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Wintergreen, VA - homes for sale
110 of 110 results displayed
- New
$655,000Active3 beds 3 baths2,922 sq. ft.52 Deer Springs Ln, ROSELAND, VA 22967
MLS# VANL2000698Listed by: REAL BROKER, LLC - New
$244,000Active2 beds 2 baths936 sq. ft.730 Laurelwood Condos, Wintergreen Resort, VA 22967
MLS# 679285Listed by: MOUNTAIN AREA NEST REALTY 
$249,900Pending1 beds 1 baths763 sq. ft.1505 Cliffs Condos, Wintergreen Resort, VA 22967
MLS# 679289Listed by: MOUNTAIN AREA NEST REALTY- New
$269,000Active2 beds 3 baths2,190 sq. ft.12 Ivy Glen Ln, Wintergreen Resort, VA 22967
MLS# 679254Listed by: REAL BROKER LLC - New
$45,000Active0.29 Acres112 Fairway Oaks Ln, Wintergreen, VA 22958
MLS# 679180Listed by: WINTERGREEN REALTY, LLC - New
$52,500Active0.37 Acres41 Hickory Spring Rd, Wintergreen Resort, VA 22967
MLS# 679178Listed by: WINTERGREEN REALTY, LLC - Open Sat, 11am to 1pmNew
$642,000Active5 beds 4 baths2,693 sq. ft.48 Deerberry Ln, WINTERGREEN RESORT, VA 22967
MLS# 679161Listed by: PEAK REALTY VIRGINIA, LLC - New
$519,000Active3 beds 3 baths1,464 sq. ft.70 Pedlars End, Wintergreen Resort, VA 22967
MLS# 679086Listed by: PEAK REALTY VIRGINIA, LLC 
$335,000Pending3 beds 2 baths1,193 sq. ft.415 Three Ridges Condos, Wintergreen, VA 22967
MLS# 679150Listed by: WINTERGREEN REALTY, LLC- New
$597,000Active4 beds 3 baths1,694 sq. ft.93 Valley View Ln, WINTERGREEN RESORT, VA 22967
MLS# 679146Listed by: NEST REALTY GROUP - New
$539,000Active3 beds 2 baths1,196 sq. ft.18 Squirrel Tree Ln, Wintergreen Resort, VA 22967
MLS# 679019Listed by: PEAK REALTY VIRGINIA, LLC - New
$274,000Active2 beds 2 baths936 sq. ft.740 Laurelwood Condos, WINTERGREEN, VA 22967
MLS# 679076Listed by: CENTURY 21 ALL-SERVICE - New
$550,000Active3 beds 2 baths1,296 sq. ft.93 Squirrel Tree Ln, Wintergreen Resort, VA 22967
MLS# 679080Listed by: PEAK REALTY VIRGINIA, LLC - New
$699,500Active3 beds 3 baths3,099 sq. ft.377 Devils Knob Loop, Wintergreen Resort, VA 22967
MLS# 678962Listed by: WINTERGREEN REALTY, LLC - New
$255,000Active2 beds 2 baths1,126 sq. ft.2026 Stone Ridge, Nelson, VA 22967
MLS# 2616968Listed by: EXIT REALTY SUCCESS - New
$495,000Active2 beds 2 baths1,179 sq. ft.1826 High Ridge Ct Condos, Wintergreen Resort, VA 22967
MLS# 678972Listed by: PEAK REALTY VIRGINIA, LLC 
$669,000Pending5 beds 4 baths2,560 sq. ft.11 Ravens Roost Ct, Wintergreen Resort, VA 22967
MLS# 678929Listed by: WINTERGREEN REALTY, LLC
$595,000Pending3 beds 4 baths2,060 sq. ft.1707 Laurel Springs Dr, Wintergreen Resort, VA 22967
MLS# 678874Listed by: PEAK REALTY VIRGINIA, LLC
$448,000Active2 beds 2 baths1,136 sq. ft.1933 High Ridge Pl Condos, Wintergreen Resort, VA 22967
MLS# 678841Listed by: PEAK REALTY VIRGINIA, LLC
$885,000Active4 beds 3 baths3,535 sq. ft.24 Pedlars Pt, Wintergreen, VA 22967
