Waynesboro, VA Homes

• 

  

  /2

  $59,000

  • Land
  • 0.50 Acre
  • $118,000 per Acre

  1761 Blue Ridge Dr, Wintergreen Resort, VA 22967

  Premier golf front parcel! Build on one of the prettiest golf front lots along the green of Devils Knob Loop Golf Course #6 with long range fairway views. Great location with easy access to Shamokin Springs Nature Preserve and hiking trails. Benefit from lower building costs with the gentle terrain of a nearly level parcel. Electric already routed and also has access to fiber optic internet and

  

  MARLO ALLEN

  MOUNTAIN AREA NEST REALTY

  (434) 201-7910

  1761 Blue Ridge Dr, Wintergreen Resort, VA 22967
• 

  

  

  /18

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 615 Sq Ft
  • Townhouse for Rent

  2240 Tanners Ridge, Roseland, VA 22967

  Available now for short term rental! All utilities included, and ready to rent immediately. If you are looking for a short term rental that's updated, furnished and includes utilities this one is it! Located within the wintergreen resort just past the nature foundation in Tanners Ridge.

  GABRIELLE MILLER TRIUMPH REALTY

  2240 Tanners Ridge, Roseland, VA 22967
• 

  

  

  /39

  $239,500 Sold Aug 29, 2025

  • 912 Sq Ft
  • $263/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  634 White Oak Condos, Wintergreen Resort, VA 22967

  LOCATION, LOCATION! Renovated, End Unit White Oaks Townhome is an easy walk to the ski slopes & Mountain Village. Make this beautiful furnished home your turnkey getaway, primary home or income producing rental property. Easily sleeping 6 with 2 bedrooms, 2 baths and a generous loft which could be an office or other flex space. The long list of improvements since 2021 includes a thoughtfully

  PAULA JOHNSON RE/MAX COMMONWEALTH

  634 White Oak Condos, Wintergreen Resort, VA 22967
• 

  

  

  /34

  Est $563,164 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  72 Squirrel Tree Ln, Wintergreen Resort, VA 22967

  72 Squirrel Tree Ln, Wintergreen Resort, VA 22967
• 

  

  

  /54

  $739,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 2,886 Sq Ft

  21 Weeping Rock Ln, Roseland, VA 22967

  Amazing privacy bordering Shamokin Springs Nature Preserve with trails and bold stream that you can see and hear from the home/decks! So many things to love about this SIPs energy efficient Craftsman especially if you enjoy nature more than people; rare to view absolutely no one from expansive back decks (with hot tub!) and feel like you are in a tree house surrounded by woods, wildlife, and

  

  MARLO ALLEN

  MOUNTAIN AREA NEST REALTY

  (434) 442-2601

  21 Weeping Rock Ln, Roseland, VA 22967
• 

  

  /9

  $175 per month

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft
  • Condo for Rent

  252 Timbers, Wintergreen Resort, VA 22967

  $175 per night. Ski in Ski out. Wintergreen Resort condo for rent short term only. On the third floor-no elevator. Beautifully remodeled including full kitchen. Max 6 people. Bedroom 1 has King bed. Bedroom 2 has King bed. Loft has double bed. Located at Upper Dobie and Potato Patch ski runs. Only a few steps away from the Wintergreen Resort Village stores/restaurants. Golf, tennis and pool

  Ann Matteson Anchor Realty Group

  252 Timbers, Wintergreen Resort, VA 22967
• 

  

  /64

  $2,400,000 Sold Aug 29, 2025

  • 5,667 Sq Ft
  • $424/SF
  • 32 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 1986

  880 Devils Knob Loop, Wintergreen Resort, VA 22967

  880 Devils Knob Loop is a stunning mountain estate where luxury and livability converge in the heart of Wintergreen Resort. This 6-bedroom, 5 full and 3 half-bath home blends timeless architecture with thoughtful updates, including Ipe hardwood decking, sleek glass railings, and top-tier Viking and Sub-Zero appliances. The vaulted great room, anchored by a dramatic stone fireplace, flows

  Jeff Mattie CORE REAL ESTATE PARTNERS LLC

  880 Devils Knob Loop, Wintergreen Resort, VA 22967
• 

  

  /32

  Est $175,559 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  202 Timbers Condos, Wintergreen, VA 22958

  202 Timbers Condos, Wintergreen, VA 22958
• 

  

