Listings in 40965 - Bell County, Kentucky

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Displaying 1 – 200 of 175 Real estate listings


Picture of 321 Chester Ave
321 Chester Ave
Middlesboro, KY | Active
Listed: Jun, 10, 2025
Price: $349,900
Living Area: 0 Sq. Ft.
Picture of 72 Happy Hollow Hill Road
72 Happy Hollow Hill Road
Middlesboro, KY | Pending
Listed: Oct, 20, 2025
Price: $79,900
Living Area: 1,848 Sq. Ft.
Picture of 5 Abbey Lane
5 Abbey Lane
Middlesboro, KY | Closed
Listed: Jun, 18, 2025
Price: $249,900
Living Area: 1,221 Sq. Ft.
Picture of 2920 Cumberland Avenue
2920 Cumberland Avenue
Middlesboro, KY | Closed
Listed: Aug, 08, 2017
Price: $76,500
Living Area: 0 Sq. Ft.
Picture of 163 Turner Lane
163 Turner Lane
Middlesboro, KY | Closed
Listed: Jul, 27, 2020
Price: $25,000
Living Area: 1,050 Sq. Ft.
Picture of 19 Ennismore Drive
19 Ennismore Drive
Middlesboro, KY | Closed
Listed: Mar, 09, 2022
Price: $449,900
Living Area: 4,000 Sq. Ft.
Picture of 1323 N 25th St
1323 N 25th St
Middlesboro, KY | Closed
Listed: Feb, 22, 2024
Price: $79,900
Living Area: 2,000 Sq. Ft.
Picture of 807 Exeter Ave
807 Exeter Ave
Middlesboro, KY | Closed
Listed: Mar, 11, 2024
Price: $213,900
Living Area: 1,200 Sq. Ft.
Picture of 118 Polly Hollow Right Fork Rd
118 Polly Hollow Right Fork Rd
Middlesboro, KY | Active
Listed: Sep, 19, 2025
Price: $15,000
Living Area: 0 Sq. Ft.
Picture of 201 EXETER Ave
201 EXETER Ave
Middlesboro, KY | Closed
Listed: May, 09, 2024
Price: $135,000
Living Area: 1,485 Sq. Ft.
Picture of 4605 W Cumberland Ave
4605 W Cumberland Ave
Middlesboro, KY | Pending
Listed: Sep, 16, 2025
Price: $165,000
Living Area: 1,056 Sq. Ft.
Picture of 406 Rochester Avenue
406 Rochester Avenue
Middlesboro, KY | Pending
Listed: Jan, 07, 2026
Price: $44,000
Living Area: 1,230 Sq. Ft.
Picture of 140 Chasteen Drive
140 Chasteen Drive
Middlesboro, KY | Closed
Listed: Oct, 20, 2025
Price: $195,000
Living Area: 1,800 Sq. Ft.
Picture of 1200 W Chester Ave
1200 W Chester Ave
Middlesboro, KY | Active
Listed: Jan, 29, 2026
Price: $197,000
Living Area: 1,238 Sq. Ft.
Picture of 123 Upper Gibson Lane
123 Upper Gibson Lane
Middlesboro, KY | Pending
Listed: Oct, 01, 2025
Price: $155,000
Living Area: 1,088 Sq. Ft.
Picture of 13 Duncan Lane
13 Duncan Lane
Middlesboro, KY | Pending
Listed: Nov, 24, 2025
Price: $24,900
Living Area: 960 Sq. Ft.
Picture of 6 Hampton Court
6 Hampton Court
Middlesboro, KY | Closed
Listed: Oct, 08, 2025
Price: $249,000
Living Area: 1,966 Sq. Ft.
Picture of 1203 Winchester Ave
1203 Winchester Ave
Middlesboro, KY | Active
Listed: Mar, 06, 2026
Price: $239,900
Living Area: 2,455 Sq. Ft.
Picture of 1203 Winchester Avenue
1203 Winchester Avenue
Middlesboro, KY | Active
Listed: Mar, 06, 2026
Price: $239,900
Living Area: 2,455 Sq. Ft.
Picture of 4921 W CUMBERLAND Ave
4921 W CUMBERLAND Ave
Middlesboro, KY | Pending
Listed: Oct, 24, 2025
Price: $232,500
Living Area: 1,900 Sq. Ft.
Picture of 13 Old Pineville Pike
13 Old Pineville Pike
Middlesboro, KY | Closed
Listed: Jan, 31, 2022
Price: $95,000
Living Area: 1,432 Sq. Ft.
Picture of 608 Elmwood Road
608 Elmwood Road
Middlesboro, KY | Closed
Listed: Oct, 19, 2020
Price: $349,900
Living Area: 5,751 Sq. Ft.
Picture of 708 Chester Avenue
708 Chester Avenue
Middlesboro, KY | Closed
Listed: Apr, 19, 2023
Price: $105,000
Living Area: 1,404 Sq. Ft.
Picture of 2415 W Cumberland Avenue
2415 W Cumberland Avenue
Middlesboro, KY | Closed
Listed: Jun, 12, 2023
Price: $190,000
Living Area: 2,596 Sq. Ft.
Picture of 107 Pinewood Lane
107 Pinewood Lane
Middlesboro, KY | Closed
Listed: Mar, 12, 2023
Price: $115,000
Living Area: 1,188 Sq. Ft.
Picture of 131 Church of the First Born Road
131 Church of the First Born Road
Middlesboro, KY | Closed
Listed: Mar, 03, 2024
Price: $139,900
Living Area: 1,920 Sq. Ft.
Picture of 192 Owens Lane
192 Owens Lane
Middlesboro, KY | Closed
Listed: Oct, 23, 2025
Price: $165,000
Living Area: 2,640 Sq. Ft.
Picture of 805 Worchester Avenue
805 Worchester Avenue
Middlesboro, KY | Closed
Listed: Sep, 25, 2024
Price: $99,000
Living Area: 2,022 Sq. Ft.
Picture of 901 Exeter Avenue
901 Exeter Avenue
Middlesboro, KY | Closed
Listed: Jul, 10, 2024
Price: $79,900
Living Area: 1,963 Sq. Ft.
Picture of 3806 W Cumberland Avenue
3806 W Cumberland Avenue
Middlesboro, KY | Closed
Listed: Nov, 11, 2024
Price: $139,999
Living Area: 1,120 Sq. Ft.
Picture of 3800 W Cumberland Avenue
3800 W Cumberland Avenue
Middlesboro, KY | Closed
Listed: Jun, 06, 2024
Price: $189,900
Living Area: 1,624 Sq. Ft.
Picture of 110 Salisbury Ave
110 Salisbury Ave
Middlesboro, KY | Closed
Listed: Sep, 05, 2025
Price: $300,000
Living Area: 1,485 Sq. Ft.
Picture of 850 Big Buck Lane
850 Big Buck Lane
Middlesboro, KY | Closed
Listed: Aug, 12, 2025
Price: $569,999
Living Area: 3,700 Sq. Ft.
Picture of 101 Earle Lane
101 Earle Lane
Middlesboro, KY | Closed
Listed: Aug, 06, 2025
Price: $85,000
Living Area: 1,104 Sq. Ft.
Picture of 502 Worchester Ave
502 Worchester Ave
Middlesboro, KY | Closed
Listed: Oct, 06, 2017
Price: $139,900
Living Area: 1,300 Sq. Ft.
Picture of 260 Sherwood Rd
260 Sherwood Rd
Middlesboro, KY | Closed
Listed: Aug, 31, 2015
Price: $79,900
Living Area: 1,512 Sq. Ft.
Picture of 3128 Hwy 188
3128 Hwy 188
Middlesboro, KY | Closed
Listed: Mar, 13, 2017
Price: $193,000
Living Area: 2,604 Sq. Ft.
Picture of 907 Chichester Ave
907 Chichester Ave
Middlesboro, KY | Closed
Listed: May, 08, 2017
Price: $169,900
Living Area: 3,456 Sq. Ft.
Picture of 409 Meadow Lane
409 Meadow Lane
Middlesboro, KY | Closed
Listed: Jul, 07, 2017
Price: $99,900
Living Area: 1,120 Sq. Ft.
