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    Middlesboro, KY
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    47 Properties Available

    47 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    • Square Feet (Biggest)
    230 Windermere DR, Middlesboro, KY 40965
    1/21
    Pending

    $274,000

    3 Beds2 Baths2,099 SqFt

    230 Windermere DR, Middlesboro, KY 40965

    Listed by REMAX PROFESSIONAL'S

    31 & 29 E 10th Lothbury St, Middlesboro, KY 40965
    1/4
    Pending

    $180,000

    5 Beds3 Baths3,000 SqFt

    31 & 29 E 10th Lothbury St, Middlesboro, KY 40965

    Listed by Century 21 Virginia Wilder Real Estate

    406 25th St, Middlesboro, KY 40965
    1/22
    Active

    $285,000

    3 Beds2 Baths2,400 SqFt

    406 25th St, Middlesboro, KY 40965

    Listed by Realty Group

    616 Balmoral Rd, Middlesboro, KY 40965
    1/24
    Active

    $239,900

    3 Beds3 Baths1,710 SqFt

    616 Balmoral Rd, Middlesboro, KY 40965

    Listed by Backwoods Realty & Development

    2247 State Highway 188, Middlesboro, KY 40965
    1/60
    Active

    $625,000

    4 Beds5 Baths5,426 SqFt

    2247 State Highway 188, Middlesboro, KY 40965

    Listed by REMAX PROFESSIONAL'S

    114 Rochester Ave, Middlesboro, KY 40965
    1/22
    Active

    $175,500

    3 Beds1 Bath1,066 SqFt

    114 Rochester Ave, Middlesboro, KY 40965

    Listed by Backwoods Realty & Development

    103 Sherwood Rd, Middlesboro, KY 40965
    1/33
    Price Dropped by $20K

    $320,000

    5 Beds3 Baths3,000 SqFt

    103 Sherwood Rd, Middlesboro, KY 40965

    Listed by Realty Group

    88 Tracy Ridge Rd, Middlesboro, KY 40965
    1/19
    Active

    $235,000

    3 Beds2 Baths1,600 SqFt

    88 Tracy Ridge Rd, Middlesboro, KY 40965

    Listed by REMAX PROFESSIONAL'S

    1015 Old Wilson LN, Middlesboro, KY 40965
    1/23
    Price Dropped by $16K

    $299,000

    4 Beds3 Baths2,488 SqFt

    1015 Old Wilson LN, Middlesboro, KY 40965

    Listed by Realty Group

    180 Stevenson Branch Rd, Middlesboro, KY 40965
    1/31
    Pending

    $158,000

    3 Beds1 Bath1,200 SqFt

    180 Stevenson Branch Rd, Middlesboro, KY 40965

    Listed by Backwoods Realty & Development

    810 Rochester Ave, Middlesboro, KY 40965
    1/15
    Active

    $145,900

    3 Beds2 Baths1,386 SqFt

    810 Rochester Ave, Middlesboro, KY 40965

    Listed by Heartland Real Estate, LLC

    412 Englewood Rd, Middlesboro, KY 40965
    1/28
    Pending

    $299,900

    4 Beds3 Baths2,968 SqFt

    412 Englewood Rd, Middlesboro, KY 40965

    Listed by Coldwell Banker Bisceglia Real

    305 15th St, Middlesboro, KY 40965
    1/17
    Price Dropped by $8K

    $150,000

    2 Beds1 Bath876 SqFt

    305 15th St, Middlesboro, KY 40965

    Listed by REMAX PROFESSIONAL'S

    808 28th St, Middlesboro, KY 40965
    1/4
    Pending

    $175,000

    4 Beds2 Baths1,590 SqFt

    808 28th St, Middlesboro, KY 40965

    Listed by Realty Group

    2004 Twin Fawn Tr, Middlesboro, KY 40965
    1/33
    Active

    $475,000

    5 Beds3 Baths2,542 SqFt

    2004 Twin Fawn Tr, Middlesboro, KY 40965

    Listed by Century 21 Virginia Wilder Real Estate

    708 Chester Ave, Middlesboro, KY 40965
    1/17
    Active

    $129,000

    3 Beds1 Bath1,404 SqFt

    708 Chester Ave, Middlesboro, KY 40965

    Listed by REMAX PROFESSIONAL'S

    800 28th St, Middlesboro, KY 40965
    1/28
    Pending

    $229,000

    3 Beds2 Baths1,400 SqFt

    800 28th St, Middlesboro, KY 40965

    Listed by REMAX PROFESSIONAL'S

    1102 Chester Ave, Middlesboro, KY 40965
    1/20
    Active

    $199,000

    3 Beds1 Bath1,480 SqFt

    1102 Chester Ave, Middlesboro, KY 40965

    Listed by Coldwell Banker Bisceglia Real

    706 Ilchester Ave, Middlesboro, KY 40965
    1/16
    Active

    $119,900

    3 Beds2 Baths1,260 SqFt

    706 Ilchester Ave, Middlesboro, KY 40965

    Listed by Century 21 Virginia Wilder Real Estate

    812 Worchester Ave, Middlesboro, KY 40965
    1/22
    Price Dropped by $10K

    $219,000

    4 Beds2 Baths1,544 SqFt

    812 Worchester Ave, Middlesboro, KY 40965

    Listed by Realty Group

    926 Doncaster Ave, Middlesboro, KY 40965
    1/45
    Pending

    $299,900

    5 Beds2 Baths2,664 SqFt

    926 Doncaster Ave, Middlesboro, KY 40965

    Listed by Coldwell Banker Bisceglia Real

    400 Gloucester Ave, Middlesboro, KY 40965
    1/45
    Price Dropped by $20K

    $279,000

    4 Beds2 Baths2,032 SqFt

    400 Gloucester Ave, Middlesboro, KY 40965

    Listed by Coldwell Banker Bisceglia Real

    140 Wellington DR, Middlesboro, KY 40965
    1/26
    Active

    $199,900

    4 Beds2 Baths1,612 SqFt

    140 Wellington DR, Middlesboro, KY 40965

    Listed by Fathom Realty TN LLC

    2909 Cumberland Ave, Middlesboro, KY 40965
    1/34
    Active

    $359,500

    3 Beds2 Baths2,000 SqFt

    2909 Cumberland Ave, Middlesboro, KY 40965

    Listed by Backwoods Realty & Development

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    222 2nd Ave S, Nashville, TN 37201, USA

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    AXEN Realty (white)
    • Buy
      1. Homes for Sale
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    • Our Team
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    Tennessee
    Rick Jackson
    License ID: TN #363954License ID: MO #2025046236License ID: NE #2025060

    +1(615) 840-5653 rick@axenrealty.com

    222 2nd Ave S, Nashville, TN 37201, USA

    TN Office: 
    222 2nd Ave S
    Nashville, TN 37201

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    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.