4,409

Wintergreen Resort, VA Homes

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  • /36

    $675,000

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    19 Rock Dove Ln, Roseland, VA 22967

    Located in the heart of Wintergreen Resort... a wonderful year-round resort boasting skiing, tennis, golf, hiking, swimming and more. Something for everyone. You’ll love Dove's Landing's quiet mountain setting, high quality furnishings, and perfect floorplan. There are two bedrooms with bathrooms and a great room on main level and two bedrooms with a bathroom and a rec room on terrace level. The

    Agent Photo

    Sabrina Thompson

    LONG & FOSTER - CHARLOTTESVILLE

    (434) 448-9378

    19 Rock Dove Ln, Roseland, VA 22967
  • /17

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft
    • Condo for Rent

    718 Laurelwood Condos, Wintergreen Resort, VA 22967

    Welcome to your perfect mountain getaway! This beautifully furnished condo at the coveted Laurelwood Condos is ready for you to move in and relax. Whether you're looking for a seasonal escape or a long-term retreat, we offer seasonal or annual lease options to suit your lifestyle. Nestled in the heart of Wintergreen Resort, Laurelwood is the only condo community with its own private pool—an

    CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

    718 Laurelwood Condos, Wintergreen Resort, VA 22967
  • /29

    $357,500 Sold Nov 07, 2025

    1518 Cliffs, Wintergreen Resort, VA 22967

    • 2 Beds
    • 2 Baths
    • 1,246 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $287/SF
    • 27 Days On Market

    Current Estimated Value $386,592

    Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

    1518 Cliffs, Wintergreen Resort, VA 22967
    • /58

      Est $701,828 Not Listed For Sale

      126 N Forest Dr, Wintergreen Resort, VA 22967

      • 4 Beds
      • 3 Baths
      • 2,814 Sq Ft
      • Built 2006
      126 N Forest Dr, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 5% Above List Price
      • $238/SF
      • 52 Days On Market

      Last Sold Price $670,000

      Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

  • /20

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    3211 N Ridge, Wintergreen Resort, VA 22967

    Discover mountain tranquility in this charming 2-bedroom, 2-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat offers the perfect balance of comfort and adventure. The open concept living area creates a welcoming space for gathering with friends and family. Wake up to breathtaking panoramic views that showcase the natural beauty of Virginia's Blue Ridge Mountains. Large

    Agent Photo

    Ben Holmes

    WINTERGREEN REALTY, LLC

    (434) 661-2586

    3211 N Ridge, Wintergreen Resort, VA 22967
  • /56

    $575,000 Sold Oct 10, 2025

    1566 Vistas, Wintergreen Resort, VA 22967

    • 3 Beds
    • 3 Baths
    • 1,788 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $322/SF
    • 51 Days On Market

    Current Estimated Value $598,977

    Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

    1566 Vistas, Wintergreen Resort, VA 22967
    • /4

      Not Listed For Sale

      671 Shamokin Springs Trail, Roseland, VA 22967

      671 Shamokin Springs Trail, Roseland, VA 22967

      Last Sold Summary

      • 361 Days On Market

      Last Sold Price $34,500

      Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

  • /72

    $799,000

    • 5 Beds
    • 6 Baths
    • 2,765 Sq Ft

    278 E Catoctin Dr, Wintergreen Resort, VA 22967

    This lovely home is located on the 14th green of the Devils Knob Golf Course. Featuring a spacious and open floorplan which is perfect for entertaining with a stone fireplace that anchors the living space. The main house features four bedrooms with two primary suites and a bunkroom. A large living room and den allow for separate activities for guests. Relax in the hot tub after a long day of

    Agent Photo

    Ben Holmes

    WINTERGREEN REALTY, LLC

    (434) 433-8913

    278 E Catoctin Dr, Wintergreen Resort, VA 22967
  • /74

    $950,000 Sold Jun 24, 2025

    625 Fawn Ridge Dr, Roseland, VA 22967

    • 5 Beds
    • 4.5 Baths
    • 3,340 Sq Ft
    • Built 2013

    Last Sold Summary

    • $284/SF
    • 26 Days On Market

    Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

    625 Fawn Ridge Dr, Roseland, VA 22967
    • /44

      Est $593,186 Not Listed For Sale

      298 E Catoctin Dr, Roseland, VA 22967

      • 3 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 2014
      298 E Catoctin Dr, Roseland, VA 22967

      Last Sold Summary

      • 5% Above List Price
      • $284/SF
      • 7 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Ben Holmes WINTERGREEN REALTY, LLC

