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Winchester, KY - multi-family homes for sale
12 of 12 results displayed
- New
$400,000Active8 beds 5 baths4,687 sq. ft.23 Wheeler Avenue, Winchester, KY 40391
MLS# 26011905Listed by: KELLER WILLIAMS BLUEGRASS REALTY 
$360,000Active4 beds 5 baths4,798 sq. ft.502 W Lexington Avenue, Winchester, KY 40391
MLS# 26010324Listed by: KENTUCKY RESIDENTIAL REAL ESTATE, LLC
$239,900Active5 beds 3 baths3,007 sq. ft.221 S Highland Street, Winchester, KY 40391
MLS# 26006685Listed by: THE BROKERAGE
$479,000Active8 beds 4 baths5,058 sq. ft.265 S Highland Street, Winchester, KY 40391
MLS# 26004961Listed by: RE/MAX ELITE LEXINGTON
$265,000Active4 beds 3 baths2,445 sq. ft.130 E Broadway Street, Winchester, KY 40391
MLS# 26004331Listed by: MAYCA PROPERTY SOLUTIONS
$308,500Pending8 beds 5 baths3,637 sq. ft.144 Holly Avenue, Winchester, KY 40391
MLS# 26002633Listed by: KELLER WILLIAMS COMMONWEALTH
$269,500Active4 beds 4 baths2,072 sq. ft.1128-1130 Dale Drive, Winchester, KY 40391
MLS# 26000922Listed by: COLDWELL BANKER MCMAHAN
$269,900Pending8 beds 3 baths3,393 sq. ft.146 W Lexington Avenue, Winchester, KY 40391
MLS# 25508389Listed by: KB REALTY GROUP
$209,000Pending4 beds 2 baths2,683 sq. ft.217 S Highland Street, Winchester, KY 40391
MLS# 25507680Listed by: THE AGENCY
$600,000Pending8 beds 4 baths5,046 sq. ft.101 S Burns Avenue #1,2,3,4, Winchester, KY 40391
MLS# 25505825Listed by: BIG BLUE REALTY
$225,000Pending4 beds 2 baths3,295 sq. ft.133 S Burns Avenue, Winchester, KY 40391
MLS# 25005466Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$1,575,000Active37 beds 20 baths26,124 sq. ft.2 N Main Street, Winchester, KY 40391
MLS# 25017572Listed by: TSUBAKI GROUP, LLC
Local realty services provided by:CENTURY 21 Simpson & Associates
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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.