4,408

Wintergreen Resort, VA Homes

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  • /14

    $79,000 Sold Oct 07, 2025

    224 Cedar Dr, Roseland, VA 22967

    • Land
    • 1.19 Acres
    • $66,387 per Acre

    Last Sold Summary

    • 14 Days On Market

    Current Estimated Value $80,879

    Last Listing Agent BETTY GREEN WINTERGREEN REALTY, LLC

    224 Cedar Dr, Roseland, VA 22967
    • /35

      Est $503,054 Not Listed For Sale

      472 Fawn Ridge Dr, Roseland, VA 22967

      • 3 Beds
      • 2.5 Baths
      • 1,853 Sq Ft
      • Built 1986
      472 Fawn Ridge Dr, Roseland, VA 22967

      Last Sold Summary

      • 3% Above List Price
      • $263/SF
      • 7 Days On Market

      Last Sold Price $487,000

      Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

  • /34

    $254,000

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    775 Laurelwood Condos, Wintergreen Resort, VA 22967

    Back on market due to buyers failing to gain financing. This updated condo is located in the desirable upper-level section in the Laurelwood complex. This is the closest LW building to all that the center village has to offer. This location offers wonderful seasonal views and a short walk to Black Rock Market, Center Village, and the ski slopes. The unit has been thoughtfully updated over the

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    775 Laurelwood Condos, Wintergreen Resort, VA 22967
  • /17

    $139,000 Sold Dec 05, 2025

    234 Timbers Condos, Wintergreen Resort, VA 22967

    • 1 Bed
    • 1 Bath
    • 405 Sq Ft
    • Built 1977

    Last Sold Summary

    • $343/SF
    • 116 Days On Market

    Current Estimated Value $138,465

    Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

    234 Timbers Condos, Wintergreen Resort, VA 22967
    • /75

      Est $941,748 Not Listed For Sale

      14 Ravens Roost Point, Roseland, VA 22967

      • 5 Beds
      • 4.5 Baths
      • 2,942 Sq Ft
      • Built 2005
      14 Ravens Roost Point, Roseland, VA 22967

      Last Sold Summary

      • 5% Above List Price
      • $306/SF
      • 0 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

  • /23

    $258,000

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    731 Laurelwood Condos, Wintergreen Resort, VA 22967

    Outstanding condition and location! This 2 bedroom updated condo is located at the end of a quiet cul de sac overlooking open space, with just a few steps to the entry. Rare end unit with a bonus space for extra storage, office or playroom. Recent improvements include flooring, interior doors, HVAC (2024), and a deck which has just been completed. Kitchen with cherry cabinets, granite counters

    BETTY GREEN WINTERGREEN REALTY, LLC

    731 Laurelwood Condos, Wintergreen Resort, VA 22967
  • /39

    $415,000 Sold Oct 10, 2025

    1622 Overlook, Wintergreen Resort, VA 22967

    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $323/SF
    • 222 Days On Market

    Current Estimated Value $440,351

    Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

    1622 Overlook, Wintergreen Resort, VA 22967
    • /46

      Est $1,364,498 Not Listed For Sale

      530 Blackrock Cir, Roseland, VA 22967

      • 6 Beds
      • 4.5 Baths
      • 5,100 Sq Ft
      • Built 2008
      530 Blackrock Cir, Roseland, VA 22967

      Last Sold Summary

      • 4% Below List Price
      • $279/SF
      • 95 Days On Market

      Last Sold Price $1,425,000

      Last Listing Agent Lisa Lynch JASON MITCHELL REAL ESTATE

  • /23

    $49,900

    • Land
    • 0.4 Acre
    • $124,750 per Acre

    TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967

    Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967
  • /61

    $649,500 Sold Jul 24, 2025

    19 Pedlars Point, Wintergreen Resort, VA 22967

    • 4 Beds
    • 3 Baths
    • 2,384 Sq Ft
    • Built 1994

    Last Sold Summary

    • $272/SF
    • 2 Days On Market

    Current Estimated Value $677,214

    Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

    19 Pedlars Point, Wintergreen Resort, VA 22967
    • /72

      Est $1,532,864 Not Listed For Sale

      712 Devils Knob Loop, Roseland, VA 22967

      • 5 Beds
      • 5.5 Baths
      • 5,000 Sq Ft
      • Built 2006
      712 Devils Knob Loop, Roseland, VA 22967

