Wintergreen Resort, VA Homes for Sale

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  /29

  $399,500

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

  1403 Highlands Condos, Wintergreen Resort, VA 22967

  Beautifully updated and decorated 2BR/2BA top-floor end unit condo at Wintergreen Resort! Enjoy breathtaking mountain, valley, and sunrise views from this bright, private retreat. Located right on the Highlands ski slope and just steps from the Wintergarden Spa & Aquatics Center, this condo offers unmatched convenience. Walk to Fire & Frost, the Nature Foundation, and scenic hiking trails. The

  Dima Holmes WINTERGREEN REALTY, LLC

  1403 Highlands Condos, Wintergreen Resort, VA 22967
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• 

  

  

  /23

  $178,000

  • 1 Bed
  • 2 Baths
  • 765 Sq Ft

  2028 Stone Ridge Condos, Wintergreen Resort, VA 22967

  Beautiful turn-key condo just in time for your mountain getaway at Wintergreen! This 1 bedroom 2 full bath condo features LVP flooring throughout, granite countertops, and is fully furnished and ready to enjoy. Spend cool mornings with coffee around the gas fireplace, and end warm summer evenings relaxing on the covered patio. Located just minutes from the Wintergreen Spa & Fitness Center, the

  IVY HAINES NEST REALTY GROUP

  2028 Stone Ridge Condos, Wintergreen Resort, VA 22967
• 

  

  

  /48

  $599,900

  • 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
• 

  

  

  /12

  $205,000

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  2123 Fairway Woods, Wintergreen Resort, VA 22967

  Don't miss this opportunity to enjoy all the seasons at Wintergreen Resort, relaxing in front of your fireplace in the winter or on your deck in the summer overlooking the 18th fairway of Devils Knob Golf Course. This upgraded two-bedroom condo unit offers all the comforts of home and no work to do when you come for your weekend get-away. All new stainless steel kitchen appliances, plus new

  JOE KINCAID WINTERGREEN REALTY, LLC

  2123 Fairway Woods, Wintergreen Resort, VA 22967
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  /36

  $49,500

  • Land
  • 0.54 Acre
  • $91,667 per Acre

  116 E Catoctin Dr, Roseland, VA 22967

  The roads to the site and all utilities are ready for a new dwelling. The lot is located to the left of the 13th tee of the Devils Knob course and a short walk to major facilities of the Devils Knob complex. This is a unique listing in which a 2nd home once stood on this site but was consumed by a fire several years ago and the lot was reclaimed. The good news is that all the necessary utility

  Tim Merrick WINTERGREEN REALTY, LLC

  116 E Catoctin Dr, Roseland, VA 22967
• 

  

  /21

  $115,000

  • Land
  • 0.44 Acre
  • $261,364 per Acre

  0 Rosebay Ln Unit 52 663571, Wintergreen Resort, VA 22967

  One of the few remaining view lots left and its now available. Located at the end of a quiet cul de sac this lot offers the perfect spot for your mountain retreat. Close to the property owners pool, Shamokin Springs Nature Preserve, and hiking trails.

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  0 Rosebay Ln Unit 52 663571, Wintergreen Resort, VA 22967
• 

  

  /41

  $489,500

  • 3 Beds
  • 3 Baths
  • 2,181 Sq Ft

  30 Stony Cove Ln, Wintergreen Resort, VA 22967

  Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac not too far from the major facilities of Devils Knob It borders open space, the head waters of

  Tim Merrick WINTERGREEN REALTY, LLC

  30 Stony Cove Ln, Wintergreen Resort, VA 22967
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  /30

  $425,000

  • 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
• 

  

  /10

  $49,000

  • Land
  • 0.67 Acre
  • $73,134 per Acre

  37 Coopers Vantage, Roseland, VA 22967

  Current owner has a home at Wintergreen and had intended to build on this site. He has identified a wonderfully built cabin that could be built on this site which is on a small cul de sac between two very attractive homes. Plans and building estimates are in the docs section of the listing description. The best house location has already been flagged. Please note: the lot is being sold as vacant

  Tim Merrick WINTERGREEN REALTY, LLC

  37 Coopers Vantage, Roseland, VA 22967
• 

  

  /36

  $498,500

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  589 Pedlars Edge Dr, Roseland, VA 22967

