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40391, KY - single-family homes for sale
159 of 159 results displayed
- New
$204,900Active3 beds 1 baths1,128 sq. ft.38 Mackay Avenue, Winchester, KY 40391
MLS# 26021864Listed by: TOM GOEBEL & COMPANY - New
$549,900Active5 beds 4 baths3,741 sq. ft.130 Winterberry Circle, Winchester, KY 40391
MLS# 26021642Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT - New
$205,400Active2 beds 1 baths1,154 sq. ft.606 College Street, Winchester, KY 40391
MLS# 26021605Listed by: MARSHALL LANE REAL ESTATE - LEXINGTON - New
$50,000Active1 beds 1 baths870 sq. ft.141 Coffee Springs Lane, Winchester, KY 40391
MLS# 26021134Listed by: POWER HOUSE REALTY - New
$234,900Active3 beds 2 baths1,108 sq. ft.227 Leslie Drive, Winchester, KY 40391
MLS# 26021123Listed by: THE AGENCY 
$258,900Pending4 beds 1 baths2,327 sq. ft.162 French Avenue, Winchester, KY 40391
MLS# 26021028Listed by: HOMELAND REAL ESTATE INC - MT STERLING- New
$69,000Active2 beds 2 baths924 sq. ft.546 Constitution Drive, Winchester, KY 40391
MLS# 26020744Listed by: DREAM MAKER REALTY, LLC 
$258,000Active4 beds 2 baths1,996 sq. ft.59 Hillcrest Drive, Winchester, KY 40391
MLS# 26020680Listed by: THE AGENCY
$306,000Active4 beds 3 baths1,970 sq. ft.428 Waycross Drive, Winchester, KY 40391
MLS# 26020651Listed by: RE/MAX CREATIVE REALTY
$539,000Active3 beds 3 baths2,732 sq. ft.267 Runnymeade Drive, Winchester, KY 40391
MLS# 26019672Listed by: RE/MAX CREATIVE REALTY
$385,000Active3 beds 2 baths1,344 sq. ft.2725 Goshen Road, Winchester, KY 40391
MLS# 26020495Listed by: KELLER WILLIAMS COMMONWEALTH
$149,900Pending3 beds 1 baths1,775 sq. ft.60 Fitch Avenue, Winchester, KY 40391
MLS# 26020511Listed by: ENSOR REAL ESTATE, LLC
$2,299,000Active5 beds 5 baths6,284 sq. ft.5039 Combs Ferry Road, Winchester, KY 40391
MLS# 26020418Listed by: THE AGENCY
$484,900Pending3 beds 2 baths2,844 sq. ft.919 Elkin Station Road, Winchester, KY 40391
MLS# 26020312Listed by: LIFSTYL REAL ESTATE
$475,000Active3 beds 2 baths2,174 sq. ft.625 Pine Ridge Road, Winchester, KY 40391
MLS# 26020298Listed by: KY LOCAL
$199,000Active3 beds 1 baths1,152 sq. ft.32 Jackson Street, Winchester, KY 40391
MLS# 26020135Listed by: DREAM MAKER REALTY, LLC
$205,000Pending3 beds 3 baths1,769 sq. ft.236 Buffalo Trace, Winchester, KY 40391
MLS# 26019961Listed by: COLDWELL BANKER MCMAHAN
$285,000Pending3 beds 2 baths1,955 sq. ft.108 Milwood Drive, Winchester, KY 40391
MLS# 26019908Listed by: DISNEY & COMPANY
$498,000Active4 beds 3 baths2,496 sq. ft.1780 Stoner-ephesus Road, Winchester, KY 40391
MLS# 26019848Listed by: DREAM MAKER REALTY, LLC
$899,000Pending3 beds 2 baths4,019 sq. ft.200 Old Log Lick Road, Winchester, KY 40391
MLS# 26019577Listed by: KELLER WILLIAMS COMMONWEALTH
$785,000Active5 beds 3 baths4,676 sq. ft.217 Wades Mill Road, Winchester, KY 40391
MLS# 26019610Listed by: RE/MAX CREATIVE, WINCHESTER
$380,000Active3 beds 2 baths2,358 sq. ft.125 Amiens Boulevard, Winchester, KY 40391
MLS# 26019273Listed by: ERA SELECT REAL ESTATE
