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$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

$619,000
3 Beds ⋅ 3 Baths ⋅ 678962 MLS
Custom-built and truly one of a kind, this exceptional golf-front mountain home is ideally situated on a beautifully landscaped, private lot along prestigious Devil's Knob Loop. Lovingly maintained by its original owners & never rented, this distinctive residence showcases stunning custom stonework throughout and offers the perfect combination of craftsmanship, comfort, & mountain charm. Designed for both relaxation & entertaining, multiple exterior decks create inviting outdoor living spaces surrounded by mature landscaping, walking trails, & beautiful stone accents. Unwind in the private sauna, rinse off in the exterior shower after a day on the trails or slopes, or take advantage of the existing plumbing for a future hot tub. Inside, you'll find spacious, thoughtfully designed living areas w/ abundant storage throughout, central heating & AC and a versatile bonus room above the primary suite—ideal as a home office, reading nook, or additional sleeping space for children. A dedicated workshop off the rear deck provides valuable space for hobbies, outdoor gear, or projects. The kitchen has been refreshed with new appliances in 2024, while a new roof was installed in 2025. A $10K flooring allowance & home warranty included!

377 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

$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

$549,999
3 Beds ⋅ 3 Baths ⋅ 678821 MLS
Nestled on a peaceful and private wooded homesite, this custom Craftsman-style mountain retreat blends beautifully with its natural surroundings, including several dramatic rock formations that create a truly special setting. Built in 2007 and lovingly maintained, the home offers a thoughtful floor plan designed for comfortable mountain living. The open-concept main level features cathedral ceilings in the great room, a beautiful stone fireplace with gas logs, and seamless flow into the kitchen and dining areas. The well-appointed kitchen offers granite countertops, maple cabinetry, and a gas range, making it ideal for both everyday living and entertaining. The main-level primary suite provides convenience and privacy, complete with a walk-in closet and a luxurious bathroom featuring a stunning tiled shower. Upstairs, you'll find two generously sized guest bedrooms and a beautifully finished full bath. Additional features include durable HardiePlank siding, central heat and air conditioning, and quality craftsmanship throughout. Offered fully furnished and move-in ready, this charming mountain home is located just a short distance from hiking trails and outdoor recreation. A wonderful mountain gem ready to be enjoyed from day one.

1300 Blue Ridge Dr, Wintergreen Resort

$549,500
3 Beds ⋅ 3 Baths ⋅ 681601 MLS
Newly listed and fully renovated, 1407 Highlands offers effortless mountain living in the heart of Wintergreen, VA. This ski-front condominium features three bedrooms, three bathrooms, and 1,550 square feet of stylish, comfortable space. Thoughtful upgrades and refreshed finishes create a polished, move-in-ready retreat, while expansive views bring the surrounding Blue Ridge beauty indoors. Step outside for convenient slope access, then unwind in a setting defined by crisp mountain air, changing seasons, and peaceful natural scenery. The Nature Foundation at Wintergreen is nearby for trails and environmental discovery, while Virginia 151 connects you with popular wineries, breweries, dining, and scenic day trips. Ideal as a full-time residence, weekend escape, or vacation investment, this exceptional condo pairs modern comfort with year-round adventure.

1407 Highlands Condos, Wintergreen Resort

$529,900
3 Beds ⋅ 3 Baths ⋅ 680506 MLS
Rare opportunity to own a beautifully updated mountain home in an exceptional location along Shamokin Spring! The entire rear boundary follows the bold, picturesque stream, with wonderful views and the soothing sound of rushing water enjoyed from the home and expansive rear deck. The inviting open floor plan features a great room with cathedral ceilings and a dramatic floor-to-ceiling wood-burning stone fireplace, renovated kitchen, and a light-filled dining room surrounded by glass on three sides. The main-level primary suite offers deck access and a newly renovated tile shower. Upstairs are two generously sized bedrooms, including one with a private balcony. The spacious rear deck spans the home and features a newer hot tub overlooking the water, with seasonal golf fairway views beyond. Recent improvements include mostly new furnishings, lighting, fresh paint in all three bedrooms, and newly stained deck and front porch. Close to hiking trails and currently a successful short-term rental, this is a truly special mountain retreat in a rare Shamokin Spring setting.

