Wintergreen Resort, VA Homes

/43
$259,975
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
2084 Stone Ridge Condos, Wintergreen, VA 22967

Just Wow! Coveted top floor end, 2 bedroom, 2 bath. This home has convenient ingress/egress with no steps from the parking area to the building and only 1/2 flight of stairs to the front door! Location rules as you are just steps away from the Devils Knob Country Club, Wintergarden Spa and Fire and Frost restaurant. Resort Amenities, Food and Drink and cool spring/summer breezes await. Relax on

Robert Craig WINTERGREEN REALTY, LLC

2084 Stone Ridge Condos, Wintergreen, VA 22967
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/11
$155,000 Sold Nov 19, 2025

226 Timbers Condos, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 675 Sq Ft
- Built 1977
Last Sold Summary
- 3% Below List Price
- $230/SF
- 10 Days On Market
Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

226 Timbers Condos, Wintergreen Resort, VA 22967

/49
Est $700,861 Not Listed For Sale

45 Ravens Roost Ln, Roseland, VA 22967
- 4 Beds
- 3.5 Baths
- 3,140 Sq Ft
- Built 1993
45 Ravens Roost Ln, Roseland, VA 22967

Last Sold Summary
- 15% Above List Price
- $194/SF
- 33 Days On Market
Last Sold Price $610,000

Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

/27
$415,000
- 2 Beds
- 2 Baths
- 1,237 Sq Ft
1707 High Ridge Condos, Wintergreen, VA 22958

This beautifully updated 2-bedroom, 2-bath condo offers comfort, style, and convenience in one of the resort's most desirable associations. Step inside to find a bright, open floor plan enhanced by luxury vinyl plank flooring, providing both modern elegance and easy maintenance throughout. HVAC is from 2020 and water heater from 2024. The spacious living room is perfect for relaxing or

Wayne Flood WINTERGREEN REALTY, LLC

1707 High Ridge Condos, Wintergreen, VA 22958
/13
$217,500 Sold Mar 17, 2026

2230 Tanners Ridge, Roseland, VA 22967
- 2 Beds
- 2 Baths
- 852 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $255/SF
- 0 Days On Market
Last Listing Agent Trevor Gillispie ELITE REALTY

2230 Tanners Ridge, Roseland, VA 22967

/28
Est $249,832 Not Listed For Sale

4 Ivy Glen Ln, Wintergreen Resort, VA 22967
- 2 Beds
- 2.5 Baths
- 1,460 Sq Ft
- Built 1989
4 Ivy Glen Ln, Wintergreen Resort, VA 22967

Last Sold Summary
- 4% Above List Price
- $164/SF
- 6 Days On Market
Last Sold Price $239,500

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

/39
$269,975
- 2 Beds
- 2 Baths
- 912 Sq Ft
646 White Oak Condos, Wintergreen, VA 22958

Just Wow! Prime location, renovated and an end unit! Walk to the Mt Inn Village and the Ski Slopes. Enjoy low maintenance condo living in a townhome design. Only one adjoining neighbor means nobody else lives above or below. This is where peace and tranquility co-exist along with the active Wintergreen Lifestyle. Catch the cool summer breezes and seasonal views from the deck or patio. Three

Robert Craig WINTERGREEN REALTY, LLC

646 White Oak Condos, Wintergreen, VA 22958
/66
$995,000 Sold Jan 21, 2026

48 Oak Ln, Roseland, VA 22967
- 4 Beds
- 4.5 Baths
- 2,800 Sq Ft
- Built 2025
Last Sold Summary
- $355/SF
- 9 Days On Market
Last Listing Agent Rod Phillips DOGWOOD REALTY GROUP LLC

48 Oak Ln, Roseland, VA 22967

/44
Not Listed For Sale

1923 High Ridge Pl Condos, Wintergreen, VA 22958
- 2 Beds
- 2 Baths
- 1,136 Sq Ft
- Built 1995
1923 High Ridge Pl Condos, Wintergreen, VA 22958

Last Sold Summary
- $374/SF
- 1 Day On Market
Last Sold Price $425,000

Last Listing Agent Wayne Flood WINTERGREEN REALTY, LLC

/68
$689,900
- 3 Beds
- 3 Baths
- 2,301 Sq Ft
781 Devils Knob Loop, Roseland, VA 22967

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 floor to ceiling cathedral windows, it feels like you're bringing the outside, inside! Don't let this