$272,900Active3 beds 2 baths1,356 sq. ft.316 Buffalo Trace, Winchester, KY 40391
MLS# 26019259Listed by: CENTURY 21 ADVANTAGE REALTY
$359,000Active3 beds 2 baths1,990 sq. ft.11 Stoney Brook Drive #1, Winchester, KY 40391
MLS# 26019263Listed by: MILTON AND ASSOCIATES REAL ESTATE
$229,000Active3 beds 2 baths1,297 sq. ft.13 Long Avenue, Winchester, KY 40391
MLS# 26019206Listed by: COLDWELL BANKER MCMAHAN
$315,000Pending3 beds 2 baths1,512 sq. ft.4305 Old Boonesboro Road, Winchester, KY 40391
MLS# 26019157Listed by: WEICHERT REALTORS - ABG PROPERTIES
$429,000Active3 beds 3 baths2,204 sq. ft.322 Calmes Boulevard, Winchester, KY 40391
MLS# 26019133Listed by: DREAM MAKER REALTY, LLC
$410,000Active4 beds 2 baths3,306 sq. ft.351 Boone Avenue, Winchester, KY 40391
MLS# 26017258Listed by: RE/MAX CREATIVE, WINCHESTER
$205,000Pending3 beds 1 baths1,200 sq. ft.30 Hughes Avenue, Winchester, KY 40391
MLS# 26019005Listed by: NATIONAL REAL ESTATE
$229,500Active3 beds 2 baths1,228 sq. ft.22 Apache Trail, Winchester, KY 40391
MLS# 26018986Listed by: RE/MAX ELITE LEXINGTON
$449,000Active3 beds 2 baths2,942 sq. ft.1024 Flanagan Station Road, Winchester, KY 40391
MLS# 26018911Listed by: RO&CO REAL ESTATE
$179,900Pending3 beds 2 baths1,176 sq. ft.76 Clay Street, Winchester, KY 40391
MLS# 26017853Listed by: ERA SELECT REAL ESTATE
$789,000Active3 beds 2 baths2,148 sq. ft.6500 Mount Sterling Road, Winchester, KY 40391
MLS# 26018078Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$234,900Active3 beds 2 baths1,904 sq. ft.528 Estes Drive, Winchester, KY 40391
MLS# 26018492Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$524,900Active3 beds 3 baths2,514 sq. ft.275 Runnymeade Drive, Winchester, KY 40391
MLS# 26018460Listed by: BRIDGEWATER REAL ESTATE
$220,000Active2 beds 2 baths1,039 sq. ft.47 Hughes Avenue, Winchester, KY 40391
MLS# 26018337Listed by: THRESHOLD REAL ESTATE SERVICES
$286,000Active3 beds 2 baths1,386 sq. ft.33 Bon-haven Avenue, Winchester, KY 40391
MLS# 26018346Listed by: PLUM TREE REALTY
$294,900Pending5 beds 3 baths3,314 sq. ft.4603 Paris Road, Winchester, KY 40391
MLS# 26018116Listed by: KELLER WILLIAMS COMMONWEALTH
$147,900Pending3 beds 1 baths1,150 sq. ft.118 Park Avenue, Winchester, KY 40391
MLS# 26017859Listed by: THE BROKERAGE
$245,000Pending3 beds 2 baths1,988 sq. ft.216 Robyn Drive, Winchester, KY 40391
MLS# 26018026Listed by: KELLER WILLIAMS LEGACY GROUP
$269,900Active3 beds 1 baths2,444 sq. ft.2379 Big Stoner Road, Winchester, KY 40391
MLS# 26016881Listed by: WRENN REALTY
$749,900Active3 beds 3 baths2,735 sq. ft.2180 Big Stoner Road, Winchester, KY 40391
MLS# 26017698Listed by: INDIGO & CO
$314,900Active5 beds 2 baths2,082 sq. ft.128 Cherokee Drive, Winchester, KY 40391
MLS# 26017629Listed by: OAK & ACRE
$229,900Active3 beds 2 baths1,200 sq. ft.491 Hidden Hills Way, Winchester, KY 40391
MLS# 26017144Listed by: HOMEFIRST REAL ESTATE
$274,900Pending4 beds 3 baths1,377 sq. ft.304 Sandra Drive, Winchester, KY 40391
MLS# 26016975Listed by: THE AGENCY
