4,409

Wintergreen Resort, VA Homes

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  • /10

    $48,000 Sold Nov 17, 2025

    1761 Blue Ridge Dr Unit 136, Wintergreen Resort, VA 22967

    • Land
    • 0.5 Acre
    • $96,000 per Acre

    Last Sold Summary

    • 122 Days On Market

    Last Listing Agent MARLO ALLEN MOUNTAIN AREA NEST REALTY

    1761 Blue Ridge Dr Unit 136, Wintergreen Resort, VA 22967
    • /64

      Est $594,702 Not Listed For Sale

      12 Coopers Vantage, Roseland, VA 22967

      • 3 Beds
      • 3.5 Baths
      • 2,338 Sq Ft
      • Built 1990
      12 Coopers Vantage, Roseland, VA 22967

      Last Sold Summary

      • 11% Above List Price
      • $229/SF
      • 1 Day On Market

      Last Sold Price $535,000

      Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

  • /3

    $40,000

    • Land
    • 0.69 Acre
    • $57,971 per Acre

    1843 Wintergreen Dr, Wintergreen Resort, VA 22967

    Excellent large .7 acre lot with seasonal views to Reeds Gap for much of the year. The slope toward the rear of the lot would be excellent for a home with a walk-out basement. There is a small creek at the rear of the property to add additional charm. With central sewer and water, underground electric, cable and fiberoptic available, you can have all the luxuries you may desire inside, a nature

    K.T. LYNN WINTERGREEN REALTY, LLC

    1843 Wintergreen Dr, Wintergreen Resort, VA 22967
  • /42

    $385,000 Sold Nov 12, 2025

    1556 Vistas Condos Unit 1556, Wintergreen, VA 22967

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $329/SF
    • 19 Days On Market

    Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

    1556 Vistas Condos Unit 1556, Wintergreen, VA 22967
    • /4

      Not Listed For Sale

      328 Shamokin Springs Trail, Roseland, VA 22967

      328 Shamokin Springs Trail, Roseland, VA 22967

      Last Sold Summary

      • 133 Days On Market

      Last Sold Price $34,000

      Last Listing Agent Michael Woolard RE/MAX

  • /44

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,179 Sq Ft

    1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    A rarity among mountain condos—this view condo has zero steps to the front door, and it has covered parking. This ground level condo has a large deck and an easy walkout to the grass which is wonderful to have the extra space for pets, kids, etc. The High Ridge Court decks were recently replaced. There are many upgrades over the last few years—nearly all new appliances, renovated kitchen with new

    Kate Farley WINTERGREEN REALTY, LLC

    1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /12

    $180,000 Sold Dec 19, 2025

    2123 Fairway Woods, Wintergreen Resort, VA 22967

    • 2 Beds
    • 2 Baths
    • 978 Sq Ft
    • Built 1981

    Last Sold Summary

    • 22% Below List Price
    • $184/SF
    • 189 Days On Market

    Current Estimated Value $203,017

    Last Listing Agent JOE KINCAID WINTERGREEN REALTY, LLC

    2123 Fairway Woods, Wintergreen Resort, VA 22967
    • /14

      Est $241,708 Not Listed For Sale

      443 Three Ridges, Wintergreen Resort, VA 22967

      • 2 Beds
      • 2 Baths
      • 852 Sq Ft
      • Built 1977
      443 Three Ridges, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 2% Above List Price
      • $279/SF
      • 133 Days On Market

      Last Sold Price $237,500

      Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

  • /43

    $484,000

    • 3 Beds
    • 3 Baths
    • 1,483 Sq Ft

    1802 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    Check out this rare 3 bedroom 3 bath condo along Wintergreen's "view" ridge! Relax in your very own mountain getaway and enjoy year round views of the mountains, valley, slopes and golf course all at once. One level living and an elevator to the third level make this home livable for anyone looking to avoid steps to climb. Central air and heat, wood burning fireplace, covered parking below, and a

