4,020

Wintergreen Homes

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    • /17

      Est $232,006 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 978 Sq Ft

      2111 Fairway Woods, Roseland, VA 22967

      2111 Fairway Woods, Roseland, VA 22967
  • /17

    $139,000

    • 1 Bed
    • 1 Bath
    • 405 Sq Ft

    234 Timbers Condos, Wintergreen Resort, VA 22967

    A perfect getaway and a minute walk to the ski front and all of Wintergreens activities at the Mountain Inn reception. Making over $15,000 in rental income on Evolve. This studio has eveything you need: a Kichenette that is fully furnished, king bed, large smart TV and a spacious deck. Sold Turnkey.

    FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

    234 Timbers Condos, Wintergreen Resort, VA 22967
  • /49

    $565,000 Sold Jun 30, 2025

    • 2,089 Sq Ft
    • $270/SF
    • 14 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1979

    54 Butternut Ln, Wintergreen Resort, VA 22967

    Escape to this stunning modern post & beam home in the heart of Wintergreen Resort, just 0.8 miles from skiing, snowboarding, and tubing! Designed for both relaxation and adventure, this one-of-a-kind retreat offers a bright and cozy space to enjoy the beauty of the Blue Ridge Mountains. Delight in the magic sunset views in the winter filling your home with warm alpenglow colors. Featuring 3

    Dima Holmes WINTERGREEN REALTY, LLC

    54 Butternut Ln, Wintergreen Resort, VA 22967
    • /28

      Est $262,054 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 978 Sq Ft

      2129 Fairway Woods, Roseland, VA 22967

      2129 Fairway Woods, Roseland, VA 22967
  • /65

    $483,975

    • 3 Beds
    • 2 Baths
    • 1,605 Sq Ft

    314 E Catoctin Dr, Wintergreen Resort, VA 22967

    Just wow! This is the trifecta! Location, Renovated and Privacy. Nestled amongst ferns and wildflowers with golf course frontage and standing hardwoods. Step into this mid-century modern home with volume ceilings, exposed beams and numerous windows that bring the outdoors in. Three bedrooms and two baths in a unique, spacious architectural gem. Nighttime glimpses of the Valley lights during

    Robert Craig WINTERGREEN REALTY, LLC

    314 E Catoctin Dr, Wintergreen Resort, VA 22967
  • /29

    $217,500 Sold Jun 27, 2025

    • 851 Sq Ft
    • $256/SF
    • 48 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1984

    1525 Cliffs, Wintergreen Resort, VA 22967

    Least expensive VIEW condo at Wintergreen! Awaken to sunrises over the Rockfish Valley from this well-appointed one bedroom, two bath end unit along the Blue Ridge. Large windows in the living area and bedroom allow you to enjoy the breathtaking views. Open great room with wood burning fireplace is the perfect place to unwind after a long day of hiking or being on the slopes (you can see

    Chastity Morgan MOUNTAIN AREA NEST REALTY

    1525 Cliffs, Wintergreen Resort, VA 22967
    • /43

      Est $554,561 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft

      18 Laurel Springs Dr, Roseland, VA 22967

      18 Laurel Springs Dr, Roseland, VA 22967
  • /32

    $189,900

    • 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
  • /21

    $217,500 Sold Jun 26, 2025

    • 812 Sq Ft
    • $268/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    2247 Tanners Ridge Condos, Wintergreen Resort, VA 22967

    Surround yourself with rustic mountain vibes in this handsomely decorated 2br/2ba Tanners Ridge getaway. Conveniently located near the Wintergarden Spa, The Nature Foundation and numerous trails, this home features luxury vinyl plank floors, granite counters in the kitchen and baths, and an incredibly cozy living area. Pile onto the leather sofa in front of the wood burning fireplace; the condo

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    2247 Tanners Ridge Condos, Wintergreen Resort, VA 22967
    • /44

