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    298 homes

    Winchester Real Estate and Homes for Sale

    298 homes available
    NEW 3 hrs ago
    34 North Burns Avenue, Winchester, KY 40391
    $224,900
    3beds
    2bath
    1,500sqft
    0.09acres
    House for Sale

    34 North Burns Avenue, Winchester, KY 40391

    Listing by: Indigo & Co
    NEW 12 hrs ago
    202 dubuy Drive, Winchester, KY 40391
    $309,000
    3beds
    2.5bath
    1,800sqft
    0.18acres
    House for Sale

    202 dubuy Drive, Winchester, KY 40391

    Listing by: Mink Realty
    NEW 22 hrs ago
    4040 Muddy Creek Road, Winchester, KY 40391
    $895,000
    4beds
    3.5bath
    4,584sqft
    13.65acres
    House for Sale

    4040 Muddy Creek Road, Winchester, KY 40391

    Listing by: RE/MAX Creative, Winchester
    NEW 27 hrs ago
    118 Strawberry Lane, Winchester, KY 40391
    $340,000
    4beds
    2.5bath
    2,008sqft
    0.14acres
    House for Sale

    118 Strawberry Lane, Winchester, KY 40391

    Listing by: Rector Hayden Realtors
    NEW 41 hrs ago
    6345 Muddy Creek Road, Winchester, KY 40391
    $100,000
    3.91acres
    Land for Sale

    6345 Muddy Creek Road, Winchester, KY 40391

    Listing by: Taylor Real Estate, LLC
    NEW 41 hrs ago
    6413 Muddy Creek Road, Winchester, KY 40391
    $100,000
    3.91acres
    Land for Sale

    6413 Muddy Creek Road, Winchester, KY 40391

    Listing by: Taylor Real Estate, LLC
    NEW 43 hrs ago
    2100 Irvine Road, 40391, Winchester, KY 40391
    $1,179,000
    3beds
    3.5bath
    3,672sqft
    28acres
    House for Sale

    2100 Irvine Road, 40391, Winchester, KY 40391

    Listing by: Ensor Real Estate, LLC
    NEW 3 days ago
    550 East Broadway Street, Winchester, KY 40391
    $450,000
    8.26acres
    Farm for Sale

    550 East Broadway Street, Winchester, KY 40391

    Listing by: Coldwell Banker McMahan
    NEW 3 days ago
    345 Boone Ridge Lane, Winchester, KY 40391
    $1,500,000
    55acres
    Farm for Sale

    345 Boone Ridge Lane, Winchester, KY 40391

    Listing by: Homes & Horse Farms Real Estate
    NEW 4 days ago
    136 College Street, Winchester, KY 40391
    $412,900
    4beds
    4.5bath
    2,800sqft
    0.17acres
    House for Sale

    136 College Street, Winchester, KY 40391

    Listing by: The Brokerage
    NEW 4 days ago
    3588 Stamper Drive, Winchester, KY 40391
    $249,900
    3beds
    2bath
    1,530sqft
    0.16acres
    House for Sale

    3588 Stamper Drive, Winchester, KY 40391

    Listing by: The Brokerage
    NEW 4 days ago
    111 Quail Ridge Road, Winchester, KY 40391
    $205,000
    2beds
    2.5bath
    1,197sqft
    0.12acres
    Townhouse for Sale

    111 Quail Ridge Road, Winchester, KY 40391

    Listing by: EXP Realty, LLC
    NEW 4 days ago
    1363 Clintonville Road, Winchester, KY 40391
    $312,975
    2beds
    1bath
    1,116sqft
    5acres
    House for Sale

    1363 Clintonville Road, Winchester, KY 40391

    Listing by: Keller Williams Legacy Group
    NEW 4 days ago
    223 Bartram Court, Winchester, KY 40391
    $289,000
    3beds
    2.5bath
    1,606sqft
    0.26acres
    House for Sale

    223 Bartram Court, Winchester, KY 40391

    Listing by: RE/MAX Elite Lexington
    Pending
    301 Cabin Creek Heights, Winchester, KY 40391
    $225,000
    3beds
    1bath
    1,220sqft
    0.52acres
    House for Sale

    301 Cabin Creek Heights, Winchester, KY 40391

    Listing by: Kentucky Residential Real Estate, LLC
    Contingent
    44 5th Street, Winchester, KY 40391
    $170,000
    3beds
    1bath
    1,270sqft
    0.25acres
    House for Sale

    44 5th Street, Winchester, KY 40391

    Listing by: The Howard Realty Co
    Listed 5 days ago
    123 Strawberry Lane, Winchester, KY 40391
    $312,750
    3beds
    2bath
    1,792sqft
    0.14acres
    House for Sale

    123 Strawberry Lane, Winchester, KY 40391

    Listing by: Christies International Real Estate Bluegrass
    Listed 5 days ago
    313 Snowden Drive, Winchester, KY 40391
    $249,900
    3beds
    1bath
    1,232sqft
    0.19acres
    House for Sale

    313 Snowden Drive, Winchester, KY 40391

    Listing by: Freedom Realty & Property Management
    Listed 5 days ago
    227 Cross Brook Lane, Winchester, KY 40391
    $284,900
    3beds
    2bath
    1,508sqft
    0.2acres
    House for Sale

    227 Cross Brook Lane, Winchester, KY 40391

    Listing by: Freedom Realty & Property Management
    Listed 5 days ago
    600 Boone Avenue, Winchester, KY 40391
    $629,900
    4beds
    3 full, 2 halfbath
    4,374sqft
    0.9acres
    House for Sale

