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332 Dobie Condos, Wintergreen
$395,000
2 Beds ⋅ 2 Baths ⋅ 682509 MLS
Tastefully appointed and lovingly maintained by one family, this 2 br/2ba end unit is the perfect place for all your Wintergreen adventures. This condo is mere steps to the slopes, festivities, restaurants, and trails. Snuggle up by the wood burning fireplace or relax on the deck and enjoy the views. This ski-in/ski-out Dobie, is being sold turnkey, just in time for the snow.

332 Dobie Condos, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

150 Crawfords Edge, Wintergreen
$689,500
4 Beds ⋅ 4 Baths ⋅ 682430 MLS
A Renovated Four-Season Mountain Retreat in the Heart of Wintergreen Experience Wintergreen the way it was meant to be enjoyed—from a beautifully updated, designer-finished mountain home just 1.5 miles from the Mountain Lodge. Designed for gathering while still giving everyone their own space, this 4-bedroom, 3.5-bath home spans three levels with an open-concept main living area, multiple en-suite bedrooms and exceptional indoor-outdoor living. The main level is the heart of the home, with an open kitchen and living area made for entertaining, plus a private bedroom with an en-suite bath and an additional half bath. The lower walk-in level offers two bedrooms and two full baths, while the private upper level features another en-suite bedroom with its own balcony. And then there’s the outdoor space. Bedrooms open onto expansive wraparound decking across multiple levels, creating a true connection to the surrounding Blue Ridge setting. Set within Wintergreen Resort, this home puts skiing, snowboarding, hiking, golf and year-round mountain recreation within easy reach. Beyond the resort, Nelson County’s wineries, breweries, cideries and Blue Ridge scenery make this an equally compelling destination in every season.

150 Crawfords Edge, Wintergreen

Listing courtesy of THE RIGHT MOVE REAL ESTATE, INC.. Contact:

83 Fortunes Ridge Dr, Wintergreen
$859,975
4 Beds ⋅ 3 Baths ⋅ 681403 MLS
Classic in the front, party in the back! Authentic log cabin with modern additions and conveniences. Step back in time and step out to million-dollar views. Three levels provide convenience and separation for extended families. Primary on main level with an additional three bedrooms and two baths on the mid-level. Terrace level provides a separate rec room, full bath, large laundry room and a hot tub on the deck. Take note of the extra wide pine floors, exposed beams, stone fireplaces and wood ceilings. Three levels of decks to catch the cool breezes and the coveted southern long range mountain views. Great location on Fortunes Ridges means first on first off of the mountain. Close proximity to the Wintergreen trail network and to the Mountain Inn Village. Make this your home before someone else makes it theirs.

83 Fortunes Ridge Dr, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

2076 Stone Rdg, Wintergreen
$125,000
1 Beds ⋅ 1 Baths ⋅ 681303 MLS
Looking for a pristine Wintergreen condo without breaking the bank? This beautifully renovated unit is move-in ready and offers the perfect opportunity to enjoy all that Wintergreen Resort has to offer. Recent upgrades include a new HVAC system and water heater, adding comfort and peace of mind. Just bring your suitcase and start enjoying the mountains, skiing, hiking, and resort lifestyle!

2076 Stone Rdg, Wintergreen

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

1423 Highlands Condos, Wintergreen
$429,000
2 Beds ⋅ 2 Baths ⋅ 681302 MLS
OPEN HOUSE Saturday 9/26 12:00- 2:00 Enjoy breathtaking views of the Blue Ridge Mountains and Wintergreen’s ski slopes from this beautifully renovated 2-bedroom, 2-bath condo. Thoughtfully updated and inviting, this mountain retreat offers the perfect setting for relaxing getaways or year-round enjoyment.After a day on the slopes or exploring the mountains, cozy up by the fireplace and take in the peaceful surroundings. Recent renovations include an updated kitchen, refreshed bathrooms, new flooring, and stylish furnishings, creating a comfortable, move-in-ready retreat.A wonderful opportunity to own a turnkey mountain getaway at Wintergreen Resort with exceptional views and easy access to all the resort has to offer.

