Wintergreen, VA Homes for Sale with Pool

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  $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
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  /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 to find 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 wood burning fireplace, and two bedrooms and baths

  K.T. LYNN WINTERGREEN REALTY, LLC

  2224 Tanners Ridge Condos Unit 2224, Wintergreen, VA 22967
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  /67

  $227,400

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  905 Diamond Hill, Wintergreen Resort, VA 22967

  (Price Improvement) Come see this ground level slope side condo located on the Diamond Hill Ski Slope (Wintergreen Resort). This unit features a sliding door to patio that is literally on the mountain overlooking the Blue Ridge. This unit also features an open floor plan that has a bed, spacious living room, fireplace, kitchen, pantry, bathroom, and comes fully furnished! Included with this home

  James Bauslaugh ROCKWISE REALTY LLC

  905 Diamond Hill, Wintergreen Resort, VA 22967
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  /40

  $589,000

  • 4 Beds
  • 2 Baths
  • 2,367 Sq Ft

  20 Buckhorn Ln, Roseland, VA 22967

  There is truly nothing else like this at Wintergreen?an authentic circa 1801 log cabin, originally built in Madison County and reconstructed in 2000 by renowned builder Lewis Ramsey and his son, Luke. Featured in Historic Preservation Magazine for his craftsmanship, Ramsey used hand-hewn chestnut, poplar, and oak logs that reflect early Virginia building traditions. The kitchen, a historic

  Dima Holmes WINTERGREEN REALTY, LLC

  20 Buckhorn Ln, Roseland, VA 22967
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  /65

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,878 Sq Ft

  18 Grassy Overlook, Roseland, VA 22967

  The house sits on a desirable corner lot with a fenced backyard?perfect for outdoor activities or pets. It is a level floor plan with a large garage. It has been used by previous owner as both a primary home and a 2nd home. It has been upgraded several times and although built in 2004, it feels newer since it has been well maintained.,Glass Front Cabinets,Granite Counter,White Cabinets,Fireplace

  Tim Merrick WINTERGREEN REALTY, LLC

  18 Grassy Overlook, Roseland, VA 22967
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  /41

  $695,000

  • 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
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  /11

  $59,500

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

  23 Rock Tree Ln Unit 125 PEDLARS EDGE SUB, 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 Unit 125 PEDLARS EDGE SUB, Roseland, VA 22967
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  $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
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  /24

  $215,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  163 Mountain Inn Condos, Wintergreen, VA 22967

  Wintergreen IS having an AMAZING SKI SEASON! Capture the Essence of Wintergreen by securing one of the finest condos at WTG's Mountain Inn! SEE VIDEO in "FACTS & FEATURES" on websites! Step into this cozy mtn condo and sink into your surroundings with the Gorgeous Wall Mtn Escape Mural, a cozy Kitchenette w/Soapstone Countertop & Vanity and Generous Living Space! Make your way up to the Loft on

  Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

  163 Mountain Inn Condos, Wintergreen, VA 22967
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  /70

  $560,000

  • 3 Beds
  • 3.5 Baths
  • 2,304 Sq Ft

  274 Laurel Springs Dr, Wintergreen Resort, VA 22967

  This attractive home has 3 master bedrooms, each with its own bath. One bedroom and bath is on the first floor main level and two upstairs. It is well built by one of the areas best builders and is located on the 7th green of Wintergreen's Devils Knob Golf Course. It is one fairway away from tennis, the Wintergreen Spa, and the Devil's Grill. An ideal location to cross country ski on the golf

  Tim Merrick WINTERGREEN REALTY, LLC

  274 Laurel Springs Dr, Wintergreen Resort, VA 22967
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  $35,000

  • Land
  • 0.41 Acre
  • $85,366 per Acre

  150 Shamokin Springs Trail, Roseland, VA 22967

  Wooded building lot with stunning rock formations looking across to the Shamokin Springs Nature Preserve with its trails and unique micro-environment with flora typical of upstate New York. There is a neighborhood pool within easy walking distance and hiking and walking trails in abundance. Numerous high value homes in the neighborhood and all the amenities of Wintergreen Resort to choose from.