426 Laurel Springs Dr, Wintergreen Resort

$514,500
4 Beds ⋅ 2 Baths ⋅ 678617 MLS
If you have been searching for a mountain home with soul, this is it. Tucked among towering hardwoods and dramatic natural rock formations, this one-of-a-kind 4 BR mountain retreat offers exceptional character, privacy and a setting that feels worlds away. At 2,367 sq ft, there is plenty of room for family and guests, with multiple gathering spaces and four fireplaces adding warmth and atmosphere throughout. The home's remarkable story begins with an authentic circa-1801 Virginia log structure, carefully reconstructed here in 2000 by Lewis and Luke Ramsey. Hand-hewn chestnut, poplar and oak logs, reclaimed heart-pine floors, beautiful stonework by Jimmy Arrington and a standing-seam copper roof showcase craftsmanship rarely found today. An updated kitchen with granite counters adds modern convenience while preserving the home's historic character. Whether envisioned as a personal mountain getaway or a distinctive vacation rental, this is the kind of property guests will remember. The beautiful wooded setting and impressive boulders surrounding the home make it even more special. An adjoining homesite is also available separately, offering the opportunity for additional privacy or future possibilities.

20 Buckhorn Ln, Wintergreen Resort

$499,000
4 Beds ⋅ 4 Baths ⋅ 682250 MLS
OPEN HOUSE: Saturday, September 26, 11am - 1pm. This may, in fact, be the most impressive Westwood lot of all. Golf course front, extra large deck, high position of deck for golf course views and golf course access, and some Shenandoah Valley seasonal views from the primary bedroom. Not only that, the townhome itself has been very well maintained and upgraded—no detail was overlooked. Ask for the extensive improvements list which includes upgrades to major systems/components (windows/HVAC), cosmetic improvements (flooring, paint, blinds, bathrooms), and bonus enhancements like fire pit, gas fireplace, garage heater, EV charging port, ski boot heaters. This property is the cream of the crop, and available just in time for fall. You'll love this location inside and out. Looking towards ski season? It's on the ski shuttle route.

27 Briarwood Ln, Wintergreen Resort

$495,000
5 Beds ⋅ 5 Baths ⋅ 681012 MLS
Perched high on the mountain, this spacious 5 BR, 4.5 BA villa offers 1,992 sq ft and beautiful year-round mountain, Shenandoah Valley and sunset views that become even more expansive and dramatic from early November through early May. The versatile multi-level floor plan features two primary suites plus a private top-floor guest suite with its own bath—ideal for hosting family and friends. The open living, dining and kitchen areas create a welcoming gathering space centered around a wood-burning fireplace, while the second-floor primary suite enjoys its own private balcony. Turn-key furnished and ready to enjoy from day one. Fantastic location next to the Wintergarden Spa and just above Devils Knob Sports Center, with golf, tennis and pickleball, as well as Devils Grill fine dining nearby. A wonderful mountain retreat with the space, views and location to enjoy in every season.

15 Shenandoah Ridge Ct, Wintergreen Resort

$495,000
2 Beds ⋅ 2 Baths ⋅ 678972 MLS
This cozy and bright view condo is a gem. It is nicely updated and super clean, with newer LVP floors, a walk-in shower, updated kitchen countertops, and stainless steel appliances most of the heavy lifting is complete. Featuring convenient ground-level entry with covered parking. Well located within the resort with easy access to the amenities. The Nature Foundation at Wintergreen sits barely a mile away, inviting you onto trails alive with wildflowers and crisp mountain air across all four seasons. Adventure waits just beyond your door. The scenic Virginia 151 corridor tempts with wineries and breweries, while the legendary Blue Ridge Parkway rolls out one of America's most celebrated drives. Outdoor lovers will never run short on options. Come see all that the Blue Ridge Mountains have to offer.

