Middlesboro, KY Homes & Real Estate for Sale

Page 1 of 3
44 listings
709 Balmoral Rd, Middlesboro, KY 40965
Single-Family Home For Sale

$275,000

  • 4 bed |
  • 2 bath |
  • 1,950 sqft |
  • 1.5 acre lot
709 Balmoral Rd Middlesboro, KY 40965

#1304232 - Century 21 Virginia Wilder Real Estate

321 Chester Ave, Middlesboro, KY 40965
Land For Sale

$349,900

  • 1.69 acre lot
321 Chester Ave Middlesboro, KY 40965

#1304132 - Coldwell Banker Bisceglia Real

238 Windermere Drive, Middlesboro, KY 40965
Single-Family Home For Sale

$279,900

  • 3 bed |
  • 2 bath |
  • 1,603 sqft |
  • 0.41 acre lot
238 Windermere Drive Middlesboro, KY 40965

#1303859 - Coldwell Banker Bisceglia Real

626 S 22nd St, Middlesboro, KY 40965
Single-Family Home For Sale

$190,000

  • 3 bed |
  • 2 bath |
  • 1,456 sqft |
  • 3 acre lot
626 S 22nd St Middlesboro, KY 40965

#1303280 - Realty Group

105 Mudlick Rd, Middlesboro, KY 40965
Single-Family Home For Sale

$199,000

  • 3 bed |
  • 1 bath |
  • 996 sqft |
  • 3.89 acre lot
105 Mudlick Rd Middlesboro, KY 40965

#1302435 - Realty Network, Inc

4921 W Cumberland Ave, Middlesboro, KY 40965
Single-Family Home For Sale

$265,000

  • 3 bed |
  • 2 bath |
  • 1,900 sqft |
  • 0.4 acre lot
4921 W Cumberland Ave Middlesboro, KY 40965

#1301589 - REMAX PROFESSIONAL'S

515 Winchester Ave, Middlesboro, KY 40965
Pending

$60,000

  • 3 bed |
  • 1 bath |
  • 1,100 sqft |
  • 0.3 acre lot
515 Winchester Ave Middlesboro, KY 40965

#1301631 - Realty Group

180 Stevenson Branch Rd, Middlesboro, KY 40965
Single-Family Home For Sale

$182,050

  • 3 bed |
  • 1 bath |
  • 1,200 sqft |
  • 2 acre lot
180 Stevenson Branch Rd Middlesboro, KY 40965

#1301528 - Turn Key Realty

138 Robinson Lane, Middlesboro, KY 40965
Single-Family Home For Sale

$160,000

  • 3 bed |
  • 2 bath |
  • 648 sqft |
  • 8,712 sqft lot
138 Robinson Lane Middlesboro, KY 40965

#1301207 - Turn Key Realty

164 Walker Lane, Middlesboro, KY 40965
Single-Family Home For Sale

$179,900

  • 3 bed |
  • 2 bath |
  • 1,040 sqft |
  • 0.27 acre lot
164 Walker Lane Middlesboro, KY 40965

#1301087 - REMAX PROFESSIONAL'S

900 Twin Fawn Trail, Middlesboro, KY 40965
Single-Family Home For Sale

$339,000

  • 3 bed |
  • 2 bath |
  • 2,270 sqft |
  • 0.4 acre lot
900 Twin Fawn Trail Middlesboro, KY 40965

#1300789 - Realty Group

3028 Highway 441, Middlesboro, KY 40965
Single-Family Home For Sale

$89,000

  • 3 bed |
  • 1 bath |
  • 1,296 sqft |
  • 7,405 sqft lot
3028 Highway 441 Middlesboro, KY 40965

#1302185 - Turn Key Realty

523 N 30th St, Middlesboro, KY 40965
Single-Family Home For Sale

$458,000

  • 5 bed |
  • 4 bath |
  • 3,146 sqft |
  • 0.58 acre lot
523 N 30th St Middlesboro, KY 40965

#1299951 - Turn Key Realty

825 S 28th Street, Middlesboro, KY 40965
Single-Family Home For Sale

$260,000

  • 4 bed |
  • 3 bath |
  • 2,020 sqft |
  • 0.45 acre lot
825 S 28th Street Middlesboro, KY 40965

#1298148 - Coldwell Banker Bisceglia Real

515 N 25th St, Middlesboro, KY 40965
Single-Family Home For Sale

$195,000

  • 3 bed |
  • 1 bath |
  • 2,000 sqft |
  • 0.3 acre lot
515 N 25th St Middlesboro, KY 40965

#1297570 - Realty Group

4922 W Cumberland Ave, Middlesboro, KY 40965
Single-Family Home For Sale

$275,000

  • 3 bed |
  • 2 bath |
  • 1,989 sqft |
  • 0.75 acre lot
4922 W Cumberland Ave Middlesboro, KY 40965

#1295519 - Coldwell Banker Bisceglia Real

921 Winchester Ave, Middlesboro, KY 40965
Single-Family Home For Sale

$115,000

  • 3 bed |
  • 2 bath |
  • 1,344 sqft |
  • 8,712 sqft lot
921 Winchester Ave Middlesboro, KY 40965

#1293786 - Century 21 Virginia Wilder Real Estate

516 S 34th St, Middlesboro, KY 40965
Single-Family Home For Sale

$650,000

  • 2 bed |
  • 1 bath |
  • 776 sqft |
  • 13.73 acre lot
516 S 34th St Middlesboro, KY 40965

#1293374 - REMAX PROFESSIONAL'S

9 Ennismore Drive, Middlesboro, KY 40965
Pending

$279,900

  • 3 bed |
  • 3 bath |
  • 1,974 sqft |
  • 0.6 acre lot
9 Ennismore Drive Middlesboro, KY 40965

#1291613 - Turn Key Realty

106 S 38th Street, Middlesboro, KY 40965
Single-Family Home For Sale

$199,900

  • 3 bed |
  • 2 bath |
  • 1,408 sqft |
  • 0.33 acre lot
106 S 38th Street Middlesboro, KY 40965

#1292147 - Coldwell Banker Bisceglia Real

Presented by Lauren Hermes - Veterans United Realty

Veterans United Homefront
IDX The data relating to real estate for sale on this web site comes in part from the Internet Data exchange (“IDX”) program of the Knoxville Area Association of REALTORS® Multiple Listing Service. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some or all of the listings may not belong to the firm whose website is being visited. Real estate listings held by brokerage firms other than this broker are indicated by detailed information about them such as the name of the listing firms.

The Knoxville Area Association of REALTORS® Multiple Listing Service does not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.

Information deemed reliable but not guaranteed. This information is updated daily, however, some of these properties may subsequently have sold and may no longer be available. The Real Estate Broker providing this data believes it to be correct, but advises interested parties to confirm the data before relying on it in a purchase decision.

Copyright © 2025 Knoxville Area Association of REALTORS® Multiple Listing Service. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2025 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.