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Experience true ski-in/ski-out living at Wintergreen Resort! This 3-bedroom, 2-bath mountain home is ideally positioned directly on Lower Tyro, allowing you to step outside and hit the slopes. You’re also just a short two-house walk from Tequila, providing convenient access to night skiing. Designed for mountain living, the home features a dedicated mudroom at the entrance—the perfect place to drop skis, boots, jackets, and outdoor gear while keeping everything protected from the elements and out of the main living areas. The location is what truly sets this property apart. Enjoy year-round mountain views and a front-row seat to the action during ski season, when you can relax at home and watch skiers make their way down the slopes. True ski-in/ski-out homes in locations like this do not come to market often. Whether you're looking for a personal mountain retreat, a family getaway, or a property with exceptional slope-side appeal, this is an opportunity you'll want to see quickly. Lower Tyro. Night skiing just steps away. Year-round views. True ski-in/ski-out. Don't wait—opportunities like this at Wintergreen are hard to find.

3 Beds ⋅ 2 Baths ⋅ VANL2000734 MLS

Experience true ski-in/ski-out living at Wintergreen Resort! This 3-bedroom, 2-bath mountain home is ideally positioned directly on Lower Tyro, allowing you to step outside and hit the slopes. You’re also just a short two-house walk from Tequila, providing convenient access to night skiing. Designed for mountain living, the home features a dedicated mudroom at the entrance—the perfect place to drop skis, boots, jackets, and outdoor gear while keeping everything protected from the elements and out of the main living areas. The location is what truly sets this property apart. Enjoy year-round mountain views and a front-row seat to the action during ski season, when you can relax at home and watch skiers make their way down the slopes. True ski-in/ski-out homes in locations like this do not come to market often. Whether you're looking for a personal mountain retreat, a family getaway, or a property with exceptional slope-side appeal, this is an opportunity you'll want to see quickly. Lower Tyro. Night skiing just steps away. Year-round views. True ski-in/ski-out. Don't wait—opportunities like this at Wintergreen are hard to find.

142 Squirrel Tree Ln, Roseland

Listing courtesy of Real Broker, LLC. Contact:

$450,000

A good value for a rustic & attractive home in Wintergreen. It is fully furnished and move in ready. It has not been a rental. It is private and has seasonal views in Laurel Springs.

3 Beds ⋅ 3 Baths ⋅ 681841 MLS

A good value for a rustic & attractive home in Wintergreen. It is fully furnished and move in ready. It has not been a rental. It is private and has seasonal views in Laurel Springs.

44 Lady Slipper Ln, Roseland

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$219,000

Experience mountain living in this beautifully cozy 2 bedroom condo, perfectly situated in Wintergreen Resort. Whether you are searching for a personal retreat, a full time residence, or a proven income-producing investment, this property checks all the boxes. Recent updates include vinyl plank flooring, new microwave, fresh paint, bathroom lighting and decor creating a fresh relaxed space to unwind by the fireplace after a day on the slopes. The convenience of a full size washer and dryer. Step onto the private deck to enjoy peaceful moments and fresh crisp mountain air after a walk on the many trails and outdoor activities. Come experience the Blue Ridge lifestyle- where every season offers a reason to escape.

2 Beds ⋅ 2 Baths ⋅ VANL2000706 MLS

Experience mountain living in this beautifully cozy 2 bedroom condo, perfectly situated in Wintergreen Resort. Whether you are searching for a personal retreat, a full time residence, or a proven income-producing investment, this property checks all the boxes. Recent updates include vinyl plank flooring, new microwave, fresh paint, bathroom lighting and decor creating a fresh relaxed space to unwind by the fireplace after a day on the slopes. The convenience of a full size washer and dryer. Step onto the private deck to enjoy peaceful moments and fresh crisp mountain air after a walk on the many trails and outdoor activities. Come experience the Blue Ridge lifestyle- where every season offers a reason to escape.

2244 Tanners Rdg, Roseland

Listing courtesy of Coldwell Banker Premier. Contact:

$589,000

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 level with 3 bedrooms, and an additional 2 bedrooms on the lower level with game room and media area

5 Beds ⋅ 3 Baths ⋅ 677998 MLS

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 level with 3 bedrooms, and an additional 2 bedrooms on the lower level with game room and media area

17 Pine Siskin Ln, Roseland

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$699,000

1901 meets 2026 at this charming, historic Roseland farmhouse set on over 9 acres. Sitting high above Hat Creek, listen to the sounds of the stream, and access a tributary of the creek at the north side of the property. With a lower and upper pasture, this is a dynamic piece of property for those who simply want privacy, opportunity to farm, or the versatility of having additional building sites. Ask for the full improvements list which includes new plumbing, windows, appliances, electrical components, three new gorgeous bathrooms, and a well-outfitted kitchen. There are two bonus spaces—on the main level, one can be a fantastic study/office, reading nook, or kids space. The other on the upper level has a room ready to be personalized for a large walk-in closet, a baby room, or office. Having five porches/patios, there is no lack of opportunity to enjoy the fresh air at each time of day and in any weather. With all of the enchanting quirks of an old Virginia farmhouse and the modern appeal with its current aesthetic, you'll find that this wonderful piece of Nelson County history is ready to be enjoyed with a long list of versatile uses of this gorgeous country home.