ON POINT PROPERT TEAM EPIQUE REALTY

781 Devils Knob Loop, Roseland, VA 22967
/33
$255,000 Sold Sep 26, 2025

2046 Stone Ridge Condos, Wintergreen Resort, VA 22967
- 3 Beds
- 3 Baths
- 1,400 Sq Ft
- Built 1984
Last Sold Summary
- 11% Below List Price
- $182/SF
- 15 Days On Market
Current Estimated Value $282,127

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

2046 Stone Ridge Condos, Wintergreen Resort, VA 22967

/62
Est $798,273 Not Listed For Sale

403 Devils Knob Loop, Roseland, VA 22967
- 5 Beds
- 4.5 Baths
- 2,702 Sq Ft
- Built 2005
403 Devils Knob Loop, Roseland, VA 22967

Last Sold Summary
- 12% Above List Price
- $265/SF
- 21 Days On Market
Last Sold Price $715,000

Last Listing Agent Dave Milburn Coldwell Banker (NRT-Southeast-MidAtlantic)

/33
$249,000
- 2 Beds
- 2 Baths
- 972 Sq Ft
763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967

This is a rare end unit Laurelwood top 2 floors with the additional side living space which is currently in use as a 3rd bedroom. Nice view into the Black Rock Village and adjacent nature area. Laurelwood is within easy walking distance to skiing and the restaurants, market and other amenities of Black Rock Village. Floorplan available on request.

K.T. LYNN WINTERGREEN REALTY, LLC

763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967
/6
$435,000 Sold Apr 30, 2025

903 Diamond Hill Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,088 Sq Ft
- Built 1984
Last Sold Summary
- $400/SF
- 0 Days On Market
Current Estimated Value $447,195

Last Listing Agent Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

903 Diamond Hill Condos, Wintergreen Resort, VA 22967

/54
Est $652,533 Not Listed For Sale

36 Pinnacle Dr, Nellysford, VA 22958
- 4 Beds
- 4 Baths
- 2,530 Sq Ft
- Built 1979
36 Pinnacle Dr, Nellysford, VA 22958

Last Sold Summary
- 21% Above List Price
- $214/SF
- 48 Days On Market
Last Sold Price $540,900

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/24
$599,000
- 3 Beds
- 2.5 Baths
- 1,992 Sq Ft
280 Fawn Ridge Dr, Roseland, VA 22967

Welcome to your mountain escape in the heart of Wintergreen Resort! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and four-season adventure. Offered turnkey with a solid rental history. Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers mountain living at its best. Highlights include

Wayne Flood WINTERGREEN REALTY, LLC

280 Fawn Ridge Dr, Roseland, VA 22967
/42
$390,000 Sold Aug 28, 2025

1610 Overlook, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,283 Sq Ft
- Built 1989
Last Sold Summary
- 8% Below List Price
- $304/SF
- 73 Days On Market
Current Estimated Value $424,893

Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

1610 Overlook, Wintergreen Resort, VA 22967

/26
Est $243,278 Not Listed For Sale

465 Three Ridges Condos, Wintergreen, VA 22967
- 2 Beds
- 2 Baths
- 907 Sq Ft
- Built 1977
465 Three Ridges Condos, Wintergreen, VA 22967

Last Sold Summary
- 1% Above List Price
- $264/SF
- 151 Days On Market
Last Sold Price $239,900

Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

/23
$265,000
- 3 Beds
- 3 Baths
- 1,400 Sq Ft
2025 Stone Ridge Condos, Wintergreen, VA 22967

This ground floor 3-bedroom condo is in the center of three major Wintergreen amenities, and an easy walk to The Spa, Devils Knob Clubhouse, and Fire & Frost! EV charging station is right outside as well! Imagine being able to easily dash down to both golf and tennis, as well as up to the aquatic's center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the best places to

Tim Merrick WINTERGREEN REALTY, LLC

2025 Stone Ridge Condos, Wintergreen, VA 22967
/44
$330,000 Sold Apr 18, 2025

1556 Vistas, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,170 Sq Ft
- Built 1984
Last Sold Summary
- 15% Below List Price
- $282/SF
- 135 Days On Market
Current Estimated Value $399,726

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

1556 Vistas, Wintergreen Resort, VA 22967

/41
Est $401,505 Not Listed For Sale

28 Pinnacle Dr, Roseland, VA 22967
- 2 Beds
- 3 Baths
- 1,070 Sq Ft
- Built 1979
28 Pinnacle Dr, Roseland, VA 22967

Last Sold Summary
- 4% Below List Price
- $393/SF
- 10 Days On Market
Last Sold Price $420,000

