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$541,000
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
$530,000
3 Beds ⋅ 2 Baths ⋅ 666449 MLS
This mid-century modern mountain cottage is one of the first Deck House homes ever built at Wintergreen Resort, offering a unique blend of architectural character and mountain charm. Known for their quality construction, Deck House homes feature rich natural wood finishes, abundant windows for passive solar warmth, and an airy, light-filled layout. Enjoy one-level living with heart pine ceilings, oak floors, and an open floor plan that’s both cozy and functional. The spacious front deck is perfect for taking in mountain breezes and stunning sunset views, while the mature landscaping provides privacy and a beautiful natural setting. Plus, a large detached garage with a bonus/office room adds great storage options. Located on a quiet lot with seasonal mountain views, this home is a short distance to center village, ski slopes, hiking trails, and several of Wintergreen’s most scenic overlooks.

127 Blackrock Cir, Wintergreen Resort
$525,000
3 Beds ⋅ 3 Baths ⋅ 670716 MLS
Observe the the Shamokin Gorge, Humpback Mountain, Crawfords Knob, the Rockfish Valley, Blackrock Mountain, and Tye River Valley from the one of the highest points on the ridge at Wintergreen! Both the kitchen and guest bathroom were remodeled around ten years ago. Several high quality furniture pieces, and all furniture and furnishings convey. This property has not been a rental but would make a great one with these top-notch views and expansive sleeping space upstairs.

1536 Cliffs Condos, Wintergreen Resort
$523,200
3 Beds ⋅ 2 Baths ⋅ 679019 MLS
With a two minute walk from the house to the ski slopes access point, this ski chalet is an easy stroll to hop on Tyro to go skiing and snowboarding at your leisure. While most tree lofts have one deck/outdoor area, this property also has a very private patio space with a fire pit and new hot tub. Walk inside, and the whole property is charmingly decorated. Perfectly appointed, with many upgrades to the kitchen, bathrooms, and new windows/glass, these stylish spaces will have you loving your time inside in between skiing, hiking, golfing, and tennis. All details are thoughtfully chosen. A small spring provides a seasonal water feature and lush backyard. This peaceful mountain getaway is sold turn-key and will have you enjoying every season here.

18 Squirrel Tree Ln, Wintergreen Resort
$505,000
3 Beds ⋅ 3 Baths ⋅ 668854 MLS
Top-level condo with exceptional mountain & valley views is turnkey & tastefully decorated with high-end furnishings set on the desirable ridge in Devils Knob area of Wintergreen. As you enter, notice the wall of windows highlighting the scenery & chalet feel with soaring two-story wood-burning fireplace wrapped in natural stone, slate tile hearth & rustic wood mantle which anchors the space beneath vaulted wooden shiplap ceilings, creating a warm & inviting home. Relax with a nice drink on your Trex deck with sleek stainless steel cable railing, while taking in the expansive views. Inside, the kitchen’s granite breakfast bar opens to the great room ideal for entertaining. Main level features a primary suite with a Juliet balcony & an updated en-suite bathroom with a tile and glass shower, a 2nd bedroom & full guest bath. Upstairs enjoy the sunset on your private balcony off the 3rd bedroom suite with en-suite bath, WIC & Bonus Storage closet. Steps to Highlands ski lift, trails, upper amenities & Fire&Frost Bakehouse. The four-season resort offers easy access to golf, tennis, pickleball (indoor courts too!), aquatic & fitness center, skiing, luxury spa, dining & more. Ideal private haven or Platinum investment property!

1442 Highlands Condos, Wintergreen Resort
$500,000
3 Beds ⋅ 3 Baths ⋅ 679086 MLS
Located on an extra large lot, this home is situated with great privacy and a pocket view towards the Devils Knob ridge, which is easily enjoyed on the expansive back deck. Relax in the adirondack chairs around the fire pit and listen to the soothing sounds of nature, as you should on Wintergreen! Recent upgrades include new gravel driveway, crawl space encapsulation including vapor barrier and new insulation, new wood deck boards/railings, interior paint, dining room window replacement, and renovated primary bathroom. Not only that, there are several features that make this property well designed: easy access with minimal steps, open floor plan, ample outdoor space, and authentic materials including hardwood floors, stone fireplace, granite countertops. With many upgrades, positives, and a setting ideal for enjoying the mountains, you'll love this inviting Wintergreen escape!

