Wintergreen, VA Houses for Sale

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

Dima Holmes PEAK REALTY VIRGINIA, LLC

Quench your thirst for the Wintergreen Lifestyle at the "Thirsty Bear". Five bedrooms and 4 baths with stunning views over Laurel Springs Ridge towards the Shenandoah Valley. Privacy abounds at the end of the cul de sac and spend the lazy days of summer at the Chestnut Springs pool which is just steps away. Or on those chilly mornings take a soak in the hot tub. Find efficiency features such as 2

Robert Craig WINTERGREEN REALTY, LLC

Huge price drop!! It's time to move!! Peaceful, private property in beautiful Wintergreen Resort! Fabulous opportunity for your own 3 bedroom, 3 FULL bath retreat including a 2 car attached garage with additional ample parking in the large drive! Enjoy the fantastic foliage from the sunroom while sipping your morning coffee. From the floor to ceiling cathedral windows, it feels like you're

ON POINT PROPERT TEAM EPIQUE REALTY

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

STEVE MARIANELLA WINTERGREEN REALTY, LLC

A striking golf-front home where thoughtful design, beautiful views & effortless mountain living come together. This impeccably maintained 3,648 sq ft residence enjoys a rare setting overlooking both the 10th green & 11th tee/fairway. A dramatic A-frame wall of glass fills the open great room with natural light & frames the golf views beyond. Designed for easy main-level living with step-free

Dima Holmes PEAK REALTY VIRGINIA, LLC

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

Dima Holmes PEAK REALTY VIRGINIA, LLC

Welcome to your mountain escape in the heart of Wintergreen Resort! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and four-season adventure. Offered turnkey with a solid rental history. Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers mountain living at its best. Highlights include

Wayne Flood PEAK REALTY VIRGINIA, LLC

This charming mountain house is back on market due to buyers remorse. It has been a successful rental and family vacation spot for the current owners, averaging $30K gross annually. This home features only two steps to enter, Brazilian soap stone counter tops in the kitchen and Travertine stone floors throughout, vaulted ceilings, wood burning FP, and natural wood accents. Spacious layout w/ 5

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Nestled in the heart of Wintergreen Resort, this beautifully maintained two-story home offers the perfect blend of mountain living, comfort, and convenience. Situated on a rare, level lot, the property backs directly to the renowned Devil's Knob Golf Course, providing peaceful fairway views and a picturesque setting year-round. Inside, you'll find spacious living areas designed for relaxing after

Jimmy Snyder Real Broker, LLC

Welcome home to this spacious 5 bedroom home with gracious front porch, sparkling hardwood floors, high ceiling providing great natural light, elevated back deck for grilling and enjoying the peace and quiet of this mountain setting. Kitchen with granite counters, custom hickory cabinets, and stainless appliances. Close to the Devil's Grill, Devil's Knob Golf and Tennis and Wintergarden Spa. Main

BETTY GREEN WINTERGREEN REALTY, LLC

Bring ALL offers! Being sold furnished, personal belongings and toiletries do not convey . Too many upgrades, features to list! Review list in documents. Welcome to your dream mountain getaway or easy-living primary residence on the highly desirable Catoctin Drive. Crafted by RM Gantt, one of the mountain’s most reputable builders, this home perfectly balances rustic charm, modern luxury, and

Jill Vlasic RE/MAX Gateway

Beautifully positioned along the 6th hole of Devils Knob Golf Course, this spacious 5-bedroom, 4-bath home offers the perfect blend of privacy, comfort, and year-round enjoyment. Located on a quiet cul-de-sac with easy access to golf, hiking, skiing, tennis, dining, and all that Wintergreen has to offer, it's equally well suited as a primary residence, vacation home, or investment property. The

LISA FLOOD PEAK REALTY VIRGINIA, LLC

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.

RANDY THOMPSON THOMPSON REAL ESTATE COMPANY

There is truly nothing else like this at Wintergreen—an authentic circa 1801 log cabin, originally built in Madison County and reconstructed in 2000 by renowned builder Lewis Ramsey and his son, Luke. Featured in Historic Preservation Magazine for his craftsmanship, Ramsey used hand-hewn chestnut, poplar, and oak logs that reflect early Virginia building traditions. The kitchen, a historic

Dima Holmes PEAK REALTY VIRGINIA, LLC

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

Dima Holmes PEAK REALTY VIRGINIA, LLC

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

Robert Craig WINTERGREEN REALTY, LLC

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

LISA FLOOD PEAK REALTY VIRGINIA, LLC