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    JW
    Joshua WoodREALTOR® SalespersonFreedom Realty & Property ManagementWinchester, KYLicense #240874
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    JW

    Joshua Wood

    REALTOR® SalespersonFreedom Realty & Property Management624 W Lexington Ave.Winchester, KY 40391License #240874
    Contact Joshua
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    Open Houses
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    Active Listings
    19 Cherokee Court, Winchester, KY 40391
    NEW 35 hrs ago
    19 Cherokee Court, Winchester, KY 40391
    $224,900
    3beds
    1bath
    1,134sqft
    0.23acres
    House for Sale

    19 Cherokee Court, Winchester, KY 40391

    145 Shanahan Lane, Winchester, KY 40391
    Contingent
    145 Shanahan Lane, Winchester, KY 40391
    $349,900
    4beds
    3bath
    2,520sqft
    0.22acres
    House for Sale

    145 Shanahan Lane, Winchester, KY 40391

    1992 Greenleaf Drive, Lexington, KY 40505
    Contingent
    1992 Greenleaf Drive, Lexington, KY 40505
    $175,000
    3beds
    1bath
    975sqft
    0.14acres
    House for Sale

    1992 Greenleaf Drive, Lexington, KY 40505

    599 BLT Way, Winchester, KY 40391
    $1,799,900
    43,560sqft
    1acres
    Commercial Sale

    599 BLT Way, Winchester, KY 40391

    490 Pinehurst Drive, Mt Sterling, KY 40353
    Virtual Tour
    490 Pinehurst Drive, Mt Sterling, KY 40353
    $300,000
    3beds
    2bath
    1,509sqft
    0.21acres
    House for Sale

    490 Pinehurst Drive, Mt Sterling, KY 40353

    528 Estes Drive, Winchester, KY 40391
    528 Estes Drive, Winchester, KY 40391
    $249,900
    3beds
    2bath
    1,904sqft
    0.19acres
    House for Sale

    528 Estes Drive, Winchester, KY 40391

    1600 Ironworks Road, Winchester, KY 40391
    $799,900
    beds
    sqft
    13.19acres
    Farm for Sale

    1600 Ironworks Road, Winchester, KY 40391

    1600 Ironworks Road, Winchester, KY 40391
    $799,900
    13.19acres
    Land for Sale

    1600 Ironworks Road, Winchester, KY 40391

    1953 Cabin Creek Road, Winchester, KY 40391
    Virtual Tour
    1953 Cabin Creek Road, Winchester, KY 40391
    $547,900
    6beds
    4bath
    3,846sqft
    3.22acres
    House for Sale

    1953 Cabin Creek Road, Winchester, KY 40391

    2509 Mount Sterling Road, Winchester, KY 40391
    $849,900
    4beds
    3bath
    4,922sqft
    10.17acres
    House for Sale

    2509 Mount Sterling Road, Winchester, KY 40391

    300 Rolling Hills Lane, Winchester, KY 40391
    300 Rolling Hills Lane, Winchester, KY 40391
    $925,000
    3.77acres
    Land for Sale

    300 Rolling Hills Lane, Winchester, KY 40391

    Recently Closed
    229 Cawood Court, Richmond, KY 40475
    Closed Nov 13, 2025
    229 Cawood Court, Richmond, KY 40475
    $320,000
    4beds
    2bath
    1,981sqft
    1acres
    House for Sale

    229 Cawood Court, Richmond, KY 40475

    313 Snowden Drive, Winchester, KY 40391
    Closed Nov 10, 2025
    313 Snowden Drive, Winchester, KY 40391
    $220,000
    3beds
    1bath
    1,232sqft
    0.19acres
    House for Sale

    313 Snowden Drive, Winchester, KY 40391

    110 Vine Street, Winchester, KY 40391
    Closed Nov 10, 2025
    110 Vine Street, Winchester, KY 40391
    $250,000
    13,068sqft
    0.3acres
    Commercial Sale

