Newest Homes for Sale in Wintergreen, VA

• 

  

  

  /67

  $463,975

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  314 E Catoctin Dr, Wintergreen Resort, VA 22967

  Just wow! This is the trifecta! Location, Renovated and Privacy. Nestled amongst ferns and wildflowers with golf course frontage and standing hardwoods. Step into this mid-century modern home with volume ceilings, exposed beams and numerous windows that bring the outdoors in. Three bedrooms and two baths in a unique, spacious architectural gem. Nighttime glimpses of the Valley lights during

  Robert Craig WINTERGREEN REALTY, LLC

  314 E Catoctin Dr, Wintergreen Resort, VA 22967
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /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

  Cameron Carroll WINTERGREEN REALTY, LLC

  186 Hemlock Dr, Roseland, 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
• 

  

  

  /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
• 

  

  

  /21

  $239,500

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft

  2209 Tanners Ridge Condos, Wintergreen Resort, VA 22967

  If you're looking for a sweet spot overlooking the golf course, this top floor Tanners Ridge getaway is for you! Inside this tastefully renovated and decorated 2 br/2 ba condo with vaulted ceilings, enjoy attractive laminate wood flooring throughout, along with updated kitchen and laundry appliances. Granite counters in the kitchen and bathrooms; the primary bedroom has its own private bathroom.

  Yvette Stafford NEST REALTY GROUP, LLC

  2209 Tanners Ridge Condos, 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
• 

  

  /16

  $149,900

  • 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 NEST REALTY GROUP, LLC

  216 Timbers Condos, Wintergreen Resort, VA 22967
• 

  

  /54

  $799,000

  • 5 Beds
  • 4.5 Baths
  • 2,288 Sq Ft

  201 Pinnacle Dr, Wintergreen Resort, VA 22967

  This is a fantastic ski chalet with a great location. It is just yards from the Eagles Swoop slope and a few minutes walk to the Mountain Village. Cozy, charming, and warm, the owners have spared no expense with extensive renovations and the appropriate maintenance. Architect Robin Meyer designed and managed the project with Tectonics II completing the work. They added a mudroom/entrance, 2

  

  Ben Holmes

  WINTERGREEN REALTY, LLC

  (434) 325-5603

  201 Pinnacle Dr, Wintergreen Resort, VA 22967
• 

  

  /20

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  3211 N Ridge, Wintergreen Resort, VA 22967

  Discover mountain tranquility in this charming 2-bedroom, 2-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat offers the perfect balance of comfort and adventure. The open concept living area creates a welcoming space for gathering with friends and family. Wake up to breathtaking panoramic views that showcase the natural beauty of Virginia's Blue Ridge Mountains. Large

  

  Ben Holmes

  WINTERGREEN REALTY, LLC

  (434) 661-2586

  3211 N Ridge, Wintergreen Resort, VA 22967
• 

  

  /48

  $469,000

  • 2 Beds
  • 2.5 Baths
  • 1,443 Sq Ft

  962 Diamond Hill Condos, Wintergreen Resort, VA 22967

  Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One of only 2 units in Diamond Hill with this unique spacious 1400 sq ft 2 level layout. Current owners have had both master bathrooms upgraded with custom tile work in showers, added closet space, replaced both water heaters, and had custom built in bunk beds in each master suite. This condo is perfect for two

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  962 Diamond Hill Condos, Wintergreen Resort, VA 22967
• 

  

  /43

  $389,500

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967

  A rarity among mountain condos—this view condo has zero steps to the front door, and it has covered parking. This ground level condo has a large deck and an easy walkout to the grass which is wonderful to have the extra space for pets, kids, etc. The High Ridge Court decks were recently replaced. There are many upgrades over the last few years—nearly all new appliances, renovated kitchen with new

  Kate Farley WINTERGREEN REALTY, LLC

  1808 High Ridge Ct Condos, Wintergreen Resort, 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
• 

  

  /56

  $519,900

  • 4 Beds
  • 3 Baths
  • 2,296 Sq Ft

  87 Firtree Dr, Wintergreen Resort, VA 22967

  This is a centrally located Wintergreen home with a strong rental history. The current owners have invested a substantial amount of money on interior upgrades with a major overhaul of the kitchen, almost all new windows/doors, new vapor barrier in the crawlspaces and a new roof. The open floorplan is great for entertaining, and the four ample bedrooms offer plenty of room for guests. The parking

  

  Ben Holmes

  WINTERGREEN REALTY, LLC

  (434) 254-1354

  87 Firtree Dr, Wintergreen Resort, VA 22967
• 

  

  /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
• 

  

  /53

  $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
• 

  

  /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 NEST REALTY GROUP, LLC

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

  

  /11

  $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
• 

  

  /48

  $160,000

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft

  752 Laurelwood, Wintergreen Resort, VA 22967

  This well-maintained one-bedroom condo is located in Laurelwood. It features a full kitchen, washer and dryer, and a fireplace. Since this unit has not been rented out, it is in excellent condition. It’s just a short walk to the resort, ski slopes (no shuttle needed), the Wintergreen Market, and the pool. If you're looking for an affordable getaway, this is the perfect spot. The atmosphere is

  

  Lindsey McClellan

  Real Broker, LLC

  (434) 533-9177

  752 Laurelwood, Wintergreen Resort, VA 22967
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /55

  $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
• 

  

  /23

  $249,000

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967

  This is a rare end unit Laurelwood top 2 floors with the additional side living space which is currently in use as a 3rd bedroom. Nice view into the Black Rock Village and adjacent nature area. Laurelwood is within easy walking distance to skiing and the restaurants, market and other amenities of Black Rock Village. Floorplan available on request.

  K.T. LYNN WINTERGREEN REALTY, LLC

  763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967
• 

  

  /32

  $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

  $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
• 

  

  /23

  $49,900

  • Land
  • 0.4 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
• 

  

  /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
• 

  

  /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, 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
• 

  

  /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
• 

  

  /26

  $89,987

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

  0 Blackrock Cir Unit LotWP001, 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

  0 Blackrock Cir Unit LotWP001, 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
• 

  

  /20

  $41,500

  • Land
  • 0.5 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
• 

  /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
• 

  

  /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

Showing Results 41 - 77, Page 2 of 2