INNOVATE Real Estate
No photos available for this listing

$275,000

321 Chester Ave, Middlesboro, KY 40965
Middlesboro, KY 40965
Listed by Kevin J Bisceglia · Coldwell Banker Bisceglia Real
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
N/A

About this home

1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Pharmacy, Banks, Theater, Auto Repair, Hotel-Motel, Bed & Breakfast, and Multi Family Copy of Middlesboro Zoning attached. All city utilities available.

Property details

MLS
East Tennessee REALTORS® MLS
MLS #
1304132
Property type
Land
Subdivision
N/A
Status
Active
Days on market
437
On market date
June 10, 2025
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
1.69 acres

Location

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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
3.69 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
4.62 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
5.3 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

Market position

How this listing compares to current activity in Middlesboro, from live MLS data.

On the market 437 days -- 298 more days than Middlesboro's current average of 139 days.
For reference, the median list price across 36 active listings in Middlesboro right now is $224,000.

Mortgage calculator

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Est. monthly payment
$1,806/mo
$55,000 down
$220,000 loan
Principal & interest$1,427
Property tax (est.)$229
Home insurance (est.)$150

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Data source: Listing information provided by East Tennessee REALTORS® MLS via Trestle/CoreLogic. Last updated May 7, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.