Wintergreen Resort, VA Homes

/62
Not Listed For Sale

54 Hickory Spring Rd, Wintergreen, VA 22958
- 7 Beds
- 4 Baths
- 3,536 Sq Ft
- Built 2006
54 Hickory Spring Rd, Wintergreen, VA 22958

Last Sold Summary
- $212/SF
- 4 Days On Market
Last Sold Price $749,500

Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

/13
$155,000
- 1 Bed
- 1 Bath
- 648 Sq Ft
472 Three Ridges Condos, Wintergreen, VA 22967

Step into this home and immediately become immersed in the Wintergreen Lifestyle. Walking distance to the Ski Slopes and the entirety of the Mountain Inn Village means your car doesn't have to leave the gated parking area. This condo is renovated and ready, note the LVP, ceramic tile, tankless water heater, new appliances and washer/dryer. Kitchen and bath renovations are underway and not

Robert Craig WINTERGREEN REALTY, LLC

472 Three Ridges Condos, Wintergreen, VA 22967
/47
$299,000 Sold May 09, 2025

105 Eagles Ct Condos, Wintergreen, VA 22958
- 2 Beds
- 1.5 Baths
- 784 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $381/SF
- 94 Days On Market
Current Estimated Value $317,902

Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

105 Eagles Ct Condos, Wintergreen, VA 22958

/36
Est $560,995 Not Listed For Sale

43 S Rock Tree Ln, Roseland, VA 22967
- 3 Beds
- 2 Baths
- 1,684 Sq Ft
- Built 1989
43 S Rock Tree Ln, Roseland, VA 22967

Last Sold Summary
- 1% Above List Price
- $330/SF
- 22 Days On Market
Last Sold Price $555,000

Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

/42
$34,500
- Land
- 0.44 Acre
- $78,409 per Acre
107 Chestnut Ln Unit 33, Roseland, VA 22967

What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

Dima Holmes WINTERGREEN REALTY, LLC

107 Chestnut Ln Unit 33, Roseland, VA 22967
/36
$237,000 Sold Jul 08, 2025

740 Laurelwood Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 936 Sq Ft
- Built 1978
Last Sold Summary
- 5% Below List Price
- $253/SF
- 48 Days On Market
Last Listing Agent CHASTITY MORGAN MOUNTAIN AREA NEST REALTY

740 Laurelwood Condos, Wintergreen Resort, VA 22967

/46
Est $740,403 Not Listed For Sale

52 Pedlars End, Roseland, VA 22967
- 3 Beds
- 3 Baths
- 2,571 Sq Ft
- Built 2005
52 Pedlars End, Roseland, VA 22967

Last Sold Summary
- 14% Above List Price
- $253/SF
- 6 Days On Market
Last Sold Price $650,000

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

/12
$47,000
- Land
- 0.43 Acre
- $109,302 per Acre
579 Laurel Springs Dr, 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, Roseland, VA 22967
/37
$265,000 Sold Oct 07, 2025

649 White Oak Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
- Built 1979
Last Sold Summary
- 5% Below List Price
- $230/SF
- 29 Days On Market
Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

649 White Oak Condos, Wintergreen Resort, VA 22967

/75
Est $981,368 Not Listed For Sale

205 Ravens Roost Ln, Roseland, VA 22967
- 4 Beds
- 4.5 Baths
- 4,456 Sq Ft
- Built 1992
205 Ravens Roost Ln, Roseland, VA 22967

Last Sold Summary
- 19% Above List Price
- $185/SF
- 99 Days On Market
Last Sold Price $825,000

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

/8
$29,000
- Land
- 0.48 Acre
- $60,417 per Acre
12 Dripping Rock Ln, Roseland, VA 22967

Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! Such a great value at only $29,000! Convenient to Resort amenities and the thriving Nelson 151 agri-tourism corridor featuring award-winning wineries, breweries and distilleries. Located within the Firefly Fiber Internet service area.