MLS# 678844Listed by: THOMPSON REAL ESTATE COMPANY
$549,999Active3 beds 3 baths1,659 sq. ft.1300 Blue Ridge Dr, Wintergreen Resort, VA 22967
MLS# 678821Listed by: PEAK REALTY VIRGINIA, LLC
$149,000Active1 beds 1 baths615 sq. ft.2246 Tanners Ridge Condos, Wintergreen Resort, VA 22967
MLS# 678740Listed by: MOUNTAIN AREA NEST REALTY
$259,500Active1 beds 2 baths851 sq. ft.1545 Cliffs Condos, WINTERGREEN, VA 22967
MLS# 678654Listed by: WINTERGREEN REALTY, LLC
$299,000Active1 beds 2 baths851 sq. ft.1587 Vistas Condos, Wintergreen, VA 22967
MLS# 678691Listed by: FOUR SEASONS REALTY 1
$799,900Active4 beds 3 baths3,600 sq. ft.75 Forest Dr N, Roseland, VA 22967
MLS# VANL2000690Listed by: SAMSON PROPERTIES
$79,000Pending0.49 Acres99 Brimstone Dr, Wintergreen Resort, VA 22967
MLS# 678665Listed by: PEAK REALTY VIRGINIA, LLC
$675,000Active3 beds 3 baths4,042 sq. ft.82 Warrior Run, Roseland, VA 22967
MLS# 678408Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$599,975Pending3 beds 3 baths1,982 sq. ft.455 Deer Springs Ln, Wintergreen, VA 22967
MLS# 678539Listed by: WINTERGREEN REALTY, LLC
$549,500Active4 beds 2 baths2,367 sq. ft.20 Buckhorn Ln, Wintergreen Resort, VA 22967
MLS# 678617Listed by: PEAK REALTY VIRGINIA, LLC
$499,500Active2 beds 2 baths1,136 sq. ft.1943 High Ridge Pl Condos, Wintergreen Resort, VA 22967
MLS# 678600Listed by: PEAK REALTY VIRGINIA, LLC
$459,975Active2 beds 2 baths1,237 sq. ft.1641 Overlook Condos, Wintergreen, VA 22967
MLS# 678390Listed by: WINTERGREEN REALTY, LLC
$245,000Active2 beds 2 baths1,220 sq. ft.2074 Stone Ridge Condos, Wintergreen Resort, VA 22967
MLS# 678382Listed by: PEAK REALTY VIRGINIA, LLC
$584,950Pending3 beds 2 baths1,593 sq. ft.312 Dobie Ln, Roseland, VA 22967
MLS# 678388Listed by: HOMETOWN REALTY - ASHLAND
$999,999Pending6 beds 7 baths4,200 sq. ft.47 Beech, ROSELAND, VA 22967
MLS# VAAG2002850Listed by: KW METRO CENTER
$499,500Active4 beds 3 baths1,891 sq. ft.20 Blue Ridge Ct, Wintergreen Resort, VA 22967
MLS# 678333Listed by: PEAK REALTY VIRGINIA, LLC
$3,100,000Active7 beds 10 baths7,771 sq. ft.20 Knob Hill Pl, Wintergreen Resort, VA 22967
MLS# 678190Listed by: PEAK REALTY VIRGINIA, LLC
$589,000Active4 beds 4 baths2,463 sq. ft.21 Trillium Close, Wintergreen Resort, VA 22967
MLS# 678191Listed by: PEAK REALTY VIRGINIA, LLC
$575,000Pending3 beds 4 baths3,140 sq. ft.308 Devils Knob Loop, Wintergreen, VA 22967
MLS# 678087Listed by: FOUR SEASONS REALTY 1- Open Sat, 12 to 3pm
$599,000Active5 beds 3 baths2,464 sq. ft.17 Pine Siskin Ln, Roseland, VA 22967
MLS# 677998Listed by: WINTERGREEN REALTY, LLC 
$395,000Active4 beds 4 baths2,263 sq. ft.4 Trillium Pl, Wintergreen Resort, VA 22967
MLS# 677881Listed by: NEST REALTY GROUP
$249,500Active2 beds 2 baths907 sq. ft.473 Three Ridges Condos, Wintergreen Resort, VA 22967
MLS# 677861Listed by: PEAK REALTY VIRGINIA, LLC