      Last Sold Summary

      • 27% Below List Price
      • $420/SF
      • 19 Days On Market

      Last Sold Price $2,100,000

      Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  • /24

    $231,900

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft

    2247 Tanners Ridge, Wintergreen Resort, VA 22967

    You will not be disappointed with this Stunning, Updated Condo! Easy access via long flat landing, followed by another short flight to unit! This impeccably decorated 2 bedroom, 2 bath unit, has been thoughtfully designed to keep you in the moment of your Mountain Getaway! Updated Kitchen, Appliances and Baths with Granite Countertop, Luxury Vinyl Plank Floors, Beautiful Interior Doors, and

    Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

    2247 Tanners Ridge, Wintergreen Resort, VA 22967
  • /5

    $57,500 Sold Jan 12, 2026

    24 White Oak Dr, Wintergreen Resort, VA 22967

    • Land
    • 0.56 Acre
    • $102,679 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 18 Days On Market

    Last Listing Agent JOE KINCAID WINTERGREEN REALTY, LLC

    24 White Oak Dr, Wintergreen Resort, VA 22967
    • /32

      Est $594,634 Not Listed For Sale

      34 Hemlock Dr, Roseland, VA 22967

      • 3 Beds
      • 3.5 Baths
      • 2,013 Sq Ft
      • Built 2006
      34 Hemlock Dr, Roseland, VA 22967

      Last Sold Summary

      • 3% Above List Price
      • $286/SF
      • 24 Days On Market

      Last Sold Price $575,000

      Last Listing Agent DUNCAN MACFARLANE LONG & FOSTER - CHARLOTTESVILLE

  • /58

    $479,000

    • 3 Beds
    • 3 Baths
    • 1,884 Sq Ft

    34 Warrior Run, Wintergreen Resort, VA 22967

    Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the

    Dima Holmes WINTERGREEN REALTY, LLC

    34 Warrior Run, Wintergreen Resort, VA 22967
  • /27

    $242,000 Sold Jul 11, 2025

    705 Laurelwood Condos, Wintergreen Resort, VA 22967

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft
    • Built 1978

    Last Sold Summary

    • $249/SF
    • 17 Days On Market

    Current Estimated Value $257,210

    Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

    705 Laurelwood Condos, Wintergreen Resort, VA 22967
    • /50

      Est $1,804,149 Not Listed For Sale

      20 Ginseng Close, Roseland, VA 22967

      • 6 Beds
      • 5.5 Baths
      • 5,100 Sq Ft
      • Built 2014
      20 Ginseng Close, Roseland, VA 22967

      Last Sold Summary

      • 10% Above List Price
      • $392/SF
      • 189 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

  • /10

    $125,000

    • Land
    • 0.56 Acre
    • $223,214 per Acre

    63 Gumtree Rd Unit 108 LAUREL RIDGE, Roseland, VA 22967

    Can?t find your dream home? Then build it on this beautiful mountain lot with year round southern and eastern Mountain View?s right in the heart of Blackrock Village. Covered in mountain laurel and rhododendron this easy to build on homesite backs on to dedicated open space giving you tons of privacy yet you are within an easy walk to skiing, dining, shopping and miles of trails. Don?t miss

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    63 Gumtree Rd Unit 108 LAUREL RIDGE, Roseland, VA 22967
  • /12

    $49,000 Sold Aug 26, 2025

    80 Beech Dr Unit 55, Wintergreen Resort, VA 22967

    • Land
    • 0.34 Acre
    • $144,118 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

    80 Beech Dr Unit 55, Wintergreen Resort, VA 22967
    • /36

      Est $620,675 Not Listed For Sale

      19 Chestnut Ln, Roseland, VA 22967

      • 4 Beds
      • 3 Baths
      • 3,024 Sq Ft
      • Built 2006
      19 Chestnut Ln, Roseland, VA 22967

      Last Sold Summary

      • 15% Above List Price
      • $179/SF
      • 728 Days On Market

      Last Sold Price $542,000

      Last Listing Agent DIMTRY SHAPOVALOV THE RIGHT MOVE REAL ESTATE, INC.

