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| Address | Bed / Bath | Listing Price |
|---|---|---|
21 TYRO LN
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-i
Living Area:
1893 Sqft.
|
3
Beds,
3
Baths
|
$735,000 |
21 TYRO LN
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 s
Living Area:
1893 Sqft.
|
3
Beds,
3
Baths
|
$735,000 |
1933 HIGH RIDGE PLACE
Welcome to 1933 High Ridge Place, a beautifully updated 2-bedroom, 2-bathroom condo perched atop Wintergreen Resort with truly breathtaking, year-round mountain views. Whether you’re looking for a weekend getaway, an income-producing vacation rental, or a low-maintenance home in the Blue Ridge Mou
Living Area:
1136 Sqft.
|
2
Beds,
2
Baths
|
$429,000 |
1933 HIGH RIDGE PL
Welcome to 1933 High Ridge Place, a beautifully updated 2-bedroom, 2-bathroom condo perched atop Wintergreen Resort with truly breathtaking, year-round mountain views. Whether you're looking for a weekend getaway, an income-producing vacation rental, or a low-maintenance home in the Blue Ridge Mount
Living Area:
1136 Sqft.
|
2
Beds,
2
Baths
|
$429,000 |
29 TRILLIUM CLOSE A29
Spacious and well-located Trillium townhouse in Devils Knob Village! Space, affordability, and a prime Devils Knob Village location make this Trillium townhouse an excellent opportunity to enjoy the Wintergreen lifestyle. Featuring 4 bedrooms, 3.5 baths, and a 2-car garage, this home offers plenty o
Living Area:
2412 Sqft.
|
4
Beds,
4
Baths
|
$420,000 |
20 BUCKHORN LN
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, p
Living Area:
2367 Sqft.
|
4
Beds,
2
Baths
|
$609,000 |
20 BUCKHORN LN
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,
Living Area:
2367 Sqft.
|
4
Beds,
2
Baths
|
$609,000 |
15 SHENANDOAH RIDGE CT
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-co
Living Area:
1992 Sqft.
|
5
Beds,
5
Baths
|
$535,000 |
12 POWDERHORN LN
Instant Equity !! $44000 below assessed value. This Lovely corner lot home with great rock cropping's in the yard is like New, 4 bedroom 3 bath home with a 2 car garage is close to the AT- AppalachianTrail for hiking. The home has 3 levels: 1st floor primary bedroom and bath, living room with gas fi
Living Area:
2200 Sqft.
|
4
Beds,
3
Baths
|
$619,000 |
12 POWDERHORN LN
Instant Equity !! $44000 below assessed value. This Lovely corner lot home with great rock cropping's in the yard is like New, 4 bedroom 3 bath home with a 2 car garage is close to the AT- AppalachianTrail for hiking. The home has 3 levels: 1st floor primary bedroom and bath, living room with gas fi
Living Area:
2200 Sqft.
|
4
Beds,
3
Baths
|
$619,000 |
905 DIAMOND HILL
Come see this ground level slope side condo located on the Diamond Hill Ski Slope (Wintergreen Resort). This unit features a sliding door to patio that is literally on the mountain overlooking the Blue Ridge. This unit also features an open floor plan that has a bed, spacious living room, fireplace,
Living Area:
800 Sqft.
|
1
Bed,
1
Bath
|
$229,900 |
781 DEVILS KNOB LOOP
Peaceful, private property in beautiful Wintergreen Resort! Fabulous opportunity for your own 3 bedroom, 3 FULL bath retreat including a 2 car attached garage with additional ample parking in the large drive! Enjoy the fantastic foliage from the sunroom while sipping your morning coffee. From the f
Living Area:
2301 Sqft.
|
3
Beds,
3
Baths
|
$699,000 |
314 EAST CATOCTIN DR
Just wow! This is the trifecta! Location, Renovated and Privacy. Nestled amongst ferns and wildflowers with golf course frontage and standing hardwoods. Step into this mid-century modern home with volume ceilings, exposed beams and numerous windows that bring the outdoors in. Three bedrooms and two
Living Area:
1605 Sqft.
|
3
Beds,
2
Baths
|
$463,975 |
23 TRILLIUM CLOSE
Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood includ
Living Area:
2563 Sqft.
|
4
Beds,
4
Baths
|
$580,000 |
87 FIRTREE DR
This is a centrally located Wintergreen home with a strong rental history. The current owners have invested a substantial amount of money on interior upgrades with a major overhaul of the kitchen, almost all new windows/doors, new vapor barrier in the crawlspaces and a new roof. The open floorpla
Living Area:
2296 Sqft.
|
4
Beds,
3
Baths
|
$519,900 |
87 FIRTREE DR
This is a centrally located Wintergreen home with a strong rental history. The current owners have invested a substantial amount of money on interior upgrades with a major overhaul of the kitchen, almost all new windows/doors, new vapor barrier in the crawlspaces and a new roof. The open floorpla
Living Area:
2296 Sqft.
|
4
Beds,
3
Baths
|
$519,900 |
30 STONY COVE LN
Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac
Living Area:
2181 Sqft.
|
3
Beds,
3
Baths
|
$489,500 |
30 STONY COVE LN
Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac
Living Area:
2181 Sqft.
|
3
Beds,
3
Baths
|
$489,500 |
752 LAURELWOOD
This well-maintained one-bedroom condo is located in Laurelwood. It features a full kitchen, washer and dryer, and a fireplace. Since this unit has not been rented out, it is in excellent condition. It's just a short walk to the resort, ski slopes (no shuttle needed), the Wintergreen Market, and the
Living Area:
648 Sqft.
|
1
Bed,
1
Bath
|
$155,000 |
752 LAURELWOOD
This well-maintained one-bedroom condo is located in Laurelwood. It features a full kitchen, washer and dryer, and a fireplace. Since this unit has not been rented out, it is in excellent condition. It’s just a short walk to the resort, ski slopes (no shuttle needed), the Wintergreen Market, and t
Living Area:
648 Sqft.
|
1
Bed,
1
Bath
|
$155,000 |
145 FIRTREE DR
This is the opportunity you've been waiting for! If you've been dreaming of that perfect mountain getaway, now is the time to make your move. Welcome to Inglenook, a beautifully updated mountain cottage at Wintergreen offering seasonal mountain views, and just a short distance from the main villag
Living Area:
1972 Sqft.
|
3
Beds,
3
Baths
|
$434,000 |
145 FIRTREE DR
This is the opportunity you've been waiting for! If you've been dreaming of that perfect mountain getaway, now is the time to make your move. Welcome to Inglenook, a beautifully updated mountain cottage at Wintergreen offering seasonal mountain views, and just a short distance from the main villag
Living Area:
1972 Sqft.
|
3
Beds,
3
Baths
|
$434,000 |
102 DEVILS KNOB LOOP
BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful
Living Area:
2556 Sqft.
|
3
Beds,
3
Baths
|
$673,000 |
102 DEVILS KNOB LOOP
BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful
Living Area:
2556 Sqft.
|
3
Beds,
3
Baths
|
$673,000 |