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Winchester, KY - single-family homes for sale
104 of 104 results displayed
$275,000Pending3 beds 3 baths1,550 sq. ft.192 Prescott Lane, Winchester, KY 40391
MLS# 26005798Listed by: UNITED REAL ESTATE BLUEGRASS
$316,900Pending3 beds 2 baths1,780 sq. ft.113 Strawberry Lane, Winchester, KY 40391
MLS# 26006879Listed by: CHRISTIES INTERNATIONAL REAL ESTATE BLUEGRASS- New
$799,000Active4 beds 3 baths7,058 sq. ft.186 Chardonnay Court, Winchester, KY 40391
MLS# 26006869Listed by: WEICHERT REALTORS - ABG PROPERTIES - New
$204,900Active3 beds 1 baths1,290 sq. ft.60 Hiawatha Trail, Winchester, KY 40391
MLS# 26006850Listed by: KELLER WILLIAMS LEGACY GROUP - New
$189,999Active3 beds 1 baths950 sq. ft.41 Hiawatha Trail, Winchester, KY 40391
MLS# 26006789Listed by: COLDWELL BANKER MCMAHAN - New
$139,000Active2 beds 1 baths904 sq. ft.37 Ashland Avenue, Winchester, KY 40391
MLS# 26006776Listed by: NATIONAL REAL ESTATE - New
$179,900Active3 beds 2 baths1,635 sq. ft.47 Buckner Street, Winchester, KY 40391
MLS# 26006752Listed by: THE AGENCY 
$339,900Pending4 beds 2 baths1,843 sq. ft.228 Holiday Road, Winchester, KY 40391
MLS# 26006679Listed by: CENTURY 21 COMMONWEALTH R E- New
$559,000Active4 beds 5 baths4,185 sq. ft.556 Earlymeade Drive, Winchester, KY 40391
MLS# 26006630Listed by: BRIDGEWATER REAL ESTATE - New
$139,900Active2 beds 1 baths986 sq. ft.174 Cook Avenue #174, Winchester, KY 40391
MLS# 26006389Listed by: WOODS REALTY GROUP - New
$265,000Active3 beds 2 baths1,304 sq. ft.201 Prescott Lane, Winchester, KY 40391
MLS# 26006371Listed by: KELLER WILLIAMS COMMONWEALTH 
$239,900Pending3 beds 2 baths1,148 sq. ft.3610 Stamper Drive, Winchester, KY 40391
MLS# 26006288Listed by: PLUM TREE REALTY
$190,000Pending3 beds 2 baths1,498 sq. ft.29 Euclid Avenue, Winchester, KY 40391
MLS# 26006180Listed by: NATIONAL REAL ESTATE
$339,900Pending4 beds 3 baths2,358 sq. ft.168 Buckingham Lane, Winchester, KY 40391
MLS# 26006049Listed by: KELLER WILLIAMS LEGACY GROUP
$89,900Pending3 beds 2 baths32 Hays Street, Winchester, KY 40391
MLS# 26005996Listed by: KELLER WILLIAMS COMMONWEALTH
$235,000Active4 beds 2 baths1,431 sq. ft.13 Arlington Road, Winchester, KY 40391
MLS# 26005875Listed by: ENSOR REAL ESTATE, LLC
$289,900Pending3 beds 2 baths1,995 sq. ft.2225 Old Boonesboro Road, Winchester, KY 40391
MLS# 26004523Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$369,000Active3 beds 2 baths2,000 sq. ft.133 Shala-mar Rue, Winchester, KY 40391
MLS# 26005511Listed by: TOM GOEBEL & COMPANY
$229,900Pending3 beds 2 baths1,120 sq. ft.514 Hidden Hills Way, Winchester, KY 40391
MLS# 26005461Listed by: FC TUCKER BLUEGRASS
$299,900Active4 beds 4 baths2,072 sq. ft.1128-1130 Dale Drive, Winchester, KY 40391
MLS# 26005390Listed by: COLDWELL BANKER MCMAHAN
$200,000Active3 beds 2 baths1,289 sq. ft.128 Bay Hill Drive, Winchester, KY 40391
MLS# 26005243Listed by: KELLER WILLIAMS LEGACY GROUP
$334,900Active3 beds 2 baths1,222 sq. ft.1291-1299 Muddy Creek Road, Winchester, KY 40391
MLS# 26005152Listed by: FC TUCKER BLUEGRASS
