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$249,500
2 Beds ⋅ 2 Baths ⋅ 677861 MLS
Welcome to your mountain retreat in one of Virginia's most cherished resort communities. This two-bedroom, two-bathroom condo offers comfortable living space surrounded by the stunning Blue Ridge Mountains. The thoughtfully designed layout balances cozy charm with practical functionality. A bright, airy kitchen makes cooking a pleasure, and both bedrooms provide restful retreats, while two full bathrooms ensure everyday convenience for residents and guests. The owner installed new HVAC system and dishwasher in 2024, and new decking in 2025. The location truly elevates this property. The Nature Foundation at Wintergreen is just moments away, offering trails, nature programs, and a deep connection to the Appalachian landscape. . Resort living here means year-round access to skiing, golf, spa services, dining, and swimming. Beyond the community, the Virginia 151 corridor features award-winning wineries, breweries, and cideries, while the iconic Blue Ridge Parkway delivers one of America's most scenic drives. Whether you are looking for a full-time mountain home, a weekend getaway, or rental potential, this condo delivers on every front. Schedule your private showing today and discover mountain living at its finest.

473 Three Ridges Condos, Wintergreen Resort
$489,000
3 Beds ⋅ 3 Baths ⋅ 677731 MLS
Perched at the end of a quiet cul-de-sac in Wintergreen Resort, this beautifully updated mountain cottage offers the ideal balance of privacy, comfort, and walkable access. Seasonal mountain views and a peaceful wooded setting create the feeling of a true retreat, while skiing, hiking, dining, and year-round resort amenities remain just minutes away. Sold fully turn-key, the home is ready for immediate enjoyment as a personal getaway or continued success as a short-term rental. Inside, warm and inviting spaces are designed for relaxing after a day outdoors, while the gas fireplace and newer hot tub make cozy mountain evenings unforgettable. The fenced area, spacious deck, and ample off-street parking add to the home’s easy livability. Extensive updates since 2020 include a renovated kitchen and bathrooms, new roof, tankless water heater, complete chimney rebuild, paved driveway, interior and exterior paint, upstairs carpet, encapsulated crawlspace with dehumidifier, rebuilt exterior stairs, stained deck, and more. A rare move-in ready Wintergreen cottage that combines charm, updates, privacy, and convenience in one exceptional package.

138 Oak Ln, Wintergreen Resort
$170,000
1 Beds ⋅ 1 Baths ⋅ 677531 MLS
Nestled in the picturesque Wintergreen Ski Resort, this charming one-bedroom condo offers a perfect blend of modern comfort and rustic charm. Recently renovated, the condo features beautiful new flooring throughout, New furnishing, and new kitchen:equipped with modern appliances and ample counter space.The living room boasts of a cozy fireplace, ideal for warming up after a day on the slopes or enjoying a relaxing evening in. The bedroom is a tranquil retreat, featuring a comfortable bed, tasteful decor. The back porch is great if you have a dog, open to a back yard or a quiet place to have your AM coffee. One of the condo's standout features is its prime location. Just a short walk to the slopes!

490 Three Ridges Condos, Wintergreen Resort
$469,900
3 Beds ⋅ 3 Baths ⋅ 677526 MLS
Bright and welcoming 3-bedroom, 3-bath end-unit condo offers the perfect blend of comfort, convenience, and mountain charm. Enjoy easy, one-level living with no stairs and elevator access right from the parking area. The entire interior has just been painted and is immaculate—never used as a rental and is truly move-in ready. Newer windows throughout. An open floor plan features a cozy wood-burning fireplace and a wall of windows that frame gorgeous sunrises and mountain views, while filling the space with natural light. Two primary suites each have their own private bath, while the third bedroom sits beside a full hallway bath—ideal for guests or a third suite. Step outside onto the new composite deck to relax and take in the views. This condo is right on the ski shuttle route, making it super convenient to skiers who also want to enjoy ridge line views while at Wintergreen! Offered turn-key furnished. Pack your bags and move right in! A rare find with zero stairs, easy access, and stunning views—mountain living made simple! Don't miss this one!

1817 High Ridge Ct, Wintergreen Resort
$407,000
2 Beds ⋅ 2 Baths ⋅ 677518 MLS
This beautifully updated 2-bedroom, 2-bath condo offers comfort, style, and convenience in one of the resort's most desirable associations. Step inside to find a bright, open floor plan enhanced by luxury vinyl plank flooring, providing both modern elegance and easy maintenance throughout. HVAC is from 2020 and water heater from 2024. The spacious living room is perfect for relaxing or entertaining, with plenty of natural light. The well-appointed kitchen features ample cabinetry, great counter space. Enjoy all the benefits of condo life, including low-maintenance living, resort amenities, and a fantastic location close to Devils Knob Golf & Tennis and the WinterGarden Aquatics & Fitness Center.