Yvette Stafford MOUNTAIN AREA NEST REALTY

12 Dripping Rock Ln, Roseland, VA 22967
/15
$150,000 Sold May 30, 2025

798 Laurelwood, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 648 Sq Ft
- Built 1981
Last Sold Summary
- 3% Below List Price
- $231/SF
- 46 Days On Market
Current Estimated Value $161,824

Last Listing Agent Allison Jones The Steele Group

798 Laurelwood, Wintergreen Resort, VA 22967

/46
Est $748,149 Not Listed For Sale

107 Pedlars Point, Wintergreen Resort, VA 22967
- 4 Beds
- 3 Baths
- 3,330 Sq Ft
- Built 1984
107 Pedlars Point, Wintergreen Resort, VA 22967

Last Sold Summary
- 1% Above List Price
- $222/SF
- 1 Day On Market
Last Sold Price $739,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/39
$449,975
- 2 Beds
- 2 Baths
- 1,237 Sq Ft
1641 Overlook Condos, Wintergreen Resort, VA 22967

Stunning views, Stunning location and Stunning renovations. Don't miss out on this updated home located on the "Ridge" Spacious and bright along with 2 decks that bring the outdoors in. Just steps to the superb amenities of golf, tennis and pickleball at the Devils Knob Club. Catch a workout at the Wintergarden Spa or a bite to eat at Devils Grill or Fire and Frost. Gaze over the ski resort and

Robert Craig WINTERGREEN REALTY, LLC

1641 Overlook Condos, Wintergreen Resort, VA 22967
/51
$550,000 Sold Apr 18, 2025

173 Hemlock Dr, Wintergreen, VA 22958
- 3 Beds
- 2.5 Baths
- 2,210 Sq Ft
- Built 1995
Last Sold Summary
- 15% Below List Price
- $249/SF
- 228 Days On Market
Last Listing Agent Wayne Flood WINTERGREEN REALTY, LLC

173 Hemlock Dr, Wintergreen, VA 22958

/17
Est $233,590 Not Listed For Sale

2111 Fairway Woods, Roseland, VA 22967
- 2 Beds
- 2 Baths
- 978 Sq Ft
- Built 1981
2111 Fairway Woods, Roseland, VA 22967

Last Sold Summary
- 2% Above List Price
- $235/SF
- 39 Days On Market
Last Sold Price $230,000

Last Listing Agent Brianna Byrd Compass

/48
$43,500
- Land
- 0.52 Acre
- $83,654 per Acre
688 Shamokin Springs Trail, Nellysford, VA 22958

This lot is ready for you to build your dream vacation home. Wait until you see it. The slope of the land makes it perfect for multiple levels, each providing a view. Being able to build your own home at Wintergreen is becoming more and more attractive, just drive around and look at all the new homes being built. This can be your lot, come check us out.

Jimmy Snyder Real Broker, LLC

688 Shamokin Springs Trail, Nellysford, VA 22958
/39
$239,500 Sold Aug 29, 2025

634 White Oak Condos, Wintergreen Resort, VA 22967
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1979
Last Sold Summary
- $263/SF
- 5 Days On Market
Last Listing Agent PAULA JOHNSON RE/MAX COMMONWEALTH

634 White Oak Condos, Wintergreen Resort, VA 22967

/43
Est $577,252 Not Listed For Sale

18 Laurel Springs Dr, Roseland, VA 22967
- 4 Beds
- 3 Baths
- 2,300 Sq Ft
- Built 2013
18 Laurel Springs Dr, Roseland, VA 22967

Last Sold Summary
- 5% Above List Price
- $239/SF
- 138 Days On Market
Last Sold Price $549,000

Last Listing Agent Rod Phillips DOGWOOD REALTY GROUP LLC

/54
$489,000
- 3 Beds
- 2.5 Baths
- 1,323 Sq Ft
138 Oak Ln, Wintergreen Resort, VA 22967

Move-in ready and beautifully finished mountain cottage ideally located at the end of a quiet cul-de-sac in Wintergreen, offering privacy, seasonal mountain views, and walkable access to the slopes. This well-maintained home has seen extensive updates and is being sold turn-key — ready for immediate enjoyment or continued rental use. Recent improvements since 2023 include an encapsulated

LISA FLOOD WINTERGREEN REALTY, LLC

138 Oak Ln, Wintergreen Resort, VA 22967
/19
$155,000 Sold Feb 09, 2026

240 Timbers Condos, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 660 Sq Ft
- Built 1977
Last Sold Summary
- 8% Below List Price
- $235/SF
- 113 Days On Market
Current Estimated Value $153,304

