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$2,875,000
7 Beds ⋅ 10 Baths ⋅ 678190 MLS
Welcome to one of the most impressive homes at Wintergreen, with expansive views of the mountain village, ski slopes and the beautiful Blue Ridge mountains. Perfect for entertaining with a soaring great room, open floorplan and a well designed kitchen featuring double refrigerators and double dishwashers. There are seven substantial bedrooms and all have attached full bathrooms. The oversized den includes a modern wet bar. Enjoy the expansive decking and soak in the stars while relaxing in the hot tub. The current owners installed new flooring throughout, updated the kitchen, all 8 full baths and both half baths, painted and generally modernized this class chalet. This is truly one of the premier properties at Wintergreen.

20 Knob Hill Pl, Wintergreen Resort
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 680204 MLS
Here is one of the most majestic views at Wintergreen, overlooking a patchwork of fields in the Rockfish Valley far below and layered mountain views as far as the eye can see. This house was built by master builder, Charles Smith of Central VA Builders in Crozet. From the moment you turn onto the gently winding paved driveway, it is obvious every detail was meticulously considered and crafted. The home is located at the far end of the lot and on the edge of a dramatic private bluff. The magnificent design boosts beautiful oak hardwood floors, vaulted ceilings, and an abundance of natural light. The first floor features the 43x24 ft great room, a grand stone gas fireplace, and large windows that showcase the panoramic views. An open kitchen, master suite, guest bedroom and full bath, make for gracious main floor living. The second floor has a comfortable 2nd TV room and quiet living area, and 3 additional guest rooms. The solid low maintenance, Brazilian hardwood (Ipe) deck spans the entire length of the back of the house allowing for maximum enjoyment of the expansive views, day and night. The second, lower deck provides a more intimate space for a picnic, glass of wine, lounge chairs, or future hot tub. Take advantage

78 Timber Ridge Ln, Wintergreen Resort
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 672948 MLS
Don't miss this lovingly cared for 4 bedroom home with Panoramic views at Wintergreen! Year round mountain & valley views surround this home which borders on natural area that is in conservation easement. Located at the end of a cul de sac this home has many upgrades including a renovated kitchen, hardwood floors throughout, solar panels and tankless water heater for energy efficiency. EV charger & conditioned crawl space w dehumidifiers. Kitchen has granite counters, stainless appliances, incl induction cook stove wi/ convection oven, wine cooler & oak cabinets. Cathedral ceilings with wood across level 1 make a warm & cozy room to relax by the fireplace after a day on the slopes or walk in the woods. Efficient mini split systems for heating & cooling, nice decks on multiple levels. built in wood cabinetry and shelving, lots of storage Master bath & bedroom are on main level, bathroom has heated tiled flooring. Second family room on level 2 and plenty of privacy for guests and family. Home sits on 1 and 1/2 lots , which is not yet reflected in county records but is recorded. Almost no steps to enter home with flat driveway. Home is sold mainly furnished and with appliances. Come see this gem of a mountain getaway before its gone!

353 Crawfords Edge, Wintergreen Resort
$800,000
5 Beds ⋅ 6 Baths ⋅ 677535 MLS
This exceptional Wintergreen home blends a stunning modern interior with a mountain charm that makes resort living so special. Perfectly positioned on the golf course, the property offers expansive fairway views and an incredibly spacious layout with all bedrooms conveniently located on the main level. Every bedroom features its own en suite bath, and the home includes two impressive primary suites along with generously sized rooms throughout. The large great room is centered around a spectacular floor-to-ceiling real stone wood-burning fireplace, creating the perfect gathering space. An open floor plan seamlessly connects the great room, dining area, and beautifully updated kitchen, ideal for entertaining family and friends. Upstairs, a very large loft is currently used as a game room but could easily serve as a 6th sleeping area, as it also includes a full bath. Step outside onto the expansive rear deck overlooking the golf course and enjoy multiple outdoor living areas including a hot tub and outdoor fire pit. Whether relaxing after a day on the slopes or entertaining guests year-round, this home offers outstanding indoor and outdoor living spaces. Turn-key furnished. On private rental program. New exterior paint.

