4,020

Wintergreen Homes

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  • /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.

    Ben Holmes WINTERGREEN REALTY, LLC

    3211 N Ridge, Wintergreen Resort, VA 22967
  • /39

    $370,000 Sold Aug 20, 2025

    • 1,500 Sq Ft
    • $247/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1979

    134 Gumtree Dr, Wintergreen Resort, VA 22967

    Tucked away in the woods of Wintergreen Resort, this beautiful 4-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and year-round adventure. Surrounded by lush greenery, the expansive deck invites you to relax and take in the peaceful forest views. Inside, the main level features an open floorplan with a bright, airy kitchen, a dining area that looks out to the trees, and a cozy

    Matt White REDFIN CORPORATION

    134 Gumtree Dr, Wintergreen Resort, VA 22967
    • /26

      Est $255,531 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 972 Sq Ft

      743 Laurelwood, Wintergreen Resort, VA 22967

      743 Laurelwood, Wintergreen Resort, VA 22967
  • /23

    $267,500

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    2025 Stone Ridge Condos, Wintergreen, VA 22967

    One of the best bargains for a bottom floor. Walk out the back patio to 18th Fairway of Devils Knob Golf Course. Spa, restaurant, nature center, & Tennis all within walking distance. Ski shuttle stops at front parking area. Sq. footage is approximate; agents and buyers should rely upon their own resources for an exact sq. footage.,Formica Counter,Oak Cabinets,Wood Cabinets,Fireplace in Great Room

    Tim Merrick WINTERGREEN REALTY, LLC

    2025 Stone Ridge Condos, Wintergreen, VA 22967
  • /46

    $725,000 Sold Aug 19, 2025

    • 2,076 Sq Ft
    • $349/SF
    • 165 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1990

    1836 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    A rare find. This 4 bedroon, 4 bath, top floors condominium has it all: elevator access, incredible views and great location. All baths have recently been remodeled, new tv's added, decks redone, paint and flooring. With its size and view, this condominium compares to multi-million dollar homes which are built to enjoy the view. Elevator access is a huge plus.

    K.T. LYNN WINTERGREEN REALTY, LLC

    1836 High Ridge Ct Condos, Wintergreen Resort, VA 22967
    • /54

      Est $593,990 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,530 Sq Ft

      36 Pinnacle Dr, Nellysford, VA 22958

      36 Pinnacle Dr, Nellysford, VA 22958
  • /2

    $289,900 Open Sat 10AM - 12PM

    • 2 Beds
    • 1.5 Baths
    • 784 Sq Ft

    123 Eagles Ct Condos Unit 123, Wintergreen Resort, VA 22967

    This well maintained slope-side condo offers the ultimate convenience—step right out your door and onto the slopes! Located in the heart of Center Village with a dedicated parking. You're just a short walk to all the action, including restaurants, shopping, and a vibrant array of events like music and art festivals. Whether you're looking for a personal retreat or an excellent rental investment,

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    123 Eagles Ct Condos Unit 123, Wintergreen Resort, VA 22967
  • /25

    $250,000 Sold Aug 18, 2025

    • 907 Sq Ft
    • $276/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    461 Three Ridges Condos, Roseland, VA 22967

    LUXURY AND LOCATION FOR A GREAT PRICE Well located at the entrance to the ski slopes, shops and restaurants of Black Rock Village, this well maintained 2 bedroom 2 bath condominium is a dream retreat for family and friends. Located in the center of Black Rock Village. Quartz counters, stainless appliances, custom cabinets. New bathrooms with downstairs walk-in shower, new doors and hardware,

    K.T. LYNN WINTERGREEN REALTY, LLC

    461 Three Ridges Condos, Roseland, VA 22967
    • /5

      Not Listed For Sale

      352 Shamokin Springs Trail, Roseland, VA 22967

      352 Shamokin Springs Trail, Roseland, VA 22967
  • /2

    $579,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    15 Shagbark Ln, Roseland, VA 22967

    Cozy mountain home perfectly located just across from the easement to the top of Eagles Swoop—the first ski slope to open and the last to close each season, with night skiing available as well. An unbeatable location for ski enthusiasts! Enjoy beautiful seasonal mountain and sunset views for about six months of the year. Situated on one of the largest lots in the neighborhood (0.21 acres), this