  • /44

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,098 Sq Ft

    27 Veery Ln, Roseland, VA 22967

    OPEN HOUSE Saturday 3/28 12-2:00 Located on the golf course at Wintergreen Resort, this stunning 4-bedroom home offers hardwood floors, a modern kitchen, inviting fireplace, and generous living spaces ideal for entertaining. Don’t miss this exceptional opportunity, too many improvements to list — a true must-see! Sold Completely Turn key

    Agent Photo

    FRANCESCA SAN GIORGIO

    FOUR SEASONS REALTY 1

    (434) 436-1829

    27 Veery Ln, Roseland, VA 22967
  • /21

    $245,000 Sold Feb 09, 2026

    453 Three Ridges Condos, Wintergreen, VA 22967

    • 2 Beds
    • 2 Baths
    • 907 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $270/SF
    • 48 Days On Market

    Current Estimated Value $253,065

    Last Listing Agent Wayne Flood WINTERGREEN REALTY, LLC

    453 Three Ridges Condos, Wintergreen, VA 22967
    • /41

      Est $427,412 Not Listed For Sale

      3206 N Ridge Condos, Wintergreen, VA 22958

      • 3 Beds
      • 3 Baths
      • 1,350 Sq Ft
      • Built 1986
      3206 N Ridge Condos, Wintergreen, VA 22958

      Last Sold Summary

      • 8% Above List Price
      • $293/SF
      • 11 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Myra R. Beams REAL BROKER LLC

  • /33

    $424,900

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    200 White Oak Dr, Roseland, VA 22967

    Escape to the mountains with this charming three bedroom, two bathroom retreat nestled in the heart of Wintergreen Resort. This cozy getaway features an updated kitchen and bathrooms that blend modern convenience with mountain living. There is a bonus sleeping loft that offers two additional beds. The living room and den allow for two different entertaining spaces. An oversized deck maximizes

    Agent Photo

    Ben Holmes

    WINTERGREEN REALTY, LLC

    (434) 216-7398

    200 White Oak Dr, Roseland, VA 22967
  • /21

    $110,000 Sold Sep 29, 2025

    0 Rosebay Ln Unit 52 663571, Wintergreen Resort, VA 22967

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

    Last Sold Summary

    • 141 Days On Market

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

    0 Rosebay Ln Unit 52 663571, Wintergreen Resort, VA 22967
    • /31

      Not Listed For Sale

      641 White Oak Condos, Wintergreen, VA 22967

      • 2 Beds
      • 2 Baths
      • 1,046 Sq Ft
      • Built 1979
      641 White Oak Condos, Wintergreen, VA 22967

      Last Sold Summary

      • $249/SF
      • 3 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

  • /14

    $50,000

    • Land
    • 0.39 Acre
    • $128,205 per Acre

    462 Deer Springs Ln, Roseland, VA 22967

    Own a parcel that is like no other especially if you love nature, rock wall/outcropping and expansive views of the woods! Rare opportunity to feel like you own so much more land because this property borders open space. Much of it is in the back allowing a home to be sited to have long range views of woods/forest and NOT neighbors. In addition, right border of the parcel is a huge rock wall/ledge

    Agent Photo

    MARLO ALLEN

    MOUNTAIN AREA NEST REALTY

    (434) 278-6314

    462 Deer Springs Ln, Roseland, VA 22967
  • /26

    $385,000 Sold Jan 30, 2026

    84 W Elkwood Dr, Wintergreen Resort, VA 22967

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $282/SF
    • 37 Days On Market

    Current Estimated Value $382,918

    Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

    84 W Elkwood Dr, Wintergreen Resort, VA 22967
    • /65

      Not Listed For Sale

      21 1 2 Old Stoney Creek Rd, Nellysford, VA 22958

      • 2 Beds
      • 1 Bath
      • 398 Sq Ft
      • Built 2023
      21 1 2 Old Stoney Creek Rd, Nellysford, VA 22958

      Last Sold Summary

      • $402/SF
      • 37 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Candice van der Linde YES REALTY PARTNERS

  • /40

    $575,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,430 Sq Ft

    1460 Ledges Condos, Wintergreen, VA 22958

    Breath taking views of the Rockfish Valley, Blue Ridge Mountains and ski slopes. This renovated 3 bedrooms 3 bath condo is a decorators dream with new kitchen, bathrooms, flooring, custom closets, furniture and accessories. Windows, doors were updated in 2018. This is a must see. Just bring your suitcase and stay a weekend or Forever!

