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22958, VA - homes for sale
82 of 82 results displayed
$175,000Active0.4 Acres211 Chestnut Pl #16, WINTERGREEN RESORT, VA 22967
MLS# 672764Listed by: MOUNTAIN AREA NEST REALTY- New
$210,000Active1 beds 1 baths708 sq. ft.167 Mountain Inn Condos, WINTERGREEN RESORT, VA 22967
MLS# 673190Listed by: THE HOGAN GROUP-CHARLOTTESVILLE - New$314,900Active10 Acres
Lot 42 Treehouse Pl, NELLYSFORD, VA 22958
MLS# VANL2000630Listed by: THE GREENE REALTY GROUP - New
$795,000Active3 beds 3 baths2,554 sq. ft.379 Cedar Meadow Dr, NELLYSFORD, VA 22958
MLS# 672997Listed by: MOUNTAIN AREA NEST REALTY 
$399,675Pending2 beds 2 baths1,148 sq. ft.1448 Highlands Condos, WINTERGREEN, VA 22958
MLS# 672984Listed by: WINTERGREEN REALTY, LLC
$399,675Pending2 beds 2 baths1,148 sq. ft.1448 Highlands Condos, Wintergreen, VA 22958
MLS# 672984Listed by: WINTERGREEN REALTY, LLC
$1,100,000Pending4 beds 4 baths2,711 sq. ft.353 Crawfords Edge, WINTERGREEN RESORT, VA 22967
MLS# 672948Listed by: WINTERGREEN REALTY, LLC
$254,000Pending2 beds 2 baths972 sq. ft.775 Laurelwood Condos #775, WINTERGREEN RESORT, VA 22967
MLS# 672878Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$990,000Active4 beds 4 baths4,790 sq. ft.519 Foothills Dr, NELLYSFORD, VA 22958
MLS# 672810Listed by: WINTERGREEN REALTY, LLC
$147,000Pending4.65 Acres767 Far Knob Climb, NELLYSFORD, VA 22958
MLS# 672779Listed by: YES REALTY PARTNERS- $175,000Active0.4 Acres
211 Chestnut Pl #16, ROSELAND, VA 22967
MLS# 672764Listed by: MOUNTAIN AREA NEST REALTY 
$430,000Pending2 beds 2 baths1,283 sq. ft.1710 High Ridge Condos, ROSELAND, VA 22967
MLS# 672740Listed by: WINTERGREEN REALTY, LLC
$145,000Active1 beds 1 baths648 sq. ft.472 Three Ridges Condos, WINTERGREEN, VA 22967
MLS# 672682Listed by: WINTERGREEN REALTY, LLC
$49,500Active0.42 Acres82 Pedlars Edge Dr, WINTERGREEN RESORT, VA 22967
MLS# 672247Listed by: WINTERGREEN REALTY, LLC
$259,000Pending2 beds 2 baths907 sq. ft.485 Three Ridges Condos, WINTERGREEN RESORT, VA 22967
MLS# 672153Listed by: MOUNTAIN AREA NEST REALTY
$259,000Pending2 beds 2 baths907 sq. ft.485 Three Ridges Condos, Wintergreen Resort, VA 22967
MLS# 672153Listed by: MOUNTAIN AREA NEST REALTY
$699,000Active4 beds 4 baths2,800 sq. ft.2224 Laurel Springs Dr, WINTERGREEN, VA 22967
MLS# 672118Listed by: WINTERGREEN REALTY, LLC
$1,050,000Pending3 beds 4 baths3,282 sq. ft.114 Tree House Place, NELLYSFORD, VA 22958
MLS# VANL2000618Listed by: VIRGINIA ESTATES, INC.
