Waynesboro, VA Homes

• 

  

  

  /37

  $430,000 Sold Apr 25, 2025

  • 1,436 Sq Ft
  • $299/SF
  • 46 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  40 E Elkwood Dr, Wintergreen Resort, VA 22967

  The blend of modern architecture and a cozy mountain cabin is not often seen at Wintergreen Resort, with the exception of 40 East Elkwood Drive! The southern facing perspective allows you to collect natural light through the large windows and skylight. This also makes the back deck the perfect place to spend your time while enjoying the seasonal Blue Ridge views all day long! The following major

  Gavin Sherwood YES REALTY PARTNERS

  40 E Elkwood Dr, Wintergreen Resort, VA 22967
• 

  

  

  /68

  Est $724,928 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,916 Sq Ft

  57 Tyro Ln, Roseland, VA 22967

  57 Tyro Ln, Roseland, VA 22967
• 

  

  

  /43

  $409,000

  • 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
• 

  

  

  /15

  $240,000 Sold Apr 18, 2025

  • 1,126 Sq Ft
  • $213/SF
  • 36 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  2027 Stone Ridge Condos Unit 2027, Wintergreen Resort, VA 22967

  Nestled in the heart of Wintergreen Resort, this charming 2-bedroom, 2-bathroom condo offers 1,126 square feet of living space. Features a gas fireplace, large balcony, an open-concept living area that creates a warm and inviting atmosphere. The well-appointed kitchen and spacious bedrooms provide ample space for relaxation and entertaining. Recent updates include new LVP floors, new

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  2027 Stone Ridge Condos Unit 2027, Wintergreen Resort, VA 22967
• 

  

  

  /38

  Est $522,082 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  426 Laurel Springs Dr, Wintergreen Resort, VA 22967

  426 Laurel Springs Dr, Wintergreen Resort, VA 22967
• 

  

  /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
• 

  

  /17

  $240,000 Sold Apr 18, 2025

  • 1,126 Sq Ft
  • $213/SF
  • 37 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  2027 Stone Ridge, Wintergreen Resort, VA 22967

  Nestled in the heart of Wintergreen Resort, this charming 2-bedroom, 2-bathroom condo offers 1,126 square feet of comfortable living space. Built in 1984, this unit boasts a cozy fireplace and a private balcony, perfect for enjoying serene views of the surrounding landscape. The open-concept living area creates a warm and inviting atmosphere. The well-appointed kitchen and spacious bedrooms

  James Bauslaugh ROCKWISE REALTY LLC

  2027 Stone Ridge, Wintergreen Resort, VA 22967
• 

  

  /75

  Est $811,314 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft

  19 S Knob Ln, Roseland, VA 22967

  19 S Knob Ln, Roseland, VA 22967
• 

  

  /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
• 

  

  /44

  $330,000 Sold Apr 18, 2025

  • 1,170 Sq Ft
  • $282/SF
  • 135 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  1556 Vistas, Wintergreen Resort, VA 22967

  The Vistas complex is the highest on Wintergreen. It commands some of the best views on the mountain. There is a short walk to restaurants, golf course, tennis, pickleball, spa, and pools. The ski shuttle stops at the front door.

  Tim Merrick WINTERGREEN REALTY, LLC

  1556 Vistas, Wintergreen Resort, VA 22967
• 

  

  /30

  Est $580,355 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  27 Pedlars End, Roseland, VA 22967

  27 Pedlars End, Roseland, 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
• 

  

  /51

  $550,000 Sold Apr 18, 2025

  • 2,210 Sq Ft
  • $249/SF
  • 228 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  173 Hemlock Dr, Wintergreen, VA 22958

  Welcome to your dream getaway in the heart of Wintergreen Resort! This inviting 3-bedroom, 2.5-bathroom home combines cozy comfort with stunning seasonal views and beautiful landscaping, making it the perfect retreat for relaxation and adventure. Features a fenced in back yard and is located within steps to the Old Appalachian Hiking Trail. Beyond the comforts indoors, the surrounding landscape

  Wayne Flood WINTERGREEN REALTY, LLC

  173 Hemlock Dr, Wintergreen, VA 22958
• 

  

  /33

  Est $311,138 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft

  2112 Fairway Woods, Roseland, VA 22967

  2112 Fairway Woods, Roseland, VA 22967
• 

  

  /12

  $229,900

  • 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
• 

  

