Wintergreen, VA Homes for Sale

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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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• 

  

  

  /48

  $43,500

  • Land
  • 0.52 Acre
  • $83,654 per Acre

  688 Shamokin Springs Trail, Nellysford, VA 22958

  This lot is ready for you to build your dream vacation home. Wait until you see it. The slope of the land makes it perfect for multiple levels, each providing a view. Being able to build your own home at Wintergreen is becoming more and more attractive, just drive around and look at all the new homes being built. This can be your lot, come check us out.

  Jimmy Snyder Real Broker, LLC

  688 Shamokin Springs Trail, Nellysford, VA 22958
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  /54

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 1,323 Sq Ft

  138 Oak Ln, Wintergreen Resort, VA 22967

  Move-in ready and beautifully finished mountain cottage ideally located at the end of a quiet cul-de-sac in Wintergreen, offering privacy, seasonal mountain views, and walkable access to the slopes. This well-maintained home has seen extensive updates and is being sold turn-key — ready for immediate enjoyment or continued rental use. Recent improvements since 2023 include an encapsulated

  LISA FLOOD WINTERGREEN REALTY, LLC

  138 Oak Ln, Wintergreen Resort, VA 22967
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  /5

  $59,900

  • Land
  • 0.41 Acre
  • $146,098 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
• 

  

  

  /13

  $49,500

  • Land
  • 0.42 Acre
  • $117,857 per Acre

  82 Pedlars Edge Dr, Wintergreen Resort, VA 22967

  Nice, gently sloping homesite located at a short walk to the ski slopes and offering mountain views six months of the year. The property borders hundreds of acres of open space on the back for nice privacy. Step away from the back porch, and with a short walk through the woods, you can access one of Wintergreen's official hiking trails. Several other hiking trails are located within a short walk

  Dima Holmes WINTERGREEN REALTY, LLC

  82 Pedlars Edge Dr, Wintergreen Resort, VA 22967
• 

  

  /22

  $89,987

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

  00 Blackrock Cir, 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

  00 Blackrock Cir, Wintergreen Resort, VA 22967
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  /5

  $59,000

  • Land
  • 0.37 Acre
  • $159,459 per Acre

  355 Devils Knob Loop, Roseland, VA 22967

  Golf front site, nearly level and wooded in hardwoods. On the 13th hole of the Devils Knob Golf Course and convenient to walking trails and all resort amenities.

  K.T. LYNN WINTERGREEN REALTY, LLC

  355 Devils Knob Loop, Roseland, VA 22967
• 

  

  /16

  $139,900

  • 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
• 

  

  /15

  $172,000

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft

  474 Three Ridges Condos, Wintergreen Resort, VA 22967

  Enjoy this updated mountain getaway just steps from the slopes! Beautifully renovated with updated furnishings, kitchen with granite counters, updated bathroom. Gated parking during ski season assures your parking spot will there for your arrival. Turn key condition. This condo enjoys a Gold rating on the Wintergreen Rental system. Such a great location a short stroll to the Mt. Inn with shops

  BETTY GREEN WINTERGREEN REALTY, LLC

  474 Three Ridges Condos, Wintergreen Resort, VA 22967
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  /12

  $47,000

  • Land
  • 0.43 Acre
  • $109,302 per Acre

  579 Laurel Springs Dr Unit PRYOR CAMP II 25, Roseland, VA 22967

  Located in a quiet part of Wintergreen yet just several minutes to golf, tennis, skiing, dining, pickleball, swimming and miles and miles of hiking trails including the Appalachian Trail, his beautifully wooded homesite gives you the opportunity to build your own dream home. Combine with the available adjacent homesite 559 Laurel prings for even more privacy.

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  579 Laurel Springs Dr Unit PRYOR CAMP II 25, Roseland, VA 22967
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  /7

  $42,900

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

  105 Den Tree Ln, 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, Roseland, VA 22967
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  /6

  $39,000

  • Land
  • 0.43 Acre
  • $90,698 per Acre

  TBD Winter Wren Ln Unit 20, Rockfish, VA 22967

  Build your mountain getaway or full-time home on this peaceful 0.43-acre wooded lot in Wintergreen Resort. The property features gentle terrain, public water and sewer access, and a convenient location close to golf, tennis, hiking trails, and resort amenities. Enjoy privacy surrounded by nature while being just minutes from restaurants, the Wintergarden Spa, and all that Wintergreen offers