$730,000Pending7 beds 5 baths4,248 sq. ft.112 Blue Chickory Lane, Nelson, VA 22958
MLS# 2533748Listed by: DUDLEY RESOURCES
$425,000Pending2 beds 2 baths1,100 sq. ft.1411 Highlands Condos, ROSELAND, VA 22967
MLS# 671964Listed by: WINTERGREEN REALTY, LLC
$484,000Active3 beds 3 baths1,483 sq. ft.1802 High Ridge Ct Condos, WINTERGREEN RESORT, VA 22967
MLS# 671962Listed by: WINTERGREEN REALTY, LLC
$550,000Active3 beds 2 baths1,693 sq. ft.306 Stone Orchard Dr, NELLYSFORD, VA 22958
MLS# 671954Listed by: MOUNTAIN AREA NEST REALTY
$450,000Pending3 beds 2 baths3,360 sq. ft.693 Truslows Ln, Nellysford, VA 22958
MLS# 671815Listed by: KELLER WILLIAMS ALLIANCE
$172,000Pending1 beds 1 baths648 sq. ft.470 Three Ridges Condos, WINTERGREEN RESORT, VA 22967
MLS# 671804Listed by: WINTERGREEN REALTY, LLC
$399,900Active2 beds 2 baths1,134 sq. ft.1418 Highlands Condos, Wintergreen, VA 22967
MLS# 671663Listed by: WINTERGREEN REALTY, LLC
$695,000Active3 beds 3 baths1,893 sq. ft.21 Tyro Ln, WINTERGREEN RESORT, VA 22967
MLS# 671659Listed by: WINTERGREEN REALTY, LLC
$69,000Active0.86 Acres85 May Apple Ln, NELLYSFORD, VA 22958
MLS# 671603Listed by: MOUNTAIN AREA NEST REALTY
$125,000Active0.56 Acres63 Gumtree Rd #108 Laurel Ridge, WINTERGREEN RESORT, VA 22967
MLS# 671480Listed by: MOUNTAIN AREA NEST REALTY
$59,500Active0.6 Acres23 North Rock Tree Ln #125 Pedlars Edge Sub, WINTERGREEN RESORT, VA 22967
MLS# 671412Listed by: MOUNTAIN AREA NEST REALTY
$835,000Pending4 beds 4 baths3,413 sq. ft.423 Foothills Dr, NELLYSFORD, VA 22958
MLS# 671354Listed by: WINTERGREEN REALTY, LLC
$425,000Active2 beds 2 baths1,237 sq. ft.1707 High Ridge Condos, WINTERGREEN, VA 22967
MLS# 671317Listed by: WINTERGREEN REALTY, LLC
$42,900Active0.44 Acres105 Den Tree Ln #shamokin Springs Lot, WINTERGREEN RESORT, VA 22967
MLS# 671231Listed by: MOUNTAIN AREA NEST REALTY
$42,900Active0.44 Acres105 Den Tree Ln, Wintergreen Resort, VA 22967
MLS# 671231Listed by: MOUNTAIN AREA NEST REALTY
$439,000Pending2 beds 2 baths1,270 sq. ft.1635 Overlook Condos #1635, WINTERGREEN, VA 22967
MLS# 671148Listed by: THOMPSON REAL ESTATE COMPANY
$259,000Active0.39 Acres341 Chestnut Pl, Wintergreen Resort, VA 22967
MLS# 671124Listed by: WINTERGREEN REALTY, LLC
$259,000Active0.39 Acres341 Chestnut Pl, WINTERGREEN RESORT, VA 22967
MLS# 671124Listed by: WINTERGREEN REALTY, LLC
$195,000Active7.87 Acres0 Oakcrest Ln #3, NELLYSFORD, VA 22958
MLS# 671080Listed by: MONTAGUE, MILLER & CO. - AMHERST
$274,000Active2 beds 2 baths972 sq. ft.731 Laurelwood Condos, WINTERGREEN RESORT, VA 22967
MLS# 671076Listed by: WINTERGREEN REALTY, LLC
$489,000Active3 beds 2 baths1,294 sq. ft.48 Meadow Ln, NELLYSFORD, VA 22958
MLS# 671023Listed by: MOUNTAIN AREA NEST REALTY
$485,000Active3 beds 3 baths1,483 sq. ft.1817 High Ridge Ct Condos, ROSELAND, VA 22967