$364,900Active3 beds 2 baths2,269 sq. ft.15 Moundale Avenue, Winchester, KY 40391
MLS# 26016576Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$409,500Pending3 beds 2 baths2,304 sq. ft.215 Delaplain Road, Winchester, KY 40391
MLS# 26016762Listed by: MARSHALL LANE REAL ESTATE - LEXINGTON
$245,000Pending3 beds 2 baths1,450 sq. ft.5977 Mount Sterling Road, Winchester, KY 40391
MLS# 26016440Listed by: WHITE REALTY, LLC
$239,900Pending3 beds 1 baths1,204 sq. ft.10 Chickadee Lane, Winchester, KY 40391
MLS# 26016217Listed by: KELLER WILLIAMS COMMONWEALTH
$329,000Pending3 beds 3 baths2,068 sq. ft.13 Bel Air Drive, Winchester, KY 40391
MLS# 26016008Listed by: KELLER WILLIAMS LEGACY GROUP
$420,000Active3 beds 2 baths2,027 sq. ft.187 Hawthorne Drive, Winchester, KY 40391
MLS# 26015824Listed by: KELLER WILLIAMS COMMONWEALTH
$310,000Active4 beds 3 baths1,840 sq. ft.209 Connie Lane, Winchester, KY 40391
MLS# 26015653Listed by: ENSOR REAL ESTATE, LLC
$399,000Active4 beds 3 baths1,978 sq. ft.107 Hibiscus Lane, Winchester, KY 40391
MLS# 26015608Listed by: KELLER WILLIAMS COMMONWEALTH
$40,000Pending3 beds 1 baths1,842 sq. ft.16 Virginia Avenue, Winchester, KY 40391
MLS# 26015227Listed by: HIGH POINT REALTY & AUCTION
$360,000Active3 beds 3 baths1,803 sq. ft.608 Colby Road, Winchester, KY 40391
MLS# 26015128Listed by: RE/MAX CREATIVE REALTY
$344,900Active4 beds 3 baths2,325 sq. ft.119 Gibson Way, Winchester, KY 40391
MLS# 26014834Listed by: ENSOR REAL ESTATE, LLC
$289,900Pending4 beds 2 baths1,752 sq. ft.198 Hilltop Drive, Winchester, KY 40391
MLS# 26014664Listed by: KENTUCKY RESIDENTIAL REAL ESTATE, LLC
$139,900Pending3 beds 1 baths1,097 sq. ft.220 E Washington Street, Winchester, KY 40391
MLS# 26014553Listed by: ENSOR REAL ESTATE, LLC
$274,900Pending3 beds 3 baths1,604 sq. ft.136 Sturbridge Lane, Winchester, KY 40391
MLS# 26015181Listed by: KENTUCKY LAND AND HOME
$228,500Pending3 beds 2 baths1,210 sq. ft.122 Spruce Court, Winchester, KY 40391
MLS# 26014330Listed by: HOMEFIRST REAL ESTATE
$399,000Pending3 beds 3 baths2,235 sq. ft.19 Fontaine Boulevard, Winchester, KY 40391
MLS# 26014243Listed by: COLDWELL BANKER MCMAHAN
$319,900Active3 beds 2 baths1,444 sq. ft.8 Monroe Avenue, Winchester, KY 40391
MLS# 26014053Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$319,900Active3 beds 3 baths1,904 sq. ft.335 Newcastle Lane, Winchester, KY 40391
MLS# 26014026Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$149,900Active3 beds 2 baths1,680 sq. ft.65 Fitch Avenue, Winchester, KY 40391
MLS# 26013935Listed by: ENSOR REAL ESTATE, LLC
$375,000Active3 beds 3 baths1,945 sq. ft.309 Gallahadion Court, Winchester, KY 40391
MLS# 26013780Listed by: RE/MAX CREATIVE, WINCHESTER
$1,349,000Pending4 beds 5 baths3,350 sq. ft.1200 Craig Crossing, Winchester, KY 40391
MLS# 26013734Listed by: THE AGENCY
$225,000Active4 beds 1 baths1,609 sq. ft.120 Windsor Drive, Winchester, KY 40391
MLS# 26013563Listed by: KELLER WILLIAMS COMMONWEALTH
$249,900Active3 beds 1 baths1,324 sq. ft.119 Sunset Heights, Winchester, KY 40391
MLS# 26012905Listed by: ENSOR REAL ESTATE, LLC