27 Fox Sparrow Ln, Wintergreen Resort
$789,950
5 Beds ⋅ 4 Baths ⋅ 676009 MLS
Welcome to 115 Hemlock Dr—a turnkey mountain retreat in Wintergreen Resort. At one of Wintergreen's highest elevations, this 5-bed, 3.5-bath craftsman-style home blends modern comfort with beautiful, wooded mountain surroundings. Location is everything. This prime spot is steps from the Overlook at Devils Knob, hiking trails, and all Wintergreen Resort amenities, with slope access via ski shuttle or a 4-minute drive. The open, airy floor plan is bathed in natural light. The main level features a great room with a stone fireplace flowing into the gourmet kitchen and dining area, plus three bedrooms including the primary suite. Upstairs offers two additional bedrooms & a bonus room with a pool table, games, and theater area—perfect for family & friends. Outside, enjoy a rear deck, covered front porch, and hot tub, plus a side entrance mudroom and heated ski closet. Offered fully furnished with a strong rental history, this home is an exceptional primary residence, vacation getaway, or investment opportunity. Pictures don't do it justice—come see it in person!

115 Hemlock Dr, Wintergreen Resort
$770,000
4 Beds ⋅ 4 Baths ⋅ 677473 MLS
Immaculate Wintergreen retreat set among the trees near Devils Knob Village, Shamokin Gorge, and Chestnut Springs Pool, this beautifully updated mountain home captures the warmth, privacy, and relaxed charm buyers seek at Wintergreen. Vaulted ceilings, exposed beams, shiplap accents, and a dramatic stone fireplace create an inviting atmosphere from the moment you enter. The main-level primary suite and easy access make the home comfortable for all ages, while multiple gathering spaces—including a screened porch and covered deck—invite year-round enjoyment of the peaceful wooded setting and the sound of your own stream meandering through the adjoining combined lot. The additional homesite has been merged for just one WPOA fee, creating a rare sense of privacy and expanded outdoor space. Offered completely turn-key, this 4-bedroom, 3.5-bath home plus bonus room has seen over $50k in recent improvements, including a new roof, heat pump, dehumidifier system, on-demand hot water heater, upgraded furnishings, extensive lot clearing, and a custom dog run rarely found at Wintergreen. New porch furnishings, new screening, and thoughtful touches throughout make this home ready for immediate enjoyment!

1244 Blue Ridge Dr, Wintergreen Resort
$669,000
5 Beds ⋅ 4 Baths ⋅ 678929 MLS
Escape to the mountains in this exceptional log and timber frame retreat, where timeless craftmanship meets the beauty of Wintergreen Resort. Nestled among the trees on a private homesite, this 5 bedroom3.5 bath home welcomes you with soaring cathedral ceilings, rich natural wood finishes and an inviting Great room centered around a beautiful stone fireplace. A spacious wrap around covered porch provides the perfect setting for morning coffee or just enjoying the cool mountain breezes. after a day on the trails or slopes. Inside family and friends will love gathering in the recreation/family room complete with a wet bar, billiards and games. Steady rental income through the prestigious resort rental program $42,412 -2025, $40,212- 2024, $38,003- 2023. Flat drive with ample parking. Primary bedroom and bath on main level. Quiet and private location only a few minutes walk to Ravens Roost Overlook for views of the Shenandoah Valley. Whether you are looking for a weekend getaway or investment opportunity, this authentic mountain home offers warmth, comfort and lasting memories just minutes away from Wintergreen's skiing, golf ,hiking ,tennis dining and resort amenities.

11 Ravens Roost Ct, Wintergreen Resort
$667,500
4 Beds ⋅ 4 Baths ⋅ 677368 MLS
Beautifully designed 4BR, 3.5BA split-level mountain retreat offering 3,140 finished sqft at Wintergreen Resort. This 2.5-level home features a highly functional floor plan ideal for comfortable living and entertaining, with a large private primary suite occupying the entire top floor and a second primary suite on the first level. The dramatic main level showcases a soaring cathedral-ceiling great room with a stunning floor-to-ceiling stone gas-log fireplace, seamlessly flowing into the dining area and spacious kitchen. Just beyond is the wonderful four-season sunroom leading to a large screened porch with a peaked roof, perfect for enjoying cool mountain summers, alfresco dining, and peaceful evenings surrounded by nature. A large deck, level paved driveway, and turnkey furnished interior add to the appeal. Bordering the George Washington National Forest, the property enjoys seasonal mountain, Shenandoah Valley, and sunset views from early November through early May, while the top-floor primary suite offers a window of mountain views year-round. Ravens Roost Overlook and access to the Old Appalachian Trail are just a short walk away. Exceptionally private and serene, this home feels like a true mountain retreat.

45 Ravens Roost Ln, Wintergreen Resort
$650,000
3 Beds ⋅ 3 Baths ⋅ 675519 MLS
This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful kitchen highlight the main living area, along with a wood burning fireplace. Extras include a full size backup generator, an electric car recharging station, conditioned crawl space with lots of storage. NEW ROOF in 2025!