  • /22

    $2,450,000

    • Land
    • 66.84 Acres
    • $36,655 per Acre

    0 Old Stoney Creek Rd Unit 363654, Nellysford, VA 22958

    Adjoins Wintergreen Resort and is close to Nellysford and all amenities along Rt. 151. Has an extensive and well maintained trail system thoughout that is suitable for ATV's. Photos are on our website, Countsauction.com

    Bill Bryant Ted Counts Realty & Auction

    0 Old Stoney Creek Rd Unit 363654, Nellysford, VA 22958
  • /30

    $201,000 Sold Aug 28, 2025

    18 Briarwood Ln, Roseland, VA 22967

    • 2 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • Built 1989

    Last Sold Summary

    • $138/SF
    • 60 Days On Market

    Current Estimated Value $241,295

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    18 Briarwood Ln, Roseland, VA 22967
    • /14

      Not Listed For Sale

      2221 Tanners Ridge Condos, Wintergreen, VA 22967

      • 2 Beds
      • 2 Baths
      • 852 Sq Ft
      • Built 1980
      2221 Tanners Ridge Condos, Wintergreen, VA 22967

      Last Sold Summary

      • $223/SF
      • 35 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

  • /47

    $535,000

    • 5 Beds
    • 4.5 Baths
    • 1,992 Sq Ft

    15 Shenandoah Ridge Ct, Wintergreen Resort, VA 22967

    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-concept kitchen, dining, and living area is perfect for entertaining and relaxation, featuring a

    Dima Holmes WINTERGREEN REALTY, LLC

    15 Shenandoah Ridge Ct, Wintergreen Resort, VA 22967
  • /60

    $415,000 Sold Mar 04, 2026

    1411 Highlands, Wintergreen Resort, VA 22967

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $377/SF
    • 16 Days On Market

    Current Estimated Value $422,841

    Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

    1411 Highlands, Wintergreen Resort, VA 22967
    • /35

      Est $559,899 Not Listed For Sale

      106 Oak Ln, Roseland, VA 22967

      • 3 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 1978
      106 Oak Ln, Roseland, VA 22967

      Last Sold Summary

      • 6% Above List Price
      • $257/SF
      • 7 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

  • /64

    $649,950 Pending

    • 4 Beds
    • 4 Baths
    • 2,076 Sq Ft

    1818 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    This stunning 4 bedroom view condominium is a rare opportunity, as few exist and aren't often available. The villa rests at the top of the building and offers elevator access for ease and convenience. Covered entry keeps you out of inclement weather upon arrival. Stepping inside, you'll find the property has been beautifully remodeled and tastefully furnished. A wood-burning, custom stone

    Cameron Carroll WINTERGREEN REALTY, LLC

    1818 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /59

    $560,000 Sold Jun 30, 2025

    1642 Overlook, Wintergreen Resort, VA 22967

    • 3 Beds
    • 3 Baths
    • 1,856 Sq Ft
    • Built 1989

    Last Sold Summary

    • $302/SF
    • 41 Days On Market

    Current Estimated Value $581,768

    Last Listing Agent Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

    1642 Overlook, Wintergreen Resort, VA 22967
    • /36

      Est $543,101 Not Listed For Sale

      60 W Elkwood Dr, Wintergreen Resort, VA 22967

      • 4 Beds
      • 2 Baths
      • 2,106 Sq Ft
      • Built 1979
      60 W Elkwood Dr, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 7% Above List Price
      • $241/SF
      • 135 Days On Market

