Wintergreen, VA Homes for Sale

• 

  

  

  /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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• 

  

  

  /16

  $145,000

  • 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
• 

  

  

  /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
• 

  

  

  /24

  $269,500

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  765 Laurelwood Condos, Wintergreen, VA 22967

  Beautiful top floor, end unit condo in the heart of the resort, with a short walk to the ski slopes. With 2 bedrooms, 2 baths, this condo is one of the few in Laurelwood which have a bonus room off the living room for extra space or office. Currently set up as a den with a pull out sofa for extra sleeping space. Attractively renovated with contents recently purchased. In 2021 all windows and the

  BETTY GREEN WINTERGREEN REALTY, LLC

  765 Laurelwood Condos, Wintergreen, VA 22967
• 

  

  

  /32

  $182,900

  • 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
• 

  

  /34

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft

  1710 High Ridge, Roseland, VA 22967

  Welcome to 1710 High Ridge Condo at Wintergreen Resort! This inviting 2-bedroom, 2-bath condo offers the perfect mountain retreat in the heart of Wintergreen Resort. The open living and dining area creates a warm, welcoming space to relax after a day on the slopes, golf course, or hiking trails. Both bedrooms are generously sized, with two full bathrooms providing privacy and ease for family and

  Wayne Flood WINTERGREEN REALTY, LLC

  1710 High Ridge, Roseland, VA 22967
• 

  

  /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
• 

  

  /65

  $550,000

  • 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.

  Tim Merrick WINTERGREEN REALTY, LLC

  18 Grassy Overlook, Roseland, VA 22967
• 

  

  /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
• 

  

  /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
• 

  

  /30

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft

  1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967

  This is one of those rare opportunities to have everything you have been hoping to find! Walk right in with NO STEPS into the most spacious two bedroom condominium Wintergreen has to offer and enjoy spectacular year round views of the Blue Ridge Mountains , Rockfish Valley and winter views of the ski slopes. This one level floor plan offers carefree living, gracious space for entertaining and

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967
• 

  

  /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
• 

  

  /14

  $172,000

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft

  476 Three Ridges Condos, Wintergreen, VA 22958

  This beautifully updated condo is a dream retreat for outdoor lovers, perfectly situated near the ski slopes and Mountain Inn, and offers the lowest condo dues at Wintergreen. Thoughtfully renovated, it blends modern comfort with elevated mountain charm. After a day of adventure, grab a pizza from Fire and Frost and unwind while taking in the fresh mountain air.

  CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

  476 Three Ridges Condos, Wintergreen, VA 22958
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  /8

  $29,000

  • Land
  • 0.48 Acre
  • $60,417 per Acre

  12 Dripping Rock Ln, Roseland, VA 22967

  Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! With the leaves beginning to change color, now is a great time to visit the property. Convenient to Resort amenities and the thriving Nelson 151 agri-tourism corridor featuring award-winning wineries, breweries and distilleries. Located within the Firefly Fiber Internet service area. A great

  Yvette Stafford MOUNTAIN AREA NEST REALTY

  12 Dripping Rock Ln, Roseland, VA 22967
• 

  

  /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
• 

  

  /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
• 

  /2

  $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
• 

  

  /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
• 

  

  /27

  $249,000

  • Land
  • 0.57 Acre
  • $436,842 per Acre

  186 Hemlock Dr, Roseland, VA 22967

  A rare find at Wintergreen. One of the few remaining building sites that offers spectacular year round views. Perched high on the mountain in the Devils Knob area, this site backs up to greenspace and overlooks the George Washington National Forest. A hiking trail leading to the Appalachian Trail is located at the end of the culdesac. The site is private yet also convenient and close to all the

  Cameron Carroll WINTERGREEN REALTY, LLC

  186 Hemlock Dr, Roseland, VA 22967
• 

  

  /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
• 

  

  /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
• 

  

  /41

  $715,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /35

  $269,000

  • 2 Beds
  • 2.5 Baths
  • 1,391 Sq Ft

  18 Trillium Close, Wintergreen Resort, VA 22967

  Nestled in the woods in the Devils Knob Village. The perfect "Place" as it is close to everything! Walk to the Wintergarden Spa, Nature Foundation, Fire and Frost Restaurant or the Devils Knob Country Club. Easy access to the Highlands ski slopes or take the Highlands Leisure Trail to the Mt. Inn Village. Comfortable and spacious Townhome living with no worries of noise from above or below. Two

  Robert Craig WINTERGREEN REALTY, LLC

  18 Trillium Close, Wintergreen Resort, VA 22967
• 

  

  /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
• 

  

  /47

  $699,000

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

  2224 Laurel Springs Dr, Roseland, VA 22967

  This home sits at the top of Shamokin Falls. It has a nice winter view down through the Shamokin Gorge and is very private, bordering Wintergreen's protected open space. Please see the improvement list in Associate Documents.

  Tim Merrick WINTERGREEN REALTY, LLC

  2224 Laurel Springs Dr, Roseland, VA 22967
• 

  

  /7

  $69,000

  • Land
  • 0.45 Acre
  • $153,333 per Acre

  1025 Blue Ridge Dr, Roseland, VA 22967

  This gorgeous mountaintop golf front homesite on the 3rd green of Devils Knob provides you the opportunity to build your dream home in a location rarely available. With the prudent positioning of a home, the expansive view will include overlooking the green and looking back up the entire golf hole. A meandering drive to the rear of the property would locate a home away from the road and would

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  1025 Blue Ridge Dr, Roseland, VA 22967
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /6

  $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
• 

  

  /20

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  1635 Overlook, Wintergreen Resort, VA 22967

  Fabulous 2 bedroom hard to find end unit in Overlook. Being sold mostly furnished.

  RANDY THOMPSON THOMPSON REAL ESTATE COMPANY

  1635 Overlook, Wintergreen Resort, VA 22967
• 

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /38

  $199,500

  • Land
  • 0.75 Acre
  • $266,000 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

Showing Results 41 - 80, Page 2 of 3