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The Resi Gazette

East Tennessee Edition

Dream Home Edition · Nov 14, 2026 · 6:00 AM EST
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Three bedrooms under $250,000

Three bedrooms under $250,000: 11 homes in Middlesboro

11 of the 300 homes on three bedrooms under $250,000, asking $97,000 to $215,000.

Homes in Middlesboro from the list on the main page: 11. The median asking price is $175,500.

How these homes are found: active homes whose listing states three or more bedrooms and an asking price under $250,000, lowest asking price first. Land and lots are left out. The list shows the 300 lowest.

Every price is an asking price on an active listing, never a sale price. Each address opens that listing's own page.

11 homes

252 Chasteen Drive, Middlesboro, KY 40965$97,000Middlesboro · 3 bd · 1,296 sq ft · listed by Realty Network, Inc · 412 days listed
405 S 37th St, Middlesboro, KY 40965$100,000Middlesboro · 4 bd · 1,908 sq ft · listed by Coldwell Banker Bisceglia Real · 305 days listed
64 Dunlap Hollow Rd, Middlesboro, KY 40965$125,000Middlesboro · 4 bd · 1,440 sq ft · 158 days listed
708 W Chester Ave, Middlesboro, KY 40965$129,000Middlesboro · 3 bd · 1,404 sq ft · 70 days listed
810 W Rochester Ave, Middlesboro, KY 40965$145,900Middlesboro · 3 bd · 1,386 sq ft · 50 days listed
114 E Rochester Ave, Middlesboro, KY 40965$175,500Middlesboro · 3 bd · 1,066 sq ft · 33 days listed
31 & 29 E 10th Lothbury St, Middlesboro, KY 40965$180,000Middlesboro · 5 bd · 3,000 sq ft · 3 days listed
1102 W Chester Ave, Middlesboro, KY 40965$199,000Middlesboro · 3 bd · 1,480 sq ft · 58 days listed
140 Wellington Drive, Middlesboro, KY 40965$199,900Middlesboro · 4 bd · 1,612 sq ft · 119 days listed
1323 N 25th St, Middlesboro, KY 40965$205,000Middlesboro · 6 bd · 2,000 sq ft · 2 days listed
812 Worchester Ave, Middlesboro, KY 40965$215,000Middlesboro · 4 bd · 1,544 sq ft · 70 days listed
Every home in this group
AddressCityAskingBedsBathsSq ftDays listed
252 Chasteen Drive, Middlesboro, KY 40965Middlesboro$97,000321,296412
405 S 37th St, Middlesboro, KY 40965Middlesboro$100,000421,908305
64 Dunlap Hollow Rd, Middlesboro, KY 40965Middlesboro$125,000421,440158
708 W Chester Ave, Middlesboro, KY 40965Middlesboro$129,000311,40470
810 W Rochester Ave, Middlesboro, KY 40965Middlesboro$145,900321,38650
114 E Rochester Ave, Middlesboro, KY 40965Middlesboro$175,500311,06633
31 & 29 E 10th Lothbury St, Middlesboro, KY 40965Middlesboro$180,000533,0003
1102 W Chester Ave, Middlesboro, KY 40965Middlesboro$199,000311,48058
140 Wellington Drive, Middlesboro, KY 40965Middlesboro$199,900421,612119
1323 N 25th St, Middlesboro, KY 40965Middlesboro$205,000622,0002
812 Worchester Ave, Middlesboro, KY 40965Middlesboro$215,000421,54470

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