    Dima Holmes WINTERGREEN REALTY, LLC

    15 Shagbark Ln, Roseland, VA 22967
  • /50

    $490,000 Sold Aug 15, 2025

    • 1,513 Sq Ft
    • $324/SF
    • 156 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    100 N Rock Tree Ln, Wintergreen Resort, VA 22967

    Walk out to the slopes! This sweet little cottage is perched on the hillside with beautiful mountain and ski front views. The wall of doors and windows allows you to enjoy seeing all the skiing action down on Tyro. And there's a huge wrap around deck for enjoying the other three seasons of the year! The greatroom is open yet cozy with a cathedral ceiling and hardwood floors. Great spot to hang

    Julie Bendle MOUNTAIN AREA NEST REALTY

    100 N Rock Tree Ln, Wintergreen Resort, VA 22967
    • /46

      Est $425,607 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,369 Sq Ft

      28 Fern Cir, Roseland, VA 22967

      28 Fern Cir, Roseland, VA 22967
  • /2

    $399,000

    • 3 Beds
    • 3 Baths
    • 1,432 Sq Ft

    3234 N Ridge Condos, Wintergreen Resort, VA 22967

    OPEN HOUSE SATURDAY 9/12 from 12P-2P ** You are going to love this well-maintained 3 br/3 ba condo with ground floor walkout in North Ridge! Just steps away to Wintergreen tennis and pickleball courts and the Devils Knob golf course and restaurant, this unit was built in 2020. Take note of the large casement windows throughout the condo, which shower in plenty of sunshine throughout the day. Open

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    3234 N Ridge Condos, Wintergreen Resort, VA 22967
  • /69

    $1,150,000 Sold Aug 12, 2025

    • 4,442 Sq Ft
    • $259/SF
    • 6 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2006

    236 Crawfords Edge, Roseland, VA 22967

    Discover this stunning post-and-beam retreat showcasing breathtaking Blue Ridge Mountain views in prestigious Wintergreen Resort! This move-in ready sanctuary features soaring vaulted ceilings, gleaming hardwood floors, and walls of windows framing spectacular vistas. The heart of the home is a magnificent great room with stone fireplace flowing seamlessly into a gourmet kitchen boasting Wolf

    Denise Ramey LONG & FOSTER - CHARLOTTESVILLE WEST

    236 Crawfords Edge, Roseland, VA 22967
    • /71

      Est $605,675 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,108 Sq Ft

      74 Firtree Dr, Roseland, VA 22967

      74 Firtree Dr, Roseland, VA 22967
  • /34

    $260,000 Pending

    • 1 Bed
    • 1 Bath
    • 880 Sq Ft

    1477 Ledges Condos, Wintergreen, VA 22958

    Wake up to breathtaking sunrises and spectacular mountain views from this charming one-bedroom, one-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. Recent upgrades ensure worry-free ownership, including a new heating and cooling system plus hot water heater installed in 2021, and

    Ben Holmes WINTERGREEN REALTY, LLC

    1477 Ledges Condos, Wintergreen, VA 22958
  • /43

    $385,000 Sold Aug 11, 2025

    • 1,248 Sq Ft
    • $308/SF
    • 179 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    1572 Vistas, Roseland, VA 22967

    This two bedroom, two bath villa offers some of the best views and location for a view condo at Wintergreen. Enjoy breathtaking panoramic mountain, valley, ski village and surnrise views all year round. Being an end unit, and located on the left side of the building, this condo offers some of the most dramatic and unobstructed mountain and valley views you can enjoy at Wintergreen. Here, your

    Dima Holmes WINTERGREEN REALTY, LLC

    1572 Vistas, Roseland, VA 22967
    • /35

      Est $388,385 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,020 Sq Ft

      328 Dobie Condos, Wintergreen, VA 22958

      328 Dobie Condos, Wintergreen, VA 22958
  • /44

    $269,500 Pending

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    2061 Stone Ridge Condos Unit 2061, Wintergreen Resort, VA 22967

    Spacious 3 bedroom condo located in the heart of Devils Knob Village overlooking the 18th green of DK golf course. Ground floor unit features convenient access to large patio and backyard which is perfect for pet owners. All one level living offers convenient and comfortable living in this updated unit. Updates include; new flooring, new LED lighting, new kitchen counters & appliances, all new

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    2061 Stone Ridge Condos Unit 2061, Wintergreen Resort, VA 22967
  • /56

    $500,000 Sold Aug 08, 2025

    • 2,158 Sq Ft
    • $232/SF
    • 9 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1981

