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    290 homes

    Winchester Real Estate and Homes for Sale

    290 homes available
    1940 Athens Boonesboro Road, Winchester, KY 40391
    $135,000
    4.01acres
    Land for Sale

    1940 Athens Boonesboro Road, Winchester, KY 40391

    Listing by: Kentucky Land and Home
    Pending
    15 Sycamore Street, Winchester, KY 40391
    $100,000
    3beds
    1bath
    1,144sqft
    0.17acres
    House for Sale

    15 Sycamore Street, Winchester, KY 40391

    Listing by: Power House Realty
    1731 Ford Hampton Road, Winchester, KY 40391
    $475,000
    8beds
    5bath
    3,845sqft
    5.47acres
    House for Sale

    1731 Ford Hampton Road, Winchester, KY 40391

    Listing by: RE/MAX Creative, Winchester
    Price Reduced $5,600 Aug 7
    9 Apache Trail, Winchester, KY 40391
    $259,900
    4beds
    2bath
    1,750sqft
    0.17acres
    House for Sale

    9 Apache Trail, Winchester, KY 40391

    Listing by: Tom Goebel & Company
    410 West Lexington Avenue, Winchester, KY 40391
    $340,000
    6beds
    4bath
    4,456sqft
    0.52acres
    House for Sale

    410 West Lexington Avenue, Winchester, KY 40391

    Listing by: Wrenn Realty
    Pending
    977 Muddy Creek Road, Winchester, KY 40391
    $99,900
    3beds
    1bath
    1,030sqft
    0.24acres
    House for Sale

    977 Muddy Creek Road, Winchester, KY 40391

    Listing by: EXIT TOWN & COUNTRY REALTORS
    Contingent
    816 Stratton Lane, Winchester, KY 40391
    $250,000
    4beds
    2.5bath
    3,024sqft
    0.27acres
    House for Sale

    816 Stratton Lane, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    Contingent
    220 McDowell Drive, Winchester, KY 40391
    $315,000
    3beds
    2bath
    1,402sqft
    0.22acres
    House for Sale

    220 McDowell Drive, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    Pending
    2858 Ford Hampton Road, Winchester, KY 40391
    $210,000
    3beds
    2bath
    1,294sqft
    1.54acres
    House for Sale

    2858 Ford Hampton Road, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    Virtual Tour
    4664 Lexington Road, Winchester, KY 40391
    $3,175,000
    35acres
    Farm for Sale

    4664 Lexington Road, Winchester, KY 40391

    Listing by: Kirkpatrick & Company
    Virtual Tour
    4664 Lexington Road, Winchester, KY 40391
    $3,175,000
    8beds
    7.5bath
    12,702sqft
    35acres
    House for Sale

    4664 Lexington Road, Winchester, KY 40391

    Listing by: Kirkpatrick & Company
    Contingent
    517 Acadia Way, Winchester, KY 40391
    $219,900
    4beds
    2bath
    1,400sqft
    0.38acres
    House for Sale

    517 Acadia Way, Winchester, KY 40391

    Listing by: The Brokerage
    Pending
    110 Colonial Park Drive, Winchester, KY 40391
    $205,000
    3beds
    1bath
    1,235sqft
    0.16acres
    House for Sale

    110 Colonial Park Drive, Winchester, KY 40391

    Listing by: Kentucky Residential Real Estate, LLC
    40 Garner Street, Winchester, KY 40391
    $219,900
    3beds
    1bath
    1,354sqft
    0.17acres
    House for Sale

    40 Garner Street, Winchester, KY 40391

    Listing by: Guide Realty, Inc.
    Pending
    594 Earlymeade Drive, Winchester, KY 40391
    $563,000
    5beds
    3bath
    3,489sqft
    0.43acres
    House for Sale

    594 Earlymeade Drive, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    Pending
    27 Sundown Lane, Winchester, KY 40391
    $2,150,000
    3beds
    4 full, 2 halfbath
    5,984sqft
    71acres
    House for Sale

    27 Sundown Lane, Winchester, KY 40391

    Listing by: Bluegrass Sotheby's International Realty
    Pending
    27 Sundown Lane, Winchester, KY 40391
    $2,150,000
    71.01acres
    Farm for Sale

    27 Sundown Lane, Winchester, KY 40391

    Listing by: Bluegrass Sotheby's International Realty
    Contingent
    102 Bella Shae Way, Winchester, KY 40391
    $599,500
    4beds
    2bath
    2,204sqft
    0.49acres
    House for Sale