  BETINA HRISTOVA LONG & FOSTER - CHARLOTTESVILLE

  TBD Winter Wren Ln Unit 20, Rockfish, VA 22967
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  /26

  $49,000

  • Land
  • 0.4 Acre
  • $122,500 per Acre

  559 Laurel Springs Dr Unit PRYOR CAMP II 24, Roseland, VA 22967

  Beautifully wooded corner homesite in quiet part of Wintergreen Mountain Village yet several minutes to all the amenities. Ideal for hiking enthusiasts as you can quickly get on miles and miles of Wintergreen hiking trails as well as the Appalachian Trail. Easy to build on and easy access from street. The adjacent homesite 579 Laurel Springs Drive is also available so you have the rare

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  559 Laurel Springs Dr Unit PRYOR CAMP II 24, Roseland, VA 22967
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  /23

  $162,500

  • 1 Bed
  • 2 Baths
  • 765 Sq Ft

  2031 Stone Ridge Condos, Wintergreen, VA 22967

  This is a ground-floor one-bedroom with two baths and a nice sleep sofa in the living room for additional family. It is located on the 18th fairway of the Devils Knob Golf Course and is a short walk to the spa, pools, exercise facilities, as well as tennis, golf, and the Devils Grill restaurant. It is a great location and is being sold furnished.

  Tim Merrick WINTERGREEN REALTY, LLC

  2031 Stone Ridge Condos, Wintergreen, VA 22967
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  /21

  $229,950

  • 1 Bed
  • 2 Baths
  • 851 Sq Ft

  1551 Vistas, Wintergreen Resort, VA 22967

  Priced to sell! This one bedroom, two full bath condo on the ridge has been partially renovated and waiting for the buyer to take over and make the place their own. Both the bedroom and living space face the breathtaking views of the slopes and the Rockfish Valley and Charlottesville and Piedmont Plateau in the distance. The additional full bath allows for guests/family to have their own bathing

  Tim Merrick WINTERGREEN REALTY, LLC

  1551 Vistas, Wintergreen Resort, 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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  /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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  /16

  $175,000

  • Land
  • 0.4 Acre
  • $437,500 per Acre

  211 Chestnut Place Unit 16, Roseland, VA 22967

  This gorgeous .40 acre lot has the potential for stunning year round mountain, valley and ski slope views! Located in an area with spectacular homes and on a quiet cul-de-sac with very little traffic. Easy access to build your dream mountain getaway home. There is underground electric and central water and sewer. And of course fiber broadband internet is available . Exceptional view lot offerings

  Julie Bendle MOUNTAIN AREA NEST REALTY

  211 Chestnut Place Unit 16, Roseland, VA 22967
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  /48

  $580,000

  • 4 Beds
  • 3.5 Baths
  • 2,563 Sq Ft

  23 Trillium Close, Wintergreen Resort, VA 22967

  Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood included by the HOA! - that flows nicely to wooded back deck facing a golf hole. High end kitchen with

  Michael Gaffney COMPASS-CHARLOTTESVILLE

  23 Trillium Close, Wintergreen Resort, VA 22967
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  /23

  $49,900

  • Land
  • 0.4 Acre
  • $124,750 per Acre

  TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967

  Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

  Michael Gaffney COMPASS-CHARLOTTESVILLE

  TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967
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  /26

  $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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  /41

  $675,000

  • 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, 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, 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 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 a wood-burning fireplace, and two bedrooms and baths on a

  K.T. LYNN WINTERGREEN REALTY, LLC

  2224 Tanners Ridge Condos Unit 2224, Wintergreen, 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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  /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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  /10

  $125,000

  • Land
  • 0.56 Acre
  • $223,214 per Acre

  63 Gumtree Rd, Roseland, VA 22967

  Can’t find your dream home? Then build it on this beautiful mountain lot with year round southern and eastern Mountain View’s right in the heart of Blackrock Village. Covered in mountain laurel and rhododendron this easy to build on homesite backs on to dedicated open space giving you tons of privacy yet you are within an easy walk to skiing, dining, shopping and miles of trails. Don’t miss

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  63 Gumtree Rd, Roseland, VA 22967
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  /33

  $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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  /2