    110 Vine Street, Winchester, KY 40391

    300 Oak Ridge Drive, Stanton, KY 40380
    Closed Nov 10, 2025
    300 Oak Ridge Drive, Stanton, KY 40380
    $349,900
    4beds
    3bath
    4,252sqft
    3.42acres
    House for Sale

    300 Oak Ridge Drive, Stanton, KY 40380

    1138 Lafayette Boulevard, Winchester, KY 40391
    Closed Nov 7, 2025
    1138 Lafayette Boulevard, Winchester, KY 40391
    $385,000
    3beds
    3bath
    2,300sqft
    0.3acres
    House for Sale

    1138 Lafayette Boulevard, Winchester, KY 40391

    133 S Burns Avenue, Winchester, KY 40391
    Closed Oct 30, 2025
    133 S Burns Avenue, Winchester, KY 40391
    $204,000
    4beds
    2bath
    3,295sqft
    0.12acres
    House for Sale

    133 S Burns Avenue, Winchester, KY 40391

    122 Pandy Street, Versailles, KY 40383
    Closed Oct 24, 2025
    122 Pandy Street, Versailles, KY 40383
    $150,000
    3beds
    1bath
    1,053sqft
    0.25acres
    House for Sale

    122 Pandy Street, Versailles, KY 40383

    309 Gallahadion Court, Winchester, KY 40391
    Closed Oct 17, 2025
    309 Gallahadion Court, Winchester, KY 40391
    $360,000
    3beds
    2bath
    1,920sqft
    0.11acres
    House for Sale

    309 Gallahadion Court, Winchester, KY 40391

    321 S Maple Street, Winchester, KY 40391
    Closed Oct 14, 2025
    321 S Maple Street, Winchester, KY 40391
    $270,000
    6beds
    4bath
    4,490sqft
    0.33acres
    House for Sale

    321 S Maple Street, Winchester, KY 40391

    227 Cross Brook Lane, Winchester, KY 40391
    Closed Sep 30, 2025
    227 Cross Brook Lane, Winchester, KY 40391
    $282,500
    3beds
    2bath
    1,508sqft
    0.2acres
    House for Sale

    227 Cross Brook Lane, Winchester, KY 40391

    407 Fairholme Way, Winchester, KY 40391
    Closed Sep 23, 2025
    407 Fairholme Way, Winchester, KY 40391
    $325,000
    3beds
    2bath
    1,805sqft
    0.17acres
    House for Sale

    407 Fairholme Way, Winchester, KY 40391

    616 Colby Ridge Boulevard, Winchester, KY 40391
    Closed Sep 22, 2025
    616 Colby Ridge Boulevard, Winchester, KY 40391
    $359,000
    3beds
    2bath
    1,612sqft
    0.19acres
    House for Sale

    616 Colby Ridge Boulevard, Winchester, KY 40391

    714 Concord Avenue, Winchester, KY 40391
    Closed Sep 19, 2025
    714 Concord Avenue, Winchester, KY 40391
    $374,900
    3beds
    2bath
    1,750sqft
    0.19acres
    House for Sale

    714 Concord Avenue, Winchester, KY 40391

    130 Winterberry Circle, Winchester, KY 40391
    Closed Sep 12, 2025
    130 Winterberry Circle, Winchester, KY 40391
    $510,000
    5beds
    3bath
    3,741sqft
    0.36acres
    House for Sale

    130 Winterberry Circle, Winchester, KY 40391

    20 Heather Lane, Winchester, KY 40391
    Closed Sep 5, 2025
    20 Heather Lane, Winchester, KY 40391
    $174,900
    2beds
    1bath
    1,222sqft
    0.09acres
    Townhouse for Sale

    20 Heather Lane, Winchester, KY 40391

    Winchester, KY 40391
    Closed Aug 28, 2025
    Winchester, KY 40391
    $525,000
    3beds
    2bath
    1,724sqft
    11.89acres
    House for Sale

