Wintergreen, VA Homes for Sale with Pool

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  /43

  $735,000

  • 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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  /13

  $49,900

  • Land
  • 0.14 Acre
  • $356,429 per Acre

  421 Blackrock Dr Unit 17, Wintergreen Resort, VA 22967

  Excellent location for a vacation home or permanent mountain retreat. Easy access to build, wonderful seasonal views, easy walk to Tyro ski slope, and just steps to hiking trails. One of the last undeveloped lots in the Blackrock Village area, features great access to center village amenities.

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  421 Blackrock Dr Unit 17, 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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  /21

  $255,000

  • 2 Beds
  • 2 Baths
  • 907 Sq Ft

  453 Three Ridges Condos, Wintergreen, VA 22967

  Welcome to your perfect Wintergreen getaway! This Three Ridges Condo is literally steps from the slopes! Recent updates include new HVAC in 2023, Luxury Vinyl Plank flooring & renovated bathroom in 2024. Gated parking in winter. Features a closed in 2nd floor primary bedroom. Many upgrades throughout this condo.,Formica Counter,Wood Cabinets,Fireplace in Family Room

  Wayne Flood WINTERGREEN REALTY, LLC

  453 Three Ridges Condos, Wintergreen, VA 22967
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  /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
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  /24

  $220,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  163 Mountain Inn Condos, Wintergreen, VA 22967

  SKI SEASON NOW OPEN!!! Schedule your showing.. several blocks in place for Dec! 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

  Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

  163 Mountain Inn Condos, Wintergreen, VA 22967
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  /56

  $663,000

  • 3 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  102 Devils Knob Loop, Roseland, VA 22967

  BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful kitchen highlight the main living area, along with a wood burning fireplace. Extras include a full

  STEVE MARIANELLA WINTERGREEN REALTY, LLC

  102 Devils Knob Loop, Roseland, VA 22967
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  $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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  $29,500

  • Land
  • 0.41 Acre
  • $71,951 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 the opportunity you've been waiting for! If you've been dreaming of that perfect mountain getaway, now is the time to make your move. Welcome to Inglenook, a beautifully updated mountain cottage at Wintergreen offering seasonal mountain views, and just a short distance from the main village. This cozy, move-in-ready home has been thoughtfully renovated with modern touches. The spacious

  LISA FLOOD WINTERGREEN REALTY, LLC

  145 Firtree Dr, Roseland, VA 22967
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  /75

  $709,000

  • 4 Beds
  • 4 Baths
  • 2,598 Sq Ft

  679 Pedlars Edge Dr, Roseland, VA 22967

  This home is absolutely pristine! Walk just a few steps from your driveway to the trail leading right out to the Tyro slope. New remote controlled gas log insert, radon mitigation system, security system, new gutters & guards and PVC band board around deck. Featuring a large deck and with views across to the Ridge with swings located below in a beautifully landscaped area. Driveway is paved with

  Wayne Flood WINTERGREEN REALTY, LLC

  679 Pedlars Edge 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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  $495,000

  • 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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  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  48 Oak Ln, Roseland, VA 22967

  Stunning Modern Mountain Chalet. New construction home situated on a premium lot near the Mountain Inn. Perfect floor plan for a large extended family or 2 families to share - 4 ensuite bedrooms plus powder room, and living areas upstairs and down, so adults and kids each have their own space. This home was just completed by Wintergreen's premier builder, Solid Rock Properties. High quality

  Rod Phillips DOGWOOD REALTY GROUP LLC

  48 Oak Ln, Roseland, VA 22967
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  /45

  $420,000

  • 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! This beautifully furnished 2-bed, 2-bath Highlands condo offers the perfect blend of luxury, privacy, and convenience. Both bathrooms were just beautifully renovated from floor to ceiling. A rare top-floor end unit, it boasts additional windows, flooding the space with natural light. Take in sweeping, unobstructed views and

  LISA FLOOD WINTERGREEN REALTY, LLC

  1418 Highlands Condos, Wintergreen Resort, VA 22967
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  $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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  $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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