$667,700Pending5 beds 5 baths4,712 sq. ft.20 Stoney Brook Drive, Winchester, KY 40391
MLS# 26004633Listed by: UNITED REAL ESTATE BLUEGRASS
$297,000Active4 beds 3 baths1,693 sq. ft.327 Newcastle Lane, Winchester, KY 40391
MLS# 26004861Listed by: BLUEGRASS PROPERTY EXCHANGE
$399,900Pending3 beds 3 baths2,475 sq. ft.601 Gilbert Court, Winchester, KY 40391
MLS# 26004646Listed by: RO&CO REAL ESTATE
$209,900Active3 beds 2 baths915 sq. ft.225 Buffalo Trace, Winchester, KY 40391
MLS# 26004556Listed by: THE BROKERAGE
$360,000Active4 beds 3 baths3,440 sq. ft.221 W Hickman Street, Winchester, KY 40391
MLS# 26004557Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$350,000Active3 beds 3 baths2,628 sq. ft.221 Moundale Avenue, Winchester, KY 40391
MLS# 26004551Listed by: COLDWELL BANKER MCMAHAN
$212,000Pending3 beds 1 baths1,053 sq. ft.707 Estes Drive, Winchester, KY 40391
MLS# 26004204Listed by: TOM GOEBEL & COMPANY
$209,900Pending3 beds 1 baths1,050 sq. ft.59 Holiday Road, Winchester, KY 40391
MLS# 26004165Listed by: COLDWELL BANKER MCMAHAN
$344,900Active3 beds 2 baths1,858 sq. ft.23 Windridge Drive, Winchester, KY 40391
MLS# 26004120Listed by: THE AGENCY
$335,000Active3 beds 3 baths1,794 sq. ft.322 S Burns Avenue, Winchester, KY 40391
MLS# 26004053Listed by: CENTURY 21 ADVANTAGE REALTY
$155,000Active3 beds 1 baths1,160 sq. ft.730 Byrd Avenue, Winchester, KY 40391
MLS# 26004038Listed by: KENTUCKY LAND AND HOME
$204,900Pending3 beds 2 baths1,120 sq. ft.500 Hidden Hills Way, Winchester, KY 40391
MLS# 26004000Listed by: TAYLOR REAL ESTATE, LLC
$269,000Pending3 beds 2 baths1,400 sq. ft.916 Stratton Lane, Winchester, KY 40391
MLS# 26003907Listed by: THE AGENCY
$239,999Active3 beds 2 baths1,502 sq. ft.357 Silverton Way, Winchester, KY 40391
MLS# 26003487Listed by: TRU LIFE REAL ESTATE
$199,000Active3 beds 2 baths1,636 sq. ft.334 S Burns Avenue, Winchester, KY 40391
MLS# 26003334Listed by: RECTOR HAYDEN REALTORS
$259,900Pending4 beds 2 baths1,405 sq. ft.6 Hart Avenue, Winchester, KY 40391
MLS# 26003316Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$296,000Active5 beds 2 baths2,214 sq. ft.55 Hillcrest Drive, Winchester, KY 40391
MLS# 26004166Listed by: RE/MAX ELITE LEXINGTON
$285,000Active3 beds 2 baths1,790 sq. ft.211 Lindsey Court, Winchester, KY 40391
MLS# 26003170Listed by: BIEDERMAN REAL ESTATE
$899,000Active5 beds 4 baths2,842 sq. ft.1150 Craig Crossing, Winchester, KY 40391
MLS# 26002724Listed by: KENTUCKY RESIDENTIAL REAL ESTATE, LLC
$434,900Pending3 beds 2 baths3,563 sq. ft.204 Delaplain Road, Winchester, KY 40391
MLS# 26002697Listed by: COLOR REAL ESTATE
$165,000Active3 beds 1 baths1,097 sq. ft.220 E Washington Street, Winchester, KY 40391
MLS# 26002506Listed by: ENSOR REAL ESTATE, LLC
$259,900Active4 beds 1 baths1,610 sq. ft.120 Windsor Drive, Winchester, KY 40391
MLS# 26002472Listed by: SOUTHERN LEGACY REALTY
$234,900Active3 beds 2 baths1,188 sq. ft.11 Shelley Dr, Winchester, KY 40391
MLS# 26002369Listed by: CENTURY 21 ADVANTAGE REALTY
$279,950Active4 beds 3 baths2,112 sq. ft.115 Watercrest Circle, Winchester, KY 40391
MLS# 26002338Listed by: DREAM MAKER REALTY, LLC
