Wintergreen Resort, VA Homes

/45
$375,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
1494 Spruce Creek Ln, Nellysford, VA 22958

Tucked into 17+ private acres of forest overlooking the Rockfish River Valley. Only accessible by 4WD/AWD, this special mountain property offers the kind of peace and space that’s getting harder to find. Two connected cabins create a warm and flexible retreat: the main cabin has been thoughtfully renovated for comfort, while the charming A-frame preserves its original character and awaits your

LISA FLOOD WINTERGREEN REALTY, LLC

1494 Spruce Creek Ln, Nellysford, VA 22958
/34
$429,000 Sold Dec 15, 2025

1933 High Ridge Place, Roseland, VA 22967
- 2 Beds
- 2 Baths
- 1,136 Sq Ft
- Built 1995
Last Sold Summary
- $378/SF
- 0 Days On Market
Current Estimated Value $438,284

Last Listing Agent James Bauslaugh ROCKWISE REALTY LLC

1933 High Ridge Place, Roseland, VA 22967

/15
Est $249,544 Not Listed For Sale

722 Laurelwood Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 936 Sq Ft
- Built 1978
722 Laurelwood Condos, Wintergreen Resort, VA 22967

Last Sold Summary
- $267/SF
- 13 Days On Market
Last Sold Price $250,000

Last Listing Agent Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

/40
$340,000
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
38 Firtree Dr, Wintergreen Resort, VA 22967

Investors, this one's for you! After a $180,000 renovation – new roof, windows, kitchen floors, decking and siding – this chalet is ready for your final touches. Drive up the paved driveway and admire the beautiful stonework along the walkway. As you enter through the finished basement you'll see two bedrooms and a full bathroom. The deck on this level is a great drop zone for ski gear. The next

Yvette Stafford MOUNTAIN AREA NEST REALTY

38 Firtree Dr, Wintergreen Resort, VA 22967
/56
$500,000 Sold Jan 16, 2026

87 Firtree Dr, Wintergreen Resort, VA 22967
- 4 Beds
- 3 Baths
- 2,296 Sq Ft
- Built 1997
Last Sold Summary
- 4% Below List Price
- $218/SF
- 222 Days On Market
Current Estimated Value $519,485

Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

87 Firtree Dr, Wintergreen Resort, VA 22967

/29
Est $165,542 Not Listed For Sale

464 Three Ridges Condos, Roseland, VA 22967
- 1 Bed
- 1 Bath
- 648 Sq Ft
- Built 1980
464 Three Ridges Condos, Roseland, VA 22967

Last Sold Summary
- 18% Above List Price
- $216/SF
- 12 Days On Market
Last Sold Price $140,000

Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

/54
$424,000
- 3 Beds
- 2.5 Baths
- 1,972 Sq Ft
145 Firtree Dr, Roseland, VA 22967

This is your chance to own a charming, updated mountain retreat just minutes from the heart of Wintergreen. Inglenook is a thoughtfully renovated cottage offering seasonal mountain views, a private setting backing to WPOA open space, and outdoor living areas designed to enjoy the natural surroundings. The main level features two bedrooms and a full bath, along with an airy, light-filled living

LISA FLOOD WINTERGREEN REALTY, LLC

145 Firtree Dr, Roseland, VA 22967
/2
$225,000 Sold Jan 16, 2026

303 White Oak Dr, Wintergreen Resort, VA 22967
- Land
- 0.49 Acre
- $459,184 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

303 White Oak Dr, Wintergreen Resort, VA 22967

/28
Est $288,921 Not Listed For Sale

259 Timbers Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,119 Sq Ft
- Built 1977
259 Timbers Condos, Wintergreen Resort, VA 22967

Last Sold Summary
- $259/SF
- 52 Days On Market
Last Sold Price $290,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/7
$42,900
- Land
- 0.44 Acre
- $97,500 per Acre
105 Den Tree Ln Unit SHAMOKIN SPRINGS LOT, Roseland, VA 22967

Located on a quiet cul de sac this beautifully wooded, gently sloping homesite is the perfect spot for your Wintergreen home. Sit on your front porch and hear the sound of Stoney Creek as it flows through the Shamokin Spring Nature Preserve. Take an afternoon hike to Shamokin Falls on one if the nearby trails. Enjoy a day of skiing or golf or sit by the pool at the owners Shamokin Springs Pool.

Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

105 Den Tree Ln Unit SHAMOKIN SPRINGS LOT, Roseland, VA 22967
/13
$45,900 Sold Jan 23, 2026

421 Blackrock Dr, Wintergreen Resort, VA 22967
- Land
- 0.14 Acre
- $327,857 per Acre
Last Sold Summary
- 34% Below List Price
- 638 Days On Market
Last Listing Agent Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

421 Blackrock Dr, Wintergreen Resort, VA 22967

/19
Est $227,415 Not Listed For Sale

799 Laurelwood Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 972 Sq Ft
- Built 1981
799 Laurelwood Condos, Wintergreen Resort, VA 22967

Last Sold Summary
- 23% Above List Price
- $190/SF
- 9 Days On Market
Last Sold Price $185,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/54
$179,900
- Land
- 0.75 Acre
- $239,867 per Acre
7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967

One of the best large home-sites on the mountain at Wintergreen. It is the combination of two lots on the corner of Laurel Springs and Wolf Trap Lane. The lots back onto open space and are a short walk across the street to George Washington National Forest. It is a great building site with good seasonal views of Shamokin Gorge and surrounding mountains and the Rockfish Valley. Very nice permanent

Tim Merrick WINTERGREEN REALTY, LLC

7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967
/31
$260,000 Sold Oct 17, 2025

2082 Stone Ridge Condos, Wintergreen Resort, VA 22967
- 3 Beds
- 3 Baths
- 1,370 Sq Ft
- Built 2004
Last Sold Summary
- 9% Below List Price
- $190/SF
- 56 Days On Market
Current Estimated Value $286,745

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

2082 Stone Ridge Condos, Wintergreen Resort, VA 22967

/39
Not Listed For Sale

303 Dobie Condos, Roseland, VA 22967
- 3 Beds
- 3 Baths
- 1,428 Sq Ft
- Built 1979
303 Dobie Condos, Roseland, VA 22967

Last Sold Summary
- $392/SF
- 8 Days On Market
Last Sold Price $560,000

Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

/3
$48,000
- Land
- 0.22 Acre
- $218,182 per Acre
lot 6 Devils Bend Ct, Wintergreen Resort, VA 22967

Lot 6 is a beautifully wooded homesite located along the Devils Knob Golf Course. A creek at the rear of the property adds a peaceful natural element. The lot slopes gently toward the golf course, making it well suited for a home with a walkout lower level. A wonderful opportunity for scenic mountain golf living.

LAUREN KOCH REAL ESTATE III, INC.

lot 6 Devils Bend Ct, Wintergreen Resort, VA 22967
/74
$1,225,000 Sold Aug 06, 2025

43 Knob Hill Place, Wintergreen Resort, VA 22967
- 4 Beds
- 3.5 Baths
- 3,546 Sq Ft
- Built 2007
Last Sold Summary
- 2% Below List Price
- $345/SF
- 4 Days On Market
Current Estimated Value $1,302,290

Last Listing Agent JOHN L. MCKEITHEN MOUNTAIN AREA NEST REALTY

43 Knob Hill Place, Wintergreen Resort, VA 22967

/42
Est $574,051 Not Listed For Sale

63 Cedar Dr, Roseland, VA 22967
- 3 Beds
- 2.5 Baths
- 1,692 Sq Ft
- Built 1990
63 Cedar Dr, Roseland, VA 22967

Last Sold Summary
- 22% Above List Price
- $278/SF
- 3 Days On Market
Last Sold Price $470,000

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

/36
$399,900
- 2 Beds
- 2 Baths
- 1,134 Sq Ft
1418 Highlands Condos, Wintergreen Resort, VA 22967

Wake up to panoramic ridgeline sunrises and step straight onto the slopes from this rare top-floor end-unit Highlands condo. With extra windows, added privacy, and sweeping mountain views, this 2BR/2BA retreat captures the very best of Wintergreen living. Never rented and thoughtfully updated, the home features two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof

LISA FLOOD WINTERGREEN REALTY, LLC

1418 Highlands Condos, Wintergreen Resort, VA 22967
/11
$100,000 Sold Oct 31, 2025

25 Fernwood Ct Unit 15, Wintergreen Resort, VA 22967
- Land
- 0.5 Acre
- $200,000 per Acre
Last Sold Summary
- 202 Days On Market
Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

25 Fernwood Ct Unit 15, Wintergreen Resort, VA 22967

/34
Est $423,386 Not Listed For Sale

1813 High Ridge Ct Condos, Roseland, VA 22967
- 2 Beds
- 2 Baths
- 1,310 Sq Ft
- Built 1990
1813 High Ridge Ct Condos, Roseland, VA 22967

Last Sold Summary
- 8% Above List Price
- $300/SF
- 32 Days On Market
Last Sold Price $393,000

Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

/6
$79,000 Pending
- Land
- 0.46 Acre
- $171,739 per Acre
91 Shamokin Springs Trail, Nellysford, VA 22958

Winter Views, great location with a nice slope. Perfect for a home with a walk out basement or a multi- level home, an easy building lot. Seller says bring all offers!!

CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

91 Shamokin Springs Trail, Nellysford, VA 22958
/49
$422,000 Sold Mar 12, 2026

907 Diamond Hill Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,088 Sq Ft
- Built 1982
Last Sold Summary
- 4% Below List Price
- $388/SF
- 82 Days On Market
Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

907 Diamond Hill Condos, Wintergreen Resort, VA 22967

/26
Est $254,847 Not Listed For Sale

479 Three Ridges Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 907 Sq Ft
- Built 1980
479 Three Ridges Condos, Wintergreen Resort, VA 22967

Last Sold Summary
- 2% Above List Price
- $276/SF
- 34 Days On Market
Last Sold Price $250,000

Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

/42
$650,000 Sold Jun 17, 2025

16 Ridge Ln, Wintergreen Resort, VA 22967
- 4 Beds
- 3 Baths
- 2,571 Sq Ft
- Built 2007
Last Sold Summary
- $253/SF
- 56 Days On Market
Current Estimated Value $685,959

Last Listing Agent BRYAN ORR VIRGINIA ESTATES

16 Ridge Ln, Wintergreen Resort, VA 22967

/27
Est $246,730 Not Listed For Sale

778 Laurelwood Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 936 Sq Ft
- Built 1981
778 Laurelwood Condos, Wintergreen Resort, VA 22967

Last Sold Summary
- 3% Above List Price
- $256/SF
- 94 Days On Market
Last Sold Price $240,000

Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

/22
$205,000 Sold Mar 16, 2026

167 Mountain Inn Condos, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 708 Sq Ft
- Built 1979
Last Sold Summary
- 2% Below List Price
- $290/SF
- 4 Days On Market
Current Estimated Value $205,656

Last Listing Agent Clayton Butler THE HOGAN GROUP-CHARLOTTESVILLE

167 Mountain Inn Condos, Wintergreen Resort, VA 22967

/22
Est $246,635 Not Listed For Sale

449 Three Ridges Condos, Roseland, VA 22967
- 2 Beds
- 2 Baths
- 852 Sq Ft
- Built 1977
449 Three Ridges Condos, Roseland, VA 22967

Last Sold Summary
- 9% Above List Price
- $266/SF
- 147 Days On Market
Last Sold Price $227,000

Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

/39
$495,000 Sold Dec 01, 2025

115 Eagles Ct Condos, Wintergreen Resort, VA 22967
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
- Built 1976
Last Sold Summary
- $421/SF
- 0 Days On Market
Current Estimated Value $471,918

Last Listing Agent Wayne Flood WINTERGREEN REALTY, LLC

115 Eagles Ct Condos, Wintergreen Resort, VA 22967

/17
Est $553,430 Not Listed For Sale

85 Hanging Rock Ln, Roseland, VA 22967
- 4 Beds
- 3 Baths
- 2,440 Sq Ft
- Built 1987
85 Hanging Rock Ln, Roseland, VA 22967

Last Sold Summary
- 5% Above List Price
- $215/SF
- 16 Days On Market
Last Sold Price $525,000