    475 E Catoctin Dr, Wintergreen Resort, VA 22967

    Recent floor plan and flooring improvements! The main level living areas and downstairs family room have recently been upgraded to have luxury vinyl plank flooring, and the downstairs floor plan is now more open and bright with walls removed and bathroom reconfigured?a must-see! This charming mountain getaway is cozied into the hillside in a serene setting among ferns and forested views. The

    Kate Farley WINTERGREEN REALTY, LLC

    475 E Catoctin Dr, Wintergreen Resort, VA 22967
    • /2

      Est $702,272 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,984 Sq Ft

      376 Blackrock Dr, Roseland, VA 22967

      376 Blackrock Dr, Roseland, VA 22967
  • /31

    $285,000 Pending

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

    2082 Stone Ridge Condos, Wintergreen Resort, VA 22967

    This three bedroom/three bath condo, in the center of three major Wintergreen amenities, is the very closest condo on the mountain to walk to the Devils Knob Clubhouse! Imagine being able to easily jaunt down to both golf and tennis, as well as up to the aquatics center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the most incredible places to dine in the area, and

    Kate Farley WINTERGREEN REALTY, LLC

    2082 Stone Ridge Condos, Wintergreen Resort, VA 22967
  • /75

    $1,050,000 Sold Aug 06, 2025

    • 3,030 Sq Ft
    • $347/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1981

    788 Devils Knob Loop, Roseland, VA 22967

    Enjoy spectacular year round views from this beautiful 4 bedroom home, resting upon the peak of Wintergreen on Devils Knob Loop. Cool summer breezes and stunning long range vistas await your from two expansive decks. The main level of this home offers a covered entry, foyer, living room, dining room, kitchen, a half bath and a master bedroom suite. There's also a stone woodburning soaring into

    Cameron Carroll WINTERGREEN REALTY, LLC

    788 Devils Knob Loop, Roseland, VA 22967
    • /41

      Est $634,624 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,971 Sq Ft

      17 Ravens Roost Ln, Roseland, VA 22967

      17 Ravens Roost Ln, Roseland, VA 22967
  • /59

    $549,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    127 Blackrock Cir, Roseland, VA 22967

    This mid-century modern mountain cottage is one of the first Deck House homes ever built at Wintergreen Resort, offering a unique blend of architectural character and mountain charm. Known for their quality construction, Deck House homes feature rich natural wood finishes, abundant windows for passive solar warmth, and an airy, light-filled layout. Enjoy one-level living with heart pine ceilings,

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    127 Blackrock Cir, Roseland, VA 22967
  • /74

    $1,225,000 Sold Aug 06, 2025

    • 3,546 Sq Ft
    • $345/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    43 Knob Hill Place, Wintergreen Resort, VA 22967

    Turning on Knob Hill Pl. from Devils Knob Loop, the stone columns introduce the intimacy of the short cul de sac. The elevated walkway connects the parking pad to the front entrance, so there are no steps. The home's interior design celebrates the long range Blue Ridge mountain views that are accented in the living room with dramatic floor to ceiling windows that capture the scenery. Post and

    JOHN L. MCKEITHEN MOUNTAIN AREA NEST REALTY

    43 Knob Hill Place, Wintergreen Resort, VA 22967
    • /46

      Est $1,312,357 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 5,100 Sq Ft

      530 Blackrock Cir, Roseland, VA 22967

      530 Blackrock Cir, Roseland, VA 22967
  • /39

    $568,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,698 Sq Ft

    122 Oak Ln, Nellysford, VA 22958

    Step into the trifecta at Wintergreen. A beautifully appointed mountain home, a stunning great room and some seasonal views, all found in a convenient location. Main level living with two bedrooms, bath and laundry on the first floor. The spacious and light filled Primary on the upper level is complemented by a loft that could be a sitting area or an office. Easy walk to all of the amenities in

    Robert Craig WINTERGREEN REALTY, LLC

    122 Oak Ln, Nellysford, VA 22958
  • /44

    $440,000 Sold Aug 05, 2025

    • 1,394 Sq Ft
    • $316/SF
    • 6 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1982

    973 Laurel Springs Dr, Wintergreen Resort, VA 22967

    Turn-Key Investment Opportunity in Mountain Paradise Discover this fully renovated (in 2024) vacation rental gem within walking distance of Wintergreen Resort and hiking trails! This highly profitable property boasts complete updates including new laminate flooring, refreshed kitchen with live-edge countertops, stainless appliances, and all-new PEX plumbing throughout. The light-filled great room

