$499,975 One of a kind! Step into the Big Chill on the Hill! Step out to breathtaking panoramic views from the oversized wrap-around deck that expands the outdoor space like no other. You will be mesmerized by the views to Charlottesville, the Rockfish Valley, Lake Monocan in Stoney Creek, across the Piedmont and over the mountain ridges and the Resort. Fantastic location with just steps to the pickleball courts and the Devils Knob Country Club amenities. A fully renovated home featuring a stunning farmhouse retro kitchen, spa like baths and comfortable great room define the space. Reclaimed wood accents, hickory hardwoods and slate tile are the finishing touches that makes this home a step above. Easy ingress/egress with only a half flight of stairs to the front door. Move right in to enjoy the Wintergreen Lifestyle. Make this your home before someone else makes it theirs. Condo dues are $1,813 per quarter and WPOA is $2,279 annually for 2026. 2 Beds ⋅ 2 Baths ⋅ 681400 MLS One of a kind! Step into the Big Chill on the Hill! Step out to breathtaking panoramic views from the oversized wrap-around deck that expands the outdoor space like no other. You will be mesmerized by the views to Charlottesville, the Rockfish Valley, Lake Monocan in Stoney Creek, across the Piedmont and over the mountain ridges and the Resort. Fantastic location with just steps to the pickleball courts and the Devils Knob Country Club amenities. A fully renovated home featuring a stunning farmhouse retro kitchen, spa like baths and comfortable great room define the space. Reclaimed wood accents, hickory hardwoods and slate tile are the finishing touches that makes this home a step above. Easy ingress/egress with only a half flight of stairs to the front door. Move right in to enjoy the Wintergreen Lifestyle. Make this your home before someone else makes it theirs. Condo dues are $1,813 per quarter and WPOA is $2,279 annually for 2026. 1623 Overlook, Wintergreen
$459,975 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. 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
$289,000 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. 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
$275,000 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. 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
$218,000 Charming slope-side condo featuring stunning slope and valley views with true ski-in/ski-out access. Ideally located in the heart of Center Village, just steps from restaurants, shops, and all the resort amenities. Thoughtful updates over the years include granite countertops, stainless steel appliances, washer and dryer, patio slider, and a beautiful stone fireplace hearth—plus a new HVAC system installed in 2023. A wonderful blend of location, comfort, and efficient design makes this condo perfect for mountain getaways or rental investment. Conveys fully furnished and ready to enjoy. Vacant and easy to show. 1 Beds ⋅ 1 Baths ⋅ 677733 MLS Charming slope-side condo featuring stunning slope and valley views with true ski-in/ski-out access. Ideally located in the heart of Center Village, just steps from restaurants, shops, and all the resort amenities. Thoughtful updates over the years include granite countertops, stainless steel appliances, washer and dryer, patio slider, and a beautiful stone fireplace hearth—plus a new HVAC system installed in 2023. A wonderful blend of location, comfort, and efficient design makes this condo perfect for mountain getaways or rental investment. Conveys fully furnished and ready to enjoy. Vacant and easy to show. 905 Diamond Hill Condos, Wintergreen
$149,500 This is a ground-floor one-bedroom with two baths and a nice sleep sofa in the living room for additional family. It is located on the 18th fairway of the Devils Knob Golf Course and is a short walk to the spa, pools, exercise facilities, as well as tennis, golf, and the Devils Grill restaurant. It is a great location and is being sold furnished. 1 Beds ⋅ 2 Baths ⋅ 667941 MLS This is a ground-floor one-bedroom with two baths and a nice sleep sofa in the living room for additional family. It is located on the 18th fairway of the Devils Knob Golf Course and is a short walk to the spa, pools, exercise facilities, as well as tennis, golf, and the Devils Grill restaurant. It is a great location and is being sold furnished. 2031 Stone Rdg, Wintergreen