Waynesboro, VA Homes

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  /71

  Est $612,646 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  74 Firtree Dr, Roseland, VA 22967

  74 Firtree Dr, Roseland, VA 22967
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  /33

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  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
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  /47

  $410,000 Sold Jul 02, 2025

  • 1,999 Sq Ft
  • $205/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1984

  98 Pedlars Point, Wintergreen Resort, VA 22967

  Secluded Home for Sale at Wintergreen A Private Retreat, nestled at the base of a striking rock cliff and situated on a peaceful cul-de-sac, this secluded property at Wintergreen offers both seasonal views and unparalleled privacy. The home is on a beautiful lot, designed to maximize tranquility and connection to nature. The natural flora and fauna is stunning. The home has soaring ceilings with

  Tim Merrick WINTERGREEN REALTY, LLC

  98 Pedlars Point, Wintergreen Resort, VA 22967
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  /32

  Est $247,885 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  2150 Fairway Woods, Roseland, VA 22967

  2150 Fairway Woods, Roseland, 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

  201 Pinnacle Dr, Wintergreen Resort, VA 22967
• 

  

  /32

  $265,000 Sold Jul 01, 2025

  • 1,840 Sq Ft
  • $144/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1989

  31 Briarwood Ln, Wintergreen Resort, VA 22967

  Located on the 12th fairway of Devils Knob Golf Course, this 4-bedroom, 3.5-bath townhouse with a two-car garage offers 1,840 square feet of comfortable living space and plenty of opportunity to update and make it your own. The main level features a spacious living room, a separate dining area, and a cozy sitting space centered around a gas fireplace?ideal for relaxing or entertaining. A private

  LISA FLOOD WINTERGREEN REALTY, LLC

  31 Briarwood Ln, Wintergreen Resort, VA 22967
• 

  

  /35

  Est $395,385 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  328 Dobie Condos, Wintergreen, VA 22958

  328 Dobie Condos, Wintergreen, VA 22958
• 

  

  /36

  $655,000

  • 4 Beds
  • 3.5 Baths
  • 2,336 Sq Ft

  67 S Forest Dr, Roseland, VA 22967

  More Pictures coming soon. Nestled high near the top of Wintergreen Resort, this stunning unique Wintergreen property that offers a perfect blend of luxury and comfort, ideal for year-round living, short term rentals or a weekend getaway. Unlike others this property has a detached garage with a driveway and pull off area. Surrounded by breathtaking mountain views and lush, natural beauty, this

  STEVEN MARTIN RE/MAX NEW HORIZONS

  67 S Forest Dr, Roseland, VA 22967
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  /8

  $35,000 Sold Jul 01, 2025

  • Land
  • 0.40 Acre
  • $87,500 per Acre

  • 10 Days On Market

  17 Kestrel Point, Wintergreen Resort, VA 22967

  It's not easy to find a lot that is fairly level on the top of a mountain! You'll find that here though. Located on a short, quiet cul-de-sac, the access is easy and allows for a straight-forward architectural design with plenty of space for parking. The lot has many beautiful native plants including a fern forest. This area of Wintergreen is in the heart of the Devils Knob Golf Course, close to

  Kate Farley WINTERGREEN REALTY, LLC

  17 Kestrel Point, Wintergreen Resort, VA 22967
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  /2

  Est $697,093 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,984 Sq Ft

  376 Blackrock Dr, Roseland, VA 22967

  376 Blackrock Dr, Roseland, 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.

  Ben Holmes WINTERGREEN REALTY, LLC

  3211 N Ridge, Wintergreen Resort, VA 22967
• 

  

  /59

  $560,000 Sold Jun 30, 2025

  • 1,856 Sq Ft
  • $302/SF
  • 41 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  1642 Overlook, Wintergreen Resort, VA 22967

  Embrace these Breathtaking Views! This TOP level Condo w/2 Floors offers 3 Bedroom/3 Full Bath (A Primary Bedroom/Bath on each Floor), boasting 2 Decks on Main Floor, 1 on the Top Floor for everyone's own space, relaxation and capturing those amazing views! As you enter the Main living area of this condo, which accommodates all your needs on the main floor, all your stress will melt away! The

  Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

  1642 Overlook, Wintergreen Resort, VA 22967
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  /41

  Est $637,186 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,971 Sq Ft

  17 Ravens Roost Ln, Roseland, VA 22967

  17 Ravens Roost Ln, Roseland, VA 22967
• 

  

  /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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  /49

  $565,000 Sold Jun 30, 2025

  • 2,089 Sq Ft
  • $270/SF
  • 14 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1979

  54 Butternut Ln, Wintergreen Resort, VA 22967

  Escape to this stunning modern post & beam home in the heart of Wintergreen Resort, just 0.8 miles from skiing, snowboarding, and tubing! Designed for both relaxation and adventure, this one-of-a-kind retreat offers a bright and cozy space to enjoy the beauty of the Blue Ridge Mountains. Delight in the magic sunset views in the winter filling your home with warm alpenglow colors. Featuring 3