Picture of 1960 Highway 217
1960 Highway 217
Middlesboro, KY | Closed
Listed: Dec, 26, 2016
Price: $64,900
Living Area: 1,000 Sq. Ft.
Picture of 305 S 26th St
305 S 26th St
Middlesboro, KY | Closed
Listed: Mar, 06, 2017
Price: $84,000
Living Area: 1,700 Sq. Ft.
Picture of 417-A&B Avondale Ave
417-A&B Avondale Ave
Middlesboro, KY | Active
Listed: Dec, 29, 2025
Price: $79,900
Living Area: 2,256 Sq. Ft.
Picture of 807 Exeter Ave
807 Exeter Ave
Middlesboro, KY | Active
Listed: Sep, 23, 2025
Price: $249,900
Living Area: 1,200 Sq. Ft.
Picture of 0 Home Run Rd
0 Home Run Rd
Middlesboro, KY | Pending
Listed: Jun, 29, 2025
Price: $17,000
Living Area: 0 Sq. Ft.
Picture of 409 Fairview Rd
409 Fairview Rd
Middlesboro, KY | Pending
Listed: Dec, 24, 2025
Price: $369,900
Living Area: 2,684 Sq. Ft.
Picture of 1720 Exeter Ave
1720 Exeter Ave
Middlesboro, KY | Pending
Listed: Sep, 10, 2025
Price: $68,000
Living Area: 1,456 Sq. Ft.
Picture of LOTS 12 & 13 Sams Mountain RD.
LOTS 12 & 13 Sams Mountain RD.
Middlesboro, KY | Active
Listed: Feb, 03, 2026
Price: $30,000
Living Area: 0 Sq. Ft.
Picture of 138 Robinson Lane
138 Robinson Lane
Middlesboro, KY | Closed
Listed: May, 15, 2025
Price: $145,000
Living Area: 648 Sq. Ft.
Picture of 206 Summit Drive
206 Summit Drive
Middlesboro, KY | Active
Listed: Jan, 26, 2026
Price: $259,000
Living Area: 1,832 Sq. Ft.
Picture of 310 Barkley Drive
310 Barkley Drive
Middlesboro, KY | Active
Listed: Aug, 07, 2025
Price: $100,000
Living Area: 910 Sq. Ft.
Picture of 440 Sams Mountain
440 Sams Mountain
Middlesboro, KY | Closed
Listed: Jul, 05, 2025
Price: $285,000
Living Area: 2,512 Sq. Ft.
Picture of 103 Kingsbury Woods
103 Kingsbury Woods
Middlesboro, KY | Active
Listed: Mar, 03, 2026
Price: $399,000
Living Area: 3,397 Sq. Ft.
Picture of 45 Fourmile Run Road
45 Fourmile Run Road
Middlesboro, KY | Closed
Listed: Nov, 11, 2025
Price: $159,900
Living Area: 934 Sq. Ft.
Picture of 23 Castleford Way
23 Castleford Way
Middlesboro, KY | Active
Listed: Mar, 05, 2026
Price: $202,500
Living Area: 1,080 Sq. Ft.
Picture of 921 Winchester Ave
921 Winchester Ave
Middlesboro, KY | Pending
Listed: Mar, 17, 2025
Price: $115,000
Living Area: 1,344 Sq. Ft.
Picture of 805 Worchester Ave
805 Worchester Ave
Middlesboro, KY | Pending
Listed: Sep, 18, 2025
Price: $324,900
Living Area: 2,250 Sq. Ft.
Picture of 105 Nutwood Road
105 Nutwood Road
Middlesboro, KY | Active
Listed: Mar, 24, 2026
Price: $50,000
Living Area: 728 Sq. Ft.
Picture of 810 Worchester Ave
810 Worchester Ave
Middlesboro, KY | Pending
Listed: Mar, 17, 2026
Price: $229,000
Living Area: 2,000 Sq. Ft.
Picture of 0 Highway 217 lot 12
0 Highway 217 lot 12
Middlesboro, KY | Active
Listed: Mar, 18, 2025
Price: $29,900
Living Area: 0 Sq. Ft.
Picture of 00 US 25E
00 US 25E
Middlesboro, KY | Active
Listed: Nov, 05, 2025
Price: $185,000
Living Area: 0 Sq. Ft.
