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1619 Overlook Condos, Wintergreen Resort
$449,900
2 Beds ⋅ 2 Baths ⋅ 683887 MLS
Experience breathtaking views and true four-season mountain living at 1619 Overlook Condo, an updated two-bedroom, two-bath sanctuary nestled atop Devil’s Knob in Wintergreen Resort. Designed to showcase sweeping Blue Ridge panoramas, this fully updated residence welcomes you with a bright, open floor plan anchored by a dramatic wall of windows. Flowing effortlessly into the living and dining areas, the modern kitchen boasts sleek granite countertops, stainless steel appliances, and more uninterrupted views. After a day on the slopes unwind on the deck, get cozy beside the classic wood-burning fireplace or entertain friends in the spacious living room with custom bar. When it is time to recharge, the primary suite offers a spa-like escape with a renovated tile bathroom, granite vanity, and a large walk-in shower. Outside your door, world-class resort amenities await. You are just minutes from Devil’s Knob golf, tennis, dining, and scenic hiking trails, with convenient winter ski shuttles running to the neighborhood. Already operating as a proven, successful short-term rental, 1619 Overlook is a rare gem ready for personal enjoyment or immediate investment.

1619 Overlook Condos, Wintergreen Resort

2120 Fairway Woods, Wintergreen Resort
$259,000
2 Beds ⋅ 2 Baths ⋅ 683902 MLS
JUST IN TIME FOR HOLIDAYS/WINTER ACTIVITIES! This tastefully updated, turn key furnished, Condo located on the 18th Hole of Devils Knob Golf Course, offers 2 bedrooms & 2 baths! Enjoy the open concept Family Room w/wood burning FP /Dining Room Area that opens to the Kitchen. Step out to the inviting Deck overlooking the Golf Course to enjoy your favorite beverage and visit w/family & friends! Central location within the Resort and short walking distance to Wintergarden Pool & Aquatics/Spa, Cafe', Tennis/Pickel Ball, Nature Foundation, Ski Lift, etc. and on the Shuttle Bus route. This property has been used as a Profitable Investment & has enjoyed Generous Revenue over the last several years (Ask for Revenue Documents), ... and even though the family has recently used the property more for themselves in last few years, still rents well! BONUS: Many Association Exterior Updates such as mandated Pella Windows, New Roof, New Stairs to units, etc. have been completed in last few years.

2120 Fairway Woods, Wintergreen Resort

645 White Oak Condos, Wintergreen Resort
$299,000
2 Beds ⋅ 2 Baths ⋅ 683688 MLS
Walk to the slopes from 645 White Oak, a Wintergreen mountain retreat, sold furnished, with more sleeping space than its two bedrooms suggest. A vaulted great room sets the tone, with a fireplace, and tall sliders opening to the deck and the views beyond. Exposed beams and open-tread stairs give the place real ski-chalet character. Updates include fresh paint and new stainless kitchen appliances. The kitchen has a diamond plate-faced bar with room for stools, so the cook stays part of the conversation. The main bedroom and a full bath are also on this level, with a vaulted ceiling and large closet in the bedroom. Upstairs, the open loft overlooks the great room and works as bonus sleeping and hangout space. Downstairs, the ground-floor walkout is tricked out as a bunk room, with a large bed, a set of bunks, a second full bath and laundry. Sliders open to a covered patio with a hammock strung beneath the deck. Have your coffee at the table on the deck, spend the afternoon in the hammock, and when there’s fresh snow, leave the car parked and head to the slopes on foot. An easygoing Wintergreen getaway for ski season and every season after it.

645 White Oak Condos, Wintergreen Resort

1509 Cliffs Condos, Wintergreen Resort
$315,000
1 Beds ⋅ 1 Baths ⋅ 683204 MLS
Layered Blue Ridge views greet you from nearly every room of this renovated one-bedroom condo at The Cliffs in Wintergreen Resort. In the great room, a wall of sliding glass opens to a patio and open lawn with long-range mountain, valley, and ski slope vistas, while a floor-to-ceiling tiled wood-burning fireplace with a wide hearth and built-in shelving anchors the space for cozy evenings. The open kitchen features sleek flat-panel cabinetry, stainless appliances including a French-door refrigerator, modern counters with matching backsplash, under-cabinet lighting, and an island with a raised bar that seats five. The bedroom has its own wall of windows framing the mountains, plus blackout shades and a generous closet. Recent updates include fresh paint from ceiling to floor, new two-panel doors, updated lighting and ceiling fans, and refreshed furnishings. This condo is an established short-term rental with $25,000+ in gross rental income for 2026 YTD. Enjoy Wintergreen’s gated, security-patrolled community with a community pool, plus skiing, golf, hiking, and dining close by. A turnkey mountain getaway, a working investment, or both. Sold furnished.

