Kentucky · 36 active listings

Middlesboro Real Estate

Middlesboro market snapshot

Calculated by INNOVATE Real Estate from MLS-sourced listing data for Middlesboro, refreshed nightly -- updated Oct 21, 2026.

Median list price
$224,000
Median sale price (12mo)
$168,700
Avg. days on market
139 days
Sale-to-list ratio
103.8%
Year over year
+1.0%

Currently for sale in Middlesboro

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0 Bowling Rd, Middlesboro, KY 40965
$25,000
0 Bowling Rd, Middlesboro, KY 40965
Middlesboro, 40965
123 days on market
Listed by Misti McGrath, Realty Group
2247 State Highway 188, Middlesboro, KY 40965
$625,000
2247 State Highway 188, Middlesboro, KY 40965
Middlesboro, 40965
4 bd·4.5 ba
4 days on market
Listed by Mike Hensley, REMAX PROFESSIONAL'S
406 N 25th St, Middlesboro, KY 40965
New
$285,000
406 N 25th St, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·1.5 ba
0 days on market
Listed by Misti McGrath, Realty Group
616 Balmoral Rd, Middlesboro, KY 40965
$239,900
616 Balmoral Rd, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2.5 ba
2 days on market
Listed by Kevin Carroll, Backwoods Realty & Development
413 S 26th St, Middlesboro, KY 40965
$135,000
413 S 26th St, Middlesboro, KY 40965
Middlesboro, 40965
2 bd·1 ba
124 days on market
Listed by Brad Cawood, Backwoods Realty & Development
114 E Rochester Ave, Middlesboro, KY 40965
New
$175,500
114 E Rochester Ave, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·1 ba
1 day on market
Listed by Melanie Mullins, Backwoods Realty & Development
103 Sherwood Rd, Middlesboro, KY 40965
$340,000
103 Sherwood Rd, Middlesboro, KY 40965
Middlesboro, 40965
5 bd·3 ba
10 days on market
Listed by Misti McGrath, Realty Group
810 1/2 Rochester Ave, Middlesboro, KY 40965
$169,000
810 1/2 Rochester Ave, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2 ba
15 days on market
Listed by Brad Cawood, Backwoods Realty & Development
88 Tracy Ridge Rd, Middlesboro, KY 40965
New
$235,000
88 Tracy Ridge Rd, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2 ba
1 day on market
Listed by Mike Hensley, REMAX PROFESSIONAL'S
1015 Old Wilson Lane, Middlesboro, KY 40965
New
$315,000
1015 Old Wilson Lane, Middlesboro, KY 40965
Middlesboro, 40965
4 bd·2.5 ba
1 day on market
Listed by Misti McGrath, Realty Group
810 W Rochester Ave, Middlesboro, KY 40965
$145,900
810 W Rochester Ave, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2 ba
2 days on market
Listed by Nichole Goins, Heartland Real Estate, LLC
113 N 18th St, Middlesboro, KY 40965
$1,750,000
113 N 18th St, Middlesboro, KY 40965
Middlesboro, 40965
2 days on market
Listed by Misti McGrath, Realty Group

Recently sold in Middlesboro

Last 6 months. Real comps from the MLS, not estimates.

Lot 103 Doe's Crossing, Middlesboro, KY 40965
Sold 1 wk ago
$32,500
Listed at $39,900
Lot 103 Doe's Crossing, Middlesboro, KY 40965
Middlesboro, 40965
4607 W Cumberland Ave, Middlesboro, KY 40965
Sold 1 wk ago
$120,000
Listed at $149,900
4607 W Cumberland Ave, Middlesboro, KY 40965
Middlesboro, 40965
904-A E Cumberland Ave, Middlesboro, KY 40965
Sold 1 mo ago
$32,000
Listed at $35,000
904-A E Cumberland Ave, Middlesboro, KY 40965
Middlesboro, 40965
417-A&B Avondale Ave, Middlesboro, KY 40965
Sold 1 mo ago
$50,000
Listed at $69,900
417-A&B Avondale Ave, Middlesboro, KY 40965
Middlesboro, 40965
1577 Beans Fork Rd, Middlesboro, KY 40965
Sold 2 mo ago
$130,000
Listed at $19,000
1577 Beans Fork Rd, Middlesboro, KY 40965
Middlesboro, 40965
No photo
Sold 2 mo ago
$187,000
Listed at $200,000
116 N Petersborough Ave, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·1 ba

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Ellen Myers Primary
4.03 mi away · Grades -1-4
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
305
Student:teacher ratio
16.1:1
District
Claiborne County
Middle
H. Y. Livesay Middle School
5.97 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
237
Student:teacher ratio
18.2:1
District
Claiborne County
High
Cumberland Gap High School
7.36 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
511
Student:teacher ratio
13.4:1
District
Claiborne County

Current Weather

Live conditions in Middlesboro, from Middlesboro, Middlesboro-Bell County Airport.

Fog
41°F
Fog

Cities near Middlesboro

ZIP codes in Middlesboro

Middlesboro real estate FAQ

How many homes are for sale in Middlesboro right now?+

There are currently 36 active listings in Middlesboro, Kentucky, pulled directly from the MLS.

What is the median home price in Middlesboro?+

The median list price for active listings in Middlesboro is $224,000. Homes are spending an average of 139 days on market.

Is Middlesboro's housing market up or down this year?+

Median closed-sale prices in Middlesboro have risen 1.0% year over year, based on trailing 12-month MLS sales.

What schools serve Middlesboro?+

The closest public schools to Middlesboro's center are Ellen Myers Primary, H. Y. Livesay Middle School, Cumberland Gap High School. See the schools section above for grade levels and district details.

Listing data provided by East Tennessee REALTORS® MLS via Trestle/CoreLogic. Last sample-row update: 6 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.