Picture of 321 Chester Avenue
321 Chester Avenue
Middlesboro, KY | Active
Listed: Jun, 10, 2025
Price: $349,900
Living Area: 0 Sq. Ft.
Picture of 207 S 22nd Street
207 S 22nd Street
Middlesboro, KY | Closed
Listed: Feb, 24, 2023
Price: $198,500
Living Area: 2,965 Sq. Ft.
Picture of 108 S 8th Street
108 S 8th Street
Middlesboro, KY | Closed
Listed: Nov, 13, 2024
Price: $45,000
Living Area: 700 Sq. Ft.
Picture of 151 Gumwood Road
151 Gumwood Road
Middlesboro, KY | Closed
Listed: Sep, 20, 2022
Price: $99,900
Living Area: 1,144 Sq. Ft.
Picture of 23 Ennismore Drive
23 Ennismore Drive
Middlesboro, KY | Closed
Listed: Apr, 16, 2022
Price: $524,900
Living Area: 6,000 Sq. Ft.
Picture of 4 Camden Circle
4 Camden Circle
Middlesboro, KY | Closed
Listed: Jan, 06, 2023
Price: $154,000
Living Area: 1,268 Sq. Ft.
Picture of 114 E Rochester Avenue
114 E Rochester Avenue
Middlesboro, KY | Closed
Listed: Mar, 05, 2024
Price: $129,900
Living Area: 1,066 Sq. Ft.
Picture of 808 Manchester Avenue
808 Manchester Avenue
Middlesboro, KY | Closed
Listed: Jul, 22, 2024
Price: $139,900
Living Area: 1,237 Sq. Ft.
Picture of 314 Picadilly Court
314 Picadilly Court
Middlesboro, KY | Closed
Listed: Dec, 12, 2022
Price: $269,000
Living Area: 2,576 Sq. Ft.
Picture of 164 Walker Lane
164 Walker Lane
Middlesboro, KY | Closed
Listed: Jan, 23, 2023
Price: $99,900
Living Area: 1,040 Sq. Ft.
Picture of 112 Twin Acres Road
112 Twin Acres Road
Middlesboro, KY | Closed
Listed: Feb, 12, 2021
Price: $225,000
Living Area: 2,301 Sq. Ft.
Picture of 314 S 23rd Street
314 S 23rd Street
Middlesboro, KY | Closed
Listed: Aug, 24, 2021
Price: $76,000
Living Area: 1,184 Sq. Ft.
Picture of 140 Chasteen Drive
140 Chasteen Drive
Middlesboro, KY | Closed
Listed: Dec, 03, 2020
Price: $160,000
Living Area: 1,800 Sq. Ft.
Picture of 1409 W Chester Avenue
1409 W Chester Avenue
Middlesboro, KY | Closed
Listed: Feb, 23, 2021
Price: $134,900
Living Area: 1,305 Sq. Ft.
Picture of 311 S 22nd Street
311 S 22nd Street
Middlesboro, KY | Closed
Listed: Dec, 06, 2024
Price: $26,500
Living Area: 1,548 Sq. Ft.
Picture of 923 Winchester Ave
923 Winchester Ave
Middlesboro, KY | Active
Listed: Dec, 19, 2025
Price: $99,000
Living Area: 800 Sq. Ft.
Picture of 405 S 37th Street
405 S 37th Street
Middlesboro, KY | Active
Listed: Jan, 12, 2026
Price: $159,900
Living Area: 1,908 Sq. Ft.
Picture of 405 S 37th St
405 S 37th St
Middlesboro, KY | Active
Listed: Jan, 12, 2026
Price: $159,900
Living Area: 1,908 Sq. Ft.
Picture of 2523 Exeter Avenue
2523 Exeter Avenue
Middlesboro, KY | Pending
Listed: Feb, 13, 2026
Price: $139,900
Living Area: 1,680 Sq. Ft.
Picture of 140 Wellington Drive
140 Wellington Drive
Middlesboro, KY | Active
Listed: Dec, 05, 2025
Price: $249,900
Living Area: 1,612 Sq. Ft.