3 Beds ⋅ 3 Baths ⋅ 676371 MLS

1901 meets 2026 at this charming, historic Roseland farmhouse set on over 9 acres. Sitting high above Hat Creek, listen to the sounds of the stream, and access a tributary of the creek at the north side of the property. With a lower and upper pasture, this is a dynamic piece of property for those who simply want privacy, opportunity to farm, or the versatility of having additional building sites. Ask for the full improvements list which includes new plumbing, windows, appliances, electrical components, three new gorgeous bathrooms, and a well-outfitted kitchen. There are two bonus spaces—on the main level, one can be a fantastic study/office, reading nook, or kids space. The other on the upper level has a room ready to be personalized for a large walk-in closet, a baby room, or office. Having five porches/patios, there is no lack of opportunity to enjoy the fresh air at each time of day and in any weather. With all of the enchanting quirks of an old Virginia farmhouse and the modern appeal with its current aesthetic, you'll find that this wonderful piece of Nelson County history is ready to be enjoyed with a long list of versatile uses of this gorgeous country home.

189 Old Roseland Rd, Roseland

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$625,000

A newly paved driveway leads you home to this 8 acre mountain escape in a peaceful, private neighborhood right off Nelson 151 and close to Wintergreen. Sited on a knoll overlooking a hardwood forest, this sprawling 4BR/4BA home with 2-car garage and full basement enjoys seasonal mountain views that open up with the fall colors, hinting at the year-round views further thinning could bring. Inside, hardwood flooring and classic wainscoting and trim add warmth throughout. The primary bedroom and bathroom are on the first floor, near a study/home office. Also on the first floor: living room, family room with fireplace, dining room near the kitchen, and a large sunroom that opens onto the expansive deck. Upstairs are 3 bedrooms and 2 full bathrooms. The large basement has its own walkout, plus a full bathroom and bonus room, ready to finish. Stream and telework with Firefly Fiber Internet. A whole house generator keeps the power on during storms. Roof was replaced in 2021. 3 minutes to Rt. 151, 10 minutes to the Wintergreen Resort entrance, less than 20 minutes to US 29, and a quick 45 minutes to Charlottesville. Priced below county assessment. Virtual renderings in photo gallery are for illustration purposes only.

4 Beds ⋅ 4 Baths ⋅ 675913 MLS

A newly paved driveway leads you home to this 8 acre mountain escape in a peaceful, private neighborhood right off Nelson 151 and close to Wintergreen. Sited on a knoll overlooking a hardwood forest, this sprawling 4BR/4BA home with 2-car garage and full basement enjoys seasonal mountain views that open up with the fall colors, hinting at the year-round views further thinning could bring. Inside, hardwood flooring and classic wainscoting and trim add warmth throughout. The primary bedroom and bathroom are on the first floor, near a study/home office. Also on the first floor: living room, family room with fireplace, dining room near the kitchen, and a large sunroom that opens onto the expansive deck. Upstairs are 3 bedrooms and 2 full bathrooms. The large basement has its own walkout, plus a full bathroom and bonus room, ready to finish. Stream and telework with Firefly Fiber Internet. A whole house generator keeps the power on during storms. Roof was replaced in 2021. 3 minutes to Rt. 151, 10 minutes to the Wintergreen Resort entrance, less than 20 minutes to US 29, and a quick 45 minutes to Charlottesville. Priced below county assessment. Virtual renderings in photo gallery are for illustration purposes only.

472 Horseshoe Mountain Rd, Roseland

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$599,900

101 acres of mostly wooded mountain land in Western Nelson County. Private 2 story 1900s farm house that has been carefully outfitted to feel original yet updated. Listen to the sounds of nature from 2 covered porches offering morning sunrises or evening sunsets. The property has walking/hunting trails throughout and has not been cut since the 1990's. Close to Crabtree Falls, Appalachian Trail, Wintergreen Resort and numerous sipping and eating venues. Convenient to Lynchburg, Charlottesville, Lexington. Beauty and wildlife abounds! Metal roof 2025, HVAC 2016.

2 Beds ⋅ 2 Baths ⋅ 670774 MLS

101 acres of mostly wooded mountain land in Western Nelson County. Private 2 story 1900s farm house that has been carefully outfitted to feel original yet updated. Listen to the sounds of nature from 2 covered porches offering morning sunrises or evening sunsets. The property has walking/hunting trails throughout and has not been cut since the 1990's. Close to Crabtree Falls, Appalachian Trail, Wintergreen Resort and numerous sipping and eating venues. Convenient to Lynchburg, Charlottesville, Lexington. Beauty and wildlife abounds! Metal roof 2025, HVAC 2016.

2728 E Branch Loop, Roseland

Listing courtesy of MONTAGUE, MILLER & CO. - AMHERST. Contact:

$435,000

Some of the best views at Wintergreen can be enjoyed from this newly renovated Ledges Condominium. There are cathedral ceilings and large windows at the dining area to allow light and additional views throughout. The condominium is located on the top two floors of the first Ledges building and, as the end unit, has great privacy. Not only has it been renovated but the floor plan has been modified to create 3 separate sleeping areas. The new deck has been designed to maximize view. The views are of the ski area and Black Rock Mountain in the foreground, across the gorge to Crawford's Knob and into the Rockfish Valley and beyond. A floor plan showing the modifications is available on request.

2 Beds ⋅ 2 Baths ⋅ 652679 MLS

Some of the best views at Wintergreen can be enjoyed from this newly renovated Ledges Condominium. There are cathedral ceilings and large windows at the dining area to allow light and additional views throughout. The condominium is located on the top two floors of the first Ledges building and, as the end unit, has great privacy. Not only has it been renovated but the floor plan has been modified to create 3 separate sleeping areas. The new deck has been designed to maximize view. The views are of the ski area and Black Rock Mountain in the foreground, across the gorge to Crawford's Knob and into the Rockfish Valley and beyond. A floor plan showing the modifications is available on request.

1466 Ledges Condos Unit 1466, Roseland

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

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