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

240 Timbers Condos, Wintergreen Resort, VA 22967

/68
Est $727,393 Not Listed For Sale

57 Tyro Ln, Roseland, VA 22967
- 4 Beds
- 3.5 Baths
- 1,916 Sq Ft
- Built 1981
57 Tyro Ln, Roseland, VA 22967

Last Sold Summary
- 1% Above List Price
- $374/SF
- 4 Days On Market
Last Sold Price $717,000

Last Listing Agent HARMONY THURSTON LORING WOODRIFF REAL ESTATE ASSOCIATES

/5
$59,900
- Land
- 0.41 Acre
- $146,098 per Acre
25 Poll Axe, Wintergreen Resort, VA 22967

Wonderful level lot with easy entry featuring mature hardwoods located on a quiet col du sac. The perfect spot to build your mountain getaway home all within walking distance to Chestnut Springs pool, several great hiking trails and the Shamokin Springs Nature Reserve. The perfect balance of nature's beauty and resort amenities never to be repeated.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

25 Poll Axe, Wintergreen Resort, VA 22967
/64
$2,400,000 Sold Aug 29, 2025

880 Devils Knob Loop, Wintergreen Resort, VA 22967
- 6 Beds
- 8 Baths
- 5,667 Sq Ft
- Built 1986
Last Sold Summary
- $424/SF
- 32 Days On Market
Current Estimated Value $2,513,376

Last Listing Agent Jeff Mattie CORE REAL ESTATE PARTNERS LLC

880 Devils Knob Loop, Wintergreen Resort, VA 22967

/39
Est $508,184 Not Listed For Sale

449 Shamokin Springs Trail, Roseland, VA 22967
- 3 Beds
- 2.5 Baths
- 1,685 Sq Ft
- Built 2014
449 Shamokin Springs Trail, Roseland, VA 22967

Last Sold Summary
- $302/SF
- 56 Days On Market
Last Sold Price $509,000

Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

/36
$430,000 Pending
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
1561 Vistas Condos, Wintergreen Resort, VA 22967

Pristine, clean, and turnkey-ready for your enjoyment! This gorgeous Vistas view condo underwent a complete renovation in 2014 and the HVAC was replaced in 2022—check out the full improvements list. Never a rental and very gently used by the owners, everything is in next-to-ideal condition, and is certainly all well done and quite attractive. Virtually all surfaces were improved and all

Kate Farley WINTERGREEN REALTY, LLC

1561 Vistas Condos, Wintergreen Resort, VA 22967
/47
$410,000 Sold Jul 02, 2025

98 Pedlars Point, Wintergreen Resort, VA 22967
- 4 Beds
- 3 Baths
- 1,999 Sq Ft
- Built 1984
Last Sold Summary
- $205/SF
- 5 Days On Market
Current Estimated Value $518,498

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

98 Pedlars Point, Wintergreen Resort, VA 22967

/75
Est $779,413 Not Listed For Sale

19 S Knob Ln, Roseland, VA 22967
- 4 Beds
- 3 Baths
- 2,294 Sq Ft
- Built 1978
19 S Knob Ln, Roseland, VA 22967

Last Sold Summary
- 16% Above List Price
- $293/SF
- 130 Days On Market
Last Sold Price $672,500

Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

/13
$49,500
- Land
- 0.42 Acre
- $117,857 per Acre
82 Pedlars Edge Dr, Wintergreen Resort, VA 22967

Nice, gently sloping homesite located at a short walk to the ski slopes and offering mountain views six months of the year. The property borders hundreds of acres of open space on the back for nice privacy. Step away from the back porch, and with a short walk through the woods, you can access one of Wintergreen's official hiking trails. Several other hiking trails are located within a short walk

Dima Holmes WINTERGREEN REALTY, LLC

82 Pedlars Edge Dr, Wintergreen Resort, VA 22967
/31
$210,000 Sold Sep 26, 2025

1420 Highlands Condos, Roseland, VA 22967
- 1 Bed
- 1 Bath
- 840 Sq Ft
- Built 1980
Last Sold Summary
- 11% Below List Price
- $250/SF
- 59 Days On Market
Current Estimated Value $230,778

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

1420 Highlands Condos, Roseland, VA 22967

/9
Not Listed For Sale

149 Timber Camp Dr, Roseland, VA 22967
149 Timber Camp Dr, Roseland, VA 22967

Last Sold Summary
- 450 Days On Market
Last Sold Price $20,000

Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

/44
$485,000
- 3 Beds
- 3 Baths
- 1,483 Sq Ft
1817 High Ridge Ct Condos, Wintergreen Resort, VA 22967