  /10

  $59,000

  • Land
  • 0.50 Acre
  • $118,000 per Acre

  1761 Blue Ridge Dr Unit 136, Wintergreen Resort, VA 22967

  Premier golf front parcel! Build on one of the prettiest golf front lots along the green of Devils Knob Loop Golf Course #6 with long range fairway views. Great location with easy access to Shamokin Springs Nature Preserve and hiking trails. Benefit from lower building costs with the gentle terrain of a nearly level parcel. Electric already routed and also has access to fiber optic internet and

  

  MARLO ALLEN

  MOUNTAIN AREA NEST REALTY

  (434) 577-8226

  1761 Blue Ridge Dr Unit 136, Wintergreen Resort, VA 22967
• 

  

  /33

  $317,000 Sold Aug 29, 2025

  • 1,419 Sq Ft
  • $223/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  2148 Fairway Woods, Roseland, VA 22967

  Enjoy modern mountain luxury living at "Chalet on the Green," an exceptionally renovated 3 br/2 ba condo in Fairway Woods overlooking Devils Knob golf course. Drenched with custom decorator touches such as a space-saving dining banquette, grasscloth wall accents in dining area and the first bedroom, and mid century modern lighting accenting the vaulted ceiling. Large Pella windows brighten up the

  Yvette Stafford MOUNTAIN AREA NEST REALTY

  2148 Fairway Woods, Roseland, VA 22967
• 

  

  /34

  Est $572,129 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,347 Sq Ft

  229 Fawn Ridge Dr, Roseland, VA 22967

  229 Fawn Ridge Dr, Roseland, VA 22967
• 

  

  /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.

  

  Lindsey McClellan

  Real Broker, LLC

  (434) 732-7118

  688 Shamokin Springs Trail, Nellysford, VA 22958
• 

  

  /30

  $201,000 Sold Aug 28, 2025

  • 1,460 Sq Ft
  • $138/SF
  • 60 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1989

  18 Briarwood Ln, Roseland, VA 22967

  Charming and light-filled 2-bedroom, 2.5-bath townhouse at Wintergreen Resort, offering 1,460 sq ft of comfortable living space. The main level features an open floor plan with the kitchen flowing into the dining and living areas. A cozy sunken conversation area surrounds the wood-burning fireplace?perfect for relaxing after a day on the slopes or trails. Upstairs, the spacious primary suite

  Dima Holmes WINTERGREEN REALTY, LLC

  18 Briarwood Ln, Roseland, VA 22967
• 

  

  /43

  Est $515,942 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,725 Sq Ft

  18 Cobble Ln, Wintergreen Resort, VA 22967

  18 Cobble Ln, Wintergreen Resort, 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
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  /42

  $390,000 Sold Aug 28, 2025

  • 1,283 Sq Ft
  • $304/SF
  • 73 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  1610 Overlook, Wintergreen Resort, VA 22967

  Stunning Renovated 2-Bedroom Condo at Wintergreen Resort Enjoy breathtaking views from this beautifully updated ground-floor condo?ideal for families with children and pets. Thoughtfully designed with an open floor plan, it features a gorgeous kitchen, cozy stone fireplace, and stylish furnishings throughout. A perfect mountain getaway with comfort and convenience in every detail. Sold

  FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

  1610 Overlook, Wintergreen Resort, VA 22967
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  /50

  Est $631,008 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,930 Sq Ft

  791 Shamokin Springs Trail, Roseland, VA 22967

  791 Shamokin Springs Trail, Roseland, 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
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  /50

  $2,300,000 Sold Aug 25, 2025

  • 4,217 Sq Ft
  • $545/SF
  • 97 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1979

  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
• 

  

  /59

  Est $559,287 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  33 Blue Flint Ln, Wintergreen Resort, VA 22967

  33 Blue Flint Ln, Wintergreen Resort, VA 22967
• 

  

  /24

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  2056 Stone Ridge Condos, Wintergreen Resort, VA 22967

  Discover mountain living at its finest in this charming 2-bedroom, 2-bathroom golf-front condo at prestigious Wintergreen Resort. This well-designed Blue Ridge Mountains retreat offers the perfect balance of comfort and convenience for seasonal getaways or year-round residence. The thoughtfully planned layout maximizes space with an inviting living area and tastefully appointed bathrooms.

