Wintergreen Real Estate

Wintergreen Real Estate

Welcome to Wintergreen, Virginia – a hidden gem nestled in the heart of Nelson County. This picturesque mountain community is renowned for its breathtaking views, pristine natural landscapes, and vibrant year-round activities. With the Blue Ridge Mountains as your backdrop, Wintergreen offers a unique blend of outdoor adventure and serene living, making it an ideal destination for both families and retirees.

Wintergreen is not just a place, but a lifestyle. The area boasts an impressive array of amenities, including world-class skiing and snowboarding in the winter months, and hiking, mountain biking, and golfing during the warmer seasons. The Wintergreen Resort provides a plethora of recreational options, from its scenic golf courses to its luxurious spa services, ensuring that residents and visitors alike can unwind and indulge in the beauty of the outdoors.

The community is also rich in culture, with local festivals, art galleries, and charming shops that reflect the area’s heritage. Residents enjoy a close-knit atmosphere, where neighbors become friends and the beauty of nature is just a step away from home.

With its stunning landscapes, vibrant community spirit, and a wealth of activities, Wintergreen, VA is not just a place to live; it’s a lifestyle choice. Whether you’re looking to buy a cozy mountain cabin or a luxurious retreat, Wintergreen offers a variety of real estate options to suit your needs. Discover the charm of Wintergreen and make it your home today!

Newest Listings in 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:

$275,000
2 Beds ⋅ 2 Baths ⋅ 681516 MLS
Escape to the top of Wintergreen and enjoy the mountain lifestyle from this beautifully maintained, fully furnished 2BR/2BA Stone Ridge condo. Large windows fill the living space with natural light, while the striking stone gas fireplace creates a warm, inviting focal point. Step onto the private deck and take in peaceful golf-course views with glimpses of the surrounding mountains. The functional layout offers a beautiful kitchen with granite countertops, wood cabinetry and stainless steel appliances, an open dining and living area, a primary suite, second full bath and in-unit laundry. Ideally located near the top of the mountain, enjoy easy access to skiing, golf, pools, trails, dining, Devil's Knob Golf & Tennis, the Nature Foundation and WinterGarden Aquatics & Fitness Center. Fiber internet, private ski storage and strong rental history make this an equally compelling mountain retreat or investment opportunity. Sold turnkey and fully furnished.

2072 Stone Rdg, Wintergreen

Listing courtesy of LONG & FOSTER - CHARLOTTESVILLE. Contact:

$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:

$429,000
2 Beds ⋅ 2 Baths ⋅ 681302 MLS
OPEN HOUSE Saturday 9/5 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. Contact:

$1,500,000
3 Beds ⋅ 3 Baths ⋅ 681301 MLS
OPEN HOUSE Saturday 9/5 12:00-2:00 A rare opportunity at Wintergreen Resort to own 28 private acres with a stunning mountain home overlooking a 2-acre spring-fed lake. Surrounded by hardwoods and open meadows, the property features private hiking and riding trails, a stocked lake for fishing, swimming and kayaking, and beautiful outdoor living spaces.The custom home offers a spacious great room with cathedral ceilings, exposed beams, heart-pine floors, stone fireplace, wood stove, and a gourmet kitchen with custom cabinetry and granite countertops. A large screened porch overlooks the lake, while the luxurious primary suite features a stone fireplace and exceptional spa-like bath. An office provides potential for a fourth bedroom. Privacy, natural beauty, and sophisticated mountain living at its finest.

85 Fortunes Pt, Wintergreen

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

$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 Condos Ct, Wintergreen

Listing courtesy of RE/MAX Gateway. Contact: (703) 652-5777
$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:

$45,000
679180 MLS
This property is to the right of the 3rd tee of the Devils Knob Golf Course and at the end of a quiet, almost completely developed street. The property will have a golf view and has the potential for a spectacular view into the Shenandoah Valley. Year round golf views, private and close to Devils Knob facilities.

112 Fairway Oaks Ln, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$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:

$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:

$289,000
1 Beds ⋅ 2 Baths ⋅ 678691 MLS
Wake up to breathtaking panoramic mountain views and watch the sunrise paint the horizon from the comfort of your bedroom in this beautifully maintained Wintergreen condominium. Currently enrolled in the Wintergreen Rental Program, the property grossed approximately $24,000 in 2025 while still allowing the owners ample time to enjoy it as their personal mountain retreat. Both full bathrooms have been thoughtfully renovated, blending modern comfort with mountain charm. Offered fully furnished, this turnkey condo is ready for immediate enjoyment—whether as a primary residence, vacation getaway, or investment opportunity. Experience the best of mountain living with easy access to Wintergreen's year-round amenities, including skiing, golf, hiking, tennis, and dining, while also enjoying the renowned wineries, breweries, and outdoor adventures that make Nelson County such a sought-after destination.

1587 Vistas Condos, Wintergreen

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

$459,975
2 Beds ⋅ 2 Baths ⋅ 678390 MLS
Stunning views, Stunning location and Stunning renovations. Don't miss out on this updated home located on the "Ridge." New floors, fresh paint and a new water heater make this home move-in ready now. Spacious and bright along with 2 decks that bring the outdoors in. Just steps to the superb amenities of golf, tennis and pickleball at the Devils Knob Club. Catch a workout at the Wintergarden Spa or a bite to eat at Devils Grill or Fire and Frost. Gaze over the ski resort and prepare to be mesmerized by the panoramic expanse of the mountains, valleys and Lake Monocan below. Convenient ingress/egress with only 1/2 flight of stairs up from the parking lot. Successful platinum rated rental can add a little play money to the coffers if str is your game. Spacious and well-appointed to be a primary residence or second home sanctuary. WPOA fees are $2,279 annually and Overlook Condo fees are $1,813 per quarter. Make this your dream home before someone else makes it theirs.

1641 Overlook Condos, Wintergreen

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Start Your Search