70 Pedlars End, Wintergreen Resort
$495,000
3 Beds ⋅ 2 Baths ⋅ 671529 MLS
Gorgeously renovated top floor, end unit, 3 bedroom, 2 full bath condo with great views of Eagles Swoop ski slope and the Blue Ridge Mountains. Located in the very heart of Wintergreen ski village and on one of the most popular ski runs, Eagles Court neighborhood has always been a desirable location for many buyers. Finding a three bedroom villa in this neighborhood doesn't happen often so take this opportunity now. The property has been extensively and beautifully renovated and decorated and it conveys turnkey furnished. Upgrades include LVP flooring with cork underlay in all rooms, white cabinets, granite counter tops, backsplash and stainless steel appliances. The condo offers two exteriors ski closets.

115 Eagles Ct, Wintergreen Resort
$485,000
2 Beds ⋅ 2 Baths ⋅ 678600 MLS
Set high on Wintergreen's coveted ridgeline, this tastefully renovated two-bedroom, two-bathroom condo combines refined comfort with a setting nature lovers adore. Housed in arguably the nicest building on the ridge, it arrives fully furnished with quality pieces, plus a new heating and cooling system, a walk-in shower, and convenient elevator access—so settling in takes little more than unpacking a suitcase. Both bedrooms offer restful retreats, while the bright living areas welcome leisurely mountain mornings and unhurried evenings. The surroundings steal the show. The Nature Foundation at Wintergreen sits just minutes away, ideal for trails, wildlife watching, and seasonal programs throughout the year. Adventure seekers will appreciate easy access to Skyline Drive, the Virginia 151 corridor, and the legendary Blue Ridge Parkway—three of the most scenic routes in the country—along with the welcoming Devils Backbone Basecamp nearby. Come see all that Wintergreen, VA and the Blue Ridge Mountains have to offer.

1943 High Ridge Pl, Wintergreen Resort
$476,000
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
$469,000
2 Beds ⋅ 2 Baths ⋅ 671830 MLS
Wake up to sweeping mountain vistas and stunning sunrises from this top-floor, end-unit two-bedroom, two-bath Wintergreen condo. Beautifully renovated within the past four years, this villa delivers turnkey comfort, elevated finishes, and a proven rental history. Interior highlights include 3/4" White Oak flooring sourced from Appalachian Woods Mill in the Shenandoah Valley, a completely remodeled kitchen with quartzite countertops, renovated baths, smooth ceilings (no popcorn), plus new HVAC and water heater. The condo conveys fully furnished with a fully equipped kitchen. Enjoy expansive views from the large Trex deck with stainless steel cable railing just off the living room. An enclosed suite occupies the second floor, offering privacy and generous attic storage off the gorgeously remodeled bath. Extremely easy access for a top-floor condo with minimal stairs from the parking area. Strong rental performance: 2024 gross rental revenue of $49,500 and 2023 gross rental revenue of $53,660. Ideally located across from Fire & Frost Bake House and just a short stroll to the Wintergarden Spa and Devils Knob Sports Center. Easily walk to the Highlands ski lift and Highlands Leisure Trail.

1478 Ledges Condos, Wintergreen Resort
$463,500
2 Beds ⋅ 3 Baths ⋅ 664937 MLS
Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One of only 2 units in Diamond Hill with this unique spacious 1400 sq ft 2 level layout. Current owners have had both master bathrooms upgraded with custom tile work in showers, added closet space, replaced both water heaters, and had custom built in bunk beds in each master suite. This condo is perfect for two families to share and enjoy with their private sleeping spaces. This unit enjoys wonderful sunrise valley views year round plus convenient access to center village. Just step out the back door to ski, hike, bike, watch 4th July fireworks, or listen to live music from the schedule of outdoor resort events. Perfect location for every season. Owners in house October 30th to Nov 2nd, contact agent for showings.

962 Diamond Hill Condos, Wintergreen Resort
$456,000
2 Beds ⋅ 2 Baths ⋅ 672370 MLS
Great ski front condo on Diamond Hill slope at Wintergreen! Enjoy this upgraded 2 bedroom 2 bath slope side getaway with mountain views, and minimal steps, just a few feet from the slope. Updated kitchen with granite counters and cherry cabinets and stainless appliances. Wood burning fireplace in family room, relax after a day skiing or boarding. Nice deck to watch skiers zoom down Diamond Hill. Gated access insures plenty of parking. Walk to Mountain village restaurants, summer music and festivals. Great rental potential too. Don't miss this one!

