Middlesboro, KY Real Estate & Homes For Sale
60 homes
Use arrow keys to navigateNEW - 3 MIN AGO0.76 ACRESBlack Diamond Realty, Imagine MLS
Use arrow keys to navigateNEW - 10 HRS AGO0.56 ACRESRE/MAX LakeTime Realty London, Imagine MLS
Use arrow keys to navigateNEW - 13 HRS AGO0.75 ACRESCentury 21 Virginia Wilder Real Estate
Use arrow keys to navigateNEW - 1 DAY AGO0.3 ACRESRealty Group
Use arrow keys to navigate0.25 ACRESTurn Key Realty
Use arrow keys to navigate0.33 ACRESCentury 21 Virginia Wilder Real Estate
Use arrow keys to navigateREMAX PROFESSIONAL'S
FOR SALE BY OWNER
0.63 ACRESBlack Diamond Realty, Imagine MLS
0.25 ACRESKeller Williams Legacy Group, Imagine MLS
Coldwell Banker Bisceglia Real
0.45 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
Black Diamond Realty, Imagine MLS
Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
0.31 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
0.34 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
1.5 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
Century 21 Virginia Wilder Real Estate, Imagine MLS
0.54 ACRESBlack Diamond Realty, Imagine MLS
FOR SALE BY OWNER0.92 ACRES
0.93 ACRESTurn Key Realty, Imagine MLS
0.55 ACRESTurn Key Realty, Imagine MLS
0.25 ACRESTurn Key Realty, Imagine MLS
1.17 ACRESBlack Diamond Realty, Imagine MLS
0.3 ACRESBlack Diamond Realty, Imagine MLS
0.3 ACRESBlack Diamond Realty, Imagine MLS
0.3 ACRESBackwoods Realty & Development
0.67 ACRESListWithFreedom.com, Imagine MLS
Middlesboro, KY Real Estate Trends
Learn about the Middlesboro, KY housing market through trends and averages.Affordability of Living in Middlesboro, KY
The median home value is $115,077
| Month | Median home value |
|---|---|
| May 2025 | $122k |
| June 2025 | $122k |
| July 2025 | $121k |
| August 2025 | $119k |
| September 2025 | $116k |
| October 2025 | $114k |
| November 2025 | $113k |
| December 2025 | $112k |
| January 2026 | $112k |
| February 2026 | $113k |
| March 2026 | $115k |
| April 2026 | $115k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Middlesboro, KY, by Home Size
Currently, there are 4 new listings in Middlesboro, KY and 60 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (11 homes) | $91,683 |
| 3 bedrooms (22 homes) | $153,381 |
| 4 bedrooms (6 homes) | $222,419 |
What Locals Say about Middlesboro
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listing Information presented by local MLS brokerage: Zillow, Inc., local broker - Eric Young - (865) 378-5282.
Listing Information presented by local MLS brokerage: Zillow, Inc., local broker - Eric Young - (865) 378-5282.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of NKMLS. Real estate listings held by IDX Brokerage firms other than Zillow, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers.
Listing information is deemed reliable, but not guaranteed.
Copyright 2026 Northern Kentucky Multiple Listing Service, Inc. All rights reserved.
Listing information is deemed reliable, but not guaranteed.
Copyright 2026 Northern Kentucky Multiple Listing Service, Inc. All rights reserved.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.