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    40 Properties

    40 Properties Available

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    • 707 Gloucester Ave, Middlesboro, KY 40965
      1/21 21
      Pending

      $ 169,900

      3 Beds2 Baths1,184 SqFt

      707 Gloucester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Turn Key Realty

    • 913 Doncaster St, Middlesboro, KY 40965
      1/19 19
      New

      $ 249,900

      3 Beds2 Baths1,346 SqFt

      913 Doncaster St, Middlesboro, KY 40965

      Single Family Home

      Listed by Fathom Realty TN LLC

    • 3306 Cumberland Ave, Middlesboro, KY 40965
      1/33 33
      Pending

      $ 349,900

      3 Beds2 Baths2,126 SqFt

      3306 Cumberland Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Coldwell Banker Bisceglia Real

    • 1005 Hollywood DR, Middlesboro, KY 40965
      1/14 14
      Active

      $ 1,200

      3 Beds1 Bath1,110 SqFt

      1005 Hollywood DR, Middlesboro, KY 40965

      Single Family Home

      Listed by Heartland Real Estate, LLC

    • 810 Worchester Ave, Middlesboro, KY 40965
      1/17 17
      Pending

      $ 229,000

      3 Beds3 Baths2,000 SqFt

      810 Worchester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 1203 Winchester Ave, Middlesboro, KY 40965
      1/32 32
      Pending

      $ 239,900

      4 Beds3 Baths2,456 SqFt

      1203 Winchester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Coldwell Banker Bisceglia Real

    • 23 Castleford WAY, Middlesboro, KY 40965
      1/29 29
      Price Dropped by $10K

      $ 192,500

      3 Beds2 Baths1,080 SqFt

      23 Castleford WAY, Middlesboro, KY 40965

      Single Family Home

      Listed by Turn Key Realty

    • 2794 US HWY 25 E, Middlesboro, KY 40965
      1/48 48
      Pending

      $ 575,000

      4 Beds4 Baths3,480 SqFt

      2794 US HWY 25 E, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 523 30th St, Middlesboro, KY 40965
      1/13 13
      Active

      $ 455,000

      5 Beds4 Baths3,146 SqFt

      523 30th St, Middlesboro, KY 40965

      Single Family Home

      Listed by Turn Key Realty

    • 925 Winchester Ave, Middlesboro, KY 40965
      1/20 20
      Pending

      $ 105,000

      3 Beds2 Baths1,056 SqFt

      925 Winchester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 409 Meadow LN, Middlesboro, KY 40965
      1/18 18
      Pending

      $ 168,000

      4 Beds2 Baths1,120 SqFt

      409 Meadow LN, Middlesboro, KY 40965

      Single Family Home

      Listed by Turn Key Realty

    • 708 Chester Ave, Middlesboro, KY 40965
      1/15 15
      Active

      $ 142,000

      3 Beds1 Bath1,404 SqFt

      708 Chester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by REMAX PROFESSIONAL'S

    • 301 Doe's Crossing, Middlesboro, KY 40965
      1/40 40
      Price Dropped by $10K

      $ 239,000

      3 Beds3 Baths2,016 SqFt

      301 Doe's Crossing, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 206 Summit DR, Middlesboro, KY 40965
      1/29 29
      Price Dropped by $20K

      $ 259,000

      4 Beds3 Baths1,832 SqFt

      206 Summit DR, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 359 Beans Fork Rd, Middlesboro, KY 40965
      1/23 23
      Pending

      $ 148,000

      2 Beds1 Bath952 SqFt

      359 Beans Fork Rd, Middlesboro, KY 40965

      Single Family Home

      Listed by Realty Group

    • 405 37th St, Middlesboro, KY 40965
      1/17 17
      Active

      $ 159,900

      4 Beds2 Baths1,908 SqFt

      405 37th St, Middlesboro, KY 40965

      Single Family Home

      Listed by Coldwell Banker Bisceglia Real

    • 923 Winchester Ave, Middlesboro, KY 40965
      1/2 2
      Active

      $ 99,000

      1 Bed1 Bath800 SqFt

      923 Winchester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 140 Wellington DR, Middlesboro, KY 40965
      1/21 21
      Price Dropped by $30K

      $ 219,900

      4 Beds2 Baths1,612 SqFt

      140 Wellington DR, Middlesboro, KY 40965

      Single Family Home

      Listed by Fathom Realty TN LLC

    • 2004 Twin Fawn Tr, Middlesboro, KY 40965
      1/33 33
      Price Dropped by $26K

      $ 499,000

      5 Beds3 Baths2,542 SqFt

      2004 Twin Fawn Tr, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

    • 13 Duncan LN, Middlesboro, KY 40965
      1/27 27
      Pending

      $ 24,900

      3 Beds2 Baths960 SqFt

      13 Duncan LN, Middlesboro, KY 40965

      Single Family Home

      Listed by Turn Key Realty

    • 252 Chasteen DR, Middlesboro, KY 40965
      1/22 22
      Price Dropped by $6K

      $ 109,000

      3 Beds2 Baths1,296 SqFt

      252 Chasteen DR, Middlesboro, KY 40965

      Single Family Home

      Listed by Realty Network, Inc

    • 129 Lower Gibson LN, Middlesboro, KY 40965
      1/53 53
      Pending

      $ 240,000

      3 Beds3 Baths1,856 SqFt

      129 Lower Gibson LN, Middlesboro, KY 40965

      Single Family Home

      Listed by REMAX PROFESSIONAL'S

    • 805 Worchester Ave, Middlesboro, KY 40965
      1/48 48
      Pending

      $ 324,900

      5 Beds3 Baths2,250 SqFt

      805 Worchester Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by REMAX PROFESSIONAL'S

    • 4605 Cumberland Ave, Middlesboro, KY 40965
      1/2 2
      Pending

      $ 165,000

      3 Beds2 Baths1,056 SqFt

      4605 Cumberland Ave, Middlesboro, KY 40965

      Single Family Home

      Listed by Century 21 Virginia Wilder Real Estate

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    Luke Rivers
    +1(865) 284-5057
    luke@betterfit.biz
    7121 Regal Lane, Suite 215, Knoxville, TN, 37918, United States

        Home
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        Market Snapshot
    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.

    Mobile Opt-In, SMS consent, and phone numbers collected for SMS communication purposes will not be shared with third parties and affiliates for marketing purposes.

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

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

    betterfit_white logo 1

    Get My App

    Luke Rivers
    +1(865) 284-5057
    luke@betterfit.biz
    7121 Regal Lane, Suite 215, Knoxville, TN, 37918, United States

        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Loan Calculators
        Sell
        1. Sell Your Home
        2. Sold Listings
        3. Home Valuation
        About
        1. Who We Are
        2. What Our Clients Are Saying
        3. Join Our Team
        4. Real Estate Terms
        5. Contact Us
        Market Snapshot
    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.

    Mobile Opt-In, SMS consent, and phone numbers collected for SMS communication purposes will not be shared with third parties and affiliates for marketing purposes.

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

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