921 Diamond Hill Condos, Wintergreen Resort
$455,000
3 Beds ⋅ 2 Baths ⋅ 668185 MLS
Cozy and charming mountain retreat in a quiet, private section of Wintergreen Resort with wonderful seasonal views of the golf fairway. From the rear deck, enjoy the soothing sound of a bold creek flowing year-round just beyond the fairway. This home has been meticulously maintained and recently upgraded with an all-new luxury primary bathroom, fresh interior and exterior paint (including deck), central AC added to existing heat, new granite countertops in the kitchen, new LVT flooring, and more. The floor plan offers excellent functionality with two guest bedrooms on the main level and a spacious private primary suite upstairs featuring a traditional cedar sauna. Walking distance to scenic hiking trails. Conveys fully furnished and turn-key, making it an easy mountain getaway or investment property. A thoughtfully updated home in a serene setting with both comfort and character—ready for its next owner to enjoy.

170 Deer Springs Ln, Wintergreen Resort
$450,000
3 Beds ⋅ 2 Baths ⋅ 670205 MLS
Wonderfully and lovingly updated treeloft style Wintergreen home, within walking distance to the slopes! This lot has an extra space for spending time outside—gravel area with picnic table and chairs, in addition to the deck space. Inside, the kitchen is beautiful updated with wood cabinets and soapstone counters. The two bathrooms are partially updated. A mini-split cools the house on those few-and-far-between hot summer days on the mountain.

18 Squirrel Tree Ln, Wintergreen Resort
$445,000
3 Beds ⋅ 3 Baths ⋅ 672670 MLS
Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the picturesque Nature setting that surrounds it. The A-frame great room features a stunning floor to ceiling stone fireplace. Granite counertops in the generouos kitchen. Off of the great room there is a nice sitting/ reading area which leakds to a bonus room that is a combination of a den/ bedroom. Upstairs you will a good size primary bedroom with a walk-in closet and a private balcony. The guest bedroom is very spacious and also has its own bathroom. The large rear deck was replaced in 2023 and has a beautiful hot tub to soak in on a chill Fall or Winter day. Beautiful hardwood floors, solid wood doors, stunning architectural elements throughout the home are just a few of the highlights of this special house. All new interior paint and carpet in 2023. All new exterior paint and deck stain in the Summer of 2024. This is a must see property.

34 Warrior Run, Wintergreen Resort
$430,000
2 Beds ⋅ 2 Baths ⋅ 678841 MLS
Located in one the newest, most sought-after condo buildings on Wintergreen, this High Ridge Place condo has many smart building features—elevator access for stepless entry from parking to the condo, ski lockers at parking area, exterior access with a breezeway, and steel/concrete construction ensuring peace and privacy. Not only that, High Ridge Place has some of the most stunning views of Crawfords Knob Nature Preserve and the Rockfish Valley. Recent improvements include all new kitchen appliances and fresh paint throughout. Prior to 2026, other recent updates: kitchen remodel, guest bathroom remodel, new flooring, attractive window treatments, and more; ask for the full list. For those with specific interior design tastes, this condo is ready for you to make it your own and choose your preferred furniture and decor. A clean slate with serene and handsome finishes/paint, in one of the best locations on Wintergreen, your mountain getaway is ready for you to personalize to your liking!

1933 High Ridge Pl, Wintergreen Resort
$430,000
2 Beds ⋅ 2 Baths ⋅ 674349 MLS
Pristine, clean, and turnkey-ready for your enjoyment! This gorgeous Vistas view condo underwent a complete renovation in 2014 and the HVAC was replaced in 2022—check out the full improvements list. Never a rental and very gently used by the owners, everything is in next-to-ideal condition, and is certainly all well done and quite attractive. Virtually all surfaces were improved and all appliances were replaced. The new fireplace has never even been used. All new cabinetry was masterfully completed to compliment any existing woodwork. At this high point on the ridge, there are views of the ski slopes and the Rockfish Valley. The walkway from the parking area is level and there's only a half flight up once in the condo building. For those taking advantage of the wonderful Wintergreen Club amenities (Devils Grill, golf, tennis, pickleball)— that's all across the street and an easy walk. Fire + Frost pizza/bakery and the Wintergarden Spa/Aquatics Center/gym/pools is also a quick stroll away.