  Ben Holmes WINTERGREEN REALTY, LLC

  2056 Stone Ridge Condos, Wintergreen Resort, VA 22967
• 

  

  /57

  $575,000 Sold Aug 25, 2025

  • 2,367 Sq Ft
  • $243/SF
  • 154 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1982

  1023 Devils Knob Loop, Wintergreen Resort, VA 22967

  Architecturally, a true stunner! This passive solar Devils Knob home is one of the most unique properties on Wintergreen with impressive and thoughtful design, complete with soapstone floors, skylights, and tall windows throughout. At over 3700 ft., the house is set at nearly the highest point on Wintergreen on the highest golf course in Virginia. This property has been a short term rental with

  Kate Farley WINTERGREEN REALTY, LLC

  1023 Devils Knob Loop, Wintergreen Resort, VA 22967
• 

  

  /16

  Not Listed For Sale

  88 Deerberry Ln, Roseland, VA 22967

  88 Deerberry Ln, Roseland, VA 22967
• 

  

  /29

  $380,000

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft

  1518 Cliffs, Wintergreen Resort, VA 22967

  First time on the market! This 2BR/2BA Ridgeline condo offers one of the best values on the ridge with gorgeous mountain and Rockfish Valley views. Wake up to stunning sunrises and enjoy large windows that fill the entire living area with light. The inviting living room with wood-burning fireplace is perfect after a day of hiking or skiing. Very lightly used, never rented, freshly painted, no

  LISA FLOOD WINTERGREEN REALTY, LLC

  1518 Cliffs, Wintergreen Resort, VA 22967
• 

  

  /39

  $370,000 Sold Aug 20, 2025

  • 1,500 Sq Ft
  • $247/SF
  • 25 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  134 Gumtree Dr, Wintergreen Resort, VA 22967

  Tucked away in the woods of Wintergreen Resort, this beautiful 4-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and year-round adventure. Surrounded by lush greenery, the expansive deck invites you to relax and take in the peaceful forest views. Inside, the main level features an open floorplan with a bright, airy kitchen, a dining area that looks out to the trees, and a cozy

  Matt White REDFIN CORPORATION

  134 Gumtree Dr, Wintergreen Resort, VA 22967
• 

  

  /44

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft

  1923 High Ridge Pl Condos, Wintergreen, VA 22958

  1923 High Ridge Pl Condos, Wintergreen, VA 22958
• 

  

  /27

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  2134 Fairway Woods Unit 2134, Roseland, VA 22967

  This is a wonderfully updated ground floor condo located on the 18th hole of Devils Knob golf course. The Fairway Woods Complex has undergone many exterior improvements in the past several years and has one of the most efficient and well run associations on the mountain. Tastefully updated in recent years, this unit has been used for family enjoyment and a successful platinum rental on the

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  2134 Fairway Woods Unit 2134, Roseland, VA 22967
• 

  

  /46

  $725,000 Sold Aug 19, 2025

  • 2,076 Sq Ft
  • $349/SF
  • 165 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1990

  1836 High Ridge Ct Condos, Wintergreen Resort, VA 22967

  A rare find. This 4 bedroon, 4 bath, top floors condominium has it all: elevator access, incredible views and great location. All baths have recently been remodeled, new tv's added, decks redone, paint and flooring. With its size and view, this condominium compares to multi-million dollar homes which are built to enjoy the view. Elevator access is a huge plus.

  K.T. LYNN WINTERGREEN REALTY, LLC

  1836 High Ridge Ct Condos, Wintergreen Resort, VA 22967
• 

  

  /26

  Est $255,531 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  743 Laurelwood, Wintergreen Resort, VA 22967

  743 Laurelwood, Wintergreen Resort, VA 22967
• 

  

  /62

  $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.,Glass Front Cabinets,Granite Counter,White Cabinets,Fireplace

  Tim Merrick WINTERGREEN REALTY, LLC

  18 Grassy Overlook, Roseland, VA 22967
• 

  

  /25

  $250,000 Sold Aug 18, 2025

  • 907 Sq Ft
  • $276/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  461 Three Ridges Condos, Roseland, VA 22967

  LUXURY AND LOCATION FOR A GREAT PRICE Well located at the entrance to the ski slopes, shops and restaurants of Black Rock Village, this well maintained 2 bedroom 2 bath condominium is a dream retreat for family and friends. Located in the center of Black Rock Village. Quartz counters, stainless appliances, custom cabinets. New bathrooms with downstairs walk-in shower, new doors and hardware,

