Dima Holmes

Discover this charming ski-front chalet perfectly positioned at the very start of the Tyro slope—one of Wintergreen’s most desirable and dependable ski locations. Unlike homes farther down Tyro, this spot benefits from immediate access to Eagles Swoop, which opens early each season. Enjoy true ski-in/ski-out convenience: relax by the gas-log stone fireplace and watch skiers glide past, or wave to

This exceptional homesite at Wintergreen offers rare, unobstructed year-round views of the Rockfish Valley, the Blue Ridge Mountains, and breathtaking sunrises. With an eastern orientation and a backdrop of hundreds of acres of protected open space, the setting is remarkably private, peaceful, and serene. Located near the end of a quiet street lined with high-end homes, this property provides the

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

Enjoy beautiful mountain, sunset, and Shenandoah Valley views from this spacious five-bedroom, four-and-a-half-bath townhouse at Wintergreen Resort. The views stretch nearly 180 degrees and become even more dramatic from early November through early May when the leaves are off the trees. The open-concept kitchen, dining, and living area is perfect for entertaining and relaxation, featuring a

Spacious and well-shaped mountain lot located just a short drive from Wintergreen’s golf course, tennis courts, fine dining, and the Spa. The gentle, nearly flat terrain makes this an ideal and cost-effective homesite, offering an easier build than most lots on the mountain. There’s ample space to accommodate a garage—something that's often hard to find at Wintergreen due to the steep slopes and

What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

Cozy, beautifully renovated 2-bedroom condo located directly on Eagles Swoop Ski Slope — the first slope to open each season, the last to close, and the only one offering night skiing at Wintergreen. This ground-floor, end-unit condo provides true ski-in/ski-out access. You can literally ski right off your patio and return directly back into the condo from the slope — an unbeatable location for

A nature lover’s dream, this exceptional 0.42-acre lot offers unparalleled access to the Upper Shamokin Gorge and Upper Shamokin Falls trails—hiking is literally in your backyard! While the property provides quick and easy trail access, it is set back enough to ensure privacy from foot traffic. The nearby Shamokin Springs can be seen from the homesite, and their soothing sounds create a tranquil