1561 Vistas Condos, Wintergreen Resort
$430,000
2 Beds ⋅ 2 Baths ⋅ 668689 MLS
Located in the highest Overlook buildings, this gorgeous ridge condo is positioned to have amazing views with an especially private deck, and walk-out access to the lawn. With a 1/2 flight of stairs into the building and a 1/2 flight to the front door, you might not find these kinds of views, as well as ease of access elsewhere! The interior has been upgraded in an incredibly thoughtful way with smart customizations (foyer area and laundry room!), both bathrooms are stunning with beautiful materials, and each room has handsome, custom wood accents to keep the mountain feel cozy and current. The sellers even had a (very comfortable) sectional sleeper sofa custom made to perfectly suit the space. This outstanding view property will have you in awe with the remarkable setting, and unique and extraordinary interior design elements.

1607 Overlook Condos, Wintergreen Resort
$429,000
2 Beds ⋅ 2 Baths ⋅ 671034 MLS
This condo enjoys one of the most spectacular locations at Wintergreen — not only perched along the view ridge but also ideally situated for stunning year-round views in the High Ridge Place complex. Thanks to its unique position and structural design, the home stands out from the building, offering completely unobstructed views with no decks or rooftops in sight. This unit features a sleek contemporary high-end updated interior (see attached list), single-level floor plan, with zero stairs to the door for easy access. High Ridge Place is known for its quality concrete-and-steel construction, and convenient elevators access to all units— making this the perfect mountain retreat for family and guests alike. Vacant and easy to show.

1933 High Ridge Pl, Wintergreen Resort
$422,000
2 Beds ⋅ 2 Baths ⋅ 670624 MLS
Just in time for ski season, a choice slope side condo on Diamond Hill ! This 2 bedroom 2 bath mid level getaway overlooks the slopes and mountains of Wintergreen. Fully furnished and ready to enjoy, this condo has an updated kitchen new flooring and a cozy living room with fireplace .Central air and heat. Gated parking at Diamond Hill insures plenty of parking. This condo has never been rented but could be a strong rental if desired. Convenient to Mountain Village, restaurants, music and crafts festivals, and fireworks on the 4th of July!

907 Diamond Hill Condos, Wintergreen Resort
$415,000
2 Beds ⋅ 2 Baths ⋅ 659929 MLS
This charming 2-bedroom, 2-bathroom condo is a winter enthusiast's dream, located within a picturesque ski resort. Enjoy breathtaking sunrise views that perfectly complement your morning coffee. The unit has been completely updated, boasting modern finishes throughout and is in move-in-ready condition. Whether you're seeking a cozy retreat or a base for adventure, this property offers both comfort and convenience in a stunning winter wonderland setting.

1622 Overlook Condos, Wintergreen Resort
$400,000
4 Beds ⋅ 4 Baths ⋅ 676114 MLS
Located on the 13th hole of Devils Knob Golf Course, 44 E Catoctin Drive is a standout among Wintergreen's detached property listings. Centrally situated within the resort, this single-owner home has been carefully maintained and updated since its construction in 1982. Enjoy dramatic sunrises and partial mountain views from the front of the property and serene pastoral views from the rear. One of the few detached homes at Wintergreen to feature an attached garage, this property is equally suited as a mountain getaway or permanent residence. Property Highlights: 4 bedrooms · 4 bathrooms · Attached garage (rare at Wintergreen) · On the 13th hole, Devils Knob Golf Course · Mountain views front, pastoral views rear · Central to all Wintergreen amenities · Single owner, maintained and updated throughout.

44 E Catoctin Dr, Wintergreen Resort
$399,500
2 Beds ⋅ 2 Baths ⋅ 670419 MLS
Wake up to breathtaking sunrises and spectacular mountain views from this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. The top floor location ensures peace and quiet. This well-maintained condo offers the perfect balance of mountain tranquility and resort convenience. The combination of 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.

