Wintergreen Resort, VA Homes

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  /62

  Est $886,336 Not Listed For Sale

  305 Crawfords Edge, Roseland, VA 22967

  • 4 Beds
  • 5.5 Baths
  • 3,477 Sq Ft
  • Built 1986

  305 Crawfords Edge, Roseland, VA 22967

  Last Sold Summary

  • 11% Above List Price
  • $229/SF
  • 185 Days On Market

  Last Sold Price $795,000

  Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC
• 

  

  

  /59

  $214,500 Pending

  • 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
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  /18

  $35,000 Sold Feb 27, 2026

  TBD Weeping Rock Ln, Wintergreen Resort, VA 22967

  • Land
  • 0.39 Acre
  • $89,744 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 401 Days On Market

  Last Listing Agent Michael Gaffney COMPASS-CHARLOTTESVILLE

  TBD Weeping Rock Ln, Wintergreen Resort, VA 22967
• 

  

  

  /29

  Est $477,221 Not Listed For Sale

  24 Trillium Close, Wintergreen Resort, VA 22967

  • 4 Beds
  • 3.5 Baths
  • 2,263 Sq Ft
  • Built 1990

  24 Trillium Close, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 4% Above List Price
  • $203/SF
  • 1 Day On Market

  Last Sold Price $459,000

  Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC
• 

  

  

  /35

  $249,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,391 Sq Ft

  18 Trillium Close, Wintergreen Resort, VA 22967

  Nestled in the woods in the Devils Knob Village. The perfect "Place" as it is close to everything! Walk to the Wintergarden Spa, Nature Foundation, Fire and Frost Restaurant or the Devils Knob Country Club. Easy access to the Highlands ski slopes or take the Highlands Leisure Trail to the Mt. Inn Village. Comfortable and spacious Townhome living with no worries of noise from above or below. Two

  Robert Craig WINTERGREEN REALTY, LLC

  18 Trillium Close, Wintergreen Resort, VA 22967
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  /26

  $190,000 Sold Jul 10, 2025

  714 Laurelwood Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft
  • Built 1978

  Last Sold Summary

  • 19% Below List Price
  • $203/SF
  • 104 Days On Market

  Current Estimated Value $219,860

  Last Listing Agent MARLO ALLEN MOUNTAIN AREA NEST REALTY

  714 Laurelwood Condos, Wintergreen Resort, VA 22967
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  /14

  Est $152,115 Not Listed For Sale

  180 Mountain Inn Condos, Roseland, VA 22967

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1979

  180 Mountain Inn Condos, Roseland, VA 22967

  Last Sold Summary

  • 17% Above List Price
  • $228/SF
  • 81 Days On Market

  Last Sold Price $130,000

  Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC
• 

  

  /11

  $59,500

  • Land
  • 0.6 Acre
  • $99,167 per Acre

  23 Rock Tree Ln Unit 125 PEDLARS EDGE SUB, Roseland, VA 22967

  Walk to skiing from this large corner homesite offering views of Devils Knob mountain. Gently sloping toward the view its an ideal site to build a walk out first floor with the main level high enough to take advantage of the view yet allowing easy access to your home.

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  23 Rock Tree Ln Unit 125 PEDLARS EDGE SUB, Roseland, VA 22967
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  /41

  $249,000 Sold Sep 09, 2025

  2132 Fairway Woods, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft
  • Built 1986

  Last Sold Summary

  • $255/SF
  • 7 Days On Market

  Current Estimated Value $255,383

  Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

  2132 Fairway Woods, Wintergreen Resort, VA 22967
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  /38

  Est $553,649 Not Listed For Sale

  1095 Devils Knob Loop, Roseland, VA 22967

  • 4 Beds
  • 3.5 Baths
  • 2,371 Sq Ft
  • Built 1986

  1095 Devils Knob Loop, Roseland, VA 22967

  Last Sold Summary

  • 4% Above List Price
  • $224/SF
  • 54 Days On Market

  Last Sold Price $531,000

  Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC
• 

  

  /28

  $235,000

  • 2 Beds
  • 2 Baths
  • 812 Sq Ft

  2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967

  Come enjoy the quiet and beauty of Wintergreen and the Blue Ridge Mountains while staying in this freshly painted and tastefully decorated 2 bedroom / 2 bath condo! You have the best of both worlds, a tranquil space and access to all of the activities at Wintergreen, including thirty miles of hiking trails, some of the best southeast skiing in the winter, and golfing the rest of the year. 2229

  DENISE MOLDENHAUER MOUNTAIN AREA NEST REALTY

  2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967
• 

  /2

  $620,000 Sold Jan 19, 2026

  220 Laurel Springs Dr, Roseland, VA 22967

  • 3 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 1983

  Last Sold Summary

  • $215/SF

  Current Estimated Value $630,017

  Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1

  220 Laurel Springs Dr, Roseland, VA 22967
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  /46

  Est $484,668 Not Listed For Sale

  37 Marble Ln, Wintergreen Resort, VA 22967

  • 3 Beds
  • 3 Baths
  • 1,590 Sq Ft
  • Built 1979

  37 Marble Ln, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 5% Above List Price
  • $289/SF
  • 33 Days On Market

  Last Sold Price $459,500

  Last Listing Agent Kate Farley WINTERGREEN REALTY, LLC
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  /10