    102 Bella Shae Way, Winchester, KY 40391

    Listing by: Keller Williams Commonwealth
    Pending
    26 Stefanie Court, Winchester, KY 40391
    $225,000
    3beds
    1bath
    1,080sqft
    0.16acres
    House for Sale

    26 Stefanie Court, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    Price Reduced $15,000 Aug 7
    528 Estes Drive, Winchester, KY 40391
    $259,900
    3beds
    2bath
    1,904sqft
    0.19acres
    House for Sale

    528 Estes Drive, Winchester, KY 40391

    Listing by: Freedom Realty & Property Management
    110 Albany Lane, Winchester, KY 40391
    $280,000
    3beds
    2bath
    1,306sqft
    0.23acres
    House for Sale

    110 Albany Lane, Winchester, KY 40391

    Listing by: Kentucky Residential Real Estate, LLC
    Price Reduced $20,000 Aug 9
    2832 Two Mile Road, Winchester, KY 40391
    $270,000
    4beds
    2bath
    1,539sqft
    1acres
    House for Sale

    2832 Two Mile Road, Winchester, KY 40391

    Listing by: Keller Williams Commonwealth
    345 Boone Ridge Lane, Winchester, KY 40391
    $1,600,000
    55acres
    Farm for Sale

    345 Boone Ridge Lane, Winchester, KY 40391

    Listing by: Homes & Horse Farms Real Estate
    Pending
    315 Della Winchester Road, Nancy, KY 42544
    $172,500
    2beds
    1bath
    1,815sqft
    4.15acres
    House for Sale

    315 Della Winchester Road, Nancy, KY 42544

    Listing by: South Fork Realty
    Pending
    434 Fairholme Way, Winchester, KY 40391
    $45,000
    0.36acres
    Land for Sale

    434 Fairholme Way, Winchester, KY 40391

    Listing by: JL Realty Group, LLC
    Contingent
    402 McDowell Drive, Winchester, KY 40391
    $270,000
    4beds
    2.5bath
    2,136sqft
    0.24acres
    House for Sale

    402 McDowell Drive, Winchester, KY 40391

    Listing by: FC Tucker Bluegrass
    1750 McClure Road, Winchester, KY 40391
    $105,000
    1acres
    Land for Sale

    1750 McClure Road, Winchester, KY 40391

    Listing by: Ensor Real Estate, LLC
    1730 McClure Road, Winchester, KY 40391
    $105,000
    1acres
    Land for Sale

    1730 McClure Road, Winchester, KY 40391

    Listing by: Ensor Real Estate, LLC
    1700 McClure Road, Winchester, KY 40391
    $95,000
    1.09acres
    Land for Sale

    1700 McClure Road, Winchester, KY 40391

    Listing by: Ensor Real Estate, LLC
    4150 Schollsville Road, Winchester, KY 40391
    $135,000
    10.27acres
    Land for Sale

    4150 Schollsville Road, Winchester, KY 40391

    Listing by: Ensor Real Estate, LLC
    Contingent
    114 Sunset Heights, Winchester, KY 40391
    $195,000
    3beds
    1bath
    1,059sqft
    0.2acres
    House for Sale

    114 Sunset Heights, Winchester, KY 40391

    Listing by: Rector Hayden Realtors
    2085 Hancock Valley Drive, Winchester, KY 40391
    $639,900
    3beds
    3bath
    2,927sqft
    4.91acres
    House for Sale

    2085 Hancock Valley Drive, Winchester, KY 40391

    Listing by: Premier Property Consultants
    439 Old Muddy Creek Road, Winchester, KY 40391
    $124,900
    6.79acres
    Land for Sale

    439 Old Muddy Creek Road, Winchester, KY 40391

    Listing by: Tom Goebel & Company
    Pending
    435 Fairholme Way, Winchester, KY 40391
    $69,000
    0.42acres
    Land for Sale

    435 Fairholme Way, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    1108 West Lexington Avenue, Winchester, KY 40391
    $800,000
    4.87acres
    Land for Sale

    1108 West Lexington Avenue, Winchester, KY 40391

    Listing by: Kentucky Residential Real Estate, LLC
    1110 Craig Crossing, Winchester, KY 40391
    $989,000
    4beds
    2.5bath
    2,670sqft
    2.5acres
    House for Sale

    1110 Craig Crossing, Winchester, KY 40391

    Listing by: The Agency
    13458
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