Dima Holmes

Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the

Nice, gently sloping homesite located at a short walk to the ski slopes and offering mountain views six months of the year. The property borders hundreds of acres of open space on the back for nice privacy. Step away from the back porch, and with a short walk through the woods, you can access one of Wintergreen's official hiking trails. Several other hiking trails are located within a short walk

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

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

Completely renovated and move-in ready townhouse at Wintergreen Resort with a modern interior and a highly desirable central location. Hardwood floors throughout and fresh interior paint were completed in 2025, creating a bright, updated feel. Major upgrades between 2018–2020 include replacement of select windows, a fully conditioned crawlspace, a high-efficiency Trane HVAC system with remote