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    Winchester, KY
    Price
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      • $ 50,000
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      • $ 200,000
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      • $ 200,000
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    Beds
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    Baths
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    • Map
    Map
    316 Properties Available

    316 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    35 Cherokee Court, Winchester, KY 40391
    1/22
    New

    $270,000

    4 Beds2 Baths2,332 SqFt

    35 Cherokee Court, Winchester, KY 40391

    Listed by Keller Williams Bluegrass Realty

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    455 Davis Lane, Winchester, KY 40391
    1/59
    New

    $825,000

    2 Beds2 Baths2,361 SqFt

    455 Davis Lane, Winchester, KY 40391

    Listed by Dream Maker Realty, LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    204 Jett Drive, Winchester, KY 40391
    1/2
    New

    $369,900

    3 Beds2 Baths1,558 SqFt

    204 Jett Drive, Winchester, KY 40391

    Listed by Ensor Real Estate, LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    6595 Mt Sterling Road, Winchester, KY 40391
    1/65
    New

    $609,900

    5 Beds4 Baths4,515 SqFt

    6595 Mt Sterling Road, Winchester, KY 40391

    Listed by RO&CO Real Estate

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    394 S Main Street, Winchester, KY 40391
    1/17
    New

    $229,000

    4 Beds2 Baths1,858 SqFt

    394 S Main Street, Winchester, KY 40391

    Listed by Tom Goebel & Company

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    217 S Highland Street, Winchester, KY 40391
    1/30
    New

    $259,900

    4 Beds2 Baths2,683 SqFt

    217 S Highland Street, Winchester, KY 40391

    Listed by The Agency

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    233 Cunningham Lane, Winchester, KY 40391
    1/49
    New

    $450,000

    3 Beds3 Baths2,258 SqFt

    233 Cunningham Lane, Winchester, KY 40391

    Listed by Berkshire Hathaway HomeServices Foster Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    24 N Burns Avenue, Winchester, KY 40391
    1/28
    Active

    $309,900

    3 Beds4 Baths2,526 SqFt

    24 N Burns Avenue, Winchester, KY 40391

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3600 Crowe Ridge Road, Winchester, KY 40391
    1/39
    Active

    $384,900

    4 Beds5 Baths4.02 Acres Lot

    3600 Crowe Ridge Road, Winchester, KY 40391

    Listed by Napier Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    133 Shala-Mar Rue, Winchester, KY 40391
    1/36
    Active

    $379,000

    3 Beds2 Baths2,000 SqFt

    133 Shala-Mar Rue, Winchester, KY 40391

    Listed by Tom Goebel & Company

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    314 E Broadway Street, Winchester, KY 40391
    1/37
    Active

    $229,000

    3 Beds1 Bath1,188 SqFt

    314 E Broadway Street, Winchester, KY 40391

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3622 Stamper Drive, Winchester, KY 40391
    1/42
    Active

    $349,900

    3 Beds3 Baths2,821 SqFt

    3622 Stamper Drive, Winchester, KY 40391

    Listed by Freedom Realty & Property Management

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    22 N Bloomfield Road, Winchester, KY 40391
    1/51
    Open Sun 1PM-3PM
    3D

    $318,000

    3 Beds2 Baths1,913 SqFt

    22 N Bloomfield Road, Winchester, KY 40391

    Listed by Marshall Lane Real Estate - Lexington

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    117 Buffalo Trace, Winchester, KY 40391
    1/19
    Active

    $199,900

    3 Beds2 Baths1,072 SqFt

    117 Buffalo Trace, Winchester, KY 40391

    Listed by Tom Goebel & Company

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    19 Cherokee Court, Winchester, KY 40391
    1/52
    Pending

    $230,000

    3 Beds1 Bath1,134 SqFt

    19 Cherokee Court, Winchester, KY 40391

    Listed by Freedom Realty & Property Management

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    120 Jackson Street, Winchester, KY 40391
    1/25
    Active

    $248,000

    3 Beds3 Baths1,342 SqFt

    120 Jackson Street, Winchester, KY 40391

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    184 Casa Landa Way, Winchester, KY 40391
    Pending

    $590,000

    4 Beds4 Baths3,585 SqFt

    184 Casa Landa Way, Winchester, KY 40391

    Listed by RE/MAX Creative, Winchester

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3049 Ironworks Road, Winchester, KY 40391
    1/96
    Active

    $3,100,000

    3 Beds3 Baths3,693 SqFt

    3049 Ironworks Road, Winchester, KY 40391

    Listed by Keller Williams Legacy Group

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    443 Jameson Way, Winchester, KY 40391
    1/22
    Active

    $225,000

    4 Beds2 Baths1,400 SqFt

    443 Jameson Way, Winchester, KY 40391

    Listed by The Brokerage

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    110 Albany Lane, Winchester, KY 40391
    1/24
    Pending

    $269,000

    3 Beds2 Baths1,306 SqFt

    110 Albany Lane, Winchester, KY 40391

    Listed by Kentucky Residential Real Estate, LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3049 Ironworks Road, Winchester, KY 40391
    1/87
    Active

    $3,100,000

    3 Beds3 Baths150 Acres

    3049 Ironworks Road, Winchester, KY 40391

    Listed by Keller Williams Legacy Group

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    208 Watercrest Way, Winchester, KY 40391
    1/23
    Pending

    $255,000

    3 Beds3 Baths1,416 SqFt

    208 Watercrest Way, Winchester, KY 40391

    Listed by The Brokerage

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    595 Earlymeade Drive, Winchester, KY 40391
    1/47
    Active

    $499,000

    5 Beds4 Baths3,823 SqFt

    595 Earlymeade Drive, Winchester, KY 40391

    Listed by Bridgewater Real Estate

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    246 Geronimo Court, Winchester, KY 40391
    1/15
    Pending

    $210,000

    3 Beds2 Baths1,092 SqFt

    246 Geronimo Court, Winchester, KY 40391

    Listed by The Brokerage

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
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        Home
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        Stallard Springs
        Land & Farms
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        Buy
        1. All Listings
        2. Listings under $200k in Shelby County
        3. New Construction
        4. Featured Listings
        5. Sold Listings
        6. Mortgage Calculator
        Sell
        1. Sell My Home
        2. Recently Sold Properties
        About
        1. Podcast - The Torrey Smith Show
        2. Meet our Director of Marketing
        3. Shelbyville
        4. Contact Us
    Torrey Smith Realty Co., LLC

    Torrey Smith

    +1(502) 417-0910 torrey@smithclick.com

    529 Main Street, Shelbyville, KY, 40065, United States

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    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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        Home
        Our REALTORS®
        Quick Market Value
        Company Listings
        Stallard Springs
        Land & Farms
        1. Land & Farm Listings
        2. Recently Sold Farms
        3. 100+ Acres Currently For Sale
        Buy
        1. All Listings
        2. Listings under $200k in Shelby County
        3. New Construction
        4. Featured Listings
        5. Sold Listings
        6. Mortgage Calculator
        Sell
        1. Sell My Home
        2. Recently Sold Properties
        About
        1. Podcast - The Torrey Smith Show
        2. Meet our Director of Marketing
        3. Shelbyville
        4. Contact Us
    Torrey Smith Realty Co., LLC

    Torrey Smith

    +1(502) 417-0910 torrey@smithclick.com

    529 Main Street, Shelbyville, KY, 40065, United States

    Get My App

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.