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Wintergreen, VA - homes for sale
81 of 81 results displayed
- Coming Soon
$859,975Coming Soon5 beds 4 baths42 Peavy Pt, WINTERGREEN, VA 22967
MLS# 676285Listed by: WINTERGREEN REALTY, LLC - Coming Soon
$649,000Coming Soon5 beds 4 baths952 Blue Ridge Dr, WINTERGREEN RESORT, VA 22967
MLS# 676279Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE - New
$685,000Active4 beds 4 baths2,045 sq. ft.44 East Catoctin Dr, WINTERGREEN RESORT, VA 22967
MLS# 676114Listed by: NEST REALTY GROUP - New
$550,000Active3 beds 4 baths2,304 sq. ft.274 Laurel Springs Dr, WINTERGREEN, VA 22967
MLS# 676091Listed by: REAL BROKER, LLC - Coming Soon
$1,100,000Coming Soon4 beds 5 baths327 Crawfords Edge, ROSELAND, VA 22967
MLS# 676051Listed by: WINTERGREEN REALTY, LLC 
$789,950Pending5 beds 4 baths3,530 sq. ft.115 Hemlock Dr, Wintergreen, VA 22958
MLS# 926650Listed by: MAC WESTLAND REAL ESTATE GROUP
$375,000Active4 beds 4 baths2,263 sq. ft.24 Trillium Close, WINTERGREEN RESORT, VA 22967
MLS# 675784Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$465,000Active2 beds 2 baths1,237 sq. ft.1616 Overlook Condos, ROSELAND, VA 22967
MLS# 675769Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$659,000Active3 beds 3 baths2,556 sq. ft.102 Devils Knob Loop, WINTERGREEN RESORT, VA 22967
MLS# 675519Listed by: WINTERGREEN REALTY, LLC
$229,000Active2 beds 2 baths812 sq. ft.2229 Tanners Ridge Condos, WINTERGREEN RESORT, VA 22967
MLS# 675513Listed by: STORY HOUSE REAL ESTATE
$41,000Active0.45 Acres433 Laurel Springs Dr #1, WINTERGREEN RESORT, VA 22967
MLS# 675318Listed by: WINTERGREEN REALTY, LLC
$269,975Active2 beds 2 baths912 sq. ft.646 White Oak Condos, WINTERGREEN, VA 22967
MLS# 675201Listed by: WINTERGREEN REALTY, LLC
$389,000Active2 beds 2 baths1,179 sq. ft.1808 High Ridge Ct Condos, WINTERGREEN RESORT, VA 22967
MLS# 675117Listed by: WINTERGREEN REALTY, LLC
$29,000Active0.48 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
$149,000Active1 beds 1 baths384 sq. ft.2052 Stone Ridge Condos, WINTERGREEN, VA 22967
MLS# 674840Listed by: FOUR SEASONS REALTY 1
$255,000Active2 beds 2 baths972 sq. ft.745 Laurelwood Condos #745, ROSELAND, VA 22967
MLS# 674572Listed by: WINTERGREEN REALTY, LLC
$799,000Pending4 beds 4 baths2,268 sq. ft.131 Crawfords Edge, WINTERGREEN, VA 22967
MLS# 674294Listed by: WINTERGREEN REALTY, LLC
$259,975Active2 beds 2 baths1,220 sq. ft.2084 Stone Ridge Condos, WINTERGREEN, VA 22967
MLS# 674199Listed by: WINTERGREEN REALTY, LLC
$675,000Active4 beds 3 baths2,400 sq. ft.19 Rock Dove Ln, WINTERGREEN, VA 22967
MLS# 674110Listed by: LONG & FOSTER - CHARLOTTESVILLE
$340,000Active2 beds 2 baths1,357 sq. ft.38 Firtree Dr, WINTERGREEN, VA 22967
MLS# 673865Listed by: MOUNTAIN AREA NEST REALTY
$231,900Active2 beds 2 baths812 sq. ft.2247 Tanners Ridge, WINTERGREEN RESORT, VA 22967
MLS# 673621Listed by: LONG & FOSTER - CHARLOTTESVILLE
$48,000Active0.22 AcresLot 6 Devils Bend Ct #6, NELLYSFORD, VA 22958
MLS# 673234Listed by: REAL ESTATE III, INC.