Last Listing Agent CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

/52
$515,000 Sold Apr 11, 2025

19 Blue Flint Ln, Wintergreen Resort, VA 22967
- 4 Beds
- 4 Baths
- 2,878 Sq Ft
- Built 1984
Last Sold Summary
- 4% Below List Price
- $179/SF
- 11 Days On Market
Current Estimated Value $569,549

Last Listing Agent Kristin Sorokti NEST REALTY GROUP

19 Blue Flint Ln, Wintergreen Resort, VA 22967

/37
Est $467,789 Not Listed For Sale

664 Shamokin Springs Trail, Roseland, VA 22967
- 3 Beds
- 2 Baths
- 1,984 Sq Ft
- Built 1995
664 Shamokin Springs Trail, Roseland, VA 22967

Last Sold Summary
- 16% Above List Price
- $204/SF
- 16 Days On Market
Last Sold Price $405,000

Last Listing Agent Rod Phillips DOGWOOD REALTY GROUP LLC

/43
$385,000 Sold Aug 11, 2025

1572 Vistas, Roseland, VA 22967
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1985
Last Sold Summary
- 7% Below List Price
- $308/SF
- 180 Days On Market
Current Estimated Value $413,599

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

1572 Vistas, Roseland, VA 22967

/46
Est $577,402 Not Listed For Sale

86 Fairway Oaks Ln, Roseland, VA 22967
- 4 Beds
- 3.5 Baths
- 2,271 Sq Ft
- Built 1987
86 Fairway Oaks Ln, Roseland, VA 22967

Last Sold Summary
- 18% Above List Price
- $308/SF
- 8 Days On Market
Last Sold Price $700,000

Last Listing Agent Kelly Breeden Nest Realty Harrisonburg

/8
$35,000 Sold Jul 01, 2025

17 Kestrel Point, Wintergreen Resort, VA 22967
- Land
- 0.4 Acre
- $87,500 per Acre
Last Sold Summary
- 10 Days On Market
Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

17 Kestrel Point, Wintergreen Resort, VA 22967

/45
Est $728,256 Not Listed For Sale

471 Shamokin Springs Trail, Roseland, VA 22967
- 6 Beds
- 4.5 Baths
- 3,454 Sq Ft
- Built 2004
471 Shamokin Springs Trail, Roseland, VA 22967

Last Sold Summary
- 13% Above List Price
- $187/SF
- 151 Days On Market
Last Sold Price $644,625

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

/2
$225,000 Sold Jan 16, 2026

303 White Oak Dr Unit 16 WHITE OAK, Wintergreen Resort, VA 22967
- Land
- 0.49 Acre
- $459,184 per Acre
Last Sold Summary
Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

303 White Oak Dr Unit 16 WHITE OAK, Wintergreen Resort, VA 22967

/50
Est $1,327,163 Not Listed For Sale

232 Blackrock Cir, Roseland, VA 22967
- 5 Beds
- 4.5 Baths
- 4,372 Sq Ft
- Built 2003
232 Blackrock Cir, Roseland, VA 22967

Last Sold Summary
- 2% Above List Price
- $297/SF
- 35 Days On Market
Last Sold Price $1,300,000

Last Listing Agent Mahood Fonville Shaheen Ruth Martin & Fonville

/2
$65,000 Sold Jun 20, 2025

1449 Laurel Springs Dr, Nellysford, VA 22958
- Land
- 0.53 Acre
- $122,642 per Acre
Last Sold Summary
- 13% Below List Price
- 1,748 Days On Market
Last Listing Agent K.T. LYNN WINTERGREEN REALTY, LLC

1449 Laurel Springs Dr, Nellysford, VA 22958

/62
Est $559,579 Not Listed For Sale

40 Marble Ln, Roseland, VA 22967
- 4 Beds
- 4.5 Baths
- 2,567 Sq Ft
- Built 1983
40 Marble Ln, Roseland, VA 22967

Last Sold Summary
- 20% Above List Price
- $181/SF
- 83 Days On Market
Last Sold Price $465,275

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

Showing Results 281 - 320, Page 8 of 18

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