    STEVE MARIANELLA WINTERGREEN REALTY, LLC

    1802 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /21

    $110,000 Sold Sep 29, 2025

    0 Rosebay Ln Unit 663571, Wintergreen Resort, VA 22967

    • Land
    • 0.44 Acre
    • $250,000 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 142 Days On Market

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

    0 Rosebay Ln Unit 663571, Wintergreen Resort, VA 22967
    • /24

      Est $130,000 Not Listed For Sale

      805 Devils Knob Loop, Roseland, VA 22967

      805 Devils Knob Loop, Roseland, VA 22967

      Last Sold Summary

      • 86% Above List Price
      • 263 Days On Market

      Last Sold Price $69,900

      Last Listing Agent Michael Woolard RE/MAX

  • /14

    $259,000

    • Land
    • 0.39 Acre
    • $664,103 per Acre

    341 Chestnut Place, Roseland, VA 22967

    This exceptional homesite at Wintergreen offers rare, unobstructed year-round views of the Rockfish Valley, the Blue Ridge Mountains, and breathtaking sunrises. With an eastern orientation and a backdrop of hundreds of acres of protected open space, the setting is remarkably private, peaceful, and serene. Located near the end of a quiet street lined with high-end homes, this property provides the

    Dima Holmes WINTERGREEN REALTY, LLC

    341 Chestnut Place, Roseland, VA 22967
  • /61

    $777,000 Sold Oct 24, 2025

    125 Valley View Ln, Roseland, VA 22967

    • 3 Beds
    • 3.5 Baths
    • 2,664 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Above List Price
    • $292/SF
    • 5 Days On Market

    Current Estimated Value $797,882

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    125 Valley View Ln, Roseland, VA 22967
    • /43

      Est $279,334 Not Listed For Sale

      2118 Fairway Woods, Wintergreen Resort, VA 22967

      • 3 Beds
      • 2 Baths
      • 1,271 Sq Ft
      • Built 1981
      2118 Fairway Woods, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 2% Above List Price
      • $216/SF
      • 37 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Michael Woolard RE/MAX

  • /16

    $175,000

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

    211 Chestnut Place Unit 16, 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 Unit 16, Roseland, VA 22967
  • /9

    $30,000 Sold Mar 12, 2026

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967

    • Land
    • 0.5 Acre
    • $60,000 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 135 Days On Market

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967
    • /48

      Est $671,768 Not Listed For Sale

      827 Blue Ridge Dr, Roseland, VA 22967

      • 4 Beds
      • 3.5 Baths
      • 2,713 Sq Ft
      • Built 1985
      827 Blue Ridge Dr, Roseland, VA 22967

      Last Sold Summary

      • 23% Above List Price
      • $201/SF
      • 6 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

  • /48

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 2,563 Sq Ft

    23 Trillium Close, Wintergreen Resort, VA 22967

    Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood included by the HOA! - that flows nicely to wooded back deck facing a golf hole. High end kitchen with

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    23 Trillium Close, Wintergreen Resort, VA 22967
  • /50

    $490,000 Sold Aug 15, 2025

    100 N Rock Tree Ln, Wintergreen Resort, VA 22967

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 1981

    Last Sold Summary

    • $324/SF
    • 156 Days On Market

    Current Estimated Value $526,074

    Last Listing Agent Julie Bendle MOUNTAIN AREA NEST REALTY

    100 N Rock Tree Ln, Wintergreen Resort, VA 22967
    • /50

      Est $698,997 Not Listed For Sale

      127 Valley View Ln, Roseland, VA 22967

      • 4 Beds
      • 4 Baths
      • 2,890 Sq Ft
      • Built 2006
      127 Valley View Ln, Roseland, VA 22967

      Last Sold Summary

      • 8% Above List Price
      • $225/SF
      • 17 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

  • /23

    $49,900

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

    TBD Shamokin Springs Trail, 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, Wintergreen Resort, VA 22967
  • /33

    $193,000 Sold Nov 12, 2025

    3204 N Ridge Condos, Roseland, VA 22967

    • 1 Bed
    • 2 Baths
    • 746 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $259/SF
    • 191 Days On Market