  Dima Holmes WINTERGREEN REALTY, LLC

  54 Butternut Ln, Wintergreen Resort, VA 22967
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  /46

  Est $1,429,117 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 5,100 Sq Ft

  530 Blackrock Cir, Roseland, VA 22967

  530 Blackrock Cir, Roseland, VA 22967
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  /44

  $279,500

  • 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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  /29

  $217,500 Sold Jun 27, 2025

  • 851 Sq Ft
  • $256/SF
  • 48 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1984

  1525 Cliffs, Wintergreen Resort, VA 22967

  Least expensive VIEW condo at Wintergreen! Awaken to sunrises over the Rockfish Valley from this well-appointed one bedroom, two bath end unit along the Blue Ridge. Large windows in the living area and bedroom allow you to enjoy the breathtaking views. Open great room with wood burning fireplace is the perfect place to unwind after a long day of hiking or being on the slopes (you can see

  Chastity Morgan MOUNTAIN AREA NEST REALTY

  1525 Cliffs, Wintergreen Resort, VA 22967
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  /72

  Est $1,650,912 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  712 Devils Knob Loop, Roseland, VA 22967

  712 Devils Knob Loop, Roseland, VA 22967
• 

  

  /23

  $259,000

  • 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
• 

  

  /21

  $217,500 Sold Jun 26, 2025

  • 812 Sq Ft
  • $268/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  2247 Tanners Ridge Condos, Wintergreen Resort, VA 22967

  Surround yourself with rustic mountain vibes in this handsomely decorated 2br/2ba Tanners Ridge getaway. Conveniently located near the Wintergarden Spa, The Nature Foundation and numerous trails, this home features luxury vinyl plank floors, granite counters in the kitchen and baths, and an incredibly cozy living area. Pile onto the leather sofa in front of the wood burning fireplace; the condo

  Yvette Stafford MOUNTAIN AREA NEST REALTY

  2247 Tanners Ridge Condos, Wintergreen Resort, VA 22967
• 

  

  /65

  Est $733,103 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,390 Sq Ft

  38 Coopers Vantage, Roseland, VA 22967

  38 Coopers Vantage, Roseland, VA 22967
• 

  

  /21

  $279,900

  • 2 Beds
  • 1.5 Baths
  • 784 Sq Ft

  123 Eagles Ct Condos Unit 123, Wintergreen Resort, VA 22967

  This well maintained slope-side condo offers the ultimate convenience?step right out your door and onto the slopes! Located in the heart of Center Village with a dedicated parking. You're just a short walk to all the action, including restaurants, shopping, and a vibrant array of events like music and art festivals. Whether you're looking for a cozy retreat for your family or an excellent rental

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  123 Eagles Ct Condos Unit 123, Wintergreen Resort, VA 22967
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  /42

  $410,000 Sold Jun 26, 2025

  • 2,116 Sq Ft
  • $194/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  65 Ladyslipper Ln, Wintergreen Resort, VA 22967

  This inviting 4-bedroom, 2.5-bath home is nestled in the heart of Wintergreen Resort, offering year-round adventure and relaxation. Enjoy skiing in the winter, golfing in the summer, hiking scenic trails, and so much more just steps from your door. Lovingly maintained by the same family for over a decade, this home blends character with recent updates, including a new roof and heat pump. While

  FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

  65 Ladyslipper Ln, Wintergreen Resort, VA 22967
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  /50

  Est $1,870,855 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,100 Sq Ft

  20 Ginseng Close, Roseland, VA 22967

  20 Ginseng Close, 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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  /74

  $950,000 Sold Jun 24, 2025

  • 3,340 Sq Ft
  • $284/SF
  • 26 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2013

  625 Fawn Ridge Dr, Roseland, VA 22967

  Combine a choice golf front lot on one of the signature golf holes of Devils Knob course, and one of the most respected quality builders at Wintergreen, and what do you get? One of the premier offerings on Wintergreen mountain this year! This home can be a primary residence with many upgrades, a detached garage, ample parking and a paved & level driveway. Gourmet kitchen includes high end

  STEVE MARIANELLA WINTERGREEN REALTY, LLC

  625 Fawn Ridge Dr, Roseland, VA 22967
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  /30

  Est $584,036 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  120 Squirrel Tree Ln, Roseland, VA 22967

  120 Squirrel Tree Ln, Roseland, VA 22967
• 

  

  /57

  $599,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,367 Sq Ft

  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
• 

  

  /30

  $180,000 Sold Jun 24, 2025

  • 746 Sq Ft
  • $241/SF
  • 135 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 2020