    Agent Photo

    FRANCESCA SAN GIORGIO

    Four Seasons Realty I, LLC

    (434) 277-4942

    1460 Ledges Condos, Wintergreen, VA 22958
  • /44

    $440,000 Sold Aug 05, 2025

    973 Laurel Springs Dr, Wintergreen Resort, VA 22967

    • 3 Beds
    • 3 Baths
    • 1,394 Sq Ft
    • Built 1982

    Last Sold Summary

    • $316/SF
    • 6 Days On Market

    Current Estimated Value $445,113

    Last Listing Agent Denise Ramey LONG & FOSTER - CHARLOTTESVILLE WEST

    973 Laurel Springs Dr, Wintergreen Resort, VA 22967
    • /59

      Est $649,171 Not Listed For Sale

      75 Bear Run, Wintergreen Resort, VA 22967

      • 3 Beds
      • 2.5 Baths
      • 2,102 Sq Ft
      • Built 1998
      75 Bear Run, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 8% Above List Price
      • $285/SF
      • 2 Days On Market

      Last Sold Price $599,500

      Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

  • /33

    $530,000

    • 4 Beds
    • 3 Baths
    • 1,675 Sq Ft

    20 Red Cedar Ct, Wintergreen, VA 22958

    Own a home at beautiful Wintergreen Resort with many amenities of hiking, sking, golf, reasturants and benefits of Nelson county. This home has 4 bedrooms and 3 baths with a nice deck for dining and entertaining, 2 car garage and a new roof(2025), with a little updating you would have a great investment and charming home.

    Agent Photo

    FRANCESCA SAN GIORGIO

    FOUR SEASONS REALTY 1

    (434) 278-6467

    20 Red Cedar Ct, Wintergreen, VA 22958
  • /16

    $38,500 Sold Jun 10, 2025

    122 Hanging Rock Ln, Roseland, VA 22967

    • Land
    • 0.42 Acre
    • $91,667 per Acre

    Last Sold Summary

    • 25 Days On Market

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    122 Hanging Rock Ln, Roseland, VA 22967
    • /32

      Est $163,777 Not Listed For Sale

      202 Timbers Condos, Wintergreen, VA 22958

      • 1 Bed
      • 1 Bath
      • 678 Sq Ft
      • Built 1977
      202 Timbers Condos, Wintergreen, VA 22958

      Last Sold Summary

      • 6% Above List Price
      • $227/SF
      • 59 Days On Market

      Last Sold Price $154,000

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

  • /14

    $50,000

    • Land
    • 0.39 Acre
    • $128,205 per Acre

    462 Deer Springs Ln Unit 101, Roseland, VA 22967

    Own a parcel that is like no other especially if you love nature, rock wall/outcropping and expansive views of the woods! Rare opportunity to feel like you own so much more land because this property borders open space. Much of it is in the back allowing a home to be sited to have long range views of woods/forest and NOT neighbors. In addition, right border of the parcel is a huge rock wall/ledge

    Agent Photo

    MARLO ALLEN

    MOUNTAIN AREA NEST REALTY

    (434) 303-6807

    462 Deer Springs Ln Unit 101, Roseland, VA 22967
  • /20

    $35,000 Sold Jan 16, 2026

    95 Hanging Rock Ln, Roseland, VA 22967

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

    Last Sold Summary

    • 41% Below List Price
    • 252 Days On Market

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    95 Hanging Rock Ln, Roseland, VA 22967
    • /34

      Est $582,342 Not Listed For Sale

      229 Fawn Ridge Dr, Roseland, VA 22967

      • 4 Beds
      • 3 Baths
      • 2,347 Sq Ft
      • Built 1983
      229 Fawn Ridge Dr, Roseland, VA 22967

      Last Sold Summary

      • 12% Above List Price
      • $222/SF
      • 23 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Chastity Morgan MOUNTAIN AREA NEST REALTY

  • /39

    $584,000

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    12 Powderhorn Ln, Wintergreen Resort, VA 22967

    Best Value at Wintergreen! This Lovely corner lot home with great rock cropping's in the yard is like New, 4 bedroom 3 bath home with a 2 car garage is close to the AT- AppalachianTrail for hiking. The home has 3 levels: 1st floor primary bedroom and bath, living room with gas fireplace, Dining room, kitchen with stainless appliances ,sunroom, and hardwood floors throughout. Above ground Basement