MLS# 670800Listed by: WINTERGREEN REALTY, LLC
$429,900Pending2 beds 2 baths1,088 sq. ft.907 Diamond Hill Condos, WINTERGREEN RESORT, VA 22967
MLS# 670624Listed by: WINTERGREEN REALTY, LLC
$149,500Active1 beds 1 baths405 sq. ft.208 Timbers Condos, WINTERGREEN RESORT, VA 22967
MLS# 670510Listed by: WINTERGREEN REALTY, LLC
$325,000Active3 beds 2 baths1,560 sq. ft.96 Little Stoney Ln, Nellysford, VA 22958
MLS# 670375Listed by: WINTERGREEN REALTY, LLC
$325,000Active3 beds 2 baths1,560 sq. ft.96 Little Stoney Ln, NELLYSFORD, VA 22958
MLS# 670375Listed by: WINTERGREEN REALTY, LLC
$449,975Active2 beds 2 baths1,237 sq. ft.1641 Overlook Condos, Wintergreen, VA 22967
MLS# 670216Listed by: WINTERGREEN REALTY, LLC
$449,975Active2 beds 2 baths1,237 sq. ft.1641 Overlook Condos, WINTERGREEN, VA 22967
MLS# 670216Listed by: WINTERGREEN REALTY, LLC
$227,400Active1 beds 1 baths800 sq. ft.905 Diamond Hill, Roseland, VA 22967
MLS# VANL2000598Listed by: ROCKWISE REALTY LLC
$584,000Active4 beds 3 baths2,200 sq. ft.12 Powderhorn Ln, WINTERGREEN RESORT, VA 22967
MLS# 670067Listed by: FOUR SEASONS REALTY 1
$215,000Active1 beds 1 baths672 sq. ft.163 Mountain Inn Condos, WINTERGREEN RESORT, VA 22967
MLS# 669795Listed by: LONG & FOSTER - CHARLOTTESVILLE
$948,500Active5 beds 4 baths2,807 sq. ft.55 Stoney Creek West, NELLYSFORD, VA 22958
MLS# 669273Listed by: REAL ESTATE III, INC.
$89,000Active0.96 Acres0 Stoney Creek West #e13, NELLYSFORD, VA 22958
MLS# 669052Listed by: DOGWOOD REALTY GROUP LLC
$89,000Active0.96 Acres0 Stoney Creek West, Nellysford, VA 22958
MLS# 669052Listed by: DOGWOOD REALTY GROUP LLC
$649,950Active4 beds 4 baths2,076 sq. ft.1818 High Ridge Ct Condos, ROSELAND, VA 22967
MLS# 669022Listed by: WINTERGREEN REALTY, LLC
$525,000Active2 beds 2 baths1,878 sq. ft.18 Grassy Overlook, WINTERGREEN, VA 22967
MLS# 668424Listed by: WINTERGREEN REALTY, LLC
$306,000Pending3 beds 2 baths2,696 sq. ft.37 Oak Grove Ln, Nellysford, VA 22958
MLS# 667883Listed by: 1ST CHOICE REAL ESTATE
$35,000Active0.46 Acres32 Chestnut Ln #32, WINTERGREEN, VA 22958
MLS# 639722Listed by: CORE REAL ESTATE PARTNERS LLC- $35,000Active0.46 Acres
32 Chestnut Ln, Wintergreen, VA 22958
MLS# 639722Listed by: CORE REAL ESTATE PARTNERS LLC 
$39,980Active0.44 Acres62 Split Rock Trl, WINTERGREEN RESORT, VA 22967
MLS# 665411Listed by: WINTERGREEN REALTY, LLC
$145,000Active1 beds 1 baths405 sq. ft.216 Timbers Condos, WINTERGREEN RESORT, VA 22967
MLS# 665268Listed by: MOUNTAIN AREA NEST REALTY
$159,000Active1.1 Acres99 Blue Chickory Ct #b10, NELLYSFORD, VA 22958
MLS# 664998Listed by: WINTERGREEN REALTY, LLC
$985,000Pending5 beds 5 baths6,078 sq. ft.27 Black Walnut Ln, Nellysford, VA 22958
MLS# 663193Listed by: WESTHILLS LTD. REALTORS
$474,500Pending3 beds 3 baths2,181 sq. ft.30 Stony Cove Ln, WINTERGREEN, VA 22967
MLS# 662906Listed by: WINTERGREEN REALTY, LLC