Last Listing Agent Jimmy Snyder Real Broker, LLC

/24
$263,500 Pending
- 2 Beds
- 2 Baths
- 972 Sq Ft
765 Laurelwood Condos, Wintergreen, VA 22967

Beautiful top floor, end unit condo in the heart of the resort, with a short walk to the ski slopes. With 2 bedrooms, 2 baths, this condo is one of the few in Laurelwood which have a bonus room off the living room for extra space or office. Currently set up as a den with a pull out sofa for extra sleeping space. Attractively renovated with contents recently purchased. In 2021 all windows and the

BETTY GREEN WINTERGREEN REALTY, LLC

765 Laurelwood Condos, Wintergreen, VA 22967
/57
$525,000 Sold Oct 31, 2025

1536 Cliffs, Wintergreen Resort, VA 22967
- 3 Beds
- 3 Baths
- 1,807 Sq Ft
- Built 1984
Last Sold Summary
- 2% Below List Price
- $291/SF
- 28 Days On Market
Current Estimated Value $549,801

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

1536 Cliffs, Wintergreen Resort, VA 22967

/5
Not Listed For Sale

352 Shamokin Springs Trail, Roseland, VA 22967
352 Shamokin Springs Trail, Roseland, VA 22967

Last Sold Summary
- 153 Days On Market
Last Sold Price $22,000

Last Listing Agent Wayne Flood WINTERGREEN REALTY, LLC

/21
$255,000
- 2 Beds
- 2 Baths
- 972 Sq Ft
745 Laurelwood Condos, Wintergreen, VA 22967

This condominium is centrally located and has been lovingly maintained. It is near the private Laurelwood pool and the Wintergreen market. The straight-in entry makes access very comfortable for all ages. It is walkable to the ski slopes, restaurants, and all of the amenities of Black Rock Village. An ideal location for family and friends to enjoy the Wintergreen lifestyle. There are cathedral

K.T. LYNN WINTERGREEN REALTY, LLC

745 Laurelwood Condos, Wintergreen, VA 22967
/39
$370,000 Sold Aug 20, 2025

134 Gumtree Dr, Wintergreen Resort, VA 22967
- 4 Beds
- 2 Baths
- 1,500 Sq Ft
- Built 1979
Last Sold Summary
- $247/SF
- 25 Days On Market
Current Estimated Value $398,536

Last Listing Agent Matt White REDFIN CORPORATION

134 Gumtree Dr, Wintergreen Resort, VA 22967

/46
Est $435,819 Not Listed For Sale

28 Fern Cir, Roseland, VA 22967
- 3 Beds
- 2.5 Baths
- 1,369 Sq Ft
- Built 1980
28 Fern Cir, Roseland, VA 22967

Last Sold Summary
- 25% Above List Price
- $256/SF
- 38 Days On Market
Last Sold Price $350,000

Last Listing Agent Julie Bendle MOUNTAIN AREA NEST REALTY

/30
$399,000 Pending
- 2 Beds
- 2 Baths
- 1,340 Sq Ft
1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967

This is one of those rare opportunities to have everything you have been hoping to find! Walk right in with NO STEPS into the most spacious two bedroom condominium Wintergreen has to offer and enjoy spectacular year round views of the Blue Ridge Mountains , Rockfish Valley and winter views of the ski slopes. This one level floor plan offers carefree living, gracious space for entertaining and

Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967
/2
$560,000 Sold May 14, 2025

348 Dobie, Wintergreen Resort, VA 22967
- 3 Beds
- 3 Baths
- 1,428 Sq Ft
- Built 1979
Last Sold Summary
- $392/SF
- 0 Days On Market
Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

348 Dobie, Wintergreen Resort, VA 22967

/71
Est $625,260 Not Listed For Sale

74 Firtree Dr, Roseland, VA 22967
- 4 Beds
- 3.5 Baths
- 2,108 Sq Ft
- Built 2007
74 Firtree Dr, Roseland, VA 22967

Last Sold Summary
- 4% Above List Price
- $285/SF
- 41 Days On Market
Last Sold Price $600,000

Last Listing Agent Susan Cameron Reres HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

/75
$799,000 Open Sat 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 2,268 Sq Ft
131 Crawfords Edge, Roseland, VA 22967