    600 Boone Avenue, Winchester, KY 40391

    Listing by: The Agency
    420 Alexis Way, Winchester, KY 40391
    $695,000
    4beds
    2.5bath
    2,770sqft
    0.38acres
    House for Sale

    420 Alexis Way, Winchester, KY 40391

    Listing by: McCormick Realty Inc.
    58 Fitch Avenue, Winchester, KY 40391
    $275,000
    4beds
    2.5bath
    1,736sqft
    0.29acres
    House for Sale

    58 Fitch Avenue, Winchester, KY 40391

    Listing by: Lifstyl Real Estate
    308 Duclair Drive, Winchester, KY 40391
    $50,000
    0.41acres
    Land for Sale

    308 Duclair Drive, Winchester, KY 40391

    Listing by: Keller Williams Commonwealth
    Virtual Tour
    2509 Mount Sterling Road, Winchester, KY 40391
    $899,900
    4beds
    3.5bath
    4,922sqft
    10.17acres
    House for Sale

    2509 Mount Sterling Road, Winchester, KY 40391

    Listing by: Freedom Realty & Property Management
    205 Chardonnay Court, Winchester, KY 40391
    $375,000
    4beds
    2.5bath
    2,179sqft
    0.29acres
    House for Sale

    205 Chardonnay Court, Winchester, KY 40391

    Listing by: United Real Estate Bluegrass
    37 Lynnway Drive, Winchester, KY 40391
    $300,000
    3beds
    2.5bath
    3,220sqft
    0.48acres
    House for Sale

    37 Lynnway Drive, Winchester, KY 40391

    Listing by: Thwaites Realtors LLC
    Contingent
    497 Goose Creek Road, Winchester, KY 40391
    $496,900
    4beds
    3.5bath
    2,972sqft
    2.52acres
    House for Sale

    497 Goose Creek Road, Winchester, KY 40391

    Listing by: Threshold Real Estate Services
    Virtual Tour
    5620 Ironworks Road, Winchester, KY 40391
    $225,000
    3beds
    2bath
    1,699sqft
    1.08acres
    House for Sale

    5620 Ironworks Road, Winchester, KY 40391

    Listing by: RE/MAX Creative, Winchester
    115 Woodford Drive, Winchester, KY 40391
    $369,900
    3beds
    3bath
    2,166sqft
    0.4acres
    House for Sale

    115 Woodford Drive, Winchester, KY 40391

    Listing by: WEICHERT REALTORS - ABG Properties
    5705 Mount Sterling Road, Winchester, KY 40391
    $399,000
    4beds
    2.5bath
    2,980sqft
    3.01acres
    House for Sale

    5705 Mount Sterling Road, Winchester, KY 40391

    Listing by: Dream Maker Realty, LLC
    Contingent
    510 Kimberly Drive, Winchester, KY 40391
    $324,900
    4beds
    2bath
    2,430sqft
    0.17acres
    House for Sale

    510 Kimberly Drive, Winchester, KY 40391

    Listing by: Indigo & Co
    Pending
    208 Royal Oak Drive, Winchester, KY 40391
    $469,900
    4beds
    2.5bath
    2,593sqft
    0.45acres
    House for Sale

    208 Royal Oak Drive, Winchester, KY 40391

    Listing by: Keller Williams Legacy Group
    Pending
    946 Pine Ridge Road, Winchester, KY 40391
    $500,000
    4beds
    2 full, 2 halfbath
    3,523sqft
    8.07acres
    House for Sale

    946 Pine Ridge Road, Winchester, KY 40391

    Listing by: Kentucky Residential Real Estate, LLC
    1107 Winchester Avenue, Middlesboro, KY 40965
    $49,900
    0.34acres
    Land for Sale

    1107 Winchester Avenue, Middlesboro, KY 40965

    Listing by: Coldwell Banker Bisceglia Realty & Auction Co
    Pending
    3431 Colby Road, Winchester, KY 40391
    $330,000
    4beds
    2bath
    –sqft
    3.12acres
    House for Sale

    3431 Colby Road, Winchester, KY 40391

    Listing by: The Agency
    Pending
    305 Geronimo Court, Winchester, KY 40391
    $219,999
    3beds
    2bath
    1,150sqft
    0.43acres
    House for Sale

    305 Geronimo Court, Winchester, KY 40391

    Listing by: Lifstyl Real Estate
    1203 Winchester Avenue, Middlesboro, KY 40965
    $249,900
    4beds
    2.5bath
    2,455sqft
    0.17acres
    House for Sale

    1203 Winchester Avenue, Middlesboro, KY 40965

    Listing by: Coldwell Banker Bisceglia Realty & Auction Co
    2 North Main Street, Winchester, KY 40391
    $1,595,000
    37beds
    19.5bath
    26,124sqft
    0.22acres
    Sale

    2 North Main Street, Winchester, KY 40391

    Listing by: Tsubaki Group, LLC
    Contingent
    315 Newcastle Lane, Winchester, KY 40391
    $259,900
    3beds
    2.5bath
    1,544sqft
    0.1acres
    House for Sale

    315 Newcastle Lane, Winchester, KY 40391

    Listing by: Keller Williams Commonwealth
    106 West Hickman Street, Winchester, KY 40391
    $230,000
    3beds
    2bath
    1,836sqft
    0.08acres
    House for Sale

    106 West Hickman Street, Winchester, KY 40391

    Listing by: Bluegrass Realty Pros, Inc
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