  /51

  $539,500 Sold Apr 16, 2025

  • 1,430 Sq Ft
  • $377/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  1472 Ledges, Wintergreen Resort, VA 22967

  Are you searching for the perfect top-floor condo that offers not only the best views of Wintergreen but also the modern comforts of an updated living space? Your search ends here! This spacious 3-bedroom, 3-bathroom condo has everything you’ve been looking for and more. Imagine waking up every morning to panoramic views of the majestic mountains and sweeping valley below—views that stretch as

  Dima Holmes WINTERGREEN REALTY, LLC

  1472 Ledges, Wintergreen Resort, VA 22967
• 

  

  /60

  Est $845,395 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,492 Sq Ft

  415 Pedlars Edge Dr, Roseland, VA 22967

  415 Pedlars Edge Dr, Roseland, 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 and new vapor barrier in the crawlspaces. The open floorplan is great for entertaining, and the four ample bedrooms offer plenty of room for guests. The parking area and

  Ben Holmes WINTERGREEN REALTY, LLC

  87 Firtree Dr, Wintergreen Resort, VA 22967
• 

  

  /52

  $515,000 Sold Apr 11, 2025

  • 2,878 Sq Ft
  • $179/SF
  • 11 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1984

  19 Blue Flint Ln, Wintergreen Resort, VA 22967

  Discover this charming custom built 4 bedroom, 4 bath home, perfectly situated on a quiet cul-de-sac just 2 miles from the Wintergreen Resort Spa and Tennis, and only 0.8 miles further to the renowned ski slopes. This home combines the tranquility of a remote location with the convenience of resort amenities, making it the perfect mountain getaway. The property features a stunning side and back

  Kristin Sorokti NEST REALTY GROUP

  19 Blue Flint Ln, Wintergreen Resort, VA 22967
• 

  

  /46

  Est $1,066,553 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 3,078 Sq Ft

  48 Knob Hill Place, Roseland, VA 22967

  48 Knob Hill Place, Roseland, VA 22967
• 

  

  /50

  $2,590,000

  • 6 Beds
  • 5.5 Baths
  • 4,217 Sq Ft

  380 Blackrock Cir, Wintergreen Resort, VA 22967

  Incredible mountain retreat nestled in the heart of Wintergreen Resort. This luxurious 6-bedroom home is a true gem, surrounded by the rugged peaks and dense forest of the Blue Ridge Mountains, offering breathtaking panoramic vistas. Spread across three levels, this expansive property seamlessly blends elegance with the natural beauty of its surroundings. The entry-level features a bright and

  Robert Dawson BHHS Dawson Ford Garbee

  380 Blackrock Cir, Wintergreen Resort, VA 22967
• 

  

  /53

  $549,000 Sold Apr 07, 2025

  • 1,482 Sq Ft
  • $370/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  947 Diamond Hill Condos, Wintergreen Resort, VA 22967

  One of the nicest top-floor, 3-bedroom condos on the slopes at Wintergreen. Short walk to restaurants and shops. Sit on your deck and listen to Wintergreen Music Festival in July or watch fireworks on the holidays. This condo is a true ski in and ski out and a quiet top floor location. In addition to being slope side and walking distance to shops and restaurants at The Mountain Inn it has

  Tim Merrick WINTERGREEN REALTY, LLC

  947 Diamond Hill Condos, Wintergreen Resort, VA 22967
• 

  

  /34

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,370 Sq Ft

  2073 Stone Ridge Condos, Wintergreen, VA 22958

  2073 Stone Ridge Condos, Wintergreen, VA 22958
• 

  

  /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
• 

  

  /43

  $249,000 Sold Apr 04, 2025

  • 972 Sq Ft
  • $256/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  801 Laurelwood Condos, Wintergreen Resort, VA 22967

  Ready for your own spot to Get Away, Relax and Enjoy the many Resort Activities Wintergreen Mountain has to offer? If so...this is YOUR spot! Whether you just want to have some Winter Fun or Hibernate, Consider this Comfortable Condo. Features include favored location in well kept Laurelwood Community with private swimming pool. Hiking trails nearby as well as ski slopes. Firewood provided by

  Sandy Huffman LONG & FOSTER REAL ESTATE INC STAUNTON/WAYNESBORO

  801 Laurelwood Condos, Wintergreen Resort, VA 22967
• 

  