$160,000Pending2 beds 1 baths1,088 sq. ft.233 E Washington Street, Winchester, KY 40391
MLS# 26002299Listed by: THE BROKERAGE
$199,000Pending3 beds 2 baths1,456 sq. ft.58 Hughes Avenue, Winchester, KY 40391
MLS# 26002214Listed by: RE/MAX CREATIVE REALTY
$175,000Pending2 beds 2 baths924 sq. ft.10 Pocahontas, Winchester, KY 40391
MLS# 26002018Listed by: MARSHALL LANE REAL ESTATE - LEXINGTON
Listed by ERA$254,900Pending3 beds 2 baths1,251 sq. ft.414 Wellington Way, Winchester, KY 40391
MLS# 26002092Listed by: ERA SELECT REAL ESTATE
$429,900Pending3 beds 3 baths2,652 sq. ft.107 Woodduck Court, Winchester, KY 40391
MLS# 26001532Listed by: BERKSHIRE HATHAWAY DE MOVELLAN PROPERTIES
$349,900Active3 beds 3 baths1,628 sq. ft.538 S Maple Street, Winchester, KY 40391
MLS# 26000925Listed by: BLUEGRASS PROPERTIES GROUP
$591,650Pending3 beds 3 baths2,200 sq. ft.104 Bella Shae Way, Winchester, KY 40391
MLS# 26000264Listed by: KELLER WILLIAMS COMMONWEALTH
$129,900Active2 beds 1 baths876 sq. ft.122 Callaway Street SE Callaway Street, Winchester, KY 40391
MLS# 26000228Listed by: DREAM MAKER REALTY, LLC
$452,500Active3 beds 3 baths2,961 sq. ft.42 Mockingbird Valley Road, Winchester, KY 40391
MLS# 26000113Listed by: MCCALLIE REAL ESTATE
$530,000Pending4 beds 4 baths3,848 sq. ft.125 Casa Landa Way, Winchester, KY 40391
MLS# 25508316Listed by: NAPIER REALTORS
$215,000Pending3 beds 2 baths1,518 sq. ft.313 S Burns Avenue, Winchester, KY 40391
MLS# 25508192Listed by: RE/MAX CREATIVE, WINCHESTER
$255,000Active4 beds 2 baths2,332 sq. ft.35 Cherokee Court, Winchester, KY 40391
MLS# 25508113Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$369,900Active3 beds 2 baths1,558 sq. ft.204 Jett Drive, Winchester, KY 40391
MLS# 25507850Listed by: ENSOR REAL ESTATE, LLC
$298,900Pending3 beds 4 baths2,526 sq. ft.24 N Burns Avenue, Winchester, KY 40391
MLS# 25507536Listed by: KELLER WILLIAMS COMMONWEALTH
$499,000Active5 beds 4 baths3,823 sq. ft.595 Earlymeade Drive, Winchester, KY 40391
MLS# 25506943Listed by: BRIDGEWATER REAL ESTATE
$244,900Active3 beds 2 baths1,494 sq. ft.720 Estes Drive, Winchester, KY 40391
MLS# 25506836Listed by: HOMELAND REAL ESTATE INC - MT STERLING
$185,900Active3 beds 2 baths1,116 sq. ft.41 7th Street, Winchester, KY 40391
MLS# 25506758Listed by: RE/MAX ELITE REALTY - HAMBURG
$329,000Active3 beds 3 baths3,868 sq. ft.225 Plantations Drive, Winchester, KY 40391
MLS# 25506523Listed by: BLUEGRASS PROPERTIES GROUP
$235,000Pending3 beds 2 baths1,050 sq. ft.12 Linden Avenue, Winchester, KY 40391
MLS# 25506319Listed by: RE/MAX CREATIVE REALTY
$199,900Active2 beds 1 baths1,484 sq. ft.605 College Street, Winchester, KY 40391
MLS# 25506124Listed by: STEVEN D ADAMS REAL ESTATE SERVICES, LLC
$489,900Active4 beds 3 baths2,300 sq. ft.414 Fairholme Way, Winchester, KY 40391
MLS# 25505996Listed by: LIFSTYL REAL ESTATE
$210,000Active4 beds 1 baths1,743 sq. ft.218 E Washington Street, Winchester, KY 40391
MLS# 25505534Listed by: RECTOR HAYDEN REALTORS
$275,700Active3 beds 2 baths1,682 sq. ft.404 Wellington Way, Winchester, KY 40391