1707 High Rdg, Wintergreen Resort
$599,000
4 Beds ⋅ 3 Baths ⋅ 677472 MLS
Welcome to your mountain escape in the heart of Wintergreen Resort! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and four-season adventure. Offered turnkey with a solid rental history. Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers mountain living at its best. Highlights include spacious open-concept living area with vaulted ceilings, stone fireplace perfect for cozy winter evenings, kitchen with granite countertops & stainless steel appliances. Hardwood floors and abundant natural light throughout. Lower level family room is being used partially as a 4th bedroom.

280 Fawn Ridge Dr, Wintergreen Resort
$475,000
4 Beds ⋅ 4 Baths ⋅ 677064 MLS
Beautiful 4-bedroom, 3.5-bath mountain retreat located in the highly desirable Westwood section of Wintergreen Resort. This spacious townhome offers approximately 1,840 square feet of comfortable living space with exceptional privacy and no units above or below. Recent updates include renovated kitchen countertops, new luxury vinyl plank flooring throughout the main level and bathrooms, new second-floor carpeting, updated lighting fixtures, and newer appliances including dishwasher, stove, refrigerator, washer, and dryer. The inviting family room features a wood-burning fireplace w custom built-in shelving, creating the perfect mountain getaway atmosphere. Additional features include a separate dining area, central air conditioning, two-car garage, and ample storage.Offered fully furnished & turnkey, the home includes furniture, appliances, kitchenware, electronics, & big-screen TV — ideal for immediate personal enjoyment or continued short-term rental use. Strong Airbnb rental history offers excellent investment potential. Conveniently located near the golf course, Wintergarden Spa, hiking trails, skiing, tennis, & the Nature Foundation, this property provides year-round access to the best of resort living. Freshly painted! 7-26

17 Ivy Glen Ln, Wintergreen Resort
$255,000
2 Beds ⋅ 2 Baths ⋅ 677216 MLS
Beautifully renovated and tastefully decorated 2BR, 2BA condo in the desirable Laurelwood neighborhood at Wintergreen Resort. This one-level villa offers a bright and inviting open floor plan with the kitchen flowing seamlessly into the dining and living areas, centered around a stunning stone wood-burning fireplace. The spacious primary suite features an attached private bath, while the second bedroom and full bath provide comfortable accommodations for family and guests. Step outside onto the deck and enjoy the peaceful wooded setting and refreshing mountain air. Laurelwood is conveniently located in the heart of Wintergreen Resort village, next to The Market and within a short walk of skiing, hiking trails, restaurants, shopping, and resort amenities. Laurelwood is also the only condo neighborhood at Wintergreen with its own private outdoor swimming pool. Offered turn-key furnished, this move-in-ready mountain retreat is ideal as a weekend getaway.

762 Laurelwood Condos, Wintergreen Resort
$569,000
4 Beds ⋅ 4 Baths ⋅ 676949 MLS
Nestled high near the top of Wintergreen Resort, this unique Wintergreen property that offers a perfect blend of luxury and comfort, ideal for year-round living, short term rentals or a weekend getaway. Unlike others this property has a detached garage with a driveway and pull off area. Surrounded by breathtaking mountain views and lush, natural beauty, this home features an open-concept living space filled with natural light, creating an inviting atmosphere for family gatherings or entertaining guests. The spacious living room, with its cozy fireplace and large windows, seamlessly connects to a well-appointed kitchen complete with modern appliances and ample counter space. Enjoy meals in the adjacent dining area or step outside to the expansive deck, perfect for al fresco dining or simply soaking in the serene surroundings. With four generously-sized bedrooms, including a master suite with an en-suite bathroom, this home provides plenty of space for family and friends. Located just minutes from skiing, hiking, brewery's, wineries, Route 151 festivities and all the recreational activities that Wintergreen Resort has to offer, this property is a true paradise

67 Forest Dr S, Wintergreen Resort
$215,000
676860 MLS
These combined lots (C & D) offer one of the most unique opportunities for privacy, views, seclusion and location at Wintergreen. The two home sites have underground water & sewer, high speed internet, electricity and telephone. The lots are at the end of Laurel Springs drive and are located at the top of Shamokin Falls with great view potential down thru the Gorge. There can never be a house built which would invade privacy or block the view. The entire site is protected by dedicated open space. Look at aerial shots on the listing.

2242 Laurel Springs Dr, Wintergreen Resort
$425,000
2 Beds ⋅ 2 Baths ⋅ 676442 MLS
Enjoy yourself at this 2 bed, 2 bath condo with gorgeous views in Wintergreen! This home presents itself with beautiful views, open floor plan and many upgrades. They say a picture is worth a thousand words, come see for yourself. Fully Furnished. Ready for short term renters from day of closing. Owner is a licensed agent in the Commonwealth of Virginia.