1509 Cliffs Condos, Wintergreen Resort

2001 Stone Rdg, Wintergreen Resort
$259,000
2 Beds ⋅ 2 Baths ⋅ 683171 MLS
Discover the perfect combination of mountain convenience, comfort, and modern upgrades in this beautifully refreshed 2bd/2ba condo. Absolutely NO STEPS from parking to your front door - a rare and highly sought-after convenience on the mountain! Lovingly maintained as a private retreat, this move-in-ready property has benefited from nearly $90k in improvements since 2023 (see attached list). Extensive upgrades include replacement windows, new flooring, updated kitchen appliances, countertops, breakfast bar, sinks and faucets, new washer/dryer, water heater, entry and ski locker doors, and a new HVAC system in 2025. All the big-ticket improvements have been handled, allowing you to simply arrive, unwind, and enjoy mountain living without the renovation headaches. Front walkway just pressure washed and re-stained by condo association. Second coat going on Nov. 3. Whether you're seeking a full-time residence or an effortless weekend escape, this exceptionally updated and maintained condo offers the rare accessibility, peace of mind, and turnkey convenience that mountain buyers will appreciate!

2001 Stone Rdg, Wintergreen Resort

712 Laurelwood Condos, Wintergreen Resort
$149,900
1 Beds ⋅ 1 Baths ⋅ 683103 MLS
Great vacation or investment condo sold turn-key and fully furnished! The condo building is ideally situated with woods (and seasonal mountain views!) behind it and is just catty-corner from the pool reserved just for Laurelwood owners. Prime location with easy stroll to the Market, ski slopes, and Mountain Inn shops and activities. Extras: rare ground level access from private back deck, primary bedroom with king bed, wood burning fireplace in the great room, spacious ski locker, and lots of updates to flooring, fixtures, lighting, and kitchen (with granite). This is your opportunity to own a move-in ready condo with great walkability to enjoy with family and friends and/or to generate income to offset the cost of ownership.

712 Laurelwood Condos, Wintergreen Resort

482 Three Ridges Condos, Wintergreen Resort
$189,000
1 Beds ⋅ 1 Baths ⋅ 683054 MLS
Enjoy the perfect blend of comfort, convenience, and adventure in this newly renovated end-unit condo, ideally located by the slopes, ski check-in, market, restaurants, shops, and entertainment. Offering added privacy and a cozy mountain atmosphere, this inviting retreat is the perfect escape for a weekend getaway or an extended stay in any season. Inside, you’ll find hardwood floors, comfortable bedding, a fully equipped kitchen, and two convertible sofas to accommodate additional guests. After a day of mountain adventures, unwind by the wood-burning fireplace, with firewood included for those chilly evenings. The owner has invested more than $20,000 in renovations, creating a refreshed and welcoming space to enjoy throughout the year. Whether you're here for skiing, outdoor recreation, or simply a peaceful mountain escape, this private end-unit retreat puts the best of the resort right at your fingertips.

482 Three Ridges Condos, Wintergreen Resort

217 Timbers Condos, Wintergreen Resort
$159,000
1 Beds ⋅ 1 Baths ⋅ 682911 MLS
Wake up to beautiful sunrise views over the Blue Ridge Mountains and enjoy a front-row seat to the action on the ski slopes! This nicely renovated, turnkey furnished studio offers the perfect mountain getaway in one of Wintergreen's most convenient locations. Perched at the top of the ski slopes, the condo enjoys wonderful views of the ski runs and surrounding mountains year-round. Watch skiers glide down the slopes in winter, take in the vibrant colors of fall, or simply relax and enjoy the peaceful mountain scenery in every season. Just steps from the Mountain Inn, you can easily walk to restaurants, shops, and a cozy café, or settle into the inviting lodge lobby beside one of its two fireplaces. Whether you're here for a weekend of skiing, a summer escape from the heat, or a quiet mountain retreat, everything you need is right outside your door. Beautifully updated and ready to enjoy from day one, this charming studio is an ideal low-maintenance mountain escape!

217 Timbers Condos, Wintergreen Resort

926 Blue Ridge Dr, Wintergreen Resort
$450,000
3 Beds ⋅ 2 Baths ⋅ 682670 MLS
Tucked into a peaceful wooded setting at Wintergreen, this cozy 2006-built mountain home is in like-new condition and ready for its next chapter. The bright, open floor plan brings the kitchen, dining and great room together beneath an impressive A-frame wall of glass, filling the space with natural light and views of the surrounding woods. A spacious deck spans the entire rear of the home for easy outdoor living. Recent updates include fresh interior paint, new carpet in all bedrooms, new LVP flooring, new tile flooring in the foyer and laundry/ pantry, plus a new refrigerator and dishwasher. The exterior, deck and front porch were just power washed. The primary suite offers a private bath and walk-in closet. Offered unfurnished, the home is a blank canvas to make your own. Walk to nearby hiking trails and Chestnut Springs Pool Park, with golf, racquet sports, dining and fitness amenities just a short drive away. A wonderful mountain retreat for weekends, vacations or year-round enjoyment.

