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    Rural, Winchester, KY
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    125 Properties Available

    125 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)
    5105 Combs Ferry Road, Winchester, KY 40391
    1/6
    Active

    $200,000

    6.1 Acres

    5105 Combs Ferry Road, Winchester, KY 40391

    Listed by Epique Realty - Georgetown

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    4700 Four Mile Road, Winchester, KY 40391
    Active

    $59,500

    5 Acres

    4700 Four Mile Road, Winchester, KY 40391

    Listed by Tom Goebel & Company

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    4590 Four Mile Road, Winchester, KY 40391
    Active

    $168,000

    11.33 Acres

    4590 Four Mile Road, Winchester, KY 40391

    Listed by Tom Goebel & Company

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    190 Privacy Lane, Winchester, KY 40391
    1/34
    Active

    $260,000

    6.08 Acres

    190 Privacy Lane, Winchester, KY 40391

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    439 & 475 Old Muddy Creek Road, Winchester, KY 40391
    Active

    $109,900

    7.44 Acres

    439 & 475 Old Muddy Creek Road, Winchester, KY 40391

    Listed by Tom Goebel & Company

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    2996/3056 Irvine Road, Winchester, KY 40391
    1/23
    Active

    $498,900

    25.87 Acres

    2996/3056 Irvine Road, Winchester, KY 40391

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3056 Irvine Road, Winchester, KY 40391
    1/17
    Active

    $299,000

    14.51 Acres

    3056 Irvine Road, Winchester, KY 40391

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    2996 Irvine Road, Winchester, KY 40391
    1/4
    Active

    $199,900

    11.36 Acres

    2996 Irvine Road, Winchester, KY 40391

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    550 E Broadway Street, Winchester, KY 40391
    1/6
    Active

    $450,000

    8.26 Acres

    550 E Broadway Street, Winchester, KY 40391

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    2996/3056 Irvine Road, Winchester, KY 40391
    1/23
    Active

    $498,900

    25.87 Acres

    2996/3056 Irvine Road, Winchester, KY 40391

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3056 Irvine Road, Winchester, KY 40391
    1/17
    Active

    $299,000

    14.51 Acres

    3056 Irvine Road, Winchester, KY 40391

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    2996 Irvine Road, Winchester, KY 40391
    1/4
    Active

    $199,900

    11.36 Acres

    2996 Irvine Road, Winchester, KY 40391

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    100 Spencer Lane, Winchester, KY 40391
    1/4
    Active

    $100,000

    2.61 Acres

    100 Spencer Lane, Winchester, KY 40391

    Listed by FC Tucker Bluegrass

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    5515 Van Meter Road, Winchester, KY 40391
    Pending

    $524,900

    4 Beds2 Baths2,940 SqFt

    5515 Van Meter Road, Winchester, KY 40391

    Listed by Woods Realty Group

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    6237 Bybee Road, Winchester, KY 40391
    Active

    $1,200,000

    5 Beds7 Baths8,236 SqFt

    6237 Bybee Road, Winchester, KY 40391

    Listed by Berkshire Hathaway HomeServices Foster Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    1940 Athens Boonesboro Road, Winchester, KY 40391
    1/19
    Active

    $125,000

    4.01 Acres

    1940 Athens Boonesboro Road, Winchester, KY 40391

    Listed by Kentucky Land and Home

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    368 Flanagan Station Road, Winchester, KY 40391
    1/9
    Active

    $206,000

    7.77 Acres

    368 Flanagan Station Road, Winchester, KY 40391

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    12569-B Ironworks Road, Winchester, KY 40391
    1/4
    Active

    $67,500

    1.92 Acres

    12569-B Ironworks Road, Winchester, KY 40391

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    150 Spencer Lane, Winchester, KY 40391
    1/3
    Active

    $70,000

    2.04 Acres

    150 Spencer Lane, Winchester, KY 40391

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    1045 Gay Evans Road, Winchester, KY 40391
    Pending

    $189,900

    10.73 Acres

    1045 Gay Evans Road, Winchester, KY 40391

    Listed by The Agency

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    12569 Ironworks Road Road, Winchester, KY 40391
    1/4
    Active

    $137,500

    3.94 Acres

    12569 Ironworks Road Road, Winchester, KY 40391

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    6699 Boonesboro Road, Winchester, KY 40391
    1/2
    Active

    $195,000

    8.35 Acres

    6699 Boonesboro Road, Winchester, KY 40391

    Listed by RE/MAX Elite Lexington

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    300 Rolling Hills Lane, Winchester, KY 40391
    1/15
    Active

    $925,000

    3.77 Acres

    300 Rolling Hills Lane, Winchester, KY 40391

    Listed by Freedom Realty & Property Management

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
    3385 Colby Road, Winchester, KY 40391
    1/2
    Active

    $150,000

    2.77 Acres

    3385 Colby Road, Winchester, KY 40391

    Listed by Steven D Adams Real Estate Services, LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
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        Home
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        3. New Construction
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        1. Sell My Home
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        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.