1717 High Rdg, Wintergreen Resort
$329,000
4 Beds ⋅ 4 Baths ⋅ 675784 MLS
This beautifully updated and spacious 4BR, tri–level, Townhome is just steps from the Wintergarden Spa & Fitness Center and close to golf, tennis, skiing, and the Nature Foundation. An ideal retreat for rental potential or for hosting two families with ease. Enjoy the privacy and spacious feel of a detached home—without the upkeep. As part of a well managed association, this townhome offers low maintenance living while still giving you room to spread out and relax. The main area features a bright and open living space with high ceilings and a wood burning fireplace (Firewood provided by the association), updated kitchen with stainless steel appliances and granite counters. Upstairs is the large master suite with an additional 3 bedrooms and updated bathrooms. New carpet and LVP flooring throughout. Seller credit of $10K towards new windows. Move in ready and perfectly located for year-round resort living!

24 Trillium Close, Wintergreen Resort
$41,000
675318 MLS
Very nice building site in a great location. Pause on the elevated knoll and experience the partial seasonal pocket views of the Ridge lines, Shenandoah Valley and the Golf Course. Common area and elevation provide privacy and the WPOA buffer leads to the Park Service Land and the Appalachian Trail. Common area buffer across the street can provide access to Shamokin Springs and to the 7th fairway on the Devils Knob Golf Course.

433 Laurel Springs Dr, Wintergreen Resort
$389,000
2 Beds ⋅ 2 Baths ⋅ 675117 MLS
A rarity among mountain condos—this view condo has zero steps to the front door, and it has covered parking. This ground level condo has a large deck and an easy walkout to the grass which is wonderful to have the extra space for pets, kids, etc. The High Ridge Court decks were recently replaced. There are many upgrades over the last few years—nearly all new appliances, renovated kitchen with new countertops and backsplash, new lighting, new LVP flooring, new hardware in the bathrooms, some new furniture. High Ridge Court is in a great location to walk across the street to the golf course or the walking path to the Clubhouse. From this part of the ridge, there’s a view to the Shenandoah Valley, while this condo looks out over the Rockfish Valley. This turnkey property is currently a rental through Wintergreen Resort, making it easy to continue renting if a new owner prefers. All personal property conveys at this turn-key property.

1808 High Ridge Ct, Wintergreen Resort
$23,900
675094 MLS
Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! Such a great value at only $29,000! Convenient to Resort amenities and the thriving Nelson 151 agri-tourism corridor featuring award-winning wineries, breweries and distilleries. Located within the Firefly Fiber Internet service area.

12 Dripping Rock Ln, Wintergreen Resort
$749,000
5 Beds ⋅ 6 Baths ⋅ 672639 MLS
This lovely home is located on the 14th green of the Devils Knob Golf Course. Featuring a spacious and open floorplan which is perfect for entertaining with a stone fireplace that anchors the living space. The main house features four bedrooms with two primary suites and a bunkroom. A large living room and den allow for separate activities for guests. Relax in the hot tub after a long day of skiing. The carriage house offers two garage bays and a full apartment above. Buyers interested in rentals can rent it as a package or independently. Wintergreen is well located to maximize your Blue Ridge adventures. Minutes from the Blue Ridge Parkway, Appalachian Trail, Skyline Drive and the Nelson 151 Trail. Combined with resort amenities you'll have years of good times in your future.

278 Catoctin Dr E, Wintergreen Resort
$40,000
672447 MLS
Excellent large .7 acre lot with seasonal views to Reeds Gap for much of the year. The slope toward the rear of the lot would be excellent for a home with a walk-out basement. There is a small creek at the rear of the property to add additional charm. With central sewer and water, underground electric, cable and fiberoptic available, you can have all the luxuries you may desire inside, a nature area at the rear and all the amenities of Wintergreen just a block away. In many ways this is the perfect homesite and a great value

1843 Wintergreen Dr, Wintergreen Resort
$39,000
672324 MLS
Own a parcel that is like no other especially if you love nature, rock wall/outcropping and expansive views of the woods! Rare opportunity to feel like you own so much more land because this property borders open space. Much of it is in the back allowing a home to be sited to have long range views of woods/forest and NOT neighbors. In addition, right border of the parcel is a huge rock wall/ledge that is beautiful and a protective shelter/border from neighbors. Imagine snow sitting in the crevices of the massive rock ledge. Plus note on GIS map how all neighbors homes on surrounding parcels have already been built; this way you site your home with security that no new neighbors will pop up. Save money as well as this parcel is ready for you to build your mountain retreat (for full time residence, vacation getaway or investment rental since short term rentals are permissible) for less with a nearly level parcel, electric routed to property, and access to fiberoptic internet and public water/sewer. Ideal setting incudes private access at the end of a cul-de-sac. Must walk into the lot to fully appreciate the beauty. Enjoy all the resort has to offer with close proximity to tennis and golf, as well as ski slopes, trails, and more.