    Winchester, KY 40391

    1203 Irvine Road, Winchester, KY 40391
    Closed Aug 19, 2025
    1203 Irvine Road, Winchester, KY 40391
    $600,000
    12.38acres
    Land for Sale

    1203 Irvine Road, Winchester, KY 40391

    137 Sturbridge Lane, Winchester, KY 40391
    Closed Aug 12, 2025
    137 Sturbridge Lane, Winchester, KY 40391
    $269,900
    3beds
    2bath
    1,536sqft
    0.09acres
    House for Sale

    137 Sturbridge Lane, Winchester, KY 40391

    Winchester, KY 40391
    Closed Aug 8, 2025
    Winchester, KY 40391
    $299,900
    3beds
    3bath
    2,054sqft
    0.46acres
    House for Sale

    Winchester, KY 40391

    31 Mockingbird Valley Road, Winchester, KY 40391
    Closed Jul 31, 2025
    31 Mockingbird Valley Road, Winchester, KY 40391
    $364,900
    4beds
    2bath
    2,520sqft
    0.44acres
    House for Sale

    31 Mockingbird Valley Road, Winchester, KY 40391

    44 Watts Road, Winchester, KY 40391
    Closed Jul 31, 2025
    44 Watts Road, Winchester, KY 40391
    $129,900
    2beds
    1bath
    858sqft
    0.18acres
    House for Sale

    44 Watts Road, Winchester, KY 40391

    101 Dorset Lane, Winchester, KY 40391
    Closed Jul 22, 2025
    101 Dorset Lane, Winchester, KY 40391
    $395,000
    3beds
    2bath
    1,536sqft
    0.26acres
    House for Sale

    101 Dorset Lane, Winchester, KY 40391

    404 Bainbridge Court, F4, Lexington, KY 40509
    Closed Jul 21, 2025
    404 Bainbridge Court, F4, Lexington, KY 40509
    $141,000
    2beds
    2bath
    776sqft
    acres
    Condo for Sale

    404 Bainbridge Court, F4, Lexington, KY 40509

    624 Calk Lake Road, Jeffersonville, KY 40337
    Closed Jul 3, 2025
    624 Calk Lake Road, Jeffersonville, KY 40337
    $215,000
    3beds
    2bath
    1,568sqft
    9.2acres
    House for Sale

    624 Calk Lake Road, Jeffersonville, KY 40337

    408 Calmes Boulevard, Winchester, KY 40391
    Closed Jun 27, 2025
    408 Calmes Boulevard, Winchester, KY 40391
    $315,000
    3beds
    2bath
    1,848sqft
    0.24acres
    House for Sale

    408 Calmes Boulevard, Winchester, KY 40391

    727 Copley Pointe Drive, Richmond, KY 40475
    Closed May 19, 2025
    727 Copley Pointe Drive, Richmond, KY 40475
    $365,000
    3beds
    2bath
    1,959sqft
    0.2acres
    House for Sale

    727 Copley Pointe Drive, Richmond, KY 40475

    307 Jackson Street, Winchester, KY 40391
    Closed Apr 30, 2025
    307 Jackson Street, Winchester, KY 40391
    $80,000
    2beds
    1bath
    1,629sqft
    0.58acres
    House for Sale

    307 Jackson Street, Winchester, KY 40391

    397 College Street, Winchester, KY 40391
    Closed Apr 25, 2025
    397 College Street, Winchester, KY 40391
    $174,000
    4beds
    2bath
    1,655sqft
    0.25acres
    House for Sale

    397 College Street, Winchester, KY 40391

    418 Jameson Way, Winchester, KY 40391
    Closed Apr 18, 2025
    418 Jameson Way, Winchester, KY 40391
    $250,000
    3beds
    2bath
    1,680sqft
    0.14acres
    House for Sale

