Wintergreen Resort Homes under $500,000

Wintergreen Resort Homes under $500,000

Welcome to Wintergreen Resort, a breathtaking mountain community nestled in the heart of Virginia's Nelson County. Known for its stunning vistas and outdoor adventures, Wintergreen is a year-round destination that offers something for everyone, from skiing and snowboarding in the winter to hiking and mountain biking in the warmer months. The resort is surrounded by the majestic Blue Ridge Mountains, providing a picturesque backdrop for a lifestyle that embraces nature and tranquility.

For those considering a home in this idyllic locale, you’ll be pleased to discover that Wintergreen Resort offers a variety of charming properties available for under $500,000. Whether you’re looking for a cozy cabin, a modern townhouse, or a spacious family home, you’ll find options that cater to your taste and budget. These homes not only provide comfortable living spaces but also grant you access to the resort's numerous amenities, including golf courses, swimming pools, and miles of scenic trails.

Imagine waking up to breathtaking mountain views and the sounds of nature right outside your door. The community embodies a friendly, welcoming spirit, making it an ideal place for families, retirees, or anyone seeking a peaceful retreat. With its rich history, vibrant community events, and proximity to local wineries and breweries, Wintergreen Resort is more than just a place to live; it’s a lifestyle choice.

Explore the beautiful homes available in Wintergreen Resort today, and take the first step toward your dream mountain retreat in Virginia!

Newest Wintergreen Resort Homes under $500,000

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 being pressure washed and re-stained by condo association October 21st. 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
$158,000
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
3226 N Ridge Condos, Wintergreen Resort
$275,000
2 Beds ⋅ 2 Baths ⋅ 683080 MLS
Located in the newest condo building at Wintergreen, all components of this condo are maximum six years old! There are even more recent, wonderful upgrades like renovated bathrooms with custom tile work, kitchen with new countertops and tile backsplash, new furniture, and luxury vinyl plank flooring throughout the whole condo. This North Ridge building is beautifully built into the rock to complete its mountain setting on the ridge, and has easy access with only four steps to the building then seven steps to the front door. The tennis and pickleball facility is just beyond the condo, and golf is also easily walkable, as well as two restaurants. For those days you want to stay in, the porch is fully covered from the weather so you can enjoy the fresh air—sun, rain, or snow. This turn-key condo is well appointed and in great condition; it's ready to be your adventure base this fall and winter!

3226 N Ridge 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
2052 Stone Rdg, Wintergreen Resort
$119,000
1 Beds ⋅ 1 Baths ⋅ 654686 MLS
Welcome to your dream mountain retreat! This newly renovated condo, nestled within the picturesque Wintergreen Resort, offers the perfect blend of elegance and comfort. Located directly on the prestigious golf course and within a block away from the spa and Devil's Knob Grill, this property provides an unparalleled lifestyle for those seeking relaxation and recreation.

2052 Stone Rdg, Wintergreen Resort
926 Blue Ridge Dr, Wintergreen Resort
$459,000
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
1802 High Ridge Ct, Wintergreen Resort
$460,000
3 Beds ⋅ 3 Baths ⋅ 682491 MLS
Welcome to this inviting big view 3-bedroom, 3-bath condo in the mountain resort. Offering the perfect blend of comfort, privacy, and mountain charm, this spacious retreat is an ideal choice for a full-time residence, weekend getaway, or investment property. The thoughtfully designed floor plan provides plenty of room for family and guests, with three comfortable bedrooms and three full baths. The open living spaces create a welcoming atmosphere for relaxing after a day on the mountain, while the natural beauty provides a spectacular backdrop in every season.

1802 High Ridge Ct, Wintergreen Resort
3 Shenandoah 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
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
Start Your Search

How much is your home worth?

Get instant property value now!