    Current Estimated Value $198,789

    Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

    3204 N Ridge Condos, Roseland, VA 22967
    • /70

      Est $574,141 Not Listed For Sale

      36 Butternut Ln, Roseland, VA 22967

      • 4 Beds
      • 3.5 Baths
      • 2,434 Sq Ft
      • Built 1982
      36 Butternut Ln, Roseland, VA 22967

      Last Sold Summary

      • 8% Below List Price
      • $257/SF
      • 2 Days On Market

      Last Sold Price $625,975

      Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

  • /26

    $150,000

    • Land
    • 0.55 Acre
    • $272,727 per Acre

    340 Chestnut Place, Roseland, VA 22967

    This homesite is directly below High Ridge Condominiums and, with judicious placement and pruning, should offer at least seasonal views similar to those offered from the condominiums. Park at High Ridge, walk around the building and look at the view and this site on the cul-de-sac directly below. It is easy to identify from above since there is an existing home on one side and a home under

    K.T. LYNN WINTERGREEN REALTY, LLC

    340 Chestnut Place, Roseland, VA 22967
  • /66

    $935,000 Sold Sep 02, 2025

    1142 Blue Ridge Dr, Roseland, VA 22967

    • 6 Beds
    • 5 Baths
    • 4,430 Sq Ft
    • Built 2004

    Last Sold Summary

    • $211/SF
    • 5 Days On Market

    Current Estimated Value $1,018,919

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    1142 Blue Ridge Dr, Roseland, VA 22967
    • /29

      Not Listed For Sale

      11 Dripping Rock Ln, Wintergreen, VA 22958

      • 5 Beds
      • 3 Baths
      • 3,013 Sq Ft
      • Built 2011
      11 Dripping Rock Ln, Wintergreen, VA 22958

      Last Sold Summary

      • $222/SF
      • 97 Days On Market

      Last Sold Price $670,000

      Last Listing Agent JOE KINCAID WINTERGREEN REALTY, LLC

  • /41

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    21 Tyro Ln, Wintergreen Resort, VA 22967

    Discover this charming ski-front chalet perfectly positioned at the very start of the Tyro slope—one of Wintergreen’s most desirable and dependable ski locations. Unlike homes farther down Tyro, this spot benefits from immediate access to Eagles Swoop, which opens early each season. Enjoy true ski-in/ski-out convenience: relax by the gas-log stone fireplace and watch skiers glide past, or wave to

    Dima Holmes WINTERGREEN REALTY, LLC

    21 Tyro Ln, Wintergreen Resort, VA 22967
  • /11

    $100,000 Sold Oct 31, 2025

    25 Fernwood Ct, Wintergreen Resort, VA 22967

    • Land
    • 0.5 Acre
    • $200,000 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 208 Days On Market

    Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

    25 Fernwood Ct, Wintergreen Resort, VA 22967
    • /47

      Not Listed For Sale

      72 Pedlars Edge Dr, Roseland, VA 22967

      • 4 Beds
      • 3 Baths
      • 3,167 Sq Ft
      • Built 2005
      72 Pedlars Edge Dr, Roseland, VA 22967

      Last Sold Summary

      • $204/SF
      • 31 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

  • /11

    $59,500

    • Land
    • 0.6 Acre
    • $99,167 per Acre

    23 Rock Tree Ln, Roseland, VA 22967

    Walk to skiing from this large corner homesite offering views of Devils Knob mountain. Gently sloping toward the view its an ideal site to build a walk out first floor with the main level high enough to take advantage of the view yet allowing easy access to your home.

