Wintergreen Resort, VA Homes

/75
$1,100,000 Pending
- 4 Beds
- 3.5 Baths
- 2,711 Sq Ft
353 Crawfords Edge, Roseland, VA 22967

Don't miss this lovingly cared for 4 bedroom home with Panoramic views at Wintergreen! Year round mountain & valley views surround this home which borders on natural area that is in conservation easement. Located at the end of a cul de sac this home has many upgrades including a renovated kitchen, hardwood floors throughout, solar panels and tankless water heater for energy efficiency. EV charger

STEVE MARIANELLA WINTERGREEN REALTY, LLC

353 Crawfords Edge, Roseland, VA 22967
/43
$249,000 Sold Apr 04, 2025

801 Laurelwood Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 972 Sq Ft
- Built 1981
Last Sold Summary
- 4% Below List Price
- $256/SF
- 53 Days On Market
Current Estimated Value $271,003

Last Listing Agent Sandy Huffman LONG & FOSTER REAL ESTATE INC STAUNTON/WAYNESBORO

801 Laurelwood Condos, Wintergreen Resort, VA 22967

/60
Est $877,369 Not Listed For Sale

415 Pedlars Edge Dr, Roseland, VA 22967
- 5 Beds
- 3 Baths
- 3,492 Sq Ft
- Built 2016
415 Pedlars Edge Dr, Roseland, VA 22967

Last Sold Summary
- 6% Above List Price
- $236/SF
- 3 Days On Market
Last Sold Price $825,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/5
$59,000
- Land
- 0.37 Acre
- $159,459 per Acre
355 Devils Knob Loop, Roseland, VA 22967

Golf front site, nearly level and wooded in hardwoods. On the 13th hole of the Devils Knob Golf Course and convenient to walking trails and all resort amenities.

K.T. LYNN WINTERGREEN REALTY, LLC

355 Devils Knob Loop, Roseland, VA 22967
/31
$259,000 Sold Mar 04, 2026

10 Trillium Close, Roseland, VA 22967
- 2 Beds
- 2.5 Baths
- 1,391 Sq Ft
- Built 1990
Last Sold Summary
- $186/SF
- 8 Days On Market
Current Estimated Value $261,169

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

10 Trillium Close, Roseland, VA 22967

/62
Est $634,283 Not Listed For Sale

56 Ravens Roost Ln, Roseland, VA 22967
- 5 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1983
56 Ravens Roost Ln, Roseland, VA 22967

Last Sold Summary
- 8% Below List Price
- $328/SF
- 10 Days On Market
Last Sold Price $689,000

Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

/10
$41,000
- Land
- 0.45 Acre
- $91,111 per Acre
433 Laurel Springs Dr Unit 1, Roseland, VA 22967

Very nice building site in a great location. Pause on the elevated knoll and experience the partial seasonal pocket views of the Ridge lines, Shenandoah Valley and the Golf Course. Common area and elevation provide privacy and the WPOA buffer leads to the Park Service Land and the Appalachian Trail. Common area buffer across the street can provide access to Shamokin Springs and to the 7th fairway

Robert Craig WINTERGREEN REALTY, LLC

433 Laurel Springs Dr Unit 1, Roseland, VA 22967
/54
$765,000 Sold Dec 23, 2025

201 Pinnacle Dr, Wintergreen Resort, VA 22967
- 5 Beds
- 4.5 Baths
- 2,288 Sq Ft
- Built 1979
Last Sold Summary
- 4% Below List Price
- $334/SF
- 186 Days On Market
Current Estimated Value $780,455

Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

201 Pinnacle Dr, Wintergreen Resort, VA 22967

/46
Est $1,004,222 Not Listed For Sale

48 Knob Hill Place, Roseland, VA 22967
- 6 Beds
- 3.5 Baths
- 3,078 Sq Ft
- Built 1997
48 Knob Hill Place, Roseland, VA 22967

Last Sold Summary
- 6% Below List Price
- $348/SF
- 3 Days On Market
Last Sold Price $1,070,000

Last Listing Agent Michael Woolard RE/MAX

/16
$139,900
- 1 Bed
- 1 Bath
- 405 Sq Ft
216 Timbers Condos, Wintergreen Resort, VA 22967

Located just steps away to the slopes and the cozy Mountain Inn, 216 Timbers is an attractive and sharply decorated studio in the heart of Wintergreen Resort. Rated "Platinum" on the Wintergreen Resort Rental program – a designation only assigned to properties that are well-maintained and furnished to a high standard – this condo features luxury vinyl plank flooring, granite counters and a