Unicorns do exist. Rarely does a home at Wintergreen deliver truly breathtaking views without the oversized footprint that usually accompanies. Perfectly sized at 2,268 sqft, this beautifully updated 4BR/3.5BA retreat offers million-dollar views. Cathedral ceilings and walls of windows fill the great room with light and frame the landscape beyond, anchored by a dramatic two-story stone

LISA FLOOD WINTERGREEN REALTY, LLC

131 Crawfords Edge, Roseland, VA 22967
/29
$291,500 Sold Mar 02, 2026

2127 Fairway Woods, Roseland, VA 22967
- 3 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1986
Last Sold Summary
- 3% Below List Price
- $229/SF
- 5 Days On Market
Current Estimated Value $292,227

Last Listing Agent BETTY GREEN WINTERGREEN REALTY, LLC

2127 Fairway Woods, Roseland, VA 22967

/35
Est $381,985 Not Listed For Sale

328 Dobie Condos, Wintergreen, VA 22958
- 2 Beds
- 2 Baths
- 1,020 Sq Ft
- Built 1979
328 Dobie Condos, Wintergreen, VA 22958

Last Sold Summary
- 7% Below List Price
- $404/SF
- 0 Days On Market
Last Sold Price $412,500

Last Listing Agent Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

/70
$560,000
- 3 Beds
- 3.5 Baths
- 2,304 Sq Ft
274 Laurel Springs Dr, Wintergreen Resort, VA 22967

This attractive home has 3 master bedrooms, each with its own bath. One bedroom and bath is on the first floor main level and two upstairs. It is well built by one of the areas best builders and is located on the 7th green of Wintergreen's Devils Knob Golf Course. It is one fairway away from tennis, the Wintergreen Spa, and the Devil's Grill. An ideal location to cross country ski on the golf

Tim Merrick WINTERGREEN REALTY, LLC

274 Laurel Springs Dr, Wintergreen Resort, VA 22967
/41
$279,000 Sold Jul 31, 2025

803 Laurelwood Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 972 Sq Ft
- Built 1981
Last Sold Summary
- $287/SF
- 7 Days On Market
Last Listing Agent Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

803 Laurelwood Condos, Wintergreen Resort, VA 22967

/44
Est $553,047 Not Listed For Sale

119 E Catoctin Dr, Roseland, VA 22967
- 4 Beds
- 3 Baths
- 1,882 Sq Ft
- Built 1982
119 E Catoctin Dr, Roseland, VA 22967

Last Sold Summary
- 1% Below List Price
- $297/SF
- 42 Days On Market
Last Sold Price $559,000

Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

/46
$599,000 Pending
- 3 Beds
- 2 Baths
- 1,236 Sq Ft
96 Squirrel Tree Ln, Wintergreen Resort, VA 22967

This ski property will absolutely WOW you! There are less than a handful of completely renovated treeloft style Wintergreen homes that have been upgraded to this level of high end materials, thoughtful design, and with this many amenities and extras. The elevated feel and incredible outdoor space with covered lounge area, fire pit, pizza oven, and hot tub will have you enjoying the fresh mountain

Kate Farley WINTERGREEN REALTY, LLC

96 Squirrel Tree Ln, Wintergreen Resort, VA 22967
/70
$430,660 Sold Jan 07, 2026

314 E Catoctin Dr, Wintergreen Resort, VA 22967
- 3 Beds
- 2 Baths
- 1,605 Sq Ft
- Built 1979
Last Sold Summary
- 9% Below List Price
- $268/SF
- 157 Days On Market
Current Estimated Value $436,943

Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

314 E Catoctin Dr, Wintergreen Resort, VA 22967

/32
Est $244,100 Not Listed For Sale

251 Timbers Condos, Wintergreen, VA 22958
- 2 Beds
- 1 Bath
- 875 Sq Ft
- Built 1977
251 Timbers Condos, Wintergreen, VA 22958

Last Sold Summary
- 2% Below List Price
- $283/SF
- 17 Days On Market
Last Sold Price $248,000

Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

/47
$699,000
- 4 Beds
- 3.5 Baths
- 2,800 Sq Ft
2224 Laurel Springs Dr, Roseland, VA 22967

This home sits at the top of Shamokin Falls and the sounds of the waterfall are heard yearround. It has a winter view down through the Shamokin Gorge and is one of the most secluded and private sites at Wintergreen and it borders Wintergreen's protected open space and is loacted at the end of developement of the mountain at the very end of Laurel Springs. It is a biker and hiker's dream location.

Tim Merrick WINTERGREEN REALTY, LLC

2224 Laurel Springs Dr, Roseland, VA 22967

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