    418 Jameson Way, Winchester, KY 40391

    121 E Lexington Avenue, Winchester, KY 40391
    Closed Apr 8, 2025
    121 E Lexington Avenue, Winchester, KY 40391
    $165,000
    13,068sqft
    0.3acres
    Commercial Sale

    121 E Lexington Avenue, Winchester, KY 40391

    7 Hiawathia Trail, Winchester, KY 40391
    Closed Feb 13, 2025
    7 Hiawathia Trail, Winchester, KY 40391
    $175,000
    3beds
    1bath
    1,215sqft
    0.16acres
    House for Sale

    7 Hiawathia Trail, Winchester, KY 40391

    311 Gallahadion Court, Winchester, KY 40391
    Closed Jan 27, 2025
    311 Gallahadion Court, Winchester, KY 40391
    $360,000
    3beds
    2bath
    1,612sqft
    0.12acres
    House for Sale

    311 Gallahadion Court, Winchester, KY 40391

    17 Hiawatha Trail, Winchester, KY 40391
    Closed Dec 30, 2024
    17 Hiawatha Trail, Winchester, KY 40391
    $170,000
    3beds
    1bath
    1,000sqft
    0.16acres
    House for Sale

    17 Hiawatha Trail, Winchester, KY 40391

    145 Hidden Creek Drive, Georgetown, KY 40324
    Closed Dec 10, 2024
    145 Hidden Creek Drive, Georgetown, KY 40324
    $119,000
    1.92acres
    Land for Sale

    145 Hidden Creek Drive, Georgetown, KY 40324

    2697 Pine Ridge Road, Winchester, KY 40391
    Closed Oct 17, 2024
    2697 Pine Ridge Road, Winchester, KY 40391
    $130,000
    41.69acres
    Land for Sale

    2697 Pine Ridge Road, Winchester, KY 40391

    309 Jett Drive, Winchester, KY 40391
    Closed Oct 15, 2024
    309 Jett Drive, Winchester, KY 40391
    $282,000
    3beds
    2bath
    1,506sqft
    0.28acres
    House for Sale

    309 Jett Drive, Winchester, KY 40391

    2195 Pretty Run Road, Winchester, KY 40391
    Closed Sep 30, 2024
    2195 Pretty Run Road, Winchester, KY 40391
    $360,000
    3beds
    2bath
    2,062sqft
    2.07acres
    House for Sale

    2195 Pretty Run Road, Winchester, KY 40391

    11 Heron Landing Place, Richmond, KY 40475
    Closed Sep 27, 2024
    11 Heron Landing Place, Richmond, KY 40475
    $515,000
    3beds
    2bath
    2,302sqft
    6.7acres
    House for Sale

    11 Heron Landing Place, Richmond, KY 40475

    219 Locust Grove Road, Winchester, KY 40391
    Closed Sep 24, 2024
    219 Locust Grove Road, Winchester, KY 40391
    $180,000
    2beds
    1bath
    1,191sqft
    0.16acres
    House for Sale

    219 Locust Grove Road, Winchester, KY 40391

    222 Vaught Road, Winchester, KY 40391
    Closed Sep 20, 2024
    222 Vaught Road, Winchester, KY 40391
    $271,900
    3beds
    1bath
    1,904sqft
    0.3acres
    House for Sale

    222 Vaught Road, Winchester, KY 40391

    112 Olde Potomac Avenue, Winchester, KY 40391
    Closed Sep 17, 2024
    112 Olde Potomac Avenue, Winchester, KY 40391
    $294,000
    4beds
    1bath
    3,220sqft
    0.12acres
    House for Sale

    112 Olde Potomac Avenue, Winchester, KY 40391

    1039 Cole Road, Winchester, KY 40391
    Closed Sep 16, 2024
    1039 Cole Road, Winchester, KY 40391
    $719,000
    4beds
    3bath
    2,557sqft
    30.42acres
    House for Sale

