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    265 homes

    KY/Clark/Winchester

    KY/Clark/Winchester

    Winchester Real Estate and Homes for Sale

    265 homes available
    NEW 10 hrs ago
    207 Bentbrook Court, Winchester, KY 40391
    $459,000
    3beds
    3bath
    4,260sqft
    0.59acres
    House for Sale

    207 Bentbrook Court, Winchester, KY 40391

    Listing by: RE/MAX Elite Realty
    NEW 20 hrs ago
    12591 Ironworks Road, Winchester, KY 40391
    $35,000
    1.72acres
    Land for Sale

    12591 Ironworks Road, Winchester, KY 40391

    Listing by: CENTURY 21 Advantage Realty
    NEW 20 hrs ago
    12651 Ironworks Road, Winchester, KY 40391
    $40,000
    2.34acres
    Land for Sale

    12651 Ironworks Road, Winchester, KY 40391

    Listing by: CENTURY 21 Advantage Realty
    NEW 43 hrs ago
    407 Fairholme Way, Winchester, KY 40391
    $339,900
    3beds
    2bath
    1,805sqft
    0.17acres
    House for Sale

    407 Fairholme Way, Winchester, KY 40391

    Listing by: Freedom Realty & Property Management
    NEW 2 days ago
    525 Lasalle Court, Winchester, KY 40391
    $325,000
    3beds
    2bath
    1,890sqft
    0.28acres
    House for Sale

    525 Lasalle Court, Winchester, KY 40391

    Listing by: ERA Select Real Estate
    NEW 3 days ago
    234 Prescott Lane, Winchester, KY 40391
    $249,900
    3beds
    2bath
    1,463sqft
    0.09acres
    House for Sale

    234 Prescott Lane, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    NEW 3 days ago
    9 Linden Avenue, Winchester, KY 40391
    $149,000
    2beds
    1bath
    886sqft
    0.17acres
    House for Sale

    9 Linden Avenue, Winchester, KY 40391

    Listing by: CENTURY 21 Advantage Realty
    NEW 3 days ago
    429 Paisley Court, Winchester, KY 40391
    $205,000
    2beds
    2.5bath
    1,352sqft
    0.12acres
    Townhouse for Sale

    429 Paisley Court, Winchester, KY 40391

    Listing by: Ensor Real Estate, LLC
    NEW 3 days ago
    150 Jones Nursery Road, Winchester, KY 40391
    $849,000
    5beds
    3.5bath
    3,384sqft
    2.59acres
    House for Sale

    150 Jones Nursery Road, Winchester, KY 40391

    Listing by: The Agency
    NEW 4 days ago
    24 Fairview Avenue, Winchester, KY 40391
    $199,000
    3beds
    2bath
    1,238sqft
    0.08acres
    House for Sale

    24 Fairview Avenue, Winchester, KY 40391

    Listing by: Tom Goebel & Company
    NEW 4 days ago
    113 Olde Potomac Avenue, Winchester, KY 40391
    $285,000
    3beds
    2bath
    1,928sqft
    0.14acres
    House for Sale

    113 Olde Potomac Avenue, Winchester, KY 40391

    Listing by: Colwell Realty Professionals, Inc.
    NEW 4 days agoVirtual Tour
    116 Linden Avenue, Winchester, KY 40391
    $196,000
    3beds
    2bath
    1,164sqft
    0.2acres
    House for Sale

    116 Linden Avenue, Winchester, KY 40391

    Listing by: United Real Estate Bluegrass
    NEW 4 days ago
    485 McCullough Lane, Winchester, KY 40391
    $450,000
    3beds
    2bath
    2,120sqft
    5.72acres
    House for Sale

    485 McCullough Lane, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    NEW 4 days ago
    244 Bay Hill Court, Winchester, KY 40391
    $249,900
    3beds
    3bath
    2,536sqft
    0.22acres
    Townhouse for Sale

    244 Bay Hill Court, Winchester, KY 40391

    Listing by: Keller Williams Commonwealth
    NEW 4 days ago
    115 Georgia Street, Winchester, KY 40391
    $229,500
    3beds
    2bath
    1,167sqft
    0.17acres
    House for Sale

    115 Georgia Street, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    NEW 4 days ago
    13365 Ironworks Road, Winchester, KY 40391
    $224,000
    3beds
    1bath
    1,420sqft
    1.6acres
    House for Sale

    13365 Ironworks Road, Winchester, KY 40391

    Listing by: The Agency
    Listed 5 days ago
    408 Calmes Boulevard, Winchester, KY 40391
    $334,900
    3beds
    2.5bath
    1,848sqft
    0.24acres
    House for Sale

    408 Calmes Boulevard, Winchester, KY 40391

    Listing by: Freedom Realty & Property Management
    PendingPrice Increased $20,001 Apr 16
    202 Washington, Winchester, KY 40391
    $210,000
    3beds
    2bath
    1,200sqft
    0.26acres
    House for Sale

    202 Washington, Winchester, KY 40391

    Listing by: Lifstyl Real Estate
    230 Hibiscus Lane, Winchester, KY 40391
    $384,900
    4beds
    2.5bath
    2,200sqft
    0.23acres
    House for Sale

    230 Hibiscus Lane, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    1778 Elkin Road, Winchester, KY 40391
    $540,000
    3beds
    2.5bath
    2,020sqft
    8.83acres
    House for Sale