Yvette Stafford MOUNTAIN AREA NEST REALTY

216 Timbers Condos, Wintergreen Resort, VA 22967
/69
$1,150,000 Sold Aug 12, 2025

236 Crawfords Edge, Roseland, VA 22967
- 5 Beds
- 4.5 Baths
- 4,442 Sq Ft
- Built 2006
Last Sold Summary
- $259/SF
- 6 Days On Market
Current Estimated Value $1,235,962

Last Listing Agent Denise Ramey LONG & FOSTER - CHARLOTTESVILLE WEST

236 Crawfords Edge, Roseland, VA 22967

/68
Est $1,285,617 Not Listed For Sale

23 S Knob Ln, Roseland, VA 22967
- 5 Beds
- 6 Baths
- 4,191 Sq Ft
- Built 1987
23 S Knob Ln, Roseland, VA 22967

Last Sold Summary
- 31% Below List Price
- $441/SF
- 2 Days On Market
Last Sold Price $1,850,000

Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

/15
$172,000
- 1 Bed
- 1 Bath
- 648 Sq Ft
474 Three Ridges Condos, Wintergreen Resort, VA 22967

Enjoy this updated mountain getaway just steps from the slopes! Beautifully renovated with updated furnishings, kitchen with granite counters, updated bathroom. Gated parking during ski season assures your parking spot will there for your arrival. Turn key condition. This condo enjoys a Gold rating on the Wintergreen Rental system. Such a great location a short stroll to the Mt. Inn with shops

BETTY GREEN WINTERGREEN REALTY, LLC

474 Three Ridges Condos, Wintergreen Resort, VA 22967
/37
$430,000 Sold Apr 25, 2025

40 E Elkwood Dr, Wintergreen Resort, VA 22967
- 4 Beds
- 2 Baths
- 1,436 Sq Ft
- Built 1979
Last Sold Summary
- 2% Below List Price
- $299/SF
- 46 Days On Market
Current Estimated Value $475,602

Last Listing Agent Gavin Sherwood YES REALTY PARTNERS

40 E Elkwood Dr, Wintergreen Resort, VA 22967

/68
Est $816,335 Not Listed For Sale

11 Ravens Roost Point, Roseland, VA 22967
- 5 Beds
- 3.5 Baths
- 3,714 Sq Ft
- Built 1988
11 Ravens Roost Point, Roseland, VA 22967

Last Sold Summary
- 32% Above List Price
- $167/SF
- 35 Days On Market
Last Sold Price $620,000

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

/12
$47,000
- Land
- 0.43 Acre
- $109,302 per Acre
579 Laurel Springs Dr Unit PRYOR CAMP II 25, Roseland, VA 22967

Located in a quiet part of Wintergreen yet just several minutes to golf, tennis, skiing, dining, pickleball, swimming and miles and miles of hiking trails including the Appalachian Trail, his beautifully wooded homesite gives you the opportunity to build your own dream home. Combine with the available adjacent homesite 559 Laurel prings for even more privacy.

Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

579 Laurel Springs Dr Unit PRYOR CAMP II 25, Roseland, VA 22967
/7
$55,000 Sold Apr 01, 2026

1025 Blue Ridge Dr Unit CHESTNUT SPRINGS LOT, Roseland, VA 22967
- Land
- 0.45 Acre
- $122,222 per Acre
Last Sold Summary
- 138 Days On Market
Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

1025 Blue Ridge Dr Unit CHESTNUT SPRINGS LOT, Roseland, VA 22967

/47
Est $644,880 Not Listed For Sale

82 Pinnacle Dr, Roseland, VA 22967
- 3 Beds
- 3 Baths
- 1,378 Sq Ft
- Built 1979
82 Pinnacle Dr, Roseland, VA 22967

Last Sold Summary
- 1% Below List Price
- $474/SF
- 9 Days On Market
Last Sold Price $653,500

Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

/32
$174,900 Pending
- 2 Beds
- 2 Baths
- 852 Sq Ft
2212 Tanners Ridge, Wintergreen Resort, VA 22967

Top floor 2 bed/2 bath Tanners Ridge condo! Fresh paint top to bottom. Incredible vaulted ceilings in the living room with wood trim accents and wood burning fireplace (and the association provides firewood) provide mountain chalet vibe. Efficient floor plan with balcony overlooking the golf course provides for a nice getaway on the mountain. Fantastic mountain location in close proximity to the