$459,000Pending4 beds 3 baths3,296 sq. ft.105 Monet Boulevard, Winchester, KY 40391
MLS# 26013041Listed by: EXP REALTY, LLC
$229,000Active3 beds 1 baths1,050 sq. ft.30 Virginia Avenue, Winchester, KY 40391
MLS# 26013434Listed by: WEICHERT REALTORS - ABG PROPERTIES
$539,500Active4 beds 5 baths4,173 sq. ft.600 Boone Avenue, Winchester, KY 40391
MLS# 26013378Listed by: THE AGENCY
$244,900Active3 beds 2 baths1,533 sq. ft.377 Crescent Avenue, Winchester, KY 40391
MLS# 26013350Listed by: JOYCE MARCUM REALTY
$268,900Active2 beds 1 baths849 sq. ft.955 Right Angle Road, Winchester, KY 40391
MLS# 26013194Listed by: WTC REALTY LLC
$329,900Active3 beds 2 baths1,858 sq. ft.23 Windridge Drive, Winchester, KY 40391
MLS# 26013010Listed by: THE AGENCY
$219,000Active3 beds 2 baths1,261 sq. ft.14 Cook Avenue, Winchester, KY 40391
MLS# 26011961Listed by: UNITED REAL ESTATE BLUEGRASS
$99,500Pending2 beds 2 baths924 sq. ft.563 Constitution Drive, Winchester, KY 40391
MLS# 26012893Listed by: KENTUCKY RESIDENTIAL REAL ESTATE, LLC
$329,900Active5 beds 4 baths4,456 sq. ft.410 W Lexington Avenue, Winchester, KY 40391
MLS# 26012369Listed by: BLUEGRASS HOME GROUP
$355,000Active1 beds 2 baths2,179 sq. ft.3359 Trapp-goffs Corner Road, Winchester, KY 40391
MLS# 26012322Listed by: RE/MAX CREATIVE REALTY
$795,000Pending3 beds 3 baths3,336 sq. ft.6356 Van Meter Road, Winchester, KY 40391
MLS# 26012252Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$785,000Pending4 beds 3 baths3,311 sq. ft.7300 Old Boonesboro Road, Winchester, KY 40391
MLS# 26012036Listed by: RE/MAX ELITE LEXINGTON
$274,500Pending3 beds 2 baths1,260 sq. ft.116 Sturbridge Lane, Winchester, KY 40391
MLS# 26011782Listed by: WRIGHT REALTY
$1,650,000Active3 beds 2 baths1,860 sq. ft.4578 Combs Ferry Road, Winchester, KY 40391
MLS# 26011707Listed by: THE AGENCY
$199,900Active3 beds 2 baths915 sq. ft.225 Buffalo Trace, Winchester, KY 40391
MLS# 26011564Listed by: THE BROKERAGE
$1,695,000Active3 beds 3 baths4,518 sq. ft.3166 Colby Road, Winchester, KY 40391
MLS# 26011538Listed by: COLDWELL BANKER MCMAHAN
$274,500Active3 beds 2 baths1,420 sq. ft.137 Eastridge Drive, Winchester, KY 40391
MLS# 26011465Listed by: COLDWELL BANKER MCMAHAN
$484,900Pending4 beds 3 baths2,418 sq. ft.414 Fairholme Way, Winchester, KY 40391
MLS# 26011136Listed by: THE BROKERAGE
$435,000Active3 beds 2 baths1,680 sq. ft.287 Logan Lick Road, Winchester, KY 40391
MLS# 26011126Listed by: DREAM MAKER REALTY, LLC
$290,000Active3 beds 3 baths2,260 sq. ft.209 Boone Avenue, Winchester, KY 40391
MLS# 26011097Listed by: LOIS ANN DISPONETT REAL EST
$269,900Pending3 beds 1 baths1,644 sq. ft.205 Providence Lane, Winchester, KY 40391
MLS# 26010776Listed by: KELLER WILLIAMS COMMONWEALTH
$449,900Pending4 beds 3 baths3,126 sq. ft.207 Hibiscus Lane, Winchester, KY 40391
MLS# 26010589Listed by: HOMELAND REAL ESTATE INC - MT STERLING
$539,900Active3 beds 2 baths2,280 sq. ft.108 Bella Shae Way, Winchester, KY 40391
MLS# 26010352Listed by: RE/MAX ELITE LEXINGTON