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    23 Rock Tree Ln, Roseland, VA 22967
  • /35

    $169,500 Sold Feb 20, 2026

    470 Three Ridges Condos, Wintergreen Resort, VA 22967

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $262/SF
    • 42 Days On Market

    Current Estimated Value $179,733

    Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

    470 Three Ridges Condos, Wintergreen Resort, VA 22967
    • /48

      Est $933,992 Not Listed For Sale

      78 Split Rock Trail, Roseland, VA 22967

      • 6 Beds
      • 4.5 Baths
      • 4,319 Sq Ft
      • Built 2006
      78 Split Rock Trail, Roseland, VA 22967

      Last Sold Summary

      • 9% Above List Price
      • $199/SF
      • 13 Days On Market

      Last Sold Price $858,000

      Last Listing Agent PAULA JOHNSON RE/MAX

  • /18

    $217,500

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2224 Tanners Ridge Condos Unit 2224, Wintergreen, VA 22967

    Don't delay in seeing this one. This is one of the rarest condominiums at Wintergreen, NO STAIRS, and easy entry. Located near the spa and golf club, Tanners Ridge is also an easy walk to Wintergreen's nature trails, the Nature Center, and the Appalachian Trail. The interior design is very efficient with an open kitchen, living area with a wood-burning fireplace, and two bedrooms and baths on a

    K.T. LYNN WINTERGREEN REALTY, LLC

    2224 Tanners Ridge Condos Unit 2224, Wintergreen, VA 22967
  • /34

    $415,000 Sold Mar 13, 2026

    1710 High Ridge, Roseland, VA 22967

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

    Last Sold Summary

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

    Current Estimated Value $410,145

    Last Listing Agent Wayne Flood WINTERGREEN REALTY, LLC

    1710 High Ridge, Roseland, VA 22967
    • /27

      Not Listed For Sale

      1466 Ledges Condos, Wintergreen, VA 22958

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1980
      1466 Ledges Condos, Wintergreen, VA 22958

      Last Sold Summary

      • $341/SF
      • 30 Days On Market

      Last Sold Price $390,000

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

  • /9

    $39,980

    • Land
    • 0.44 Acre
    • $90,864 per Acre

    62 Split Rock Trail, Rockfish, VA 22967

    Build among the evergreens! Located on a quiet cul-de-sac setting above the road, this mostly level homesite is special as it is literally covered with an impressive, natural forest of mature mountain laurel. For hiking enthusiasts, there is a green belt/open space across the road that leads to the very popular trail system along the headwaters of Stoney Creek and a series of waterfalls. Also,

    Kate Farley WINTERGREEN REALTY, LLC

    62 Split Rock Trail, Rockfish, VA 22967
  • /55

    $561,000 Sold Dec 19, 2025

    30 Cedar Dr, Roseland, VA 22967

    • 3 Beds
    • 2.5 Baths
    • 1,752 Sq Ft
    • Built 2004

    Last Sold Summary

    • $320/SF
    • 111 Days On Market

    Current Estimated Value $585,821

    Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    30 Cedar Dr, Roseland, VA 22967
    • /62

      Est $886,336 Not Listed For Sale

      305 Crawfords Edge, Roseland, VA 22967

      • 4 Beds
      • 5.5 Baths
      • 3,477 Sq Ft
      • Built 1986
      305 Crawfords Edge, Roseland, VA 22967

      Last Sold Summary

      • 11% Above List Price
      • $229/SF
      • 185 Days On Market

      Last Sold Price $795,000

      Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

  • /21

    $239,500

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2209 Tanners Ridge Condos, Wintergreen Resort, VA 22967

    If you're looking for a sweet spot overlooking the golf course, this top floor Tanners Ridge getaway is for you! Inside this tastefully renovated and decorated 2 br/2 ba condo with vaulted ceilings, enjoy attractive laminate wood flooring throughout, along with updated kitchen and laundry appliances. Granite counters in the kitchen and bathrooms; the primary bedroom has its own private bathroom.

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    2209 Tanners Ridge Condos, Wintergreen Resort, VA 22967
  • /53

    $470,000 Sold Nov 17, 2025

    67 Timber Camp Dr, Roseland, VA 22967

    • 3 Beds
    • 2.5 Baths
    • 1,819 Sq Ft
    • Built 1984

    Last Sold Summary

    • 12% Below List Price
    • $258/SF
    • 107 Days On Market

    Current Estimated Value $505,352

    Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

    67 Timber Camp Dr, Roseland, VA 22967

Showing Results 201 - 240, Page 6 of 18

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