1469 Ledges Condos, Wintergreen Resort
$390,000
2 Beds ⋅ 2 Baths ⋅ 665675 MLS
There's no disputing that the Overlook condos have the best location on the mountain for views and access, and this one is the perfect example of why. Stunning mountain & valley view's year-round, only 6 steps into the unit, and tastefully updated. Recent updates include; new carpeting, new HVAC/Heat Pump, and a renovated master bath. This unit's layout is efficient and comfortable which make these condos some of the most popular on the mountain for personal enjoyment and the most successful rentals. This is an active rental on the resort's rental program so check availability.

1643 Overlook Condos Unit 1643, Wintergreen Resort
$389,500
2 Beds ⋅ 2 Baths ⋅ 664893 MLS
Beautifully updated and decorated 2BR/2BA top-floor end unit condo at Wintergreen Resort! Enjoy breathtaking mountain, valley, and sunrise views from this bright, private retreat. Located right on the Highlands ski slope and just steps from the Wintergarden Spa & Aquatics Center, this condo offers unmatched convenience. Walk to Fire & Frost, the Nature Foundation, and scenic hiking trails. The main level features a welcoming floor plan with cathedral ceilings in the great room, a cozy wood-burning fireplace, and plenty of natural light. Upstairs, find a spacious second bedroom with its own bath. Good storage throughout and conveys fully furnished—move right in! Your wonderful mountain getaway awaits!

1403 Highlands Condos, Wintergreen Resort
$385,000
3 Beds ⋅ 2 Baths ⋅ 672446 MLS
Escape to the mountains with this charming three bedroom, two bathroom retreat nestled in the heart of Wintergreen Resort. This cozy getaway features an updated kitchen and bathrooms that blend modern convenience with mountain living. There is a bonus sleeping loft that offers two additional beds. The living room and den allow for two different entertaining spaces. An oversized deck maximizes outdoor living with seasonal views and a tree house vibe in the summer to escape the city heat. The patio is the perfect place for a future hot tub. Come see why Wintergreen Resort is the perfect jumping off point for your Nelson County and Blue Ridge adventures.

200 White Oak Dr, Wintergreen Resort
$385,000
3 Beds ⋅ 2 Baths ⋅ 670066 MLS
Location, price and great condition should have this cozy Wintergreen cabin at the top of your list!! Great outdoorspaces which includes a double lot of 1 acre. The wood burning fireplace in the great room is the focal point of this home. The house sleeps 8-10 comfortably and has been well-loved. Many upgrades is unbelievable: windows, sliding doors, new roof, luxury laminate flooring, new interior paint, painted deck and new dishwasher. Sold turnkey, fully furnished. This one wont last long!! .

84 W Elkwood Dr, Wintergreen Resort
$380,000
2 Beds ⋅ 2 Baths ⋅ 662746 MLS
This is one of those rare opportunities to have everything you have been hoping to find! Walk right in with NO STEPS into the most spacious two bedroom condominium Wintergreen has to offer and enjoy spectacular year round views of the Blue Ridge Mountains , Rockfish Valley and winter views of the ski slopes. This one level floor plan offers carefree living, gracious space for entertaining and oversized wraparound deck for outdoor dining, relaxing and enjoying the views by day and stars by night! Tastefully furnished and upgraded with luxury vinyl floors, lighting and granite in kitchen it’s turnkey ready! High Ridge Place is Wintergreen’s finest and this one is waiting for you!

1921 High Ridge Pl, Wintergreen Resort
$375,000
2 Beds ⋅ 2 Baths ⋅ 673097 MLS
Gorgoues View, Great deck, updated appliances and great price. Sold Unfurnished

1584 Vistas Condos, Wintergreen Resort
$369,000
4 Beds ⋅ 4 Baths ⋅ 670902 MLS
Spacious and well-located Trillium townhouse in Devils Knob Village! Space, affordability, and a prime Devils Knob Village location make this Trillium townhouse an excellent opportunity to enjoy the Wintergreen lifestyle. Featuring 4 bedrooms, 3.5 baths, and a 2-car garage, this home offers plenty of room for family and guests—all within walking distance to the Wintergarden Spa, Devils Knob Golf & Tennis, and more. The main level has been completely and thoughtfully renovated (see attached document for full details), while the upper levels offer a chance for the new owner to personalize to their own taste. Not currently a rental—this has been used as a primary residence, so please contact the agent for showings. Sellers purchased recently specifically to be close tennis facilities and special coaching. The coaching is moving to FL and sellers are following suit.

29 Trillium Close Unit A29, Wintergreen Resort