Michael Gaffney COMPASS-CHARLOTTESVILLE

2212 Tanners Ridge, Wintergreen Resort, VA 22967
/59
$579,000 Sold Jul 28, 2025

32 Stony Cove Ln, Roseland, VA 22967
- 4 Beds
- 4.5 Baths
- 2,633 Sq Ft
- Built 1988
Last Sold Summary
- $220/SF
- 7 Days On Market
Current Estimated Value $637,575

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

32 Stony Cove Ln, Roseland, VA 22967

/50
Est $816,521 Not Listed For Sale

120 Brimstone Dr, Roseland, VA 22967
- 4 Beds
- 3.5 Baths
- 2,501 Sq Ft
- Built 2003
120 Brimstone Dr, Roseland, VA 22967

Last Sold Summary
- 5% Below List Price
- $344/SF
- 1 Day On Market
Last Sold Price $860,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/7
$42,900
- Land
- 0.44 Acre
- $97,500 per Acre
105 Den Tree Ln, 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, Roseland, VA 22967
/35
$157,500 Sold Dec 19, 2025

800 Laurelwood Condos, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 648 Sq Ft
- Built 1981
Last Sold Summary
- 1% Below List Price
- $243/SF
- 7 Days On Market
Current Estimated Value $159,954

Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

800 Laurelwood Condos, Wintergreen Resort, VA 22967

/12
Not Listed For Sale

490 Three Ridges Condos, Wintergreen, VA 22958
- 1 Bed
- 1 Bath
- 648 Sq Ft
- Built 1980
490 Three Ridges Condos, Wintergreen, VA 22958

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

Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

/65
$489,000 Pending
- 2 Beds
- 2 Baths
- 1,878 Sq Ft
18 Grassy Overlook, Roseland, VA 22967

The house sits on a desirable corner lot with a fenced backyard—perfect for outdoor activities or pets. It is a level floor plan with a large garage. It has been used by previous owner as both a primary home and a 2nd home. It has been upgraded several times and although built in 2004, it feels newer since it has been well maintained.

Tim Merrick WINTERGREEN REALTY, LLC

18 Grassy Overlook, Roseland, VA 22967
/40
$370,000 Sold Jul 30, 2025

17 Trillium Close, Wintergreen Resort, VA 22967
- 4 Beds
- 4.5 Baths
- 2,412 Sq Ft
- Built 1990
Last Sold Summary
- 9% Below List Price
- $153/SF
- 5 Days On Market
Current Estimated Value $428,291

Last Listing Agent Gavin Sherwood YES REALTY PARTNERS

17 Trillium Close, Wintergreen Resort, VA 22967

/11
Not Listed For Sale

700 Laurelwood Condos, Wintergreen, VA 22958
- 2 Beds
- 2 Baths
- 936 Sq Ft
- Built 1978
700 Laurelwood Condos, Wintergreen, VA 22958

Last Sold Summary
- $192/SF
- 83 Days On Market
Last Sold Price $180,000

Last Listing Agent JOE KINCAID WINTERGREEN REALTY, LLC

/6
$35,000
- Land
- 0.43 Acre
- $81,395 per Acre
TBD Winter Wren Ln Unit 20, Rockfish, VA 22967

Build your mountain getaway or full-time home on this peaceful 0.43-acre wooded lot in Wintergreen Resort. The property features gentle terrain, public water and sewer access, and a convenient location close to golf, tennis, hiking trails, and resort amenities. Enjoy privacy surrounded by nature while being just minutes from restaurants, the Wintergarden Spa, and all that Wintergreen offers

BETINA HRISTOVA LONG & FOSTER - CHARLOTTESVILLE

TBD Winter Wren Ln Unit 20, Rockfish, VA 22967
/39
$390,000 Sold Oct 03, 2025

1643 Overlook, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,237 Sq Ft
- Built 1989
Last Sold Summary
- 2% Below List Price
- $315/SF
- 86 Days On Market
Current Estimated Value $414,027

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

1643 Overlook, Wintergreen Resort, VA 22967

/43
Est $690,996 Not Listed For Sale

21 Split Rock Trail, Roseland, VA 22967
- 5 Beds
- 4.5 Baths
- 3,578 Sq Ft
- Built 1991
21 Split Rock Trail, Roseland, VA 22967

