Middlesboro, KY Real Estate & Homes For Sale
61 homes
- NEW - 1 DAY AGO0.69 ACRESAction Realty
- 0.43 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- 0.35 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- 0.58 ACRESBackwoods Realty & Development, Imagine MLS
- 3D VIEW0.48 ACRESColdwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- AUCTION
- 1.29 ACRESBlack Diamond Realty, Imagine MLS
- Century 21 Pinnacle, Imagine MLS
- Fathom Realty TN LLC
- Backwoods Realty & Development
- Fathom Realty KY LLC, Imagine MLS
- Century 21 Virginia Wilder Real Estate, Imagine MLS
- Fathom Realty KY LLC, Imagine MLS
- Backwoods Realty & Development
- Continental Real Estate Group, Imagine MLS
- Black Diamond Realty, Imagine MLS
- RE/MAX LakeTime Realty London, Imagine MLS
- Century 21 Virginia Wilder Real Estate
- Backwoods Realty & Development
- Black Diamond Realty, Imagine MLS
- Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- Coldwell Banker Bisceglia Realty & Auction Co, Imagine MLS
- Turn Key Realty, Imagine MLS
- Turn Key Realty, Imagine MLS
Middlesboro, KY Real Estate Trends
Learn about the Middlesboro, KY housing market through trends and averages.Affordability of Living in Middlesboro, KY
| Month | Median home value |
|---|---|
| July 2025 | $120k |
| August 2025 | $118k |
| September 2025 | $116k |
| October 2025 | $114k |
| November 2025 | $112k |
| December 2025 | $111k |
| January 2026 | $112k |
| February 2026 | $113k |
| March 2026 | $114k |
| April 2026 | $115k |
| May 2026 | $115k |
| June 2026 | $114k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Middlesboro, KY, by Home Size
Currently, there are 3 new listings in Middlesboro, KY and 61 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (15 homes) | $100,111 |
| 3 bedrooms (16 homes) | $157,939 |
| 4 bedrooms (5 homes) | $223,582 |
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.

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.