$499,900Active4 beds 3 baths5,646 sq. ft.16 Manor Drive, Winchester, KY 40391
MLS# 26010312Listed by: TOM GOEBEL & COMPANY
$350,000Pending3 beds 2 baths2,835 sq. ft.27 Hampton Avenue, Winchester, KY 40391
MLS# 26010286Listed by: KELLER WILLIAMS COMMONWEALTH
$413,000Active3 beds 3 baths2,288 sq. ft.20 Edgewood Drive, Winchester, KY 40391
MLS# 26009517Listed by: MARSHALL LANE REAL ESTATE - LEXINGTON
$320,000Active4 beds 3 baths2,310 sq. ft.38 N Burns Avenue, Winchester, KY 40391
MLS# 26009835Listed by: RE/MAX CREATIVE REALTY
$2,750,000Active8 beds 8 baths13,433 sq. ft.4664 Lexington Road, Winchester, KY 40391
MLS# 26009631Listed by: BLOCK + LOT HOMES
$515,000Active3 beds 2 baths2,563 sq. ft.935 Stoner-ephesus Road, Winchester, KY 40391
MLS# 26009385Listed by: THRESHOLD REAL ESTATE SERVICES
$289,000Active3 beds 2 baths1,692 sq. ft.54 Locust Drive, Winchester, KY 40391
MLS# 26007779Listed by: BERKSHIRE HATHAWAY HOMESERVICES FOSTER REALTORS
$375,000Pending4 beds 3 baths3,310 sq. ft.382 S Main Street, Winchester, KY 40391
MLS# 26008931Listed by: RE/MAX CREATIVE, WINCHESTER
$312,000Pending3 beds 3 baths2,648 sq. ft.412 Pueblo Court, Winchester, KY 40391
MLS# 26008794Listed by: RECTOR HAYDEN REALTORS
$169,000Active3 beds 1 baths1,046 sq. ft.175 Magnolia Street, Winchester, KY 40391
MLS# 26008759Listed by: WOODS REALTY GROUP
$165,000Active4 beds 3 baths3,462 sq. ft.229 S Highland Street, Winchester, KY 40391
MLS# 26008701Listed by: RE/MAX CREATIVE, WINCHESTER
$340,000Active4 beds 2 baths3,261 sq. ft.443 S Maple Street, Winchester, KY 40391
MLS# 26008225Listed by: KELLER WILLIAMS COMMONWEALTH
$164,000Active2 beds 1 baths1,472 sq. ft.13 Maryland Avenue, Winchester, KY 40391
MLS# 26008307Listed by: ERA SELECT REAL ESTATE
$329,900Pending4 beds 3 baths2,010 sq. ft.110 Powe Drive, Winchester, KY 40391
MLS# 26008249Listed by: THE AGENCY
$316,900Active3 beds 3 baths1,858 sq. ft.200 Dubuy Drive, Winchester, KY 40391
MLS# 26008021Listed by: RE/MAX CREATIVE REALTY
$139,900Active3 beds 1 baths864 sq. ft.19 3rd Street, Winchester, KY 40391
MLS# 26007798Listed by: LISTWITHFREEDOM.COM
$775,000Active5 beds 3 baths4,437 sq. ft.465 Morris Road, Winchester, KY 40391
MLS# 26007545Listed by: UNITED REAL ESTATE BLUEGRASS
$164,900Active1 beds 2 baths1,056 sq. ft.101 Alabama Street, Winchester, KY 40391
MLS# 26007407Listed by: WOODS REALTY GROUP
$279,999Active3 beds 2 baths1,500 sq. ft.103 Southern Court, Winchester, KY 40391
MLS# 26007260Listed by: ENSOR REAL ESTATE, LLC
$515,000Active5 beds 3 baths3,102 sq. ft.110 White Conkwright Road, Winchester, KY 40391
MLS# 26007022Listed by: OMEGA REAL ESTATE BROKERAGE LLC
$675,000Active4 beds 3 baths4,928 sq. ft.186 Chardonnay Court, Winchester, KY 40391
MLS# 26006869Listed by: WEICHERT REALTORS - ABG PROPERTIES
$168,500Active3 beds 1 baths950 sq. ft.41 Hiawatha Trail, Winchester, KY 40391
MLS# 26006789Listed by: COLDWELL BANKER MCMAHAN
$138,000Active2 beds 1 baths986 sq. ft.174 Cook Avenue, Winchester, KY 40391
MLS# 26006389Listed by: WOODS REALTY GROUP