  K.T. LYNN WINTERGREEN REALTY, LLC

  150 Shamokin Springs Trail, Roseland, VA 22967
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  /7

  $42,900

  • Land
  • 0.44 Acre
  • $97,500 per Acre

  105 Den Tree Ln Unit SHAMOKIN SPRINGS LOT, Roseland, VA 22967

  Located on a quiet cul de sac this beautifully wooded, gently sloping homesite is the perfect spot for your Wintergreen home. Sit on your front porch and hear the sound of Stoney Creek as it flows through the Shamokin Spring Nature Preserve. Take an afternoon hike to Shamokin Falls on one if the nearby trails. Enjoy a day of skiing or golf or sit by the pool at the owners Shamokin Springs Pool.

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  105 Den Tree Ln Unit SHAMOKIN SPRINGS LOT, Roseland, VA 22967
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  /54

  $434,000

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft

  145 Firtree Dr, Roseland, VA 22967

  This is your chance to own a charming, updated mountain retreat just minutes from the heart of Wintergreen. Inglenook is a thoughtfully renovated cottage offering seasonal mountain views, a private setting backing to WPOA open space, and outdoor living areas designed to enjoy the natural surroundings. The main level features two bedrooms and a full bath, along with an airy, light-filled living

  LISA FLOOD WINTERGREEN REALTY, LLC

  145 Firtree Dr, Roseland, VA 22967
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  /5

  $69,900

  • Land
  • 0.41 Acre
  • $170,488 per Acre

  25 Poll Axe, Wintergreen Resort, VA 22967

  Wonderful level lot with easy entry featuring mature hardwoods located on a quiet col du sac. The perfect spot to build your mountain getaway home all within walking distance to Chestnut Springs pool, several great hiking trails and the Shamokin Springs Nature Reserve. The perfect balance of nature's beauty and resort amenities never to be repeated.

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  25 Poll Axe, Wintergreen Resort, VA 22967
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  /23

  $265,000

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

  2025 Stone Ridge Condos, Wintergreen, VA 22967

  This ground floor 3-bedroom condo is in the center of three major Wintergreen amenities, and an easy walk to The Spa, Devils Knob Clubhouse, and Fire & Frost! EV charging station is right outside as well! Imagine being able to easily dash down to both golf and tennis, as well as up to the aquatic's center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the best places to

  Tim Merrick WINTERGREEN REALTY, LLC

  2025 Stone Ridge Condos, Wintergreen, VA 22967
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  /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
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  /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
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  /44

  $409,000

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

  1418 Highlands Condos, Wintergreen Resort, VA 22967

  Highly Desirable TOP FLOOR END UNIT Highlands Condo with Panoramic Views and Direct Ski Access! This beautifully furnished 2-bed, 2-bath Highlands condo offers the perfect blend of luxury, privacy, and convenience. Both bathrooms were just gorgeously renovated from floor to ceiling ($26k+). HVAC-2019, washer/dryer-2024, new roof-2025. A rare top-floor end unit, it boasts additional windows,

  LISA FLOOD WINTERGREEN REALTY, LLC

  1418 Highlands Condos, Wintergreen Resort, VA 22967
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  /39

  $449,975

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft

  1641 Overlook Condos, Wintergreen Resort, VA 22967

  Stunning views, Stunning location and Stunning renovations. Don't miss out on this updated home located on the "Ridge" Spacious and bright along with 2 decks that bring the outdoors in. Just steps to the superb amenities of golf, tennis and pickleball at the Devils Knob Club. Catch a workout at the Wintergarden Spa or a bite to eat at Devils Grill or Fire and Frost. Gaze over the ski resort and

  Robert Craig WINTERGREEN REALTY, LLC

  1641 Overlook Condos, Wintergreen Resort, VA 22967
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  /31

  $349,000

  • 4 Beds
  • 3.5 Baths
  • 2,263 Sq Ft

  22 Trillium Close, Wintergreen Resort, VA 22967

  Welcome to your perfect mountain retreat! This 4-bedroom, 3.5 bath, spacious townhome is located in the heart of Devils Knob Village. Directly across from the Aquatics & Fitness center, this townhouse is a short walk to the golf & tennis center, pools, the trillium flower field, Nature Foundation and several hiking trails. Recently used as housing for tennis students, this spacious layout sleeps

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  22 Trillium Close, Wintergreen Resort, VA 22967
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  /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
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  /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

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