  Charming 4BR/2.5BA chalet in Wintergreen with a three tier sprawling deck on over a half acre wooded lot. Updated kitchen with granite counters and stainless steel appliances, large butcher block island with storage, and great room with a study/gaming area. New water heater, vent hood, and deck re-stained in 2022. Skylights tinted, new trash compactor, and wood grain tiles installed on main level

  Elise Dunton NoVA to CoVA Realty Inc

  589 Pedlars Edge Dr, Roseland, VA 22967
• 

  

  /17

  $142,000

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  2052 Stone Ridge Condos, Wintergreen, VA 22958

  Welcome to your dream mountain retreat! This newly renovated condo, nestled within the picturesque 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 an unparalleled lifestyle for those seeking relaxation and recreation.

  CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

  2052 Stone Ridge Condos, Wintergreen, VA 22958
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  /53

  $449,000

  • 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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  /33

  $199,500

  • 1 Bed
  • 2 Baths
  • 746 Sq Ft

  3204 N Ridge Condos, Roseland, VA 22967

  With beautiful Shenandoah Valley views and a convenient location this Wintergreen property provides superior value and features. The Devils Knob complex, Aquatics and Fitness Center and Fire and Frost Pizza are all just a short walk away. Minimal stairs to the property and a walk out deck that is perfect for dog owners. Recent updates include new HVAC, LVP, fully renovated primary bathroom with

  Ben Holmes WINTERGREEN REALTY, LLC

  3204 N Ridge Condos, Roseland, VA 22967
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  /37

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  16 Chestnut Ln, Wintergreen Resort, VA 22967

  Here's a classic contemporary chalet you can enjoy year round at Wintergreen! With its convenient location to the slopes, this 3br/1.5ba getaway on Chestnut Ln has lovely seasonal mountain views and a large deck for entertaining. Inside, the warm wood paneling rises to a vaulted ceiling with a cozy den in the loft. The main level features an open concept kitchen/living/dining area, as well as 3

  Yvette Stafford MOUNTAIN AREA NEST REALTY

  16 Chestnut Ln, Wintergreen Resort, VA 22967
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  /42

  $34,500

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

  107 Chestnut Ln Unit 33, 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 Unit 33, 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
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  /27

  $182,000

  • 1 Bed
  • 1 Bath
  • 615 Sq Ft

  2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967

  Step into a beautifully transformed contemporary condo where heated floors throughout create ultimate comfort. Located in one of the most sought-after mountain destinations, this fully renovated 1-bed, 1-bath gem offers everything you need for year-round enjoyment?whether you?re seeking the perfect weekend escape or an investment property. Relax after a day of outdoor adventure with the luxury

  TODD MORGAN HOWARD HANNA ROY WHEELER REALTY - CHARLOTTESVILLE

  2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967
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  /11

  $120,000

  • Land
  • 0.50 Acre
  • $240,000 per Acre

  25 Fernwood Ct Unit 15, Wintergreen Resort, VA 22967

  Perched high in Wintergreen, this exceptional elevated home site offers amazing view potential across the Shenandoah Valley! Easy access with level entry and parking. Backs directly to and above George Washington National Forest, the AT, and the Blue Ridge Parkway. An extremely rare find - this home site is being offered for the first time since its original purchase from the developers of

  LISA FLOOD WINTERGREEN REALTY, LLC

  25 Fernwood Ct Unit 15, Wintergreen Resort, VA 22967
• 

  

  /11

  $120,000

  • Land
  • 0.50 Acre
  • $240,000 per Acre

  25 Fernwood Ct, Wintergreen Resort, VA 22967

  Perched high in Wintergreen, this exceptional elevated home site offers amazing view potential across the Shenandoah Valley! Easy access with level entry and parking. Backs directly to and above George Washington National Forest, the AT, and the Blue Ridge Parkway. An extremely rare find - this home site is being offered for the first time since its original purchase from the developers of

  LISA FLOOD WINTERGREEN REALTY, LLC

  25 Fernwood Ct, Wintergreen Resort, VA 22967
• 

  

  /20

  $55,000

  • Land
  • 0.43 Acre
  • $127,907 per Acre

  95 Hanging Rock Ln, Roseland, VA 22967

  A nature lover’s dream, this exceptional 0.42-acre lot offers unparalleled access to the Upper Shamokin Gorge and Upper Shamokin Falls trails—hiking is literally in your backyard! While the property provides quick and easy trail access, it is set back enough to ensure privacy from foot traffic. The nearby Shamokin Springs can be seen from the homesite, and their soothing sounds create a tranquil