    Denise Ramey LONG & FOSTER - CHARLOTTESVILLE WEST

    973 Laurel Springs Dr, Wintergreen Resort, VA 22967
    • /72

      Est $1,633,365 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,000 Sq Ft

      712 Devils Knob Loop, Roseland, VA 22967

      712 Devils Knob Loop, Roseland, VA 22967
  • /33

    $285,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    2046 Stone Ridge Condos, Wintergreen Resort, VA 22967

    Lovely and spacious 3BR/3BA condo with beautiful views of the 18th fairway and green at Devils Knob Golf Course. Enjoy one-level living with a bright, open-concept layout. The living room offers access to a private patio?perfect for relaxing and taking in the fresh mountain air and golf course scenery. The living, dining, and kitchen areas have just been freshly painted. Tastefully furnished and

    Dima Holmes WINTERGREEN REALTY, LLC

    2046 Stone Ridge Condos, Wintergreen Resort, VA 22967
  • /41

    $279,000 Sold Jul 31, 2025

    • 972 Sq Ft
    • $287/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    803 Laurelwood Condos, Wintergreen Resort, VA 22967

    Prime location near center village amenities, ski slopes, and seasonal resort events. This rare upper-level end unit offers added privacy, and a bonus room used as a third bedroom. Enjoy seasonal mountain views and easy access to the complex's private pool, hiking trails, and Black Rock Overlook. In 2022, the unit was upgraded with new LVP flooring, a stacked stone fireplace hearth, a fully

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    803 Laurelwood Condos, Wintergreen Resort, VA 22967
    • /65

      Est $683,388 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,390 Sq Ft

      38 Coopers Vantage, Roseland, VA 22967

      38 Coopers Vantage, Roseland, VA 22967
  • /28

    $235,000

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft

    2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967

    Come enjoy the quiet and beauty of Wintergreen and the Blue Ridge Mountains while staying in this freshly painted and tastefully decorated 2 bedroom / 2 bath condo! You have the best of both worlds, a tranquil space and access to all of the activities at Wintergreen, including thirty miles of hiking trails, some of the best southeast skiing in the winter, and golfing the rest of the year. 2229

    DENISE MOLDENHAUER MOUNTAIN AREA NEST REALTY

    2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967
  • /40

    $370,000 Sold Jul 30, 2025

    • 2,412 Sq Ft
    • $153/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1990

    17 Trillium Close, Wintergreen Resort, VA 22967

    The immaculate presentation and central location of this Trillium villa at Wintergreen Resort should help put this one at the top of your list! It is located across the street from the Aquatics and Fitness Center, Wintergarden Spa, and the Wintergreen Nature Foundation and within walking distance of the Highlands Ski Slope and the pizzeria at the top of the mountain, Fire and Frost. The main

    Gavin Sherwood YES REALTY PARTNERS

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

      Est $1,810,209 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 5,100 Sq Ft

      20 Ginseng Close, Roseland, VA 22967

      20 Ginseng Close, Roseland, VA 22967
  • /63

    $679,950

    • 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
  • /52

    $305,000 Sold Jul 30, 2025

    • 1,400 Sq Ft
    • $218/SF
    • 38 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    2070 Stone Ridge Condos, Wintergreen, VA 22958

    Step into updated living and step out to sweeping views of the Devils Knob Golf Course and beyond. Great location on the 18th Green next to the Wintergarden Spa, Devils Knob Club, Devils Grill and Fire and Frost Restaurant. The Terrace level is perfect for kids and pets. Plenty of space to spread out when needed. Versatility for family and guests with a King, queen and two twins in the three

    Robert Craig WINTERGREEN REALTY, LLC

    2070 Stone Ridge Condos, Wintergreen, VA 22958
    • /30

      Est $593,146 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft

      120 Squirrel Tree Ln, Roseland, VA 22967

      120 Squirrel Tree Ln, Roseland, VA 22967
  • /9

    $39,000

    • Land
    • 0.5 Acre
    • $78,000 per Acre

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967

    Spacious and well-shaped mountain lot located just a short drive from Wintergreen’s golf course, tennis courts, fine dining, and the Spa. The gentle, nearly flat terrain makes this an ideal and cost-effective homesite, offering an easier build than most lots on the mountain. There’s ample space to accommodate a garage—something that's often hard to find at Wintergreen due to the steep slopes and

    Dima Holmes WINTERGREEN REALTY, LLC

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967

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