102 Devils Knob Loop, Wintergreen Resort
$649,000
4 Beds ⋅ 4 Baths ⋅ 677150 MLS
Original owners, never a rental, has been a primary residence for 40 years. Beautiful, oversized lot with both together.

30 Gumtree Dr, Wintergreen Resort
$625,000
4 Beds ⋅ 4 Baths ⋅ 680203 MLS
This elegant mountain gem is among the best and most smartly remodeled and furnished properties at Wintergreen. All materials chosen are of the finest quality and no detail was overlooked, including major mechanical, plumbing, and layout improvements made in addition to finishing choices and furnishings—it is practically a new home. You will be amazed by the craftsmanship and design choices! Ask for the complete improvements list, which was a several hundred thousand dollar investment. This 4 BR/3.5 BA townhome has 2445 beautifully finished square feet, and it has a garage—it has low maintenance as part of the Trillium Place Association, and also has nearly all new components as part of the renovation. This particular location within the Trilliums has a level walkway to the golf cart path. Situated between the 16th and 17th holes of the Devils Knob Golf Course, there are walking paths, and also within walking distance are the Wintergreen Nature Foundation, ski shuttle stop, Aquatics and Fitness Center, Fire + Frost wood-fired pizza/bakery, and the Clubhouse + Devils Grill. This stunning golf course property is a no-brainer, and you will be charmed by the attractive interior and remarkable location on Wintergreen.

15 Trillium Close, Wintergreen Resort
$625,000
4 Beds ⋅ 3 Baths ⋅ 680140 MLS
Beautifully updated 4BR, 3BA mountain Craftsman offering spectacular year-round southern mountain views that become even more expansive from late fall through early spring. Tucked away in one of Wintergreen's most private settings, this home backs to the George Washington National Forest and sits directly across from the Shamokin Springs Falls Trail. The open floor plan features a dramatic great room with cathedral ceilings, a stunning floor-to-ceiling stone wood-burning fireplace, and walls of glass that bring the mountain views indoors. The great room flows seamlessly into the kitchen and dining area, creating an ideal gathering space. The main level offers two bedrooms and a full bath, while the private upper-level primary suite features a beautifully renovated luxury bath, walk-in closet, private balcony, and mountain views. The lower level includes a spacious family room and fourth bedroom. Extensive multi-level decking, a hot tub, updated bathrooms, new flooring throughout the main level, and turn-key furnishings complete this exceptional mountain retreat.

2129 Laurel Springs Dr, Wintergreen Resort
$600,500
3 Beds ⋅ 2 Baths ⋅ 674067 MLS
This ski property will absolutely WOW you! There are less than a handful of completely renovated treeloft style Wintergreen homes that have been upgraded to this level of high end materials, thoughtful design, and with this many amenities and extras. The elevated feel and incredible outdoor space with covered lounge area, fire pit, pizza oven, and hot tub will have you enjoying the fresh mountain air year-round. The access path to the slopes is a 45 second walk, and the house has winter views of the slopes to catch the skier action. For those needing easy access, there are just a few steps inside, directly off of the level parking pad. This home has been a popular rental property bringing in over $80K in 2025, with very happy guests and all five star reviews. Everyone has had a positive experience here, and you will too! Ask for the extensive improvements list, all of which makes this mountain getaway the definition of turnkey.

96 Squirrel Tree Ln, Wintergreen Resort
$595,000
3 Beds ⋅ 4 Baths ⋅ 678874 MLS
Escape to your own private mountain retreat where nature, comfort, and adventure come together. Tucked among the trees and backing to the George Washington National Forest, this charming custom Craftsman home offers a peaceful setting just steps from the Appalachian Trail, Old Appalachian Trail, Wintergreen's hiking trail network, and the Blue Ridge Parkway. Spend your days exploring the mountains, then unwind on the expansive Trex deck featuring a large hot tub overlooking the forest or relax around the cozy Solo Stove seating area under the stars. Inside, the inviting open floor plan with cathedral ceilings is anchored by an iconic round glass Malm wood-burning fireplace. The thoughtful layout includes a main-level primary suite, a second primary suite upstairs, a guest bedroom with its own bath, and a spacious loft ideal for additional sleeping, a game room, or media space. The backyard is a dream for kids with a zip line and swing. Energy-efficient SIP construction, HardiePlank siding, abundant storage, and quality craftsmanship complete this special mountain getaway. Offered turn-key furnished; premium deck furniture is available separately.