1826 High Ridge Ct, Wintergreen Resort

$489,500
2 Beds ⋅ 2 Baths ⋅ 682100 MLS
Wake to spectacular sunrises and long-range Blue Ridge views from this beautifully renovated slopeside end unit. With no steps to the building entrance, just half a flight inside, and exceptionally convenient access to the slopes, mountain living is remarkably easy. Walls of windows fill the open living, dining and kitchen areas with natural light while keeping the ever-changing view front and center. The updated kitchen features quartz counters, wood cabinetry and generous bar seating, while a wood-burning fireplace adds classic mountain warmth. Two bedrooms and two full baths provide comfortable accommodations, and the covered deck offers a front-row seat to the slopes, layered ridgelines, rolling clouds and unforgettable sunrises. As an end unit, the condo enjoys an exceptional setting overlooking the ski terrain, making it easy to step out, gear up and get on the mountain. Extensively renovated with updated HVAC, water heater, flooring, paint, baths, kitchen finishes and lighting. Furnishings convey, making this an inviting, ready-to-enjoy retreat.

939 Diamond Hill 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

$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

$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

$465,000
4 Beds ⋅ 3 Baths ⋅ 678333 MLS
Charming mountain retreat overlooking the 5th fairway of Devils Knob Golf Course, tucked away at the end of a quiet cul-de-sac and within walking distance of Chestnut Springs Pool Park and nearby hiking trails. Offered fully furnished and turnkey, this home features a thoughtfully designed floor plan ideal for larger families, shared ownership, or rental use, with two bedrooms and a full bath on both the main and upper levels, plus a convenient half bath on the main level for guests. The open-concept living area is highlighted by soaring cathedral ceilings, a striking stone wood-burning fireplace, and seamless flow between the great room, dining area, and kitchen. Each bedroom offers two closets, allowing owners to reserve one for personal belongings if using the home as a rental. A loft overlooking the living area provides flexible space for a home office, reading nook, or game area. Relax on the screened porch or spacious rear deck overlooking the golf course. Freshly painted front porch and deck complete this inviting mountain getaway, ready to enjoy from day one.

20 Blue Ridge Ct, Wintergreen Resort

$450,000
4 Beds ⋅ 5 Baths ⋅ 682403 MLS
Imagine ending your day with a glass of wine on the deck as the sun sets over the Blue Ridge Mountains and Shenandoah Valley, then watching the lights of the small towns below begin to twinkle after dark. This bright and inviting 4 BR, 3.5 BA villa offers some of the most spectacular panoramic, 180-degree views in Shenandoah Ridge—views that become even more dramatic during the six months of leaf-off season. The open, light-filled 1,992 sq ft floor plan offers plenty of room to gather with family and friends, along with 3 en-suite bedrooms for privacy. Enjoy the scenery from the main-level deck or retreat to the primary suite with its own private view deck. Walk to Devils Knob sports facilities and Devils Grill, with Wintergarden Spa and Fire & Frost Bakehouse also nearby. Whether for a weekend escape or a longer mountain stay, this is a place to slow down, reconnect and enjoy the best of Wintergreen. Turnkey furnished and ready to enjoy.

3 Shenandoah Ridge Ct, 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

$375,000
4 Beds ⋅ 4 Baths ⋅ 680564 MLS
Experience elevated mountain living in this beautifully maintained, furnished 4-bedroom, 3.5-bath townhome situated on the 12th fairway of Devils Knob Golf Course. Designed for both comfort and entertaining, the spacious multi-level floor plan features a generous living room, separate dining room, and two private primary suites—one on the second level and another on the third. Step onto the expansive rear deck and enjoy picturesque views and the peaceful mountain surroundings. An attached two-car garage adds convenience and storage, while the furnished interior makes this an inviting, turnkey retreat. Located within walking distance of hiking trails, The Nature Foundation, and Wintergreen Spa, with skiing, golf, dining, and year-round recreation. A wonderful opportunity to own a spacious mountain retreat in the heart of Wintergreen Resort or use as an investment rental property. Smart lock, smart thermostat, smart TV's and new stove are just some of the recent additions.