1423 Highlands Condos, Wintergreen

Listing courtesy of FOUR SEASONS REALTY 1 LLC/HOWARD HANNA REAL ESTATE SERVICES. Contact:

1822 High Ridge Ct, Wintergreen
$430,000
2 Beds ⋅ 2 Baths ⋅ VANL2000726 MLS
Breathtaking Sunrise Mountain Views | High Ridge Court. Wake up to endless ridge views in this turn-key, end-unit condo tucked away in desirable High Ridge Court. Offering total main-level accessibility with no steps required to enter, this retreat delivers the perfect blend of cozy mountain charm and modern luxury. ​Interior Highlights: Open-Concept Living: The bright living space features a wood-burning fireplace (serviced by Peace of Mind) framed by panoramic mountain views & seamless flow into the dining area. ​Chef’s Kitchen: Spacious and fully updated with rich granite countertops, maple cabinets and stainless steel appliances. ​Primary Suite: Generous main bedroom featuring a private bath with a jetted soaking tub—ideal for unwinding after a cold day on the slopes or trail. The primary suite is paired with a beautifully updated, modern walk-in tiled shower and radiant flooring. ​Second Bedroom & Bath: Substantial second bedroom offers a tub/shower combo with tile! Dual-Zone Comfort: Equipped with central HVAC plus supplemental electric baseboard heating for those ultra-crisp winter nights. Outdoor Living & Exterior: ​Expansive Trex Decking: Large low-maintenance deck designed to maximize your private oasis and showcase superior sunrise vistas. ​End-Unit Privacy: Nestled at the end of the building for quiet, uninterrupted mountain living. Covered parking available. ​Unmatched Condo Association Amenities Enjoy true hassle-free living. Your monthly condo fees cover: Unlimited firewood supplied, High-speed internet service, Snow removal and trash pickup, ​Preventive maintenance (including routine plumbing checks for leak and freeze protection) ​Complete exterior upkeep, including cement siding and durable metal roofing. ​Impeccably maintained, comfortable, and ready for your weekends or full-time enjoyment. Furniture conveys

1822 High Ridge Ct, Wintergreen

Listing courtesy of RE/MAX Gateway. Contact:

867 Shamokin Springs Trl, Wintergreen
$689,975
3 Beds ⋅ 4 Baths ⋅ 680596 MLS
Just Wow! Step through the front door and immediately be drawn to the Mt. views peeking between the treetops. This is a true mountain home with stone fireplace, exposed beams, vaulted ceilings and fabulous outdoor spaces. Cool breezes sweep across the multiple decks and through the screened porch. Seasonal views are even more dramatic. The primary suite and bath with an awesome walk-in shower have been renovated and offer separation and provide a private sanctuary on the top floor. Three bedrooms and three and a half baths on three levels create comfort, convenience and versatility for family and friends. The updated kitchen with quartz countertops, backsplash and newer appliances complement the spacious great room with cathedral wood ceilings, skylights and the unique "artsy" powder room. Privacy abounds on the oversized .6-acre lot while at the same time offering proximity to the Chestnut Springs Pool and the Devils Knob Country Club area. Don't miss out as offerings like this don't come around very often. Comfortably sized homes with views are a commodity. Make this your home before someone else makes it theirs.

867 Shamokin Springs Trl, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

740 Laurelwood Condos, Wintergreen
$274,000
2 Beds ⋅ 2 Baths ⋅ 679076 MLS
Turnkey, Fully finished, and just a short walk to ski slopes, Wintergreen Market, & ski lodge, beautifully updated 2-BR, 2-BA condo is ready to enjoy! Thoughtfully, renovated throughout, it features, new LVP flooring, new windows, new interior, and exterior doors, new carrier HVAC (2024), and more. The stylish kitchen offers freshly painted white cabinetry, granite countertops, new backsplash, & brand-new appliances, including refrigerator, oven, microwave, microwave & dryer. Updated, lighting, mirrors, & faucets add a fresh, modern touch throughout. Designed for convenience, this smart home includes remote control of HVAC, hot water heater, water supply, and primary bath heater, and keyless entry for easy access. After a day on the slopes or trails unwind by the cozy wood-burning fireplace or relax on your private deck overlooking Laurelwood's exclusive outdoor pool - the only private condo pool at Wintergreen. Most furnishings brand new, this exceptional condo is truly move-in ready.

740 Laurelwood Condos, Wintergreen

Listing courtesy of CENTURY 21 ALL-SERVICE. Contact:

24 Pedlars Pt, Wintergreen
$885,000
4 Beds ⋅ 3 Baths ⋅ 678844 MLS
A wonderfully maintained home with nice mountain views and lots of space to expand. They have incorporated the home sites on either side and with WPOA's permission can be sold off. There is an invisible fence around the center of the property. All the baths and the kitchen have been upgraded within the last couple of tears.