  /68

  Est $1,275,832 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,191 Sq Ft

  23 S Knob Ln, Roseland, VA 22967

  23 S Knob Ln, 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
• 

  

  /11

  $145,000 Sold Apr 03, 2025

  • 405 Sq Ft
  • $358/SF
  • 49 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1977

  235 Timbers Condos, Wintergreen Resort, VA 22967

  Rarely on market,this highly sought after ski in ski out, first floor, studio condo with mountain views is just steps away from shops and restaurants around the Mountain Inn. Enjoy sunrises, concerts, festivals and fireworks from the comfort of your deck. This property boasts one of the lowest HOA fees on the mountain; although it has not been rented by the current owners, it has a successful

  PAUL HESS WINTERGREEN REALTY, LLC

  235 Timbers Condos, Wintergreen Resort, VA 22967
• 

  

  /50

  Est $853,763 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,501 Sq Ft

  120 Brimstone Dr, Roseland, VA 22967

  120 Brimstone Dr, Roseland, 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
• 

  

  /59

  $599,500 Sold Apr 01, 2025

  • 2,102 Sq Ft
  • $285/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  75 Bear Run, Wintergreen Resort, VA 22967

  This charming golf course home has been the vacation residence for the owners since it was built. It has never been rented out and is in immaculate condition. The property has been carefully maintained over the years, featuring major renovations such as a new HVAC system (with a propane furnace), a new roof, an asphalt driveway, and a renovated kitchen, primary bathroom, and guest bathroom, as

  Dima Holmes WINTERGREEN REALTY, LLC

  75 Bear Run, Wintergreen Resort, VA 22967
• 

  

  /12

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft

  490 Three Ridges Condos, Wintergreen, VA 22958

  490 Three Ridges Condos, Wintergreen, VA 22958
• 

  

  /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
• 

  

  /58

  $670,000 Sold Mar 31, 2025

  • 2,814 Sq Ft
  • $238/SF
  • 52 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  126 N Forest Dr, Wintergreen Resort, VA 22967

  This is the ultimate cabin built by Mennonite craftsmen on one of the most private and special home sites on the Devils Knob Golf Course. The lot is covered in the summer, adjacent to the 17th green by a forest of ferns that are over 1000 years old. It is a short walk to restaurants, tennis complex, golf club house, Wintergreen Spa, exercise area, pools and hot tubs, and cosmetology services. It

  Tim Merrick WINTERGREEN REALTY, LLC

  126 N Forest Dr, Wintergreen Resort, VA 22967
• 

  

  /50

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft

  1707 High Ridge Condos, Wintergreen, VA 22958

  1707 High Ridge Condos, Wintergreen, VA 22958
• 

  

  /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
• 

  

  /31

  $260,000 Sold Mar 28, 2025

  • 1,046 Sq Ft
  • $249/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  641 White Oak Condos, Wintergreen, VA 22967

  RENOVATED AND MOVE IN READY... , IMMACULATE END UNIT TOWNHOME has HIGH End Finishes and Furnishings and is waiting on its new owners! Ask for the long list of improvements (2017-2019) and furnishings! TURN KEY FURNISHED! Thoughtfully renovated Kitchen w/Granite, Built in Cabintry,( large pantry,lazy susan corner, pullouts) SS Appliances, Recessed Lighting, Two Bedrooms, Two Full Baths with

  Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

  641 White Oak Condos, Wintergreen, VA 22967
• 

  

  /37

  Est $603,333 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,452 Sq Ft

  448 Laurel Springs Dr, Wintergreen Resort, VA 22967

  448 Laurel Springs Dr, Wintergreen Resort, VA 22967
• 

  

  /36

  $504,900

  • 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
• 

  

  /44

  $565,000 Sold Mar 28, 2025

  • 1,992 Sq Ft
  • $284/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  298 E Catoctin Dr, Roseland, VA 22967

  This charming craftsman style sits on the 14th hole of the Devils Knob golf course. The open floor plan is ideal for entertaining. With 3 bedrooms, 2.5 baths and a large den/bunk room there is ample room for friends and family. Built by the well regarded Solid Rock Properties the quality is evident throughout. Take a stroll to the 14th tee box and enjoy beautiful sunsets. Wintergreen Resort

  Ben Holmes WINTERGREEN REALTY, LLC

  298 E Catoctin Dr, Roseland, VA 22967

Showing Results 121 - 160, Page 4 of 18