  K.T. LYNN WINTERGREEN REALTY, LLC

  461 Three Ridges Condos, Roseland, VA 22967
• 

  

  /54

  Est $638,684 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,530 Sq Ft

  36 Pinnacle Dr, Nellysford, VA 22958

  36 Pinnacle Dr, Nellysford, VA 22958
• 

  

  /51

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  2035 Stone Ridge, Wintergreen Resort, VA 22967

  Updated and renovated and nestled just off the 18th hole of the Devils Knob golf course. Walk the path to the Clubhouse for golf, tennis and pickleball or relax at the Devils Grill with fine food and drink. The Wintergarden Spa is just steps away for a swim, workout in the weight room or rejuvenation at the Spa with a massage. Top shelf location as you are within walking distance of every

  Robert Craig WINTERGREEN REALTY, LLC

  2035 Stone Ridge, Wintergreen Resort, VA 22967
• 

  

  /50

  $490,000 Sold Aug 15, 2025

  • 1,513 Sq Ft
  • $324/SF
  • 156 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  100 N Rock Tree Ln, Wintergreen Resort, VA 22967

  Walk out to the slopes! This sweet little cottage is perched on the hillside with beautiful mountain and ski front views. The wall of doors and windows allows you to enjoy seeing all the skiing action down on Tyro. And there's a huge wrap around deck for enjoying the other three seasons of the year! The greatroom is open yet cozy with a cathedral ceiling and hardwood floors. Great spot to hang

  Julie Bendle MOUNTAIN AREA NEST REALTY

  100 N Rock Tree Ln, Wintergreen Resort, VA 22967
• 

  

  /27

  Est $376,371 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  957 Diamond Hill Condos, Wintergreen, VA 22958

  957 Diamond Hill Condos, Wintergreen, VA 22958
• 

  

  /48

  $799,000

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  22 Tyro Ct, Roseland, VA 22967

  Charming slope-side mountain chalet located in the heart of Blackrock Village, offering wonderful slope and valley views year-round. With true ski-in/ski-out access, this home provides an unbeatable location for endless mountain adventures. The quality craftsmanship renovations by Solid Rock Builders in 2018, are featured throughout. There are warm wood and stone details, complemented by the

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  22 Tyro Ct, Roseland, VA 22967
• 

  

  /69

  $1,150,000 Sold Aug 12, 2025

  • 4,442 Sq Ft
  • $259/SF
  • 6 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2006

  236 Crawfords Edge, Roseland, VA 22967

  Discover this stunning post-and-beam retreat showcasing breathtaking Blue Ridge Mountain views in prestigious Wintergreen Resort! This move-in ready sanctuary features soaring vaulted ceilings, gleaming hardwood floors, and walls of windows framing spectacular vistas. The heart of the home is a magnificent great room with stone fireplace flowing seamlessly into a gourmet kitchen boasting Wolf

  Denise Ramey LONG & FOSTER - CHARLOTTESVILLE WEST

  236 Crawfords Edge, Roseland, VA 22967
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  /5

  Not Listed For Sale

  352 Shamokin Springs Trail, Roseland, VA 22967

  352 Shamokin Springs Trail, Roseland, VA 22967
• 

  

  /46

  $674,950

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft

  130 Chestnut Place, Roseland, VA 22967

  Stunning Home in Wintergreen Resort! Let this Oasis be your Own Personal Get Away, Offering Charm, Comfort and Georgous Views of the Blue Ridge Mountains. 4 Bedrooms, Two and One Half Baths, Hardwood Floors on the Main Living Areas, Vaulted Ceilings, Family Room w/ Raised Hearth Stone Fireplace to the Ceiling, w Gas Logs, Lovely Dining Room w/ Both the Family Room and Dining with Fabulous

  Beverly Flournoy Investors Land Co

  130 Chestnut Place, Roseland, VA 22967
• 

  

  /43

  $385,000 Sold Aug 11, 2025

  • 1,248 Sq Ft
  • $308/SF
  • 179 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  1572 Vistas, Roseland, VA 22967

  This two bedroom, two bath villa offers some of the best views and location for a view condo at Wintergreen. Enjoy breathtaking panoramic mountain, valley, ski village and surnrise views all year round. Being an end unit, and located on the left side of the building, this condo offers some of the most dramatic and unobstructed mountain and valley views you can enjoy at Wintergreen. Here, your

  Dima Holmes WINTERGREEN REALTY, LLC

  1572 Vistas, Roseland, VA 22967

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