24 Pedlars Pt, Wintergreen

Listing courtesy of THOMPSON REAL ESTATE COMPANY. Contact:

2084 Stone Rdg, Wintergreen
$249,975
2 Beds ⋅ 2 Baths ⋅ 674199 MLS
Just Wow! Coveted top floor end, 2 bedroom, 2 bath. This home has convenient ingress/egress with no steps from the parking area to the building and only 1/2 flight of stairs to the front door! Location rules as you are just steps away from the Devils Knob Country Club, Wintergarden Spa and Fire and Frost restaurant. Resort Amenities, Food and Drink and cool spring/summer breezes await. Relax on the Deck overlooking the Golf, Tennis and Pickleball Club with a sneak peek across the Shenandoah Valley to the Virginia Highlands. New flooring and paint throughout complement one of the newer condo buildings. Furnish to your tastes and prepare to experience the lifestyle that Wintergreen and Nelson County have to offer. Act now! Make this your home before someone else makes it theirs. Stone Ridge condo dues are $1,575 per quarter and WPOA is $2,279 annually for 2026.

2084 Stone Rdg, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

no property photo
$189,000
1 Beds ⋅ 1 Baths ⋅ 652178 MLS
This charming 1 bedroom/1bath mountain condo has enjoyed recent updates throughout and is tastefully furnished. All appliances 1 year old! Granite countertop, stainless steel appliances, No worries on soiling the floors, as this unit has Ceramic Tile thru out for protection from heavy traffic of snow/hiking/pool activities, with exception of bedroom flooring being LVP. All ready for vacation fun and on top of all those bonuses, has enjoyed rental income of 2022(Jun1-Dec31) - $15637.85, and 2023- $23637.35. 2024 to date...$4042. Would also make an excellent vacation home. Amazing location near the Convenience Store, walk to Mountain Inn for all activities, snow sports, holiday events, restaurants, 4th of July/New Years Eve Fireworks...and hiking path directly behind condo that leads to Appalachian Trail. No more searching for parking spaces, and Pool right across the way from your new condo for summer fun! Dont miss out on viewing this unit!,Fireplace in Living Room

712 Laurelwood Condos, Wintergreen

Listing courtesy of LONG & FOSTER - CHARLOTTESVILLE. Contact:

no property photo
$799,000
3 Beds ⋅ 3 Baths ⋅ 652163 MLS
Unique ski chalet in Wintergreen Resort is less than a mile from the main ski lodge. Newly finished, detached heated and cooled garage/ game room complete with Brunswick pool table (w/ ping pong option), 50" Smart TV, sofa, recliner, air hockey, and game table and chairs. Gorgeous 2-story stone gas fireplace in the great room with unique vine chandeliers is the centerpiece of the home giving it that cozy rustic mountain feel. Enjoy cooking meals together in the chef's kitchen with gas oven and cooktop, farmhouse sink, stainless and soapstone countertops, and a large butcher block island with seating for four. The home is currently enjoyed as a 2nd home, but is also offered turn key as a vacation rental that sleeps up to 14 guests, complete with quality bed linens and towels. Layout is perfect for 2-3 families to gather for that unforgettable vacation. Three very spacious bedroom suites, each with a full bathroom, plus a large loft bedroom with daybed-trundle, and table with unique boat oar chairs. Romantic spacious upstairs master bedroom. Two queen beds in the main level bedroom with adjacent bathroom featuring a gorgeous tiled walk-in shower. A must see!,Soapstone Counter,Stainless Steel Counter,Wood Cabinets,Fireplace in Living Room

52 Pedlars End, Wintergreen

Listing courtesy of FOUR SEASONS REALTY 1 LLC - NELSON. Contact:

2025 Stone Rdg, Wintergreen
$265,000
3 Beds ⋅ 3 Baths ⋅ 657791 MLS
This ground floor 3-bedroom condo is in the center of three major Wintergreen amenities, and an easy walk to The Spa, Devils Knob Clubhouse, and Fire & Frost! EV charging station is right outside as well! Imagine being able to easily dash down to both golf and tennis, as well as up to the aquatic's center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the best places to dine in the area, just steps away from the condo. Not only is the location perfect to walk to many amenities, The condo has two King bedrooms with ensuite bathrooms, and a ground level walk out with an extensive patio. The patio and grassy area are perfect for an extended outdoor living space for the whole family, pets included. This property has been updated with a new LG range with double oven, convection microwave over the range, a new Delta faucet, new gas logs in the fireplace, and new dehumidifier. Its location and access made this Stone Ridge property a five-star Airbnb. It awaits the personal TLC of its next owner. Come check out this mountain haven, where the temperatures are some of the coolest in the summer. Square footage is approximate; agents and buyers should rely upon their own resources for an exact sq. footage.

2025 Stone Rdg, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact: