Recently Sold Wintergreen, VA Homes

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  /35

  $169,500

  Sold Feb 20, 2026

  470 Three Ridges Condos, Wintergreen Resort, VA 22967

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

  Last Sold Summary

  • 3% Below List Price
  • $262/SF
  • 42 Days On Market

  Current Estimated Value $178,559

  Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

  470 Three Ridges Condos, Wintergreen Resort, VA 22967
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  /34

  $415,000

  Sold Mar 13, 2026

  1710 High Ridge, Roseland, VA 22967

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

  Last Sold Summary

  • 3% Below List Price
  • $323/SF
  • 17 Days On Market

  Current Estimated Value $424,532

  Last Listing Agent Wayne Flood PEAK REALTY VIRGINIA, LLC

  1710 High Ridge, Roseland, VA 22967
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  /38

  $340,000

  Sold Sep 02, 2026

  25 Hickorynut Dr, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 923 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $368/SF
  • 63 Days On Market

  Current Estimated Value $364,863

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

  25 Hickorynut Dr, Wintergreen Resort, VA 22967
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  /55

  $561,000

  Sold Dec 19, 2025

  30 Cedar Dr, Roseland, VA 22967

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 2004

  Last Sold Summary

  • $320/SF
  • 111 Days On Market

  Current Estimated Value $578,990

  Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  30 Cedar Dr, Roseland, VA 22967
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  /65

  $489,000

  Sold Jun 09, 2026

  18 Grassy Overlook, Roseland, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $260/SF
  • 208 Days On Market

  Current Estimated Value $534,238

  Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

  18 Grassy Overlook, Roseland, VA 22967
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  /53

  $470,000

  Sold Nov 17, 2025

  67 Timber Camp Dr, Roseland, VA 22967

  • 3 Beds
  • 2.5 Baths
  • 1,819 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $258/SF
  • 107 Days On Market

  Current Estimated Value $505,867

  Last Listing Agent Cameron Carroll WINTERGREEN REALTY, LLC

  67 Timber Camp Dr, Roseland, VA 22967
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  /32

  $23,000

  Sold Feb 09, 2026

  25 Stony Cove Ln, Roseland, VA 22967

  • Land
  • 16,552 Sq Ft
  • $60,526 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 403 Days On Market

  Last Listing Agent K.T. LYNN WINTERGREEN REALTY, LLC

  25 Stony Cove Ln, Roseland, VA 22967
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  /18

  $35,000

  Sold Feb 27, 2026

  TBD Weeping Rock Ln, Wintergreen Resort, VA 22967

  • Land
  • 16,988 Sq Ft
  • $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
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  /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 $646,719

  Last Listing Agent FRANCESCA SAN GIORGIO FOUR SEASONS REALTY 1 LLC/HOWARD HANNA REAL ESTATE SERVICES

  220 Laurel Springs Dr, 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 $143,544

  Last Listing Agent David Coy RED CEDAR REAL ESTATE

  233 Timbers Condos, Wintergreen Resort, 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 $351,457

  Last Listing Agent Yvette Stafford MOUNTAIN AREA NEST REALTY

  3234 N Ridge Condos, Wintergreen Resort, VA 22967
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  /30

  $380,000

  Sold Apr 07, 2026

  1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1995

  Last Sold Summary

  • 14% Below List Price
  • $284/SF
  • 339 Days On Market

  Current Estimated Value $414,410

  Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  1921 High Ridge Pl Condos, Wintergreen Resort, 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 PEAK REALTY VIRGINIA, LLC

  1478 Ledges Condos, Wintergreen Resort, VA 22967
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  /2

  $590,000

  Sold Jul 13, 2026

  22 Deer Springs Ln, Wintergreen Resort, VA 22967

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $345/SF

  Current Estimated Value $564,096

  Last Listing Agent Unrepresented Seller UnrepresentedSeller

  22 Deer Springs Ln, Wintergreen Resort, VA 22967
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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 $260,415

  Last Listing Agent Tony Crouch MAC WESTLAND REAL ESTATE GROUP

  700 Laurelwood, Wintergreen Resort, VA 22967
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  /75

  $985,000

  Sold Sep 17, 2026

  327 Crawfords Edge, Wintergreen Resort, VA 22967

  • 4 Beds
  • 4.5 Baths
  • 2,700 Sq Ft
  • Built 1987

  Last Sold Summary

  • 10% Below List Price
  • $365/SF
  • 137 Days On Market

  Current Estimated Value $1,074,350

  Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

  327 Crawfords Edge, Wintergreen Resort, VA 22967
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  /63

  $591,000

  Sold Jul 10, 2026

  45 Timber Camp Dr, Roseland, VA 22967

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Below List Price
  • $287/SF
  • 14 Days On Market

  Current Estimated Value $599,457

  Last Listing Agent Robert Craig WINTERGREEN REALTY, LLC

  45 Timber Camp Dr, Roseland, 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 $393,721

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

  1421 Highlands Condos, Wintergreen Resort, VA 22967
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  /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 $434,788

  Last Listing Agent James Bauslaugh ROCKWISE REALTY LLC

  1933 High Ridge Place, Roseland, VA 22967
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  /56

  $500,000

  Sold Jan 16, 2026

  87 Firtree Dr, Wintergreen Resort, VA 22967

  • 4 Beds
  • 3 Baths
  • 2,296 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 222 Days On Market

  Current Estimated Value $571,028

  Last Listing Agent Ben Holmes PEAK REALTY VIRGINIA, LLC

  87 Firtree Dr, Wintergreen Resort, VA 22967
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  /2

  $225,000

  Sold Jan 16, 2026

  303 White Oak Dr, Wintergreen Resort, VA 22967

  • Land
  • 21,344 Sq Ft
  • $459,184 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  303 White Oak Dr, Wintergreen Resort, VA 22967
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  /75

  $782,500

  Sold May 06, 2026

  131 Crawfords Edge, Roseland, VA 22967

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $345/SF
  • 31 Days On Market

  Current Estimated Value $804,185

  Last Listing Agent Lisa Flood PEAK REALTY VIRGINIA, LLC

  131 Crawfords Edge, Roseland, VA 22967
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  /56

  $600,000

  Sold Aug 06, 2026

  312 Dobie, Wintergreen Resort, VA 22967

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $377/SF
  • 2 Days On Market

  Current Estimated Value $573,072

  Last Listing Agent Cameron Wood HOMETOWN REALTY - ASHLAND

  312 Dobie, Wintergreen Resort, VA 22967
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  /21

  $210,000

  Sold Apr 17, 2026

  1551 Vistas, Wintergreen Resort, VA 22967

  • 1 Bed
  • 2 Baths
  • 851 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $247/SF
  • 17 Days On Market

  Current Estimated Value $219,759

  Last Listing Agent Tim Merrick WINTERGREEN REALTY, LLC

  1551 Vistas, Wintergreen Resort, VA 22967
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  /13

  $45,900

  Sold Jan 23, 2026

  421 Blackrock Dr, Wintergreen Resort, VA 22967

  • Land
  • 6,098 Sq Ft
  • $327,857 per Acre

  Last Sold Summary

  • 34% Below List Price
  • 638 Days On Market

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

  421 Blackrock Dr, Wintergreen Resort, VA 22967
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  /27

  $159,795

  Sold Apr 15, 2026

  2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967

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

  Last Sold Summary

  • 7% Above List Price
  • $260/SF
  • 16 Days On Market

  Current Estimated Value $162,312

  Last Listing Agent Todd Morgan FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

  2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967
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  /31

  $260,000

  Sold Oct 17, 2025

  2082 Stone Ridge Condos, Wintergreen Resort, VA 22967

  • 3 Beds
  • 3 Baths
  • 1,370 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $190/SF
  • 56 Days On Market

  Current Estimated Value $279,358

  Last Listing Agent Kate Farley PEAK REALTY VIRGINIA, LLC

  2082 Stone Ridge Condos, Wintergreen Resort, VA 22967
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  /14

  $170,000

  Sold Jun 09, 2026

  476 Three Ridges Condos, Wintergreen, VA 22958

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

  Last Sold Summary

  • 1% Below List Price
  • $262/SF
  • 16 Days On Market

  Last Listing Agent CATALINA SAN GIORGIO FOUR SEASONS REALTY 1 LLC/HOWARD HANNA REAL ESTATE SERVICES

  476 Three Ridges Condos, Wintergreen, VA 22958
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  /11

  $100,000

  Sold Oct 31, 2025

  25 Fernwood Ct Unit 15, Wintergreen Resort, VA 22967

  • Land
  • 21,780 Sq Ft
  • $200,000 per Acre

  Last Sold Summary

  • 202 Days On Market

  Last Listing Agent Lisa Flood PEAK REALTY VIRGINIA, LLC

  25 Fernwood Ct Unit 15, Wintergreen Resort, VA 22967
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  /49

  $422,000

  Sold Mar 12, 2026

  907 Diamond Hill Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft
  • Built 1982

  Last Sold Summary

  • 4% Below List Price
  • $388/SF
  • 82 Days On Market

  Last Listing Agent STEVE MARIANELLA WINTERGREEN REALTY, LLC

  907 Diamond Hill Condos, Wintergreen Resort, VA 22967
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  /74

  $2,875,000

  Sold Sep 22, 2026

  20 Knob Hill Place, Roseland, VA 22967

  • 7 Beds
  • 10 Baths
  • 7,771 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $370/SF
  • 60 Days On Market

  Current Estimated Value $3,028,971

  Last Listing Agent Ben Holmes PEAK REALTY VIRGINIA, LLC

  20 Knob Hill Place, Roseland, VA 22967
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  /22

  $205,000

  Sold Mar 16, 2026

  167 Mountain Inn Condos, Wintergreen Resort, VA 22967

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

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 4 Days On Market

  Current Estimated Value $207,190

  Last Listing Agent Clayton Butler THE HOGAN GROUP-CHARLOTTESVILLE

  167 Mountain Inn Condos, Wintergreen Resort, VA 22967
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  /32

  $260,000

  Sold Jul 24, 2026

  2063 Stone Ridge Condos, Wintergreen Resort, VA 22967

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $231/SF
  • 50 Days On Market

  Current Estimated Value $260,496

  Last Listing Agent Dima Holmes PEAK REALTY VIRGINIA, LLC

  2063 Stone Ridge Condos, Wintergreen Resort, VA 22967
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  /39

  $495,000

  Sold Dec 01, 2025

  115 Eagles Ct Condos, Wintergreen Resort, VA 22967

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1976

  Last Sold Summary

  • $421/SF
  • 0 Days On Market

  Current Estimated Value $485,751

  Last Listing Agent Wayne Flood PEAK REALTY VIRGINIA, LLC

  115 Eagles Ct Condos, Wintergreen Resort, VA 22967
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  /2

  $237,500

  Sold Aug 14, 2026

  341 Chestnut Place, Roseland, VA 22967

  • Land
  • 16,988 Sq Ft
  • $608,974 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 33 Days On Market

  Last Listing Agent Dima Holmes PEAK REALTY VIRGINIA, LLC

  341 Chestnut Place, Roseland, VA 22967
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  /36

  $575,000

  Sold Aug 06, 2026

  1460 Ledges, Wintergreen Resort, VA 22967

  • 3 Beds
  • 3 Baths
  • 1,430 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $402/SF
  • 23 Days On Market

  Current Estimated Value $543,704

  Last Listing Agent Yvette Stafford MOUNTAIN AREA NEST REALTY

  1460 Ledges, Wintergreen Resort, VA 22967
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  /2

  $225,000

  Sold Jan 16, 2026

  303 White Oak Dr Unit 16 WHITE OAK, Wintergreen Resort, VA 22967

  • Land
  • 21,344 Sq Ft
  • $459,184 per Acre

  Last Sold Summary

  Last Listing Agent Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

  303 White Oak Dr Unit 16 WHITE OAK, Wintergreen Resort, VA 22967
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  /16

  $450,000

  Sold Oct 17, 2025

  18 Squirrel Tree Ln, Roseland, VA 22967

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 1979

  Last Sold Summary

  • $376/SF
  • 14 Days On Market

  Current Estimated Value $535,278

  Last Listing Agent Kate Farley PEAK REALTY VIRGINIA, LLC

  18 Squirrel Tree Ln, Roseland, VA 22967
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  /41

  $541,000

  Sold Sep 01, 2026

  93 Squirrel Tree Ln, Wintergreen Resort, VA 22967

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $417/SF
  • 25 Days On Market

  Current Estimated Value $541,035

  Last Listing Agent Kate Farley PEAK REALTY VIRGINIA, LLC

  93 Squirrel Tree Ln, Wintergreen Resort, VA 22967
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  /10

  $48,000

  Sold Nov 17, 2025

  1761 Blue Ridge Dr, Wintergreen Resort, VA 22967

  • Land
  • 21,780 Sq Ft
  • $96,000 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 123 Days On Market

  Last Listing Agent MARLO ALLEN MOUNTAIN AREA NEST REALTY

  1761 Blue Ridge Dr, Wintergreen Resort, VA 22967

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