  Dima Holmes WINTERGREEN REALTY, LLC

  95 Hanging Rock Ln, Roseland, VA 22967
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  /53

  $673,000

  • 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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  /44

  $269,500

  • 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
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  /13

  $55,000

  • Land
  • 0.42 Acre
  • $130,952 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
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  /15

  $69,000

  • Land
  • 0.99 Acre
  • $69,697 per Acre

  107 Firtree Dr, Rockfish, VA 22967

  Fantastic wooded, one-acre homesite waiting for your dream home. Location is perfect as you can walk to the Mountain Village and Ski slopes or step out of your back door and hop on the Wintergreen hiking trail network. Nice common area behind the homesite provides wooded privacy. First on, First off the mountain adds to the convenience of heading to Stoney Creek or to the infamous Nelson 151

  Robert Craig WINTERGREEN REALTY, LLC

  107 Firtree Dr, Rockfish, VA 22967
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  /35

  $389,000

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

  38 Firtree Dr, Wintergreen Resort, VA 22967

  Just in time for ski season, this cozy home has been newly renovated with a new kitchen, new flooring, paved driveway, fresh paint and new windows as well as other features. The winding entry stairs and stone walls from a previous renovation are still there for mountain charm. Lots of windows and height give the feeling of living in the treetops as well as providing height for views. Located

  K.T. LYNN WINTERGREEN REALTY, LLC

  38 Firtree Dr, Wintergreen Resort, VA 22967
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  /4

  $28,000

  • Land
  • 0.38 Acre
  • $73,684 per Acre

  25 Stony Cove Ln, Roseland, VA 22967

  Great value for an easy to build on homesite with nice privacy and close to hiking trails and the GW National Forest. Located at the end of a quiet cut-de-sac this lot offers an almost flat terrain at the front with gentle slope starting towards the mid section of the land. You can build a home with a walk out basement and have a nice flat driveway and parking with easy access to the house.South

  K.T. LYNN WINTERGREEN REALTY, LLC

  25 Stony Cove Ln, Roseland, 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
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  /7

  $39,975

  • Land
  • 0.37 Acre
  • $108,041 per Acre

  455 Laurel Springs Dr, Wintergreen Resort, VA 22967

  Nice wooded homesite on Laurel Springs Dr. Ideal location for those outdoor enthusiasts and those searching for some peace and quiet away from the hustle and bustle. Just a short walk to the multiple Appalachian Trail access points and to the Shamokin Springs Gorge. Slightly elevated from the street makes an ideal building site. Make your mountain home vision a reality. Act now.

  Robert Craig WINTERGREEN REALTY, LLC

  455 Laurel Springs Dr, Wintergreen Resort, VA 22967
• 

  

  /23

  $49,900

  • Land
  • 0.40 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
• 

  

  /23

  $49,900

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

  TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, 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 Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967
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  /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
• 

  

  /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
• 

  

  /13

  $49,900

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

  421 Blackrock Dr, 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, Wintergreen Resort, VA 22967
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  /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
• 

  

  /20

  $41,500

  • Land
  • 0.50 Acre
  • $83,000 per Acre

  11 Fairway Oaks Ln, Wintergreen Resort, VA 22967

  UNBEATABLE PRICE FOR A GREAT HOMESITE! Welcome to the perfect canvas for your new Wintergreen home! Located near Chestnut Springs pool, and convenient to Devils Knob golf, tennis, pickleball, and restaurant. This gently sloped homesite provides easy entry and home siting. The generous size offers flexibility for your home design, and the corner position provides a subtle sense of privacy. You're

  LISA FLOOD WINTERGREEN REALTY, LLC

  11 Fairway Oaks Ln, Wintergreen Resort, 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
• 

  

  /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
• 

  

  /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
• 

  /2

  $35,000

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

  32 Chestnut Ln, Wintergreen Resort, VA 22967

  Beautiful lot, spectacular views,Lot 32 Laurel Ridge, Wintergreen

  GREG BALDWIN CORE REAL ESTATE PARTNERS LLC

  32 Chestnut Ln, Wintergreen Resort, VA 22967

Showing Results 41 - 79, Page 2 of 2