Last Sold Summary
- 3% Above List Price
- $187/SF
- 284 Days On Market
Last Sold Price $670,000

Last Listing Agent parwin saidi Keller Williams Realty

/26
$49,000
- Land
- 0.4 Acre
- $122,500 per Acre
559 Laurel Springs Dr Unit PRYOR CAMP II 24, Roseland, VA 22967

Beautifully wooded corner homesite in quiet part of Wintergreen Mountain Village yet several minutes to all the amenities. Ideal for hiking enthusiasts as you can quickly get on miles and miles of Wintergreen hiking trails as well as the Appalachian Trail. Easy to build on and easy access from street. The adjacent homesite 579 Laurel Springs Drive is also available so you have the rare

Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

559 Laurel Springs Dr Unit PRYOR CAMP II 24, Roseland, VA 22967
/2
$145,000 Sold Sep 15, 2025

712 Laurelwood Condos, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 648 Sq Ft
- Built 1978
Last Sold Summary
- 12% Below List Price
- $224/SF
- 178 Days On Market
Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

712 Laurelwood Condos, Wintergreen Resort, VA 22967

/35
Est $431,861 Not Listed For Sale

314 Shamokin Springs Trail, Roseland, VA 22967
- 4 Beds
- 2 Baths
- 1,500 Sq Ft
- Built 1984
314 Shamokin Springs Trail, Roseland, VA 22967

Last Sold Summary
- 2% Below List Price
- $293/SF
- 4 Days On Market
Last Sold Price $440,000

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

/23
$162,500
- 1 Bed
- 2 Baths
- 765 Sq Ft
2031 Stone Ridge Condos, Wintergreen, VA 22967

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.

Tim Merrick WINTERGREEN REALTY, LLC

2031 Stone Ridge Condos, Wintergreen, VA 22967
/46
$725,000 Sold Aug 19, 2025

1836 High Ridge Ct Condos, Wintergreen Resort, VA 22967
- 4 Beds
- 4 Baths
- 2,076 Sq Ft
- Built 1990
Last Sold Summary
- $349/SF
- 165 Days On Market
Current Estimated Value $749,747

Last Listing Agent K.T. LYNN WINTERGREEN REALTY, LLC

1836 High Ridge Ct Condos, Wintergreen Resort, VA 22967

/27
Est $260,262 Not Listed For Sale

8 Trillium Close, Roseland, VA 22967
- 2 Beds
- 2.5 Baths
- 1,391 Sq Ft
- Built 1990
8 Trillium Close, Roseland, VA 22967

Last Sold Summary
- 18% Above List Price
- $158/SF
- 10 Days On Market
Last Sold Price $220,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/21
$229,950 Pending
- 1 Bed
- 2 Baths
- 851 Sq Ft
1551 Vistas, Wintergreen Resort, VA 22967

Priced to sell! This one bedroom, two full bath condo on the ridge has been partially renovated and waiting for the buyer to take over and make the place their own. Both the bedroom and living space face the breathtaking views of the slopes and the Rockfish Valley and Charlottesville and Piedmont Plateau in the distance. The additional full bath allows for guests/family to have their own bathing

Tim Merrick WINTERGREEN REALTY, LLC

1551 Vistas, Wintergreen Resort, VA 22967
/41
$550,000 Sold Nov 18, 2025

15 Shagbark Ln, Roseland, VA 22967
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 1979
Last Sold Summary
- 5% Below List Price
- $460/SF
- 29 Days On Market
Current Estimated Value $580,392

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

15 Shagbark Ln, Roseland, VA 22967

/40
Est $384,037 Not Listed For Sale

29 Briarwood Ln, Roseland, VA 22967
- 4 Beds
- 3.5 Baths
- 1,840 Sq Ft
- Built 1989
29 Briarwood Ln, Roseland, VA 22967

Last Sold Summary
- 8% Above List Price
- $193/SF
- 42 Days On Market
Last Sold Price $355,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/27
$150,000 Pending
- 1 Bed
- 1 Bath
- 615 Sq Ft
2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967

Step into a beautifully transformed contemporary condo where heated floors throughout create ultimate comfort. Located in one of the most sought-after mountain destinations, this fully renovated 1-bed, 1-bath gem offers everything you need for year-round enjoyment—whether you’re seeking the perfect weekend escape or an investment property. Relax after a day of outdoor adventure with the luxury of

Todd Morgan FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967

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