MLS# 25505330Listed by: BRIDGEWATER REAL ESTATE
$260,000Pending3 beds 2 baths2,127 sq. ft.213 Southwind Drive, Winchester, KY 40391
MLS# 25503904Listed by: REDFIN
$249,900Active3 beds 2 baths1,656 sq. ft.17 Euclid Avenue, Winchester, KY 40391
MLS# 26000917Listed by: THWAITES REALTORS LLC
$194,000Active3 beds 1 baths1,046 sq. ft.175 Magnolia Street, Winchester, KY 40391
MLS# 25503492Listed by: WOODS REALTY GROUP
$235,000Pending3 beds 2 baths1,346 sq. ft.23 Kittison Drive, Winchester, KY 40391
MLS# 25503252Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$249,900Active3 beds 2 baths1,904 sq. ft.528 Estes Drive, Winchester, KY 40391
MLS# 25503055Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$319,900Active5 beds 2 baths2,082 sq. ft.128 Cherokee Drive, Winchester, KY 40391
MLS# 26003806Listed by: THWAITES REALTORS LLC
$365,000Pending4 beds 3 baths2,105 sq. ft.114 Mallard Lane, Winchester, KY 40391
MLS# 25502189Listed by: KELLER WILLIAMS LEGACY GROUP
$335,000Pending6 beds 4 baths3,544 sq. ft.297 S Main Street, Winchester, KY 40391
MLS# 25501793Listed by: TRU LIFE REAL ESTATE
$130,000Active2 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
$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
$139,000Active2 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
$144,000Active3 beds 1 baths805 sq. ft.150 Cook Avenue, Winchester, KY 40391
MLS# 25015192Listed by: BLUEGRASS REALTY PROS, INC
$146,000Active3 beds 1 baths1,020 sq. ft.228 Jackson Street, Winchester, KY 40391
MLS# 25015194Listed by: BLUEGRASS REALTY PROS, INC
$102,000Active2 beds 1 baths552 sq. ft.39 S Highland Street, Winchester, KY 40391
MLS# 25015196Listed by: BLUEGRASS REALTY PROS, INC
$171,000Active2 beds 1 baths870 sq. ft.102 W Hickman Street, Winchester, KY 40391
MLS# 25017468Listed by: BLUEGRASS REALTY PROS, INC
$369,900Active3 beds 2 baths1,635 sq. ft.206 Jett Drive, Winchester, KY 40391
MLS# 24018286Listed by: ENSOR REAL ESTATE, LLC
$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
$825,000Active3 beds 3 baths2,995 sq. ft.111 Bella Shae Way, Winchester, KY 40391
MLS# 24025579Listed 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
$625,000Active3 beds 3 baths2,405 sq. ft.424 Alexis Way, Winchester, KY 40391
MLS# 24025584Listed by: KELLER WILLIAMS COMMONWEALTH
$425,000Active4 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
$569,999Active4 beds 5 baths4,374 sq. ft.600 Boone Avenue, Winchester, KY 40391
MLS# 25018239Listed by: THE AGENCY
$289,000Pending2 beds 2 baths1,674 sq. ft.800-805 Country Club Court, Winchester, KY 40391
MLS# 25501029Listed by: DREAM MAKER REALTY, LLC
$259,500Active3 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
$325,000Active3 beds 3 baths2,821 sq. ft.3622 Stamper Drive, Winchester, KY 40391
MLS# 26003842Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
Local realty services provided by:ERA Select Real Estate
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© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.
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.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.