$1,100,000Pending4 beds 3 baths4,545 sq. ft.481 Stoney Creek East, NELLYSFORD, VA 22958
MLS# 662800Listed by: MONTAGUE, MILLER & CO. - WESTFIELD
$415,000Active2 beds 2 baths1,340 sq. ft.1921 High Ridge Pl Condos, WINTERGREEN RESORT, VA 22967
MLS# 662746Listed by: MOUNTAIN AREA NEST REALTY
$69,000Active2.2 Acres0 Stone Chimneys Rd #1, WINTERGREEN, VA 22958
MLS# 661050Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$43,500Active0.52 Acres688 Shamokin Springs Trl Trl, WINTERGREEN, VA 22958
MLS# VANL2000626Listed by: REAL BROKER, LLC
$37,500Active0.67 Acres37 Coopers Vantage, WINTERGREEN RESORT, VA 22967
MLS# 662592Listed by: WINTERGREEN REALTY, LLC
$155,000Active1 beds 1 baths648 sq. ft.752 Laurelwood, ROSELAND, VA 22967
MLS# VANL2000530Listed by: REAL BROKER, LLC
$84,900Active1.94 AcresTbd Far Knob Climb, NELLYSFORD, VA 22958
MLS# 662461Listed by: MOUNTAIN AREA NEST REALTY
$34,500Active0.44 Acres107 Chestnut Ln #33, WINTERGREEN RESORT, VA 22967
MLS# 661866Listed by: WINTERGREEN REALTY, LLC
$149,000Active0.54 Acres0 High Crest Ln #lot A6, WINTERGREEN, VA 22958
MLS# 661360Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$249,000Active2 beds 2 baths972 sq. ft.763 Laurelwood Condos #763, WINTERGREEN RESORT, VA 22967
MLS# 660397Listed by: WINTERGREEN REALTY, LLC
$227,400Active1 beds 1 baths800 sq. ft.905 Diamond Hill Condos, WINTERGREEN, VA 22967
MLS# 670016Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$59,000Pending1.7 Acres633 Stone Chimneys Rd, NELLYSFORD, VA 22958
MLS# 656376Listed by: MOUNTAIN AREA NEST REALTY
$49,900Active0.4 AcresTbd Shamokin Springs Trl #155 Chestnut Springs, WINTERGREEN RESORT, VA 22967
MLS# 656246Listed by: COMPASS-CHARLOTTESVILLE
$39,900Pending0.39 AcresTbd Weeping Rock Ln #35 Laurel Springs, WINTERGREEN RESORT, VA 22967
MLS# 656247Listed by: COMPASS-CHARLOTTESVILLE
$49,900Active0.4 AcresTBD Shamokin Springs Trl, Wintergreen Resort, VA 22967
MLS# 656246Listed by: COMPASS-CHARLOTTESVILLE
$479,000Active3 beds 3 baths1,884 sq. ft.34 Warrior Run, WINTERGREEN RESORT, VA 22967
MLS# 672670Listed by: WINTERGREEN REALTY, LLC
$199,500Active0.75 Acres7 & 23 Wolftrap Ln #lots 52 & 53, WINTERGREEN RESORT, VA 22967
MLS# 653270Listed by: WINTERGREEN REALTY, LLC
$89,987Active0.39 Acres00 Blackrock Cir, Wintergreen Resort, VA 22967
MLS# 650929Listed by: WHITETAIL PROPERTIES REAL ESTATE
$150,000Active0.55 Acres340 Chestnut Pl Pl, WINTERGREEN RESORT, VA 22967
MLS# 619157Listed by: WINTERGREEN REALTY, LLC
$59,000Active0.37 Acres355 Devils Knob Loop Loop, WINTERGREEN, VA 22958
MLS# 543117Listed by: WINTERGREEN REALTY, LLC
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners, Better Homes and Gardens Real Estate Pathways, Better Homes and Gardens Real Estate Native American Group
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.