# 321 Chester Avenue, Middlesboro, KY 40965 > **TL;DR:** land, $275,000. Est. $1,471/mo. Listed 480 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $275,000 | | Lot Size | 73,616 sqft (1.69 acres) | | Property Type | Land (Other) | | Status | Active | | Days on Market | 480 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,391 | | Estimated Insurance | $80 | | **Total** | **$1,471** | ## Property Highlights - 1.69 acre lot ## Description ### AI Summary This 1.695-acre flat lot offers land within the city limits of Middlesboro, Kentucky. The property is zoned B3, or Central Business District, and is listed at $275,000. With no existing bedrooms or bathrooms, this property is offered as land for a future use consistent with applicable zoning requirements. Some permitted B3 uses include wholesale and retail trade, sporting goods, banks, theaters, auto repair, pharmacies, hotel-motels, bed and breakfasts, and multifamily development. Located at 321 Chester Avenue in the City Limits neighborhood, the parcel provides a central Middlesboro location for evaluating commercial, lodging, service, or multifamily possibilities. Buyers should verify specific permitted uses, development requirements, and approvals with the appropriate local authorities. The flat acreage and city setting provide a clear starting point for planning a use allowed under the B3 zoning designation. ### Agent Description 1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Banks, Theater, Auto Repair, Pharmacy, Hotel-Motel, Bed & Breakfast, and Multi Family ## Location - **Address:** 321 Chester Avenue, Middlesboro, KY 40965 - **County:** Bell - **Neighborhood:** City Limits - **Coordinates:** 36.604996, -83.718175 - **Google Maps:** https://www.google.com/maps?q=36.604996,-83.718175 ## Listing Agent - **Name:** Kevin Bisceglia - **Brokerage:** Coldwell Banker Bisceglia Realty & Auction Co - **Phone:** 6062697970 - **Broker Phone:** 606-269-7970 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/321-Chester-Ave_Middlesboro_KY_40965_M94691-06474?f=listhub&s=LBARKY&m=25012296&c=propsimple) ## Photos ![321 Chester Avenue - Photo 1](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f3297728010r.jpg) ![321 Chester Avenue - Photo 2](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f3700926227r.jpg) ![321 Chester Avenue - Photo 3](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f3936335568r.jpg) ![321 Chester Avenue - Photo 4](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f938749925r.jpg) ![321 Chester Avenue - Photo 5](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f362019742r.jpg) ![321 Chester Avenue - Photo 6](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f3010290774r.jpg) ![321 Chester Avenue - Photo 7](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f88661237r.jpg) ![321 Chester Avenue - Photo 8](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f923671468r.jpg) ![321 Chester Avenue - Photo 9](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f3124520589r.jpg) ![321 Chester Avenue - Photo 10](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f1129704970r.jpg) ![321 Chester Avenue - Photo 11](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f811400404r.jpg) ![321 Chester Avenue - Photo 12](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f3839829791r.jpg) ![321 Chester Avenue - Photo 13](http://lh.rdcpix.com/46da677bdd57cb7e53dc1fd10c2c2931l-f438314087r.jpg) --- **MLS#:** 25012296 | **Updated:** 2026-10-02 **Source:** listhub *Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/321-chester-avenue-middlesboro-ky-40965-25012296) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/321-chester-avenue-middlesboro-ky-40965-25012296#listing", "url": "https://www.propertysimple.ai/listing/321-chester-avenue-middlesboro-ky-40965-25012296", "name": "321 Chester Avenue, Middlesboro, KY 40965", "description": "This 1.695-acre flat lot offers land within the city limits of Middlesboro, Kentucky. The property is zoned B3, or Central Business District, and is listed at $275,000. With no existing bedrooms or bathrooms, this property is offered as land for a future use consistent with applicable zoning requirements. Some permitted B3 uses include wholesale and retail trade, sporting goods, banks, theaters, auto repair, pharmacies, hotel-motels, bed and breakfasts, and multifamily development. Located at 321 Chester Avenue in the City Limits neighborhood, the parcel provides a central Middlesboro location for evaluating commercial, lodging, service, or multifamily possibilities. Buyers should verify specific permitted uses, development requirements, and approvals with the appropriate local authorities. 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