$489,000Active3 beds 3 baths1,323 sq. ft.138 Oak Ln, Wintergreen Resort, VA 22967
MLS# 677731Listed by: PEAK REALTY VIRGINIA, LLC- Open Sat, 11am to 1pm
$218,000Active1 beds 1 baths800 sq. ft.905 Diamond Hill, Roseland, VA 22967
MLS# VANL2000666Listed by: ROCKWISE REALTY LLC 
$2,500,000Pending6 beds 8 baths6,455 sq. ft.880 Devils Knob Loop, Wintergreen, VA 22967
MLS# 677667Listed by: NEST REALTY GROUP
$484,000Pending3 beds 2 baths1,369 sq. ft.168 Shamokin Springs Trl, Roseland, VA 22967
MLS# 677321Listed by: WINTERGREEN REALTY, LLC
$859,000Active5 beds 6 baths3,488 sq. ft.27 Fox Sparrow Ln, Wintergreen Resort, VA 22967
MLS# 677535Listed by: PEAK REALTY VIRGINIA, LLC
$419,000Active3 beds 3 baths1,972 sq. ft.145 Firtree Dr, Wintergreen Resort, VA 22967
MLS# 677528Listed by: PEAK REALTY VIRGINIA, LLC
$469,900Active3 beds 3 baths1,483 sq. ft.1817 High Ridge Ct Condos, Wintergreen Resort, VA 22967
MLS# 677526Listed by: PEAK REALTY VIRGINIA, LLC
$407,000Active2 beds 2 baths1,237 sq. ft.1707 High Ridge Condos, Wintergreen Resort, VA 22967
MLS# 677518Listed by: PEAK REALTY VIRGINIA, LLC
$599,000Active3 beds 3 baths1,992 sq. ft.280 Fawn Ridge Dr, Wintergreen Resort, VA 22967
MLS# 677472Listed by: PEAK REALTY VIRGINIA, LLC
$779,000Active4 beds 4 baths3,064 sq. ft.1244 Blue Ridge Dr, Wintergreen Resort, VA 22967
MLS# 677473Listed by: PEAK REALTY VIRGINIA, LLC- Open Sat, 1 to 4pm
$495,000Active4 beds 4 baths2,440 sq. ft.17 Ivy Glen Ln, Wintergreen Resort, VA 22967
MLS# 677064Listed by: WINTERGREEN REALTY, LLC 
$599,975Pending3 beds 3 baths2,582 sq. ft.45 Timber Camp Dr, Wintergreen Resort, VA 22967
MLS# 677335Listed by: WINTERGREEN REALTY, LLC
$240,000Pending2 beds 2 baths852 sq. ft.410 Three Ridges Condos, Wintergreen Resort, VA 22967
MLS# 677425Listed by: PEAK REALTY VIRGINIA, LLC
$370,000Active2 beds 2 baths1,134 sq. ft.1418 Highlands Condos, Wintergreen Resort, VA 22967
MLS# 677402Listed by: PEAK REALTY VIRGINIA, LLC
$250,000Pending2 beds 2 baths972 sq. ft.705 Laurelwood Condos, Wintergreen Resort, VA 22967
MLS# 677403Listed by: PEAK REALTY VIRGINIA, LLC
$880,000Active4 beds 4 baths3,017 sq. ft.198 Hemlock Dr, ROSELAND, VA 22967
MLS# VAAG2002828Listed by: RE/MAX GATEWAY
$685,000Active4 beds 4 baths3,140 sq. ft.45 Ravens Roost Ln, Wintergreen Resort, VA 22967
MLS# 677368Listed by: PEAK REALTY VIRGINIA, LLC
$129,000Active1 beds 1 baths615 sq. ft.2231 Tanners Ridge Condos, Wintergreen, VA 22967
MLS# 677206Listed by: WINTERGREEN REALTY, LLC
$259,000Active2 beds 2 baths936 sq. ft.762 Laurelwood Condos, Wintergreen Resort, VA 22967
MLS# 677216Listed by: PEAK REALTY VIRGINIA, LLC
$274,500Pending2 beds 2 baths1,126 sq. ft.2063 Stone Ridge Condos, Wintergreen Resort, VA 22967
MLS# 677184Listed by: PEAK REALTY VIRGINIA, LLC
$579,000Active4 beds 4 baths2,736 sq. ft.67 Forest Dr S, Wintergreen Resort, VA 22967
MLS# 676949Listed by: RE/MAX NEW HORIZONS