$269,000Pending4 beds 2 baths2,417 sq. ft.104 Jackson Ferry Road, Winchester, KY 40391
MLS# 26005196Listed by: EXP REALTY, LLC
$134,900Active2 beds 2 baths1,360 sq. ft.404 Mount Vernon Drive, Winchester, KY 40391
MLS# 26005794Listed by: DREAM MAKER REALTY, LLC
$324,900Pending3 beds 2 baths1,222 sq. ft.1291-1299 Muddy Creek Road, Winchester, KY 40391
MLS# 26005152Listed by: FC TUCKER BLUEGRASS
$349,500Pending4 beds 3 baths3,440 sq. ft.221 W Hickman Street, Winchester, KY 40391
MLS# 26004557Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$429,900Active4 beds 3 baths1,500 sq. ft.240 Athens Boonesboro Road, Winchester, KY 40391
MLS# 26004512Listed by: DREAM MAKER REALTY, LLC
$74,950Active2 beds 1 baths825 sq. ft.1860 Ford Road, Winchester, KY 40391
MLS# 26004497Listed by: DREAM MAKER REALTY, LLC
$260,000Pending3 beds 1 baths1,296 sq. ft.280 Pine Ridge Road, Winchester, KY 40391
MLS# 26004070Listed by: KELLER WILLIAMS COMMONWEALTH
$135,000Pending3 beds 2 baths1,152 sq. ft.613 Bunker Hill Drive, Winchester, KY 40391
MLS# 26004036Listed by: REAL BROKER, LLC
$204,900Pending3 beds 2 baths1,120 sq. ft.500 Hidden Hills Way, Winchester, KY 40391
MLS# 26004000Listed by: TAYLOR REAL ESTATE, LLC
$264,900Pending5 beds 2 baths2,214 sq. ft.55 Hillcrest Drive, Winchester, KY 40391
MLS# 26004166Listed by: RE/MAX ELITE LEXINGTON
$165,000Active2 beds 2 baths1,202 sq. ft.1494 Amster Grove Rd. Road, Winchester, KY 40391
MLS# 26001738Listed by: MARSHALL LANE REAL ESTATE - LEXINGTON
$591,650Pending3 beds 3 baths2,200 sq. ft.104 Bella Shae Way, Winchester, KY 40391
MLS# 26000264Listed by: KELLER WILLIAMS COMMONWEALTH
$124,500Active2 beds 1 baths876 sq. ft.122 Callaway Street SE Callaway Street, Winchester, KY 40391
MLS# 26000228Listed by: DREAM MAKER REALTY, LLC- Open Sun, 2 to 4pm
$445,500Active3 beds 3 baths2,961 sq. ft.42 Mockingbird Valley Road, Winchester, KY 40391
MLS# 26009944Listed by: MCCALLIE REAL ESTATE 
$724,950Active2 beds 3 baths2,361 sq. ft.455 Davis Lane, Winchester, KY 40391
MLS# 25507944Listed by: DREAM MAKER REALTY, LLC
$365,900Active3 beds 2 baths1,558 sq. ft.204 Jett Drive, Winchester, KY 40391
MLS# 25507850Listed by: ENSOR REAL ESTATE, LLC
$359,900Pending4 beds 5 baths3600 Crowe Ridge Road, Winchester, KY 40391
MLS# 25507522Listed by: NAPIER REALTORS
$260,000Pending3 beds 2 baths2,127 sq. ft.213 Southwind Drive, Winchester, KY 40391
MLS# 25503904Listed by: REDFIN
$499,000Pending4 beds 3 baths2,647 sq. ft.5199 Schollsville Road, Winchester, KY 40391
MLS# 25502093Listed by: RO&CO REAL ESTATE
$799,900Pending4 beds 3 baths3,311 sq. ft.7300 Old Boonesboro Road, Winchester, KY 40391
MLS# 25501816Listed by: RE/MAX ELITE LEXINGTON
$130,000Pending2 beds 1 baths1,254 sq. ft.208 4th Street, Winchester, KY 40391
MLS# 25501100Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$168,500Pending3 beds 2 baths1,026 sq. ft.12 Apache Trail, Winchester, KY 40391
MLS# 25500706Listed by: KELLER WILLIAMS COMMONWEALTH
$130,000Pending3 beds 1 baths1,150 sq. ft.103 Yorktowne Court, Winchester, KY 40391
MLS# 25500573Listed by: ALLIED REALTY