1707 Laurel Springs Dr, Wintergreen Resort
$591,000
3 Beds ⋅ 3 Baths ⋅ 677335 MLS
Just Wow! Imagine the walls of windows opening to the expanse of Wintergreen's 11,000 acres and beyond with views from every room. The unique architecture of this home is now all the rage. Modern contemporary with copper roof, high ceilings, cork floors, and large windows. Three bedrooms, two and half baths and an unfinished basement provides versatility and opportunity. Check out the views at the top of the stairs or catch the cool breeze from the rear deck. Location rules as you are just steps from the Chestnut Springs Pool and Pavilion area. Act now and make this your home before someone else makes it theirs. Escape the summer heat, come experience the Wintergreen Lifestyle.

45 Timber Camp Dr, Wintergreen Resort
$575,000
3 Beds ⋅ 3 Baths ⋅ 678067 MLS
This one is an absolute stunner! Escape to this beautifully maintained and renovated 3br/3ba Ledges condo with minimal steps as you enter the building. The living room has vaulted ceilings, the space softly showered with an abundance of natural light. Perch yourself on the deck and take in breathtaking mountain views. This unit has a primary bedroom on each floor! Upstairs, you will find a primary bedroom suite that has a primary bath, laundry and a large closet space. The main level's open concept floor plan is great for entertaining, or just cozying up to the fireplace on cool nights. Subtle under cabinet lighting in the kitchen illuminates your counter space. Close by is the second primary bedroom with its own bathroom. A third bedroom – currently used as a bunk room – would also make a great home office. The third bathroom is just down the hall, before you get to the living room. Though its been most recently used as a private getaway, this condo would be a great short term rental. Stream and telework with fast broadband internet. Convenient to slopes, golf and pickleball, not to mention miles of hiking trails, retreat to this lovely home after a day exploring all of Nelson 151's attractions.

1460 Ledges Condos, Wintergreen Resort
$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
$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
$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
$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
$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
$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
$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
$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
$362,000
3 Beds ⋅ 3 Baths ⋅ 677528 MLS
This is your chance to own a charming, updated mountain retreat just minutes from the heart of Wintergreen. Inglenook is a thoughtfully renovated cottage offering seasonal mountain views, a private setting backing to WPOA open space, and outdoor living areas designed to enjoy the natural surroundings. The main level features two bedrooms and a full bath, along with an airy, light-filled living space highlighted by soaring ceilings, gleaming hardwood floors, and an open, welcoming feel. Wraparound decks extend the living space outdoors—perfect for relaxing, entertaining, or enjoying crisp mountain air. Upstairs, a private primary suite provides separation and privacy, while the terrace-level rec room and half bath offer flexible bonus space for guests, hobbies, or media use. A compact, corner spiral staircase connects all three levels while preserving valuable living space throughout the home. Well-suited for gatherings, weekend escapes, or a full-time mountain lifestyle, this home blends comfort, character, and convenience in a serene setting.

145 Firtree Dr, Wintergreen Resort
$360,000
2 Beds ⋅ 2 Baths ⋅ 677402 MLS
Wake up to breathtaking ridgeline sunrises and experience true ski-front living from this rare top-floor end-unit Highlands condo in Wintergreen Resort. With extra windows, exceptional privacy, and panoramic mountain views, this beautifully updated 2BR/2BA retreat captures the magic of mountain living in every season. Never rented and thoughtfully maintained, the condo is offered fully furnished and move-in ready, featuring two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof (2025). The light-filled living space was designed for relaxing and gathering, complete with a wood-burning fireplace, 73” TV, and professionally installed theater sound system for cozy evenings after a day on the slopes. Step onto the updated private deck to soak in the endless views, or walk just steps to direct ski access for effortless days on the mountain. Walk to Fire & Frost, spa, fitness, golf, and tennis. The Highlands Leisure Trail places dining, shops, and year-round amenities all within easy reach. Rarely do views, privacy, updates, and location come together so effortlessly in one of Wintergreen’s most sought-after settings.

1418 Highlands Condos, Wintergreen Resort
$350,000
2 Beds ⋅ 2 Baths ⋅ 677996 MLS
Ski front condo with lovely Blue Ridge Mountain views! Located a short walk from the Mountain Inn and all it has to offer (restaurants, shopping, coffee shop, and more!). Sit on your deck and enjoy front row seats to the fireworks on July 4th. A great unit located at the heart of Wintergreen Resort for year round enjoyment.

347 Dobie Condos, Wintergreen Resort