926 Blue Ridge Dr, Wintergreen Resort

16 Chestnut Ln, Wintergreen Resort
$385,000
3 Beds ⋅ 2 Baths ⋅ 682655 MLS
Tucked among the trees at Wintergreen, VA this cozy 3-bedroom home is an inviting mountain getaway with a bright, open floor plan and plenty of natural light. High ceilings enhance the main living level, where the kitchen, dining and living areas flow together and open to a spacious deck—perfect for relaxing outdoors and enjoying the picturesque wooded setting. Seasonal mountain and valley views emerge for approximately six months of the year. The lower level offers 3 bedrooms and 1.5 baths, plus a spacious loft provides additional sleeping space, a rec room or a combination of both. The exterior and deck were just painted, and the grounds have been cleared and freshly landscaped. Paved parking adds convenience. Enjoy easy access to several nearby hiking trails and a quick drive to the heart of the ski village with ski slopes, dining, shops, coffee and pizza, while The Market is also just minutes away. A wonderful choice for a first mountain vacation home!

16 Chestnut Ln, Wintergreen Resort

27 Briarwood Ln, Wintergreen Resort
$499,000
4 Beds ⋅ 4 Baths ⋅ 682250 MLS
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

2004 Stone Rdg, 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

2227 Tanners Rdg, Wintergreen Resort
$195,000
2 Beds ⋅ 2 Baths ⋅ 681887 MLS
Enjoy elevated mountain living from this top-floor 2 BR, 2 BA condo featuring an open floor plan, high ceilings throughout, abundant natural light, and added privacy with no neighbors above. The condo enjoys attractive golf fairway views to the south, along with beautiful seasonal views toward the Shenandoah Valley to the west and north. A wood-burning fireplace adds classic mountain charm, with firewood conveniently provided by the condo association. The condo association also provides a master insurance policy, chimney sweeping, property checks, landscaping, snow removal, and other services that make ownership easy. Ideally located next to The Nature Foundation at Wintergreen and just a short walk to the Wintergarden Spa & Aquatics Center. Enjoy easy access to nearby hiking trails and the convenience of a ski shuttle stop. Mostly furnished and ready to enjoy as a mountain getaway.

2227 Tanners Rdg, Wintergreen Resort

3203 N Ridge Condos, 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

1407 Highlands Condos, 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

15 Shenandoah Ridge Ct, 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

11 Fairway Oaks Ln, Wintergreen Resort
$40,500
680815 MLS
An incredible opportunity to build your mountain retreat at an unbeatable price! This generously sized corner home site offers a gentle slope for easy access and flexible home siting, giving you plenty of options when it comes to designing the perfect getaway or full-time residence. Conveniently located near Chestnut Springs Pool and just minutes from golf, tennis, pickleball, dining, and other nearby amenities, the location makes it easy to enjoy everything the area has to offer. The corner setting adds a nice sense of space and privacy, while the peaceful wooded surroundings provide the mountain atmosphere you're looking for. Bring your plans, your vision, and your builder - this is a fantastic opportunity to create a home that's truly your own.

11 Fairway Oaks Ln, Wintergreen Resort

426 Laurel Springs Dr, 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

383 Timber Camp Dr, Wintergreen Resort
$20,000
679633 MLS
Enjoy the perfect blend of privacy, natural beauty, and convenience with this attractive homesite in Wintergreen, VA. The property offers an almost level building site, making it ideal for a variety of mountain home designs. One side of the lot is bordered by a stunning natural rock formation that creates a beautiful backdrop while providing a natural buffer from the neighboring property. The rear of the homesite adjoins open space, offering a peaceful wooded setting during the summer months and the potential for seasonal long-range mountain views from a thoughtfully designed two-story home. Chestnut Springs Pool Park, with its community pool and recreational area, is just 0.2 miles away. Nearby hiking trails are easily accessible, and Devils Knob is only a short drive away, offering golf, tennis, pickleball, and dining at the Devils Grill. Whether you're planning your future mountain getaway or looking for a well-priced investment opportunity, this homesite offers a wonderful setting to enjoy everything Wintergreen has to offer.

383 Timber Camp Dr, Wintergreen Resort

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