$215,000Active1.65 Acres2242 Laurel Springs Dr, Wintergreen Resort, VA 22967
MLS# 676860Listed by: WINTERGREEN REALTY, LLC
$159,000Active1 beds 1 baths405 sq. ft.247 Timbers Condos, Wintergreen Resort, VA 22958
MLS# 676774Listed by: MOUNTAIN AREA NEST REALTY
$569,500Active4 beds 3 baths2,776 sq. ft.12 Powderhorn Ln, Wintergreen Resort, VA 22967
MLS# 676768Listed by: FOUR SEASONS REALTY 1
$1,100,000Active4 beds 5 baths2,740 sq. ft.327 Crawfords Edge, Roseland, VA 22967
MLS# 676051Listed by: WINTERGREEN REALTY, LLC
$859,975Active5 beds 4 baths2,871 sq. ft.42 Peavy Pt, Wintergreen, VA 22967
MLS# 676285Listed by: WINTERGREEN REALTY, LLC
$430,000Active2 beds 2 baths1,237 sq. ft.1717 High Ridge Condos, Wintergreen Resort, VA 22967
MLS# 676442Listed by: EXP REALTY LLC - STAFFORD
$599,000Active5 beds 4 baths2,537 sq. ft.952 Blue Ridge Dr, Wintergreen Resort, VA 22967
MLS# 676279Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$499,000Active4 beds 4 baths2,626 sq. ft.44 East Catoctin Dr, Wintergreen Resort, VA 22967
MLS# 676114Listed by: NEST REALTY GROUP
$349,000Active4 beds 4 baths2,263 sq. ft.24 Trillium Close, Wintergreen Resort, VA 22967
MLS# 675784Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$41,000Active0.45 Acres433 Laurel Springs Dr, Wintergreen Resort, VA 22967
MLS# 675318Listed by: WINTERGREEN REALTY, LLC- Open Fri, 3 to 5pm
$389,000Active2 beds 2 baths1,179 sq. ft.1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967
MLS# 675117Listed by: PEAK REALTY VIRGINIA, LLC 
$23,900Active0.48 Acres12 Dripping Rock Ln, Wintergreen Resort, VA 22967
MLS# 675094Listed by: MOUNTAIN AREA NEST REALTY
$599,000Active4 beds 3 baths2,098 sq. ft.27 Veery Ln, Wintergreen Resort, VA 22967
MLS# 674900Listed by: FOUR SEASONS REALTY 1
$137,000Active1 beds 1 baths384 sq. ft.2052 Stone Ridge Condos, Wintergreen, VA 22967
MLS# 674840Listed by: FOUR SEASONS REALTY 1- Open Sat, 11am to 1pm
$250,000Active2 beds 2 baths972 sq. ft.745 Laurelwood Condos, Roseland, VA 22967
MLS# 674572Listed by: WINTERGREEN REALTY, LLC - Open Sat, 11:30am to 2:30pm
$259,975Active2 beds 2 baths1,220 sq. ft.2084 Stone Ridge Condos, Wintergreen, VA 22967
MLS# 674199Listed by: WINTERGREEN REALTY, LLC 
$599,000Active4 beds 3 baths2,400 sq. ft.19 Rock Dove Ln, Wintergreen, VA 22967
MLS# 674110Listed by: LONG & FOSTER - CHARLOTTESVILLE
$340,000Pending2 beds 2 baths1,357 sq. ft.38 Firtree Dr, Wintergreen, VA 22967
MLS# 673865Listed by: MOUNTAIN AREA NEST REALTY
$228,000Pending2 beds 2 baths812 sq. ft.2247 Tanners Ridge, Wintergreen Resort, VA 22967
MLS# 673621Listed by: LONG & FOSTER - CHARLOTTESVILLE
$49,900Active0.4 AcresTBD Shamokin Springs Trl, Wintergreen Resort, VA 22967
MLS# 656246Listed by: COMPASS-CHARLOTTESVILLE
$48,000Active0.22 Acreslot 6 Devils Bend, Nellysford, VA 22958
MLS# 673234Listed by: REAL ESTATE III, INC.