    1039 Cole Road, Winchester, KY 40391

    412 Jameson Way, Winchester, KY 40391
    Closed Aug 23, 2024
    412 Jameson Way, Winchester, KY 40391
    $163,900
    3beds
    1bath
    1,073sqft
    0.15acres
    House for Sale

    412 Jameson Way, Winchester, KY 40391

    27 Cherokee Court, Winchester, KY 40391
    Closed Aug 9, 2024
    27 Cherokee Court, Winchester, KY 40391
    $252,000
    3beds
    1bath
    1,750sqft
    0.16acres
    House for Sale

    27 Cherokee Court, Winchester, KY 40391

    1115/1117 Dale Drive, Winchester, KY 40391
    Closed Aug 6, 2024
    1115/1117 Dale Drive, Winchester, KY 40391
    $185,000
    4beds
    2bath
    1,682sqft
    0.08acres
    House for Sale

    1115/1117 Dale Drive, Winchester, KY 40391

    127 Hibiscus Lane, Winchester, KY 40391
    Closed Aug 5, 2024
    127 Hibiscus Lane, Winchester, KY 40391
    $460,000
    4beds
    3bath
    2,800sqft
    0.2acres
    House for Sale

    127 Hibiscus Lane, Winchester, KY 40391

    462 Wellington Way, Winchester, KY 40391
    Closed Jul 23, 2024
    462 Wellington Way, Winchester, KY 40391
    $240,000
    3beds
    2bath
    1,198sqft
    0.11acres
    House for Sale

    462 Wellington Way, Winchester, KY 40391

    218 Ashton Oak Way, Winchester, KY 40391
    Closed May 31, 2024
    218 Ashton Oak Way, Winchester, KY 40391
    $375,000
    3beds
    2bath
    1,931sqft
    0.34acres
    House for Sale

    218 Ashton Oak Way, Winchester, KY 40391

    200 Dubuy Drive, Winchester, KY 40391
    Closed May 20, 2024
    200 Dubuy Drive, Winchester, KY 40391
    $270,000
    3beds
    2bath
    1,858sqft
    0.24acres
    House for Sale

    200 Dubuy Drive, Winchester, KY 40391

    169 Quail Hollow Drive, Georgetown, KY 40324
    Closed May 10, 2024
    169 Quail Hollow Drive, Georgetown, KY 40324
    $455,000
    5beds
    3bath
    3,330sqft
    0.15acres
    House for Sale

    169 Quail Hollow Drive, Georgetown, KY 40324

    17 Holiday Road, Winchester, KY 40391
    Closed Mar 8, 2024
    17 Holiday Road, Winchester, KY 40391
    $224,900
    3beds
    1bath
    1,161sqft
    0.16acres
    House for Sale

    17 Holiday Road, Winchester, KY 40391

    328 S Main Street, Winchester, KY 40391
    Closed Dec 15, 2023
    328 S Main Street, Winchester, KY 40391
    $240,000
    4beds
    2bath
    2,709sqft
    0.23acres
    House for Sale

    328 S Main Street, Winchester, KY 40391

    514 E Broadway Street, Winchester, KY 40391
    Closed Oct 2, 2023
    514 E Broadway Street, Winchester, KY 40391
    $239,900
    3beds
    2bath
    1,394sqft
    1.06acres
    House for Sale

    514 E Broadway Street, Winchester, KY 40391

    1731 Amethyst Way, Lexington, KY 40509
    Closed Aug 14, 2023
    1731 Amethyst Way, Lexington, KY 40509
    $500,000
    3beds
    2bath
    2,471sqft
    0.25acres
    House for Sale

    1731 Amethyst Way, Lexington, KY 40509

    106 Spruce Court, Winchester, KY 40391
    Closed May 1, 2023
    106 Spruce Court, Winchester, KY 40391
    $224,900
    4beds
    2bath
    2,214sqft
    0.14acres
    House for Sale

    106 Spruce Court, Winchester, KY 40391