurant at the mountain clubhouse. Finally, there are the views. Click on the pictures to see probably the best the year round views at Wintergreen. Sq. footage is approximate; agents and buyers should rely upon their own resources for an exact sq. footage. Condo dues are $1700 per quarter.

1448 Highlands Condos, Wintergreen
$385,000
2 Beds ⋅ 2 Baths ⋅ 669980 MLS
The Vistas complex is the highest on Wintergreen. It commands some of the best views on the mountain. There is a short walk to restaurants, golf course, tennis, pickle ball, spa, and pools. The ski shuttle stops at the front door. Sq. footage is approximate; agents and buyers should rely upon their own resources for an exact sq. footage.

1556 Vistas Condos Unit 1556, 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
$310,000
2 Beds ⋅ 2 Baths ⋅ 671133 MLS
A rare opportunity to own a 2 bedroom, ski-in & ski-out condo on Eagles Swoop. Lit for night skiing and a very short walk to the Mountain Inn. Upgraded and freshly painted and available for the ski season.

125 Eagles Ct, 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
$270,000
2 Beds ⋅ 2 Baths ⋅ 668346 MLS
Updated and renovated and nestled just off the 18th hole of the Devils Knob golf course. Walk the path to the Clubhouse for golf, tennis and pickleball or relax at the Devils Grill with fine food and drink. The Wintergarden Spa is just steps away for a swim, workout in the weight room or rejuvenation at the Spa with a massage. Top shelf location as you are within walking distance of every amenity on the "Ridge". Or simply relax on the deck and catch the cool breezes, fall foliage and the wintertime "peek a boo" views of the sunset behind the valley ridges in the distance. Too many outstanding features to list here. This home is turnkey ready as a great second home or short-term rental. Don't miss this opportunity, make this your home before someone else makes it theirs. WPOA dues are $2,170 annual and Condo dues are $1,400 quarterly for '25.

2035 Stone Rdg, 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
$260,000
1 Beds ⋅ 1 Baths ⋅ 668961 MLS
Wake up to breathtaking sunrises and spectacular mountain views from this charming one-bedroom, one-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. Recent upgrades ensure worry-free ownership, including a new heating and cooling system plus hot water heater installed in 2021, and fresh windows paired with a complete kitchen renovation completed in 2023. This well-maintained condo offers the perfect balance of mountain tranquility and resort convenience. The combination of recent updates, stunning natural surroundings, and prime resort location creates an ideal opportunity whether you're seeking a personal retreat or income-generating investment property. Experience the best of Virginia's Blue Ridge Mountains while enjoying the comfort and security of resort living in this delightful mountain condo.

1477 Ledges Condos, Wintergreen