      Est $692,492 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,007 Sq Ft

      1881 Wintergreen Dr, Roseland, VA 22967

      1881 Wintergreen Dr, Roseland, VA 22967
  • /53

    $499,000

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

    67 Timber Camp Dr, Roseland, VA 22967

    Discover your mountain retreat at Wintergreen Resort, where this beautifully renovated three-bedroom, two-and-a-half-bathroom home awaits. This property has undergone over $100,000 in recent upgrades that transform it into a true gem. The heart of the home features vaulted ceilings and a stunning wood-burning stone fireplace, perfect for cozy evenings after mountain adventures. Recent

    Cameron Carroll WINTERGREEN REALTY, LLC

    67 Timber Camp Dr, Roseland, VA 22967
  • /42

    $410,000 Sold Jun 26, 2025

    • 2,116 Sq Ft
    • $194/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1989

    65 Ladyslipper Ln, Wintergreen Resort, VA 22967

    This inviting 4-bedroom, 2.5-bath home is nestled in the heart of Wintergreen Resort, offering year-round adventure and relaxation. Enjoy skiing in the winter, golfing in the summer, hiking scenic trails, and so much more just steps from your door. Lovingly maintained by the same family for over a decade, this home blends character with recent updates, including a new roof and heat pump. While

    FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

    65 Ladyslipper Ln, Wintergreen Resort, VA 22967
    • /68

      Est $679,085 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,916 Sq Ft

      57 Tyro Ln, Roseland, VA 22967

      57 Tyro Ln, Roseland, VA 22967
  • /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
  • /74

    $950,000 Sold Jun 24, 2025

    • 3,340 Sq Ft
    • $284/SF
    • 26 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2013

    625 Fawn Ridge Dr, Roseland, VA 22967

    Combine a choice golf front lot on one of the signature golf holes of Devils Knob course, and one of the most respected quality builders at Wintergreen, and what do you get? One of the premier offerings on Wintergreen mountain this year! This home can be a primary residence with many upgrades, a detached garage, ample parking and a paved & level driveway. Gourmet kitchen includes high end

    STEVE MARIANELLA WINTERGREEN REALTY, LLC

    625 Fawn Ridge Dr, Roseland, VA 22967
    • /38

      Est $522,939 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,837 Sq Ft

      426 Laurel Springs Dr, Wintergreen Resort, VA 22967

      426 Laurel Springs Dr, Wintergreen Resort, VA 22967
  • /7

    $45,000

    • Land
    • 0.44 Acre
    • $102,273 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
  • /30

    $180,000 Sold Jun 24, 2025

    • 746 Sq Ft
    • $241/SF
    • 135 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2020

    3228 N Ridge Condos, Wintergreen Resort, VA 22967

    Modern 1BR/2BA Condo in Wintergreen?s Newest Building ? Upgraded & Move-In Ready! Don?t miss this rare opportunity to own a beautifully upgraded 1-bedroom, 2-bath villa in Wintergreen Resort?s newest condo building, just 5 years old! Unlike most condos at Wintergreen?many 25+ years old?this home offers the comfort of newer construction and thoughtful enhancements throughout. Upgrades from the

    Dima Holmes WINTERGREEN REALTY, LLC

    3228 N Ridge Condos, Wintergreen Resort, VA 22967
    • /75

      Est $789,707 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,294 Sq Ft

      19 S Knob Ln, Roseland, VA 22967

      19 S Knob Ln, Roseland, VA 22967
  • /16

    $149,900

    • 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
  • /46

    $279,000 Sold Jun 23, 2025

    • 1,332 Sq Ft
    • $209/SF
    • 222 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    2049 Stone Ridge Condos, Wintergreen Resort, VA 22958

    This 1,332 sq. ft. end-unit in Stone Ridge has been renovated and offers three bedrooms and three bathrooms. Located just 5 minutes from the Wintergarden Spa, tennis and golf facilities, and the Clubhouse, it?s ideal for easy access to local amenities. The home features a covered porch with a mix of wooded and pastoral views of the Devil?s Knob Golf Course. This home is situated perfectly to take