$350,000Pending3 beds 3 baths2,868 sq. ft.508 Boone Avenue, Winchester, KY 40391
MLS# 25019249Listed by: WRIGHT REALTY
$189,000Pending3 beds 2 baths1,238 sq. ft.24 Fairview Avenue, Winchester, KY 40391
MLS# 25007675Listed by: TOM GOEBEL & COMPANY
$139,000Pending2 beds 1 baths886 sq. ft.9 Linden Avenue, Winchester, KY 40391
MLS# 25007762Listed by: CENTURY 21 ADVANTAGE REALTY
$395,000Pending3 beds 2 baths1,855 sq. ft.205 Evergreen Drive, Winchester, KY 40391
MLS# 25009077Listed by: UNITED REAL ESTATE BLUEGRASS
$365,900Active3 beds 2 baths1,635 sq. ft.206 Jett Drive, Winchester, KY 40391
MLS# 24018286Listed by: ENSOR REAL ESTATE, LLC
$825,000Active3 beds 3 baths2,995 sq. ft.111 Bella Shae Way, Winchester, KY 40391
MLS# 24025579Listed by: KELLER WILLIAMS COMMONWEALTH
$625,000Active3 beds 3 baths2,405 sq. ft.424 Alexis Way, Winchester, KY 40391
MLS# 24025584Listed by: KELLER WILLIAMS COMMONWEALTH
$369,000Active4 beds 2 baths1,950 sq. ft.104 Colby Hills Drive, Winchester, KY 40391
MLS# 25004009Listed by: MILTON AND ASSOCIATES REAL ESTATE
$430,000Pending3 beds 2 baths1,855 sq. ft.250 Evergreen Drive, Winchester, KY 40391
MLS# 25009082Listed by: UNITED REAL ESTATE BLUEGRASS
$380,000Pending3 beds 2 baths1,677 sq. ft.270 Evergreen Drive, Winchester, KY 40391
MLS# 25009085Listed by: UNITED REAL ESTATE BLUEGRASS
$1,149,000Active3 beds 4 baths3,672 sq. ft.2100 Irvine Road #40391, Winchester, KY 40391
MLS# 25018600Listed by: ENSOR REAL ESTATE, LLC
$329,500Pending3 beds 2 baths1,719 sq. ft.374 N Middletown Road, Winchester, KY 40391
MLS# 25005575Listed by: KELLER WILLIAMS COMMONWEALTH
$329,500Pending3 beds 2 baths1,792 sq. ft.360 N Middletown Road, Winchester, KY 40391
MLS# 25005577Listed by: KELLER WILLIAMS COMMONWEALTH
$289,000Pending2 beds 2 baths1,674 sq. ft.800-805 Country Club Court, Winchester, KY 40391
MLS# 25501029Listed by: DREAM MAKER REALTY, LLC
$239,500Pending3 beds 2 baths1,247 sq. ft.3614 Stamper Drive, Winchester, KY 40391
MLS# 25017189Listed by: DREAM MAKER REALTY, LLC
$785,000Active4 beds 3 baths2,476 sq. ft.425 Alexis Way, Winchester, KY 40391
MLS# 25000149Listed by: KELLER WILLIAMS COMMONWEALTH
$645,000Active4 beds 3 baths2,526 sq. ft.106 Bella Shae Way, Winchester, KY 40391
MLS# 24025577Listed by: KELLER WILLIAMS COMMONWEALTH
$550,000Active3 beds 3 baths2,200 sq. ft.107 Bella Shae Way, Winchester, KY 40391
MLS# 24025578Listed by: KELLER WILLIAMS COMMONWEALTH
$670,000Active3 beds 2 baths2,261 sq. ft.113 Bella Shae Way, Winchester, KY 40391
MLS# 24025580Listed by: KELLER WILLIAMS COMMONWEALTH
$665,000Active3 beds 3 baths2,643 sq. ft.414 Alexis Way, Winchester, KY 40391
MLS# 24025581Listed by: KELLER WILLIAMS COMMONWEALTH
$700,000Active3 beds 2 baths2,400 sq. ft.415 Alexis Way, Winchester, KY 40391
MLS# 24025582Listed by: KELLER WILLIAMS COMMONWEALTH
$635,000Active4 beds 3 baths2,537 sq. ft.422 Alexis Way, Winchester, KY 40391
MLS# 24025583Listed by: KELLER WILLIAMS COMMONWEALTH
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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.