29 Briarwood Ln, Wintergreen Resort

$365,000
2 Beds ⋅ 2 Baths ⋅ 681606 MLS
Own a bit of Blue Ridge paradise with this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen, Virginia. Enjoy sunsets and views of the Shenandoah Valley from your private deck. With a freshly completed kitchen renovation, this two bedroom/two bathroom condo is clean and freshly painted with the popcorn ceiling removed. The top floor location is very private. It is a short walk to amenities. Hop on the ski shuttle and be at the slopes in minutes. Wintergreen, Virginia is a nature lover's playground. The Nelson 151 Trail is just a short drive away. Hop on the Blue Ridge parkway and hit the Appalachian Trail or one of the numerous other hikes. Come explore all that the Blue Ridge Mountains have to offer.

3203 N Ridge Condos, Wintergreen Resort

$349,500
1 Beds ⋅ 2 Baths ⋅ 682201 MLS
Wake to sunrise over the Blue Ridge from a mountain retreat completely reimagined for modern mountain living. Inspired by the warmth and character of Aspen and Jackson Hole, this Vistas condo pairs a dramatic mountaintop setting with an exceptionally thoughtful 2024 renovation. Long-range views fill the living space and bedroom, where you can watch the morning sky come alive without leaving your bed. Inside, natural wood, stone and carefully chosen architectural details create a rich, inviting atmosphere. The renovation reaches far beyond the obvious—from the doors and trim to the striking stone fireplace, beautifully designed kitchen and two renovated baths. Step onto the private deck for seemingly endless mountain views, then return to a home that is completely furnished and ready to enjoy. This is more than a renovated condo—it is a turnkey mountain escape designed around the view, the sunrise and the experience of being at Wintergreen

1555 Vistas Condos, 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

$315,000
3 Beds ⋅ 3 Baths ⋅ 682130 MLS
Tucked into the trees yet filled with natural light, this spacious top-floor condo offers the privacy and feel of a mountain home in an exceptionally convenient location. With 1,323 finished sq. ft., 3 bedrooms and 3 full baths, the thoughtfully designed floor plan provides plenty of room to gather while giving each bedroom its own private space. Vaulted ceilings and abundant windows bring the wooded setting indoors, while the bright dining area is wrapped in glass. The updated kitchen features quartz counters, stainless appliances and a breakfast bar, opening to a comfortable living room with built-ins and a wood-burning fireplace. Step outside to the private deck surrounded by trees, or enjoy the easy walk to nearby amenities and the Wintergreen Nature Foundation. Easy access from the parking area adds everyday convenience, and HOA-provided firewood keeps the fireplace ready for cool mountain evenings. Offered furnished and ready to enjoy, this is an inviting retreat with space to share and room to unwind.

2004 Stone Rdg, Wintergreen Resort

$295,000
3 Beds ⋅ 2 Baths ⋅ 681175 MLS
Secure this TOP FLOOR 3 bedroom/2 Bath Condo, centrally located in the RESORT, on bus shuttle route, in popular Fairway Woods on the 18th hole of the Golf Course! Fall festivities & Winter activities right around the corner! This unit has all NEW WINDOWS, NEW DECK, NEW ROOF, BLDG EXTERIOR PAINTED, NEW STEPS FROM PARKING LOT DOWN TO BUILDING and ready for its new owners! Enjoy the Amazing Sunsets while relaxing on your large deck! This spacious villa has so much to offer... the Primary Suite on the Top Floor with large storage room. Main level offers 2 Bedrooms & a Bath, and an Abundance of Windows in the Livingroom/Kitchen/Breakfast area providing a Light Filled atmosphere for your personal enjoyment! The family used this condo for both enjoyment and rentals each year.

2139 Fairway Woods, Wintergreen Resort