    PAUL HESS WINTERGREEN REALTY, LLC

    2049 Stone Ridge Condos, Wintergreen Resort, VA 22958
    • /30

      Est $547,119 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,826 Sq Ft

      27 Pedlars End, Roseland, VA 22967

      27 Pedlars End, Roseland, VA 22967
  • /45

    $655,000

    • 4 Beds
    • 3.5 Baths
    • 2,336 Sq Ft

    67 S Forest Dr, Roseland, VA 22967

    More Pictures coming soon. Nestled high near the top of Wintergreen Resort, this stunning unique Wintergreen property that offers a perfect blend of luxury and comfort, ideal for year-round living, short term rentals or a weekend getaway. Unlike others this property has a detached garage with a driveway and pull off area. Surrounded by breathtaking mountain views and lush, natural beauty, this

    STEVEN MARTIN RE/MAX NEW HORIZONS

    67 S Forest Dr, Roseland, VA 22967
  • /42

    $650,000 Sold Jun 17, 2025

    • 2,571 Sq Ft
    • $253/SF
    • 56 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    16 Ridge Ln, Wintergreen Resort, VA 22967

    This charming re-modeled mountain chalet is beautifully situated on a level lot in the sought after Devils Knob Loop section of Wintergreen sitting at over 3000 feet in elevation it is truly a ?world away" from the city. Stunning seasonal views looking out over miles of rolling mountains from the covered porch, patio and hot tub. Inside you have 4 fully furnished gorgeous bedrooms and 3 full

    BRYAN ORR VIRGINIA ESTATES

    16 Ridge Ln, Wintergreen Resort, VA 22967
    • /33

      Est $302,990 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,271 Sq Ft

      2112 Fairway Woods, Roseland, VA 22967

      2112 Fairway Woods, Roseland, VA 22967
  • /32

    $388,000

    • 2 Beds
    • 2 Baths
    • 1,134 Sq Ft

    1421 Highlands, Wintergreen Resort, VA 22967

    Experience the pinnacle of alpine elegance at 1421 Highlands, a top-floor sanctuary within Wintergreen Resort, VA. This 2-bedroom, 2-bathroom condo, fully furnished and turn-key ready, offers a lifestyle of luxury with stunning views of the Blue Ridge Mountains and direct ski slope access.The expansive windows of the updated living room frame the ever-changing vistas of the slopes, providing a

    Marc Neufcourt Fathom Realty

    1421 Highlands, Wintergreen Resort, VA 22967
  • /16

    $38,500 Sold Jun 10, 2025

    • Land
    • 0.42 Acre
    • $91,667 per Acre
    • 25 Days On Market

    122 Hanging Rock Ln, Roseland, VA 22967

    Dreaming of a picturesque mountain retreat? This 0.42-acre vacant lot in Wintergreen Resort offers the perfect blend of tranquility, natural beauty, and convenience. Situated at the end of a quiet street with only a handful of homes, this property provides the privacy and peacefulness you crave, whether for a vacation getaway or a full-time residence. With flat terrain, building your dream home

    Dima Holmes WINTERGREEN REALTY, LLC

    122 Hanging Rock Ln, Roseland, VA 22967
    • /60

      Est $836,718 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,492 Sq Ft

      415 Pedlars Edge Dr, Roseland, VA 22967

      415 Pedlars Edge Dr, Roseland, VA 22967
  • /48

    $479,000

    • 2 Beds
    • 2.5 Baths
    • 1,443 Sq Ft

    962 Diamond Hill Condos, Wintergreen Resort, VA 22967

    Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One of only 2 units in Diamond Hill with this unique spacious 1400 sq ft 2 level layout. Current owners have had both master bathrooms upgraded with custom tile work in showers, added closet space, replaced both water heaters, and had custom built in bunk beds in each master suite. This condo is perfect for two

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    962 Diamond Hill Condos, Wintergreen Resort, VA 22967
  • /38

    $410,000 Sold Jun 09, 2025

    • 2,412 Sq Ft
    • $170/SF
    • 31 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1990

    29 Trillium Close Unit A29, Wintergreen Resort, VA 22967

    Space, affordability and a Devils Knob Village location make the Trillium townhouses a great option to experience the Wintergreen lifestyle. This 4-bedroom 3.5 bath has plenty of space plus a 2-car garage, all within walking distance to the spa, Devils Knob Golf & Tennis and more. Plus, the main level has recently undergone a major and thorough renovation, see attached doc for a complete list.