$172,000Active1 beds 1 baths648 sq. ft.474 Three Ridges Condos, WINTERGREEN RESORT, VA 22967
MLS# 673216Listed by: WINTERGREEN REALTY, LLC
$175,000Active0.4 Acres211 Chestnut Pl #16, WINTERGREEN RESORT, VA 22967
MLS# 672764Listed by: MOUNTAIN AREA NEST REALTY
$1,100,000Pending4 beds 4 baths2,711 sq. ft.353 Crawfords Edge, WINTERGREEN RESORT, VA 22967
MLS# 672948Listed by: WINTERGREEN REALTY, LLC
$254,000Active2 beds 2 baths972 sq. ft.775 Laurelwood Condos #775, WINTERGREEN RESORT, VA 22967
MLS# 672878Listed by: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
$719,000Pending4 beds 3 baths3,012 sq. ft.2129 Laurel Springs Dr, Wintergreen Resort, VA 22967
MLS# 672885Listed by: WINTERGREEN REALTY, LLC
$489,000Active3 beds 3 baths1,323 sq. ft.138 Oak Ln, WINTERGREEN RESORT, VA 22967
MLS# 672800Listed 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
$799,000Active5 beds 6 baths2,765 sq. ft.278 E Catoctin Dr, WINTERGREEN RESORT, VA 22967
MLS# 672639Listed by: WINTERGREEN REALTY, LLC
$509,000Active4 beds 3 baths1,675 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 #2224, WINTERGREEN, VA 22967
MLS# 672456Listed by: WINTERGREEN REALTY, LLC
$424,900Active3 beds 2 baths1,308 sq. ft.200 White Oak Dr, WINTERGREEN RESORT, VA 22967
MLS# 672446Listed by: WINTERGREEN REALTY, LLC
$40,000Active0.69 Acres1843 Wintergreen Dr, WINTERGREEN RESORT, VA 22967
MLS# 672447Listed by: WINTERGREEN REALTY, LLC
$50,000Active0.39 Acres462 Deer Springs Ln #101, WINTERGREEN RESORT, VA 22967
MLS# 672324Listed by: MOUNTAIN AREA NEST REALTY
$49,500Active0.42 Acres82 Pedlars Edge Dr, WINTERGREEN RESORT, VA 22967
MLS# 672247Listed by: WINTERGREEN REALTY, LLC
$699,000Pending4 beds 4 baths2,800 sq. ft.2224 Laurel Springs Dr, WINTERGREEN, VA 22967
MLS# 672118Listed by: WINTERGREEN REALTY, LLC
$2,450,000Active66.84 Acres0 Old Stoney Creek, Nellysford, VA 22958
MLS# 363654Listed by: TED COUNTS REALTY & AUCTION
$484,000Active3 beds 3 baths1,483 sq. ft.1802 High Ridge Ct Condos, WINTERGREEN RESORT, VA 22967
MLS# 671962Listed by: WINTERGREEN REALTY, LLC
$59,900Active0.41 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
$47,000Active0.43 Acres579 Laurel Springs Dr #pryor Camp Ii 25, WINTERGREEN RESORT, VA 22967
MLS# 671494Listed by: MOUNTAIN AREA NEST REALTY
$49,000Active0.4 Acres559 Laurel Springs Dr #pryor Camp Ii 24, WINTERGREEN RESORT, VA 22967
MLS# 671489Listed 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
$415,000Active2 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
$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
$258,000Pending2 beds 2 baths972 sq. ft.731 Laurelwood Condos, WINTERGREEN RESORT, VA 22967
MLS# 671076Listed by: WINTERGREEN REALTY, LLC
$227,400Active1 beds 1 baths800 sq. ft.905 Diamond Hill, Roseland, VA 22967
MLS# VANL2000598Listed by: ROCKWISE REALTY LLC
$599,000Pending4 beds 3 baths2,098 sq. ft.27 Veery Ln, WINTERGREEN RESORT, VA 22967
MLS# 670058Listed by: FOUR SEASONS REALTY 1
$35,000Active0.43 AcresTbd Winter Wren Ln #20, WINTERGREEN RESORT, VA 22967
MLS# 669947Listed by: LONG & FOSTER - CHARLOTTESVILLE
$649,000Active3 beds 3 baths3,141 sq. ft.781 Devils Knob Loop, Wintergreen Resort, VA 22967
MLS# 669248Listed by: EPIQUE REALTY
$489,000Pending2 beds 2 baths1,878 sq. ft.18 Grassy Overlook, WINTERGREEN, VA 22967
MLS# 668424Listed by: WINTERGREEN REALTY, LLC
$135,000Pending1 beds 1 baths405 sq. ft.233 Timbers, Wintergreen, VA 22967
MLS# 361371Listed by: RED CEDAR REAL ESTATE
$162,500Active1 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
$239,500Active2 beds 2 baths852 sq. ft.2209 Tanners Ridge Condos, WINTERGREEN RESORT, VA 22967
MLS# 665434Listed by: MOUNTAIN AREA NEST REALTY
$39,980Active0.44 Acres62 Split Rock Trl, WINTERGREEN RESORT, VA 22967
MLS# 665411Listed by: WINTERGREEN REALTY, LLC
$139,900Active1 beds 1 baths405 sq. ft.216 Timbers Condos, WINTERGREEN RESORT, VA 22967
MLS# 665268Listed by: MOUNTAIN AREA NEST REALTY
$295,000Active2 beds 2 baths1,130 sq. ft.3211 North Ridge Condos, WINTERGREEN RESORT, VA 22967
MLS# 664953Listed by: WINTERGREEN REALTY, LLC
$580,000Active4 beds 4 baths2,563 sq. ft.23 Trillium Close, WINTERGREEN RESORT, VA 22967
MLS# 664635Listed by: COMPASS-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
$424,000Active3 beds 3 baths1,972 sq. ft.145 Firtree Dr, WINTERGREEN RESORT, VA 22967
MLS# 662115Listed by: WINTERGREEN REALTY, LLC
$34,500Active0.44 Acres107 Chestnut Ln #33, WINTERGREEN RESORT, VA 22967
MLS# 661866Listed by: WINTERGREEN REALTY, LLC
$249,000Pending2 beds 2 baths972 sq. ft.763 Laurelwood Condos #763, WINTERGREEN RESORT, VA 22967
MLS# 660397Listed 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
$49,900Active0.4 AcresTbd Shamokin Springs Trl #155 Chestnut Springs, WINTERGREEN RESORT, VA 22967
MLS# 656246Listed by: COMPASS-CHARLOTTESVILLE
$479,000Pending3 beds 3 baths1,884 sq. ft.34 Warrior Run, WINTERGREEN RESORT, VA 22967
MLS# 672670Listed by: WINTERGREEN REALTY, LLC
$179,900Active0.75 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
$35,000Active0.41 Acres150 Shamokin Springs Trl, WINTERGREEN RESORT, VA 22967
MLS# 638845Listed by: WINTERGREEN REALTY, LLC
$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:CENTURY 21 Gold, CENTURY 21 Wampler Realty, CENTURY 21 Realty @ Home
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.