      Last Sold Price $507,500

      Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

  • /10

    $41,000

    • Land
    • 0.45 Acre
    • $91,111 per Acre

    433 Laurel Springs Dr, 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, Roseland, VA 22967
  • /35

    $399,500 Sold Nov 21, 2025

    1469 Ledges, Wintergreen Resort, VA 22967

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1980

    Last Sold Summary

    • $349/SF
    • 9 Days On Market

    Current Estimated Value $418,118

    Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

    1469 Ledges, Wintergreen Resort, VA 22967
    • /75

      Est $1,582,291 Not Listed For Sale

      122 Fernwood Ln, Roseland, VA 22967

      • 9 Beds
      • 9.5 Baths
      • 7,844 Sq Ft
      • Built 2006
      122 Fernwood Ln, Roseland, VA 22967

      Last Sold Summary

      • 7% Above List Price
      • $188/SF
      • 151 Days On Market

      Last Sold Price $1,475,000

      Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

  • /6

    $35,000

    • Land
    • 0.43 Acre
    • $81,395 per Acre

    TBD Winter Wren Ln, 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, Rockfish, VA 22967
  • /23

    $245,000 Sold Oct 24, 2025

    913 Diamond Hill Condos, Wintergreen Resort, VA 22967

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $306/SF
    • 12 Days On Market

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    913 Diamond Hill Condos, Wintergreen Resort, VA 22967
    • /69

      Est $746,048 Not Listed For Sale

      29 Rock Dove Ln, Roseland, VA 22967

      • 4 Beds
      • 3.5 Baths
      • 2,539 Sq Ft
      • Built 2006
      29 Rock Dove Ln, Roseland, VA 22967

      Last Sold Summary

      • 4% Below List Price
      • $307/SF
      • 6 Days On Market

      Last Sold Price $780,000

      Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

  • /11

    $37,500

    • Land
    • 0.67 Acre
    • $55,970 per Acre

    37 Coopers Vantage, Roseland, VA 22967

    Current owner has a home at Wintergreen and had intended to build on this site. He has identified a wonderfully built cabin that could be built on this site which is on a small cul de sac between two very attractive homes. Plans and building estimates are in the docs section of the listing description. The best house location has already been flagged. Please note: the lot is being sold as vacant

    Tim Merrick WINTERGREEN REALTY, LLC

    37 Coopers Vantage, Roseland, VA 22967
  • /17

    $50,000 Sold May 08, 2025

    167 Devils Knob Loop, Roseland, VA 22967

    • Land
    • 0.46 Acre
    • $108,696 per Acre

    Last Sold Summary

    • 46 Days On Market

    Current Estimated Value $278,910

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    167 Devils Knob Loop, Roseland, VA 22967
    • /29

      Est $626,582 Not Listed For Sale

      122 Warrior Run, Roseland, VA 22967

      • 3 Beds
      • 3.5 Baths
      • 2,194 Sq Ft
      • Built 2002
      122 Warrior Run, Roseland, VA 22967

      Last Sold Summary

      • 2% Above List Price
      • $280/SF
      • 8 Days On Market

      Last Sold Price $613,275

      Last Listing Agent BETTY GREEN WINTERGREEN REALTY, LLC

  • /16

    $175,000

    • Land
    • 0.4 Acre
    • $437,500 per Acre

    211 Chestnut Place, Roseland, VA 22967

    This gorgeous .40 acre lot has the potential for stunning year round mountain, valley and ski slope views! Located in an area with spectacular homes and on a quiet cul-de-sac with very little traffic. Easy access to build your dream mountain getaway home. There is underground electric and central water and sewer. And of course fiber broadband internet is available . Exceptional view lot offerings

    Julie Bendle MOUNTAIN AREA NEST REALTY

    211 Chestnut Place, Roseland, VA 22967
  • /37

    $399,675 Sold Mar 13, 2026

    1448 Highlands Condos, Wintergreen, VA 22958

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1980

    Last Sold Summary

    • $348/SF
    • 2 Days On Market

    Current Estimated Value $391,673

    Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

    1448 Highlands Condos, Wintergreen, VA 22958

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