22$285,000
3 bd · 2 ba · 2,400 sqft
406 N 25th St, Middlesboro, KY
Misti McGrath · Realty Group
Homes Under $300K in Middlesboro, KY
Show MapHomes Under $300K in Middlesboro, KY
22 of 39 Listings
22$285,000
3 bd · 2 ba · 2,400 sqft
406 N 25th St, Middlesboro, KY
Misti McGrath · Realty Group
12$239,900
3 bd · 3 ba · 1,710 sqft
616 Balmoral Rd, Middlesboro, KY
Kevin Carroll · Backwoods Realty & Development
3$175,500
3 bd · 1 ba · 1,066 sqft
114 E Rochester Avenue, Middlesboro, KY
Melanie Mullins · Backwoods Realty & Development
18$135,000
2 bd · 1 ba · 1,008 sqft
413 S 26th St, Middlesboro, KY
Brad Cawood · Backwoods Realty & Development
Price Reduced37$227,000
5 bd · 4 ba · 3,195 sqft
717 S 27th Street, Middlesboro, KY
Barry Turner · RE/MAX LakeTime Realty London
25$169,000
3 bd · 2 ba · 1,592 sqft
810 1/2 Rochester Ave, Middlesboro, KY
Brad Cawood · Backwoods Realty & Development
19$235,000
3 bd · 2 ba · 1,600 sqft
88 Tracy Ridge Rd, Middlesboro, KY
Mike Hensley · REMAX PROFESSIONAL'S
15$145,900
3 bd · 2 ba · 1,386 sqft
810 W Rochester Ave, Middlesboro, KY
Nichole Goins · Heartland Real Estate, LLC
30$175,000
2 bd · 1 ba · 700 sqft
1801 & 1801 1/2 Exeter Avenue, Middlesboro, KY
Victoria Allen · Century 21 Virginia Wilder Real Estate
17$150,000
2 bd · 1 ba · 876 sqft
305 N 15th St, Middlesboro, KY
Mike Hensley · REMAX PROFESSIONAL'S
23$199,000
3 bd · 1 ba · 1,480 sqft
1102 W Chester Avenue, Middlesboro, KY
David Gambrell · Coldwell Banker Bisceglia Realty & Auction Co
16$119,900
3 bd · 2 ba · 1,260 sqft
706 Ilchester Ave, Middlesboro, KY
Virginia Wilder · Century 21 Virginia Wilder Real Estate
15$105,900
3 bd · 2 ba · 1,966 sqft
412 N 24th Street, Middlesboro, KY
Dawn Risner · Turn Key Realty
Price Reduced47$175,000
3 bd · 2 ba · 1,168 sqft
8 Castleford Way, Middlesboro, KY
Victoria Allen · Century 21 Virginia Wilder Real Estate
17$129,000
3 bd · 1 ba · 1,404 sqft
708 W Chester Ave, Middlesboro, KY
Mike Hensley · REMAX PROFESSIONAL'S
22$219,000
4 bd · 2 ba · 1,544 sqft
812 Worchester Ave, Middlesboro, KY
Misti McGrath · Realty Group
28$229,000
3 bd · 2 ba · 1,400 sqft
800 S 28th St, Middlesboro, KY
Mike Hensley · REMAX PROFESSIONAL'S
15$59,000
2 bd · 1 ba · 920 sqft
518 S 43rd St, Middlesboro, KY
Mike Hensley · REMAX PROFESSIONAL'S
Price Reduced35$264,900
5 bd · 3 ba · 3,068 sqft
207 Arthur Heights, Middlesboro, KY
Sheila Durham · Coldwell Banker Bisceglia Realty & Auction Co
12$215,000
3 bd · 2 ba · 1,352 sqft
209 S 19th Street, Middlesboro, KY
Megan Stanaford · Black Diamond Realty
1$279,000
3 bd · 3 ba · 2,210 sqft
515 Englewood Road, Middlesboro, KY
Kevin Carroll · Backwoods Realty & Development
Price Reduced44$279,000
4 bd · 2 ba · 2,032 sqft
400 Gloucester Avenue, Middlesboro, KY
Sheila Durham · Coldwell Banker Bisceglia Realty & Auction Co
East Tennessee REALTORS MLS (Knoxville)Imagine MLS (Bluegrass REALTORS)Source: HJN community data
September 2026 · This period is still settling