  $125,000

  • Land
  • 0.56 Acre
  • $223,214 per Acre

  63 Gumtree Rd, Roseland, VA 22967

  Can’t find your dream home? Then build it on this beautiful mountain lot with year round southern and eastern Mountain View’s right in the heart of Blackrock Village. Covered in mountain laurel and rhododendron this easy to build on homesite backs on to dedicated open space giving you tons of privacy yet you are within an easy walk to skiing, dining, shopping and miles of trails. Don’t miss

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  63 Gumtree Rd, Roseland, VA 22967
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  /36

  $135,000 Sold Oct 08, 2025

  233 Timbers Condos, Wintergreen Resort, VA 22967

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft
  • Built 1977

  Last Sold Summary

  • 18% Below List Price
  • $333/SF
  • 36 Days On Market

  Current Estimated Value $144,819

  Last Listing Agent David Coy RED CEDAR REAL ESTATE

  233 Timbers Condos, Wintergreen Resort, VA 22967
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  /40

  Est $258,685 Not Listed For Sale

  14 Briarwood Ln, Roseland, VA 22967

  • 2 Beds
  • 2.5 Baths
  • 1,460 Sq Ft
  • Built 1989

  14 Briarwood Ln, Roseland, VA 22967

  Last Sold Summary

  • 6% Above List Price
  • $168/SF
  • 48 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Gavin Sherwood YES REALTY PARTNERS
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  /33

  $35,000

  • Land
  • 0.41 Acre
  • $85,366 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
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  /32

  $325,000 Sold Jan 15, 2026

  3234 N Ridge Condos, Wintergreen Resort, VA 22967

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft
  • Built 2020

  Last Sold Summary

  • 19% Below List Price
  • $227/SF
  • 102 Days On Market

  Current Estimated Value $328,906

  Last Listing Agent Yvette Stafford MOUNTAIN AREA NEST REALTY

  3234 N Ridge Condos, Wintergreen Resort, VA 22967
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  /70

  Est $757,610 Not Listed For Sale

  10 N Rock Tree Ln, Wintergreen Resort, VA 22967

  • 6 Beds
  • 4 Baths
  • 3,235 Sq Ft
  • Built 2007

  10 N Rock Tree Ln, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 17% Above List Price
  • $200/SF
  • 206 Days On Market

  Last Sold Price $648,000

  Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC
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  /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
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  /55

  $450,000 Sold Jul 30, 2025

  1637 Overlook Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft
  • Built 1989

  Last Sold Summary

  • $351/SF
  • 112 Days On Market

  Current Estimated Value $477,007

  Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

  1637 Overlook Condos, Wintergreen Resort, VA 22967
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  /2

  Est $503,252 Not Listed For Sale

  188 Shamokin Springs Trail, Wintergreen Resort, VA 22967

  • 5 Beds
  • 3 Baths
  • 2,652 Sq Ft
  • Built 2006

  188 Shamokin Springs Trail, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 0 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Katie Moomaw Nest Realty Harrisonburg
• 

  

  /26

  $49,000

  • Land
  • 0.4 Acre
  • $122,500 per Acre

  559 Laurel Springs Dr, Roseland, VA 22967

  Beautifully wooded corner homesite in quiet part of Wintergreen Mountain Village yet several minutes to all the amenities. Ideal for hiking enthusiasts as you can quickly get on miles and miles of Wintergreen hiking trails as well as the Appalachian Trail. Easy to build on and easy access from street. The adjacent homesite 579 Laurel Springs Drive is also available so you have the rare

  Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  559 Laurel Springs Dr, Roseland, VA 22967
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  /50

  $469,000 Sold Jan 13, 2026

  1478 Ledges Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • Built 1980

  Last Sold Summary

  • $392/SF
  • 2 Days On Market

  Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC

  1478 Ledges Condos, Wintergreen Resort, VA 22967
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  /66

  Est $227,584 Not Listed For Sale

  2108 Fairway Woods, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 954 Sq Ft
  • Built 1981

  2108 Fairway Woods, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 1% Above List Price
  • $236/SF
  • 10 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Denise Ramey LONG & FOSTER - CHARLOTTESVILLE WEST
• 

  

  /12

  $325,000

  • Land
  • 27.65 Acres
  • $11,754 per Acre

  180 Bear Path Ln, Lyndhurst, VA 22952

  Discover over 27 acres of wooded, mountainous land offering privacy, natural beauty, and opportunity. This property consists of five lots totaling 27.658 acres. Lot 5 is a buildable parcel and includes an abandoned home in 'as is' condition (condition unknown). The remaining lots are under a conservation easement, preserving the natural landscape and ensuring long-term enjoyment of the forested

  Kameron Lewis NEST REALTY GROUP STAUNTON

  180 Bear Path Ln, Lyndhurst, VA 22952
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  /25

  $260,000 Sold Feb 05, 2026

  700 Laurelwood, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $278/SF
  • 7 Days On Market

  Current Estimated Value $243,022

  Last Listing Agent Tony Crouch MAC WESTLAND REAL ESTATE GROUP

  700 Laurelwood, Wintergreen Resort, VA 22967
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  /58

  Est $454,750 Not Listed For Sale

  184 White Oak Dr, Wintergreen Resort, VA 22967

  • 4 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1979

  184 White Oak Dr, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 3% Below List Price
  • $306/SF
  • 8 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Matt White REDFIN CORPORATION
• 

  

  /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
• 

  

  /75

  $1,395,000 Sold Sep 19, 2025

  58 Summit Ln, Roseland, VA 22967

  • 5 Beds
  • 4 Baths
  • 4,025 Sq Ft
  • Built 2004

  Last Sold Summary

  • $347/SF
  • 9 Days On Market

  Current Estimated Value $1,423,347

  Last Listing Agent Dima Holmes WINTERGREEN REALTY, LLC

  58 Summit Ln, Roseland, VA 22967
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  /11

  Not Listed For Sale

  18 Deer Springs Point, Wintergreen Resort, VA 22967

  18 Deer Springs Point, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 123 Days On Market

  Last Sold Price $37,500

  Last Listing Agent LISA FLOOD WINTERGREEN REALTY, LLC
• 

  

  /3

  $48,000

  • Land
  • 0.22 Acre
  • $218,182 per Acre

  lot 6 Devils Bend Ct Unit 6, Wintergreen Resort, VA 22967

  Lot 6 is a beautifully wooded homesite located along the Devils Knob Golf Course. A creek at the rear of the property adds a peaceful natural element. The lot slopes gently toward the golf course, making it well suited for a home with a walkout lower level. A wonderful opportunity for scenic mountain golf living.

  LAUREN KOCH REAL ESTATE III, INC.

  lot 6 Devils Bend Ct Unit 6, Wintergreen Resort, VA 22967
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  /42

  $365,000 Sold Dec 19, 2025

  1421 Highlands Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,134 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $322/SF
  • 26 Days On Market

  Current Estimated Value $374,320

  Last Listing Agent Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  1421 Highlands Condos, Wintergreen Resort, VA 22967
• 

  

  /11

  Not Listed For Sale

  235 Timbers Condos, Wintergreen Resort, VA 22967

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft
  • Built 1977

  235 Timbers Condos, Wintergreen Resort, VA 22967

  Last Sold Summary

  • $358/SF
  • 49 Days On Market

  Last Sold Price $145,000

  Last Listing Agent PAUL HESS NEST REALTY GROUP
• 

  

  /17

  $149,000

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  2052 Stone Ridge Condos, Wintergreen, VA 22958

  Welcome to your dream mountain retreat! This renovated condo, nestled within the 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 a 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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  /36

  $393,000 Sold May 30, 2025

  1534 Cliffs, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1984

  Last Sold Summary

  • $315/SF
  • 29 Days On Market

  Current Estimated Value $422,965

  Last Listing Agent Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  1534 Cliffs, Wintergreen Resort, VA 22967
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  /32

  Est $144,520 Not Listed For Sale

  2222 Tanners Ridge Condos Unit 2222, Wintergreen Resort, VA 22967

  • 1 Bed
  • 1 Bath
  • 615 Sq Ft
  • Built 1980

  2222 Tanners Ridge Condos Unit 2222, Wintergreen Resort, VA 22967

  Last Sold Summary

  • 8% Above List Price
  • $218/SF
  • 24 Days On Market

  Last Sold Price $134,000

  Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC
• 

  

  /35

  $345,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,263 Sq Ft

  22 Trillium Close, Wintergreen Resort, VA 22967

  Welcome to your perfect mountain retreat! This 4-bedroom, 3.5 bath, spacious townhome is located in the heart of Devils Knob Village. Directly across from the Aquatics & Fitness center, this townhouse is a short walk to the golf & tennis center, pools, the trillium flower field, Nature Foundation and several hiking trails. Recently used as housing for tennis students, this spacious layout sleeps

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  22 Trillium Close, Wintergreen Resort, VA 22967
• 

  

  /34

  $429,000 Sold Dec 15, 2025

  1933 High Ridge Place, Roseland, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft
  • Built 1995

  Last Sold Summary

  • $378/SF
  • 0 Days On Market

  Current Estimated Value $438,284

  Last Listing Agent James Bauslaugh ROCKWISE REALTY LLC

  1933 High Ridge Place, Roseland, VA 22967
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  /7

  Not Listed For Sale

  72 Hickory Spring Rd Unit PRYORS CAMP LOT 41, Roseland, VA 22967

  72 Hickory Spring Rd Unit PRYORS CAMP LOT 41, Roseland, VA 22967

  Last Sold Summary

  • 15 Days On Market

  Last Sold Price $37,000

  Last Listing Agent PAUL HESS NEST REALTY GROUP

Showing Results 241 - 280, Page 7 of 18