Bright and welcoming 3-bedroom, 3-bath end-unit condo offers the perfect blend of comfort, convenience, and mountain charm. Enjoy easy, one-level living with no stairs and elevator access right from the parking area. The entire interior has just been painted and is immaculate?never used as a rental and is truly move-in ready. Newer windows throughout. An open floor plan features a cozy

LISA FLOOD WINTERGREEN REALTY, LLC

1817 High Ridge Ct Condos, Wintergreen Resort, VA 22967
/46
$279,000 Sold Jun 23, 2025

2049 Stone Ridge Condos, Wintergreen Resort, VA 22958
- 3 Beds
- 3 Baths
- 1,332 Sq Ft
- Built 1984
Last Sold Summary
- $209/SF
- 222 Days On Market
Current Estimated Value $289,719

Last Listing Agent PAUL HESS NEST REALTY GROUP

2049 Stone Ridge Condos, Wintergreen Resort, VA 22958

/61
Est $866,487 Not Listed For Sale

159 E Catoctin Dr, Wintergreen Resort, VA 22967
- 5 Beds
- 4.5 Baths
- 4,148 Sq Ft
- Built 2004
159 E Catoctin Dr, Wintergreen Resort, VA 22967

Last Sold Summary
- 6% Above List Price
- $198/SF
- 88 Days On Market
Last Sold Price $820,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

/22
$89,987
- Land
- 0.39 Acre
- $230,736 per Acre
00 Blackrock Cir, Wintergreen Resort, VA 22967

Welcome to your slice of paradise nestled in the breathtaking Blue Ridge Mountains! Own one of the last remaining building lots on Wintergreen Resorts prestigious Blackrock Circle and create your dream home where every morning begins with a stunning sunrise. Imagine sipping your coffee on the back porch, soaking in the panoramic views of the mountains as the sun crests over the horizon shining

KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

00 Blackrock Cir, Wintergreen Resort, VA 22967
/35
$465,000 Sold Nov 24, 2025

589 Pedlars Edge Dr, Roseland, VA 22967
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Built 1985
Last Sold Summary
- $202/SF
- 28 Days On Market
Current Estimated Value $503,490

Last Listing Agent Elise Suich NOVA to COVA Realty, Inc.

589 Pedlars Edge Dr, Roseland, VA 22967

/30
Est $585,324 Not Listed For Sale

27 Pedlars End, Roseland, VA 22967
- 3 Beds
- 2.5 Baths
- 1,826 Sq Ft
- Built 2005
27 Pedlars End, Roseland, VA 22967

Last Sold Summary
- 11% Above List Price
- $288/SF
- 17 Days On Market
Last Sold Price $525,000

Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

/24
$210,000 Pending
- 1 Bed
- 1 Bath
- 672 Sq Ft
163 Mountain Inn Condos, Wintergreen, VA 22967

Wintergreen IS having an AMAZING SKI SEASON! Capture the Essence of Wintergreen by securing one of the finest condos at WTG's Mountain Inn! SEE VIDEO in "FACTS & FEATURES" on websites! Step into this cozy mtn condo and sink into your surroundings with the Gorgeous Wall Mtn Escape Mural, a cozy Kitchenette w/Soapstone Countertop & Vanity and Generous Living Space! Make your way up to the Loft on

Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

163 Mountain Inn Condos, Wintergreen, VA 22967
$151,000 Sold Aug 29, 2025

203 Timbers, Wintergreen Resort, VA 22967
- 1 Bed
- 1 Bath
- 405 Sq Ft
- Built 1977
Last Sold Summary
- $373/SF
- 22 Days On Market
Current Estimated Value $159,120

Last Listing Agent Vernon Wooten Long & Foster Real Estate Inc.

203 Timbers, Wintergreen Resort, VA 22967

/33
Est $307,873 Not Listed For Sale

2112 Fairway Woods, Roseland, VA 22967
- 3 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1981
2112 Fairway Woods, Roseland, VA 22967

Last Sold Summary
- 3% Above List Price
- $236/SF
- 148 Days On Market
Last Sold Price $300,000

Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage