Labor Day weekend marks the official end of summer on the mountain, and there is so much to see and do. On Saturday, join the team from WRE at Wintergreen Resort’s seventh annual Summer’s End Cabin Jam. Bid farewell to summer and pack in as much summertime fun as you can – we’ll have an information table and would love to meet you there. Enjoy festivities including great food, beer, kettle corn, live music, chairlift rides to scenic Checkerberry Cabin, and more!
Complimentary for Wintergreen members and 2026-27 season pass holders when valid passes are presented or proof of purchase. Click here to learn more and reserve your tickets.
On Sunday and Monday, stop by the office at 3079 Rockfish Valley Hwy, or visit one of our three open homes. There are quite a few wonderful properties available right now, with an option for just about everyone.
17 Ivy Glen Lane
Wintergreen, VA 22957
4 BD, 4 BTH
$475,000
Open House: Sunday, September 6, 2026
1:00 to 3:00 PM
Get directions to 17 Ivy Glen Lane
Beautiful 4-bedroom, 3.5-bath mountain retreat located in the highly desirable Westwood section of Wintergreen Resort. Exceptional privacy, with no units above or below. Offered fully furnished & turnkey, the home includes extensive updates and improvements plus furniture, appliances, kitchenware, electronics, & a big-screen TV. Ideal for immediate personal enjoyment or continued short-term rental use; the strong Airbnb rental history offers excellent investment potential. Conveniently located near the golf course, Wintergarden Spa, hiking trails, skiing, tennis, & the Nature Foundation, this property provides year-round access to the best of resort living.
867 Shamokin Springs Trail
Wintergreen, VA 22957
3 BD, 4 BTH
$689,975
Open House: Sunday, September 6, 2026
11:00 AM to 1:00 PM
Get directions to 867 Shamokin Springs Trail
Welcome to a true mountain home with a stone fireplace, exposed beams, vaulted ceilings, and fabulous outdoor spaces across three levels. The primary suite is a private sanctuary on the top floor, including the renovated master bathroom. The updated kitchen features quartz countertops and newer appliances, which complement the spacious great room with cathedral wood ceilings and skylights. Privacy abounds on the oversized 0.6-acre lot, close to the Chestnut Springs Pool and the Devils Knob Country Club area. Comfortably sized homes with views like this are a commodity – don’t miss it.
377 Devils Knob Loop
Wintergreen, VA 22957
3 BD, 3 BTH
$645,000
Open House: Monday, September 7, 2026
11:00 AM to 1:30 PM
Get directions to 377 Devils Knob Loop
Custom-built, 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 offers the perfect combination of craftsmanship, comfort, & mountain charm. Multiple exterior decks create inviting outdoor living spaces surrounded by mature landscaping, walking trails, & beautiful stone accents. Unwind in the private sauna, rinse off in the exterior shower after a day on the trails or slopes, or take advantage of the existing plumbing for a future hot tub. A dedicated workshop off the rear deck provides valuable space for hobbies, outdoor gear, or projects. New kitchen appliances in 2024, plus a new roof in 2025. Ask about flooring allowance and home warranty!