  $35,000

  • Land
  • 0.46 Acre
  • $76,087 per Acre

  32 Chestnut Ln, Wintergreen Resort, VA 22967

  Beautiful lot, spectacular views

  GREG BALDWIN CORE REAL ESTATE PARTNERS LLC

  32 Chestnut Ln, Wintergreen Resort, VA 22967
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  /26

  $49,000

  • Land
  • 0.4 Acre
  • $122,500 per Acre

  559 Laurel Springs Dr, Roseland, VA 22967

  Beautifully wooded corner homesite in quiet part of Wintergreen Mountain Village yet several minutes to all the amenities. Ideal for hiking enthusiasts as you can quickly get on miles and miles of Wintergreen hiking trails as well as the Appalachian Trail. Easy to build on and easy access from street. The adjacent homesite 579 Laurel Springs Drive is also available so you have the rare

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  559 Laurel Springs Dr, Roseland, VA 22967
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  /42

  $34,500

  • Land
  • 0.44 Acre
  • $78,409 per Acre

  107 Chestnut Ln, Roseland, VA 22967

  What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

  Dima Holmes WINTERGREEN REALTY, LLC

  107 Chestnut Ln, Roseland, VA 22967
• 

  

  /3

  $48,000

  • Land
  • 0.22 Acre
  • $218,182 per Acre

  lot 6 Devils Bend Ct Unit 6, Wintergreen Resort, VA 22967

  Lot 6 is a beautifully wooded homesite located along the Devils Knob Golf Course. A creek at the rear of the property adds a peaceful natural element. The lot slopes gently toward the golf course, making it well suited for a home with a walkout lower level. A wonderful opportunity for scenic mountain golf living.

  LAUREN KOCH REAL ESTATE III, INC.

  lot 6 Devils Bend Ct Unit 6, Wintergreen Resort, VA 22967
• 

  

  /17

  $149,000

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  2052 Stone Ridge Condos, Wintergreen, VA 22958

  Welcome to your dream mountain retreat! This renovated condo, nestled within the Wintergreen Resort, offers the perfect blend of elegance and comfort. Located directly on the prestigious golf course and within a block away from the spa and Devil's Knob Grill, this property provides a lifestyle for those seeking relaxation and recreation.

  CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

  2052 Stone Ridge Condos, Wintergreen, VA 22958
• 

  

  /40

  $340,000

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  38 Firtree Dr, Wintergreen Resort, VA 22967

  Investors, this one's for you! After a $180,000 renovation – new roof, windows, kitchen floors, decking and siding – this chalet is ready for your final touches. Drive up the paved driveway and admire the beautiful stonework along the walkway. As you enter through the finished basement you'll see two bedrooms and a full bathroom. The deck on this level is a great drop zone for ski gear. The next

  Yvette Stafford MOUNTAIN AREA NEST REALTY

  38 Firtree Dr, Wintergreen Resort, 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
• 

  

  /54

  $424,000

  • 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
• 

  

  /54

  $179,900

  • Land
  • 0.75 Acre
  • $239,867 per Acre

  7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967

  One of the best large home-sites on the mountain at Wintergreen. It is the combination of two lots on the corner of Laurel Springs and Wolf Trap Lane. The lots back onto open space and are a short walk across the street to George Washington National Forest. It is a great building site with good seasonal views of Shamokin Gorge and surrounding mountains and the Rockfish Valley. Very nice permanent

  Tim Merrick WINTERGREEN REALTY, LLC

  7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967
• 

  

  /3

  $48,000

  • Land
  • 0.22 Acre
  • $218,182 per Acre

  lot 6 Devils Bend Ct, Wintergreen Resort, VA 22967

  Lot 6 is a beautifully wooded homesite located along the Devils Knob Golf Course. A creek at the rear of the property adds a peaceful natural element. The lot slopes gently toward the golf course, making it well suited for a home with a walkout lower level. A wonderful opportunity for scenic mountain golf living.

  LAUREN KOCH REAL ESTATE III, INC.

  lot 6 Devils Bend Ct, Wintergreen Resort, VA 22967
• 

  

  /22

  $2,450,000

  • Land
  • 66.84 Acres
  • $36,655 per Acre

  0 Old Stoney Creek Rd Unit 363654, Nellysford, VA 22958

  Adjoins Wintergreen Resort and is close to Nellysford and all amenities along Rt. 151. Has an extensive and well maintained trail system thoughout that is suitable for ATV's. Photos are on our website, Countsauction.com

  Bill Bryant Ted Counts Realty & Auction

  0 Old Stoney Creek Rd Unit 363654, Nellysford, VA 22958
• 

  

  /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

Showing Results 41 - 80, Page 2 of 3