    Agent Photo

    FRANCESCA SAN GIORGIO

    FOUR SEASONS REALTY 1

    (434) 788-9750

    12 Powderhorn Ln, Wintergreen Resort, VA 22967
  • /43

    $605,000 Sold May 12, 2025

    21 N Forest Dr, Wintergreen Resort, VA 22967

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Below List Price
    • $204/SF
    • 17 Days On Market

    Current Estimated Value $657,492

    Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

    21 N Forest Dr, Wintergreen Resort, VA 22967
    • /32

      Est $265,611 Not Listed For Sale

      1501 Cliffs Condos, Wintergreen Resort, VA 22967

      • 1 Bed
      • 1 Bath
      • 763 Sq Ft
      • Built 1983
      1501 Cliffs Condos, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 10% Below List Price
      • $387/SF
      • 30 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Timothy Wilday AUGUSTA REALTY GROUP

  • /67

    $2,400,000

    • 3 Beds
    • 4 Baths
    • 5,316 Sq Ft

    0 Bryant Mountain Rd Unit 674507, Roseland, VA 22967

    Experience 100-mile panoramic views from this mountaintop retreat in the heart of beautiful Nelson County. Situated on 33 private, secluded acres, this exceptional property offers the perfect balance of tranquility and convenience—just minutes from Wintergreen Resort and Devils Backbone Brewing Company. This custom-built home spans over 4,000 square feet and is thoughtfully designed for both

    Agent Photo

    FRANCESCA SAN GIORGIO

    FOUR SEASONS REALTY 1

    (434) 404-6502

    0 Bryant Mountain Rd Unit 674507, Roseland, VA 22967
  • /53

    $549,000 Sold Apr 07, 2025

    947 Diamond Hill Condos, Wintergreen Resort, VA 22967

    • 3 Beds
    • 3 Baths
    • 1,482 Sq Ft
    • Built 1988

    Last Sold Summary

    • $370/SF
    • 6 Days On Market

    Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

    947 Diamond Hill Condos, Wintergreen Resort, VA 22967
    • /44

      Est $420,975 Not Listed For Sale

      1568 Vistas, Wintergreen Resort, VA 22967

      • 2 Beds
      • 2 Baths
      • 1,233 Sq Ft
      • Built 1984
      1568 Vistas, Wintergreen Resort, VA 22967

      Last Sold Summary

      • 4% Below List Price
      • $356/SF
      • 6 Days On Market

      Last Sold Price $439,000

      Last Listing Agent Michael Woolard RE/MAX

  • /22

    $149,500

    • 1 Bed
    • 1 Bath
    • 405 Sq Ft

    208 Timbers Condos, Wintergreen Resort, VA 22967

    This is a nice, clean, ski condo in the heart of the action. Just off the slopes and adjacent to the mountain village. Easy access to skiing and seasonal festivals on the terrace. It is the perfect crash pad for your Wintergreen and Blue Ridge activities. The ground floor location offers minimal steps and maximum convenience. Just minutes from the Nelson 151 Trail, Blue Ridge Parkway and Skyline

    Agent Photo

    Ben Holmes

    WINTERGREEN REALTY, LLC

    (434) 361-4992

    208 Timbers Condos, Wintergreen Resort, VA 22967
  • /45

    $568,500 Sold Dec 17, 2025

    59 Timber Ridge Ln, Wintergreen Resort, VA 22967

    • 5 Beds
    • 3 Baths
    • 3,046 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $187/SF
    • 17 Days On Market

    Current Estimated Value $594,082

    Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC

    59 Timber Ridge Ln, Wintergreen Resort, VA 22967
    • /50

      Est $632,937 Not Listed For Sale

      791 Shamokin Springs Trail, Roseland, VA 22967

      • 4 Beds
      • 3.5 Baths
      • 1,930 Sq Ft
      • Built 1987
      791 Shamokin Springs Trail, Roseland, VA 22967

      Last Sold Summary

      • 7% Below List Price
      • $352/SF
      • 277 Days On Market

      Last Sold Price $678,500

      Last Listing Agent Reid Murphy THE BUILDING MANAGEMENT COMPANY

  • /26

    $89,987

    • Land
    • 0.39 Acre
    • $230,736 per Acre

    0 Blackrock Cir Unit LotWP001, 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

    0 Blackrock Cir Unit LotWP001, Wintergreen Resort, VA 22967
  • /36

    $469,000 Sold Jul 21, 2025

    25 Devils Bend, Wintergreen Resort, VA 22967

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $324/SF
    • 123 Days On Market

    Current Estimated Value $483,037

    Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

    25 Devils Bend, 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

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