    1778 Elkin Road, Winchester, KY 40391

    Listing by: Pacesetters Real Estate
    2100 Old Log Lick Road, Winchester, KY 40391
    $150,000
    5acres
    Land for Sale

    2100 Old Log Lick Road, Winchester, KY 40391

    Listing by: RE/MAX Creative, Winchester
    Contingent
    160 Autumn Court, Winchester, KY 40391
    $174,999
    2beds
    1bath
    1,287sqft
    0.46acres
    House for Sale

    160 Autumn Court, Winchester, KY 40391

    Listing by: Bluegrass Home Group
    Contingent
    408 Paisley Court, Winchester, KY 40391
    $217,000
    3beds
    2.5bath
    1,628sqft
    0.13acres
    Townhouse for Sale

    408 Paisley Court, Winchester, KY 40391

    Listing by: Bluegrass Properties Group
    $429,900
    4beds
    3bath
    2,952sqft
    1.24acres
    House for Sale

    4353 Old Boonesboro Road, Winchester, KY 40391

    Listing by: United Real Estate Bluegrass
    4455 Colby Road, Winchester, KY 40391
    $769,000
    6beds
    4.5bath
    4,021sqft
    3.56acres
    House for Sale

    4455 Colby Road, Winchester, KY 40391

    Listing by: Keller Williams Bluegrass Realty
    Contingent
    411 Pueblo Court, Winchester, KY 40391
    $205,000
    3beds
    2bath
    1,040sqft
    0.18acres
    House for Sale

    411 Pueblo Court, Winchester, KY 40391

    Listing by: The Brokerage
    Pending
    303 West Washington Street, Winchester, KY 40391
    $205,000
    3beds
    2bath
    1,080sqft
    0.09acres
    House for Sale

    303 West Washington Street, Winchester, KY 40391

    Listing by: Bluegrass Properties Group
    Pending
    308 Vaught Court, A & B, Winchester, KY 40391
    $225,000
    4beds
    2bath
    1,790sqft
    0.26acres
    House for Sale

    308 Vaught Court, A & B, Winchester, KY 40391

    Listing by: EXP Realty, LLC
    Price Reduced $5,000 Apr 18
    245 Ecton Road, Winchester, KY 40391
    $134,000
    2beds
    1bath
    1,074sqft
    0.26acres
    House for Sale

    245 Ecton Road, Winchester, KY 40391

    Listing by: EXP Realty, LLC
    605 Dixiana Drive, Winchester, KY 40391
    $189,900
    3beds
    1bath
    1,044sqft
    0.16acres
    House for Sale

    605 Dixiana Drive, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    150 Stone Crest Road, Winchester, KY 40391
    $512,000
    4beds
    4bath
    4,448sqft
    5.5acres
    House for Sale

    150 Stone Crest Road, Winchester, KY 40391

    Listing by: Murphy Realty Group
    ContingentVirtual Tour
    520 Gay Evans Road, Winchester, KY 40391
    $575,000
    3beds
    2 full, 2 halfbath
    3,160sqft
    4.29acres
    House for Sale

    520 Gay Evans Road, Winchester, KY 40391

    Listing by: Keller Williams Legacy Group
    PendingPrice Reduced $10,000 Apr 17
    206 Moss Circle, Winchester, KY 40391
    $254,900
    3beds
    2bath
    1,773sqft
    0.17acres
    House for Sale

    206 Moss Circle, Winchester, KY 40391

    Listing by: Kentucky Dreams Realty
    16 Taylor Avenue, Winchester, KY 40391
    $275,000
    4beds
    2bath
    2,808sqft
    0.31acres
    House for Sale

    16 Taylor Avenue, Winchester, KY 40391

    Listing by: RE/MAX Creative, Winchester
    Pending
    275 Runnymeade Drive, Winchester, KY 40391
    $464,900
    3beds
    2.5bath
    2,495sqft
    0.28acres
    House for Sale

    275 Runnymeade Drive, Winchester, KY 40391

    Listing by: Kassie & Associates
    410 Paisley Court, Winchester, KY 40391
    $219,000
    3beds
    2.5bath
    1,628sqft
    0.13acres
    Townhouse for Sale

    410 Paisley Court, Winchester, KY 40391

    Listing by: Bluegrass Properties Group
    21 Edgewood Drive, Winchester, KY 40391
    $430,000
    4beds
    2.5bath
    2,698sqft
    0.84acres
    House for Sale

    21 Edgewood Drive, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    Contingent
    136 Ashley Drive, Winchester, KY 40391
    $274,900
    3beds
    2bath
    1,236sqft
    0.19acres
    House for Sale

    136 Ashley Drive, Winchester, KY 40391

    Listing by: Four Seasons Realty
    Pending
    860 Harkins Drive, Winchester, KY 40391
    $240,000
    4beds
    2bath
    1,874sqft
    0.2acres
    House for Sale

    860 Harkins Drive, Winchester, KY 40391

    Listing by: Keller Williams Commonwealth
    17 Euclid Avenue, Winchester, KY 40391
    $265,000
    3beds
    2bath
    1,656sqft
    0.17acres
    House for Sale

    17 Euclid Avenue, Winchester, KY 40391

    Listing by: Thwaites Realtors LLC
    1 - 40 of 265 results

    Winchester

    Median Sale Price

    $ 167,000

    0.0 % year-over-year

    # of Homes Sold

    4

    0.0 % year-over-year

    Median Days On Market

    21

    -0.0 % year-over-year

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