462 Deer Springs Ln, Wintergreen Resort
$45,000
671959 MLS
Wonderful level lot with easy entry featuring mature hardwoods located on a quiet col du sac. The perfect spot to build your mountain getaway home all within walking distance to Chestnut Springs pool, several great hiking trails and the Shamokin Springs Nature Reserve. The perfect balance of nature's beauty and resort amenities never to be repeated.

25 Poll Axe Ln, Wintergreen Resort
$560,000
3 Beds ⋅ 3 Baths ⋅ 669248 MLS
Huge price drop!! It's time to move!! Peaceful, private property in beautiful Wintergreen Resort! Fabulous opportunity for your own 3 bedroom, 3 FULL bath retreat including a 2 car attached garage with additional ample parking in the large drive! Enjoy the fantastic foliage from the sunroom while sipping your morning coffee. From the floor to ceiling cathedral windows, it feels like you're bringing the outside, inside! Don't let this one slip away! Schedule your showing today. **PLEASE, do not pull in driveway without an appointment or being accompanied by an agent. **

781 Devils Knob Loop, Wintergreen Resort
$580,000
4 Beds ⋅ 4 Baths ⋅ 664635 MLS
Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood included by the HOA! - that flows nicely to wooded back deck facing a golf hole. High end kitchen with fantastic cabinet space and full height quartz backsplash. The second level has a huge primary bedroom with walk-in closet and upgraded bathroom plus secondary bedroom, hall bath, and two linen closets. The top floor continues with two more nice size bedrooms with a bath between. The lower level comprises of an entertainment room with its own mini split plus a mud room to store the golf clubs and skis. Large two car garage with professionally epoxied floors has great storage and opens to a parking pad for two more cars. Fantastic mountain location in close proximity to the Devils Knob Complex with spa, aquatics, fitness, and restaurants. Easy drive out of Wintergreen to the 151 brewery and winery trail!

23 Trillium Close, Wintergreen Resort
$35,000
638845 MLS
Wooded building lot with stunning rock formations looking across to the Shamokin Springs Nature Preserve with its trails and unique micro-environment with flora typical of upstate New York. There is a neighborhood pool within easy walking distance and hiking and walking trails in abundance. Numerous high value homes in the neighborhood and all the amenities of Wintergreen Resort to choose from. This lot has central water and sewer, cable tv, electric, and fiberoptic cable at the street and ready to go. This would be a great value either to build and enjoy or hold for the future.

150 Shamokin Springs Trl, Wintergreen Resort
$89,987
650929 MLS
Welcome to your slice of paradise nestled in the breathtaking Blue Ridge Mountains! Own one of the last remaining building lots on Wintergreen Resorts prestigious Blackrock Circle and create your dream home where every morning begins with a stunning sunrise. Imagine sipping your coffee on the back porch, soaking in the panoramic views of the mountains as the sun crests over the horizon shining light on everything below you. With access to Wintergreen Resort's premier amenities and activities including ski slopes and the Mountain Inn, every day offers a new adventure. Whether you envision this as your permanent residence or a lucrative short-term rental and vacation home, the possibilities are endless. And with only a fifteen-minute drive to award winning breweries and nearby hiking trails, you'll experience the perfect blend of serenity and excitement. Don't miss your chance to call this mountain paradise home!

00 Blackrock Cir, Wintergreen Resort
$49,900
656246 MLS
Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

Tbd Shamokin Springs Trl, Wintergreen Resort
$150,000
619157 MLS
This homesite is directly below High Ridge Condominiums and, with judicious placement and pruning, should offer at least seasonal views similar to those offered from the condominiums. Park at High Ridge, walk around the building and look at the view and this site on the cul-de-sac directly below. It is easy to identify from above since there is an existing home on one side and a home under construction on the other. The site is well located with respect to the Chestnut Springs pool and the other facilities of the Devils Knob neighborhood.

340 Chestnut Pl, Wintergreen Resort
$37,500
662592 MLS
Current owner has a home at Wintergreen and had intended to build on this site. He has identified a wonderfully built cabin that could be built on this site which is on a small cul de sac between two very attractive homes. Plans and building estimates are in the docs section of the listing description. The best house location has already been flagged. Please note: the lot is being sold as vacant land only. The home shown in the plan is not built and not included in the sale price. The proposed plan is for informational purposes and to help envision one potential layout for the property.

37 Coopers Vantage, Wintergreen Resort