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    29 Trillium Close Unit A29, Wintergreen Resort, VA 22967
    • /46

      Est $1,015,347 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 3,078 Sq Ft

      48 Knob Hill Place, Roseland, VA 22967

      48 Knob Hill Place, Roseland, VA 22967
  • /43

    $399,500

    • 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
  • /72

    $1,200,000 Sold Jun 06, 2025

    • 3,330 Sq Ft
    • $360/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2015

    105 Tyro Ln, Roseland, VA 22967

    A snow lover's dream! This like-new mountaintop home at Wintergreen Resort with ski-out access to the slopes is a must-see! This custom-built lodge style home features a soaring great room with vaulted ceiling and floor-to-ceiling views of the slopes. Outdoor living spaces include a composite wood deck, patio with hot tub, and brick outdoor fireplace for chilly stargazing. You'll love the modern

    DENISE RAMEY TEAM LONG & FOSTER - CHARLOTTESVILLE WEST

    105 Tyro Ln, Roseland, VA 22967
    • /34

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,370 Sq Ft

      2073 Stone Ridge Condos, Wintergreen, VA 22958

      2073 Stone Ridge Condos, Wintergreen, VA 22958
  • /29

    $399,500

    • 2 Beds
    • 2 Baths
    • 1,134 Sq Ft

    1403 Highlands Condos, Wintergreen Resort, VA 22967

    Beautifully updated and decorated 2BR/2BA top-floor end unit condo at Wintergreen Resort! Enjoy breathtaking mountain, valley, and sunrise views from this bright, private retreat. Located right on the Highlands ski slope and just steps from the Wintergarden Spa & Aquatics Center, this condo offers unmatched convenience. Walk to Fire & Frost, the Nature Foundation, and scenic hiking trails. The

    Dima Holmes WINTERGREEN REALTY, LLC

    1403 Highlands Condos, Wintergreen Resort, VA 22967
  • /36

    $393,000 Sold May 30, 2025

    • 1,246 Sq Ft
    • $315/SF
    • 29 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    1534 Cliffs, Wintergreen Resort, VA 22967

    Best value on the mountain. Wonderful 2 bedroom with stunning views, several recent updates include: new Hvac, water heater, deck slider door, appliances, kitchen counters, FP hearth stone and all new furniture. Not used as a rental, vacant and easy to show.,Fireplace in Living Room

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    1534 Cliffs, Wintergreen Resort, VA 22967
    • /68

      Est $1,346,134 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,191 Sq Ft

      23 S Knob Ln, Roseland, VA 22967

      23 S Knob Ln, Roseland, VA 22967
  • /23

    $178,000

    • 1 Bed
    • 2 Baths
    • 765 Sq Ft

    2028 Stone Ridge Condos, Wintergreen Resort, VA 22967

    Beautiful turn-key condo just in time for your mountain getaway at Wintergreen! This 1 bedroom 2 full bath condo features LVP flooring throughout, granite countertops, and is fully furnished and ready to enjoy. Spend cool mornings with coffee around the gas fireplace, and end warm summer evenings relaxing on the covered patio. Located just minutes from the Wintergreen Spa & Fitness Center, the

    IVY HAINES NEST REALTY GROUP

    2028 Stone Ridge Condos, Wintergreen Resort, VA 22967
  • /15

    $150,000 Sold May 30, 2025

    • 648 Sq Ft
    • $231/SF
    • 46 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1981

    798 Laurelwood, Wintergreen Resort, VA 22967

    Welcome to 798 Laurelwood in Wintergreen Resort! This rustically charming, fully furnished 1 bedroom, 1 full bath condo is conveniently located in the heart of the Four Seasons Wintergreen Resort Village and is in close proximity to ski slopes, hiking trails, the Market, and the Mountain Inn Lodge. This end unit offers private views of the beautiful landscape from the outdoor deck, where you can

    Allison Jones The Steele Group

    798 Laurelwood, Wintergreen Resort, VA 22967
    • /50

      Est $794,594 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,501 Sq Ft

      120 Brimstone Dr, Roseland, VA 22967

      120 Brimstone Dr, Roseland, VA 22967

Showing Results 121 - 160, Page 4 of 18

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