Fenced in yard
Homes for Sale Under 300K in Winchester KY
71 results
- 213 E Broadway St, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,453 sqft
GSP HOMES. Listing provided by Imagine MLS20 days on Zillow
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- 38 Mackay Ave, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,128 sqft
TOM GOEBEL & COMPANY. Listing provided by Imagine MLSNew stove
- 7100 Donaldson Rd, Mount Sterling, KY 40353
- 2 bds
- 1 ba
- 728 sqft
MURPHY REALTY GROUP. Listing provided by Imagine MLSNewly stained deck
- 14 Shelley Dr, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,134 sqft
RE/MAX CREATIVE, WINCHESTER. Listing provided by Imagine MLS3D Tour 
- Price cut: $900 (10/7)
- 125 Kittison Dr, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,100 sqft
COLDWELL BANKER MCMAHAN. Listing provided by Imagine MLSAll appliances stay
- Price cut: $3,000 (10/18)
- 101 Alabama St, Winchester, KY 40391
- 1 bd
- 2 ba
- 1,056 sqft
WOODS REALTY GROUP. Listing provided by Imagine MLS198 days on Zillow
- 109 5th St, Winchester, KY 40391
- 5 bds
- 4 ba
- 1,714 sqft
GUIDE REALTY, INC.. Listing provided by Imagine MLSSpacious two-story residence
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- 26 Holiday Rd, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,135 sqft
FREEDOM REALTY & PROPERTY MANAGEMENT. Listing provided by Imagine MLSNewer roof
- 7150 Donaldson Rd, Mount Sterling, KY 40353
- 2 bds
- 2 ba
- 980 sqft
MURPHY REALTY GROUP. Listing provided by Imagine MLSNew plumbing
- 128 Cherokee Dr, Winchester, KY 40391
- 5 bds
- 2 ba
- 2,082 sqft
OAK & ACRE. Listing provided by Imagine MLSBrand new kitchen appliances
- Price cut: $4,500 (10/4)
- 106 Quail Ridge Rd, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,665 sqft
ENSOR REAL ESTATE, LLC. Listing provided by Imagine MLSPrice cut: $5,900 (10/14)
- 24 Spring St, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,173 sqft
EXIT TOWN & COUNTRY REALTORS. Listing provided by Imagine MLS64 days on Zillow
- 404 Mount Vernon Dr, Winchester, KY 40391
- 2 bds
- 2 ba
- 1,360 sqft
DREAM MAKER REALTY, LLC. Listing provided by Imagine MLSAmple kitchen counter space
- 122 Calloway St, Winchester, KY 40391
- 2 bds
- 1 ba
- 876 sqft
DREAM MAKER REALTY, LLC. Listing provided by Imagine MLS290 days on Zillow
- 308 Market St, Winchester, KY 40391
- 2 bds
- 2 ba
- 828 sqft
QUICK SHOP MHC, Anthony D'andera. Listing provided by My State MLSConnected airy feel
- Price cut: $25,000 (10/13)
- 55 Hillcrest Dr, Winchester, KY 40391
- 5 bds
- 2 ba
- 2,214 sqft
RE/MAX ELITE LEXINGTON. Listing provided by Imagine MLSFull walk-out basement
- 13 Maryland Ave, Winchester, KY 40391
- 2 bds
- 1 ba
- 1,472 sqft
ERA SELECT REAL ESTATE. Listing provided by Imagine MLSNewer roof and gutters
- 15 Maryland Ave, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,140 sqft
BLUEGRASS PROPERTIES GROUP. Listing provided by Imagine MLSOpen: Sun 1-3pm (10/25)
- 546 Constitution Dr, Winchester, KY 40391
- 2 bds
- 2 ba
- 924 sqft
DREAM MAKER REALTY, LLC. Listing provided by Imagine MLSPrice increase: $5,000 (10/23)
- 30 Virginia Ave, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,050 sqft
WEICHERT REALTORS - ABG PROPERTIES. Listing provided by Imagine MLSScenic views
- 209 E Washington St, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,249 sqft
RE/MAX CREATIVE, WINCHESTER. Listing provided by Imagine MLS3D Tour 
- 175 Magnolia St, Lexington, KY 40391
- 3 bds
- 1 ba
- 1,046 sqft
WOODS REALTY GROUP. Listing provided by Imagine MLSNewly renovated
- 563 Constitution Dr, Winchester, KY 40391
- 2 bds
- 2 ba
- 924 sqft
KENTUCKY RESIDENTIAL REAL ESTATE, LLC. Listing provided by Imagine MLSAll new flooring
- 295 days on Zillow
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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search, Inc. Real estate listings held by brokerage firms other than Zillow, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about each listing includes the name of the listing broker. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Metro Search, Inc.