$175,000Active0.4 Acres211 Chestnut Pl #16, WINTERGREEN RESORT, VA 22967
MLS# 672764Listed by: MOUNTAIN AREA NEST REALTY
$719,000Pending4 beds 3 baths3,012 sq. ft.2129 Laurel Springs Dr, Wintergreen Resort, VA 22967
MLS# 672885Listed by: WINTERGREEN REALTY, LLC- $175,000Active0.4 Acres
211 Chestnut Pl #16, ROSELAND, VA 22967
MLS# 672764Listed by: MOUNTAIN AREA NEST REALTY 
$155,000Active1 beds 1 baths648 sq. ft.472 Three Ridges Condos, Wintergreen, VA 22967
MLS# 672682Listed by: WINTERGREEN REALTY, LLC
$775,000Active5 beds 6 baths3,389 sq. ft.278 Catoctin Dr E, Wintergreen Resort, VA 22967
MLS# 672639Listed by: PEAK REALTY VIRGINIA, LLC
$499,000Active4 beds 3 baths2,075 sq. ft.20 Red Cedar Ct, Wintergreen, VA 22967
MLS# 672554Listed by: FOUR SEASONS REALTY 1
$217,500Active2 beds 2 baths852 sq. ft.2224 Tanners Ridge Condos, Wintergreen, VA 22967
MLS# 672456Listed by: WINTERGREEN REALTY, LLC
$410,000Active3 beds 2 baths1,308 sq. ft.200 White Oak Dr, Wintergreen Resort, VA 22967
MLS# 672446Listed by: PEAK REALTY VIRGINIA, LLC
$40,000Active0.69 Acres1843 Wintergreen Dr, Wintergreen Resort, VA 22967
MLS# 672447Listed by: WINTERGREEN REALTY, LLC
$39,000Active0.39 Acres462 Deer Springs Ln, Wintergreen Resort, VA 22967
MLS# 672324Listed by: MOUNTAIN AREA NEST REALTY
$54,000Active0.41 Acres25 Poll Axe Ln, Wintergreen Resort, VA 22967
MLS# 671959Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$675,000Pending3 beds 3 baths1,893 sq. ft.21 Tyro Ln, WINTERGREEN RESORT, VA 22967
MLS# 671659Listed by: WINTERGREEN REALTY, LLC
$599,000Pending4 beds 3 baths2,098 sq. ft.27 Veery Ln, WINTERGREEN RESORT, VA 22967
MLS# 670058Listed by: FOUR SEASONS REALTY 1
$149,500Active1 beds 2 baths765 sq. ft.2031 Stone Ridge Condos, Wintergreen, VA 22967
MLS# 667941Listed by: WINTERGREEN REALTY, LLC
$214,500Pending2 beds 2 baths812 sq. ft.2226 Tanners Ridge Condos #2226, WINTERGREEN RESORT, VA 22967
MLS# 667284Listed by: RE/MAX 1ST OLYMPIC
$35,000Active0.46 Acres32 Chestnut Ln #32, WINTERGREEN, VA 22958
MLS# 639722Listed by: CORE REAL ESTATE PARTNERS LLC
$35,000Active0.46 Acres32 Chestnut Ln, Wintergreen, VA 22958
MLS# 639722Listed by: CORE REAL ESTATE PARTNERS LLC
$139,900Active1 beds 1 baths405 sq. ft.216 Timbers Condos, Wintergreen Resort, VA 22967
MLS# 665268Listed by: MOUNTAIN AREA NEST REALTY
$580,000Active4 beds 4 baths2,563 sq. ft.23 Trillium Close, Wintergreen Resort, VA 22967
MLS# 664635Listed by: COMPASS-CHARLOTTESVILLE
$37,500Active0.67 Acres37 Coopers Vantage, Wintergreen Resort, VA 22967
MLS# 662592Listed by: WINTERGREEN REALTY, LLC
$34,500Active0.44 Acres107 Chestnut Ln, Wintergreen Resort, VA 22967
MLS# 661866Listed by: WINTERGREEN REALTY, LLC
$265,000Active3 beds 3 baths1,400 sq. ft.2025 Stone Ridge Condos, Wintergreen, VA 22967
MLS# 657791Listed by: WINTERGREEN REALTY, LLC
$179,900Active0.75 Acres7 & 23 Wolftrap Ln, 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
$35,000Active0.41 Acres150 Shamokin Springs Trl, Wintergreen Resort, VA 22967
MLS# 638845Listed by: WINTERGREEN REALTY, LLC
$59,000Active0.37 Acres355 Devils Knob Loop, Wintergreen, VA 22958
MLS# 543117Listed by: WINTERGREEN REALTY, LLC
$150,000Active0.55 Acres340 Chestnut Pl, Wintergreen Resort, VA 22967
MLS# 619157Listed by: WINTERGREEN REALTY, LLC
Local realty services provided by:Better Homes and Gardens Real Estate GSA Realty, 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.