  3228 N Ridge Condos, Wintergreen Resort, VA 22967

  Modern 1BR/2BA Condo in Wintergreen?s Newest Building ? Upgraded & Move-In Ready! Don?t miss this rare opportunity to own a beautifully upgraded 1-bedroom, 2-bath villa in Wintergreen Resort?s newest condo building, just 5 years old! Unlike most condos at Wintergreen?many 25+ years old?this home offers the comfort of newer construction and thoughtful enhancements throughout. Upgrades from the

  Dima Holmes WINTERGREEN REALTY, LLC

  3228 N Ridge Condos, Wintergreen Resort, VA 22967
• 

  

  /30

  Not Listed For Sale

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

  2029 Stone Ridge Condos, Wintergreen, VA 22958

  2029 Stone Ridge Condos, Wintergreen, VA 22958
• 

  

  /25

  $275,000 Pending

  • 2 Beds
  • 2 Baths
  • 907 Sq Ft

  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
• 

  

  /46

  $279,000 Sold Jun 23, 2025

  • 1,332 Sq Ft
  • $209/SF
  • 222 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  2049 Stone Ridge Condos, Wintergreen Resort, VA 22958

  This 1,332 sq. ft. end-unit in Stone Ridge has been renovated and offers three bedrooms and three bathrooms. Located just 5 minutes from the Wintergarden Spa, tennis and golf facilities, and the Clubhouse, it?s ideal for easy access to local amenities. The home features a covered porch with a mix of wooded and pastoral views of the Devil?s Knob Golf Course. This home is situated perfectly to take

  PAUL HESS WINTERGREEN REALTY, LLC

  2049 Stone Ridge Condos, Wintergreen Resort, VA 22958
• 

  

  /14

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft

  2221 Tanners Ridge Condos, Wintergreen, VA 22967

  2221 Tanners Ridge Condos, Wintergreen, VA 22967
• 

  

  /37

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  649 White Oak Condos, Wintergreen Resort, VA 22967

  Spacious and updated 2BR/2BA condo with loft, ideally located in the heart of Wintergreen Resort Village?just a short walk to the Mountain Inn and ski slopes. This well-designed villa lives more like a townhouse, offering better privacy with no neighbors above or below. The floor plan includes a bedroom and full bath on each level, plus a versatile sleeping loft. The open-concept kitchen flows

  Dima Holmes WINTERGREEN REALTY, LLC

  649 White Oak Condos, Wintergreen Resort, VA 22967
• 

  

  /42

  $650,000 Sold Jun 17, 2025

  • 2,571 Sq Ft
  • $253/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2007

  16 Ridge Ln, Wintergreen Resort, VA 22967

  This charming re-modeled mountain chalet is beautifully situated on a level lot in the sought after Devils Knob Loop section of Wintergreen sitting at over 3000 feet in elevation it is truly a ?world away" from the city. Stunning seasonal views looking out over miles of rolling mountains from the covered porch, patio and hot tub. Inside you have 4 fully furnished gorgeous bedrooms and 3 full

  BRYAN ORR VIRGINIA ESTATES

  16 Ridge Ln, Wintergreen Resort, VA 22967
• 

  

  /35

  Est $550,646 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  106 Oak Ln, Roseland, VA 22967

  106 Oak Ln, Roseland, VA 22967
• 

  

  /59

  $225,000

  • 2 Beds
  • 2 Baths
  • 812 Sq Ft

  2226 Tanners Ridge Condos Unit 2226, Wintergreen Resort, VA 22967

  Wonderfully located totally renovated two bedroom, two bath condo on Devils Knob Golf Course. Everything has been done for you and it is in move in condition. Condo has been extremely well maintained and never been rented by current owners. Condo is not only on the Golf Course but is conveniently located in walking distance to the pool and Spa. Unit is a must see. Renovations were well done with

  W. FRANCE BURGER, JR. RE/MAX 1ST OLYMPIC

  2226 Tanners Ridge Condos Unit 2226, Wintergreen Resort, VA 22967
• 

  

  /16

  $38,500 Sold Jun 10, 2025

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

  • 25 Days On Market

  122 Hanging Rock Ln, Roseland, VA 22967

  Dreaming of a picturesque mountain retreat? This 0.42-acre vacant lot in Wintergreen Resort offers the perfect blend of tranquility, natural beauty, and convenience. Situated at the end of a quiet street with only a handful of homes, this property provides the privacy and peacefulness you crave, whether for a vacation getaway or a full-time residence. With flat terrain, building your dream home

  Dima Holmes WINTERGREEN REALTY, LLC

  122 Hanging Rock Ln, Roseland, VA 22967
• 

  

  /36

  Est $549,673 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,106 Sq Ft

  60 W Elkwood Dr, Wintergreen Resort, VA 22967

  60 W Elkwood Dr, Wintergreen Resort, VA 22967

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