Picture of 142 Edgewood Rd
142 Edgewood Rd
Middlesboro, KY | Pending
Listed: Feb, 15, 2025
Price: $490,000
Living Area: 6,276 Sq. Ft.
Picture of 526 Balmoral Road
526 Balmoral Road
Middlesboro, KY | Active
Listed: Apr, 28, 2025
Price: $22,500
Living Area: 0 Sq. Ft.
Picture of 63 Old Pineville Pike
63 Old Pineville Pike
Middlesboro, KY | Active
Listed: Jul, 28, 2025
Price: $175,000
Living Area: 1,560 Sq. Ft.
Picture of 409 Meadow Lane
409 Meadow Lane
Middlesboro, KY | Pending
Listed: Feb, 16, 2026
Price: $168,000
Living Area: 1,120 Sq. Ft.
Picture of 11 Castleford Way
11 Castleford Way
Middlesboro, KY | Pending
Listed: Dec, 15, 2025
Price: $195,000
Living Area: 1,100 Sq. Ft.
Picture of 359 Beans Fork Rd
359 Beans Fork Rd
Middlesboro, KY | Active
Listed: Jan, 22, 2026
Price: $148,000
Living Area: 952 Sq. Ft.
Picture of 140 Chasteen Drive
140 Chasteen Drive
Middlesboro, KY | Closed
Listed: Oct, 23, 2025
Price: $195,000
Living Area: 1,800 Sq. Ft.
Picture of 1208 HWY 217 Highway 217
1208 HWY 217 Highway 217
Middlesboro, KY | Pending
Listed: Jun, 24, 2024
Price: $189,000
Living Area: 960 Sq. Ft.
Picture of 109 Hollywood Drive
109 Hollywood Drive
Middlesboro, KY | Closed
Listed: Oct, 30, 2024
Price: $299,000
Living Area: 3,544 Sq. Ft.
Picture of 305 N 15th Street
305 N 15th Street
Middlesboro, KY | Closed
Listed: Sep, 17, 2025
Price: $48,900
Living Area: 876 Sq. Ft.
Picture of Arie Turner Lane
Arie Turner Lane
Middlesboro, KY | Closed
Listed: Sep, 26, 2025
Price: $30,000
Living Area: 0 Sq. Ft.
Picture of 252 Chasteen Drive
252 Chasteen Drive
Middlesboro, KY | Active
Listed: Sep, 27, 2025
Price: $109,000
Living Area: 1,290 Sq. Ft.
Picture of 4607 W Cumberland Ave
4607 W Cumberland Ave
Middlesboro, KY | Active
Listed: Sep, 16, 2025
Price: $189,000
Living Area: 0 Sq. Ft.
Picture of 700 Twin Fawn Tr
700 Twin Fawn Tr
Middlesboro, KY | Closed
Listed: Sep, 06, 2019
Price: $264,900
Living Area: 3,688 Sq. Ft.
Picture of 19 Ennismore Drive
19 Ennismore Drive
Middlesboro, KY | Closed
Listed: Jun, 08, 2020
Price: $349,000
Living Area: 4,200 Sq. Ft.
Picture of 506 Doncaster Ave.
506 Doncaster Ave.
Middlesboro, KY | Closed
Listed: Sep, 22, 2015
Price: $99,900
Living Area: 1,940 Sq. Ft.
Picture of 2 Camden Drive
2 Camden Drive
Middlesboro, KY | Closed
Listed: Apr, 20, 2018
Price: $65,000
Living Area: 1,056 Sq. Ft.
Picture of 108 Stone Creek Drive
108 Stone Creek Drive
Middlesboro, KY | Closed
Listed: Mar, 04, 2024
Price: $91,500
Living Area: 2,040 Sq. Ft.
Picture of 134 Barkley Drive
134 Barkley Drive
Middlesboro, KY | Closed
Listed: Oct, 30, 2019
Price: $65,000
Living Area: 1,296 Sq. Ft.
Picture of 601 1/2 Evans Drive
601 1/2 Evans Drive
Middlesboro, KY | Closed
Listed: Dec, 29, 2020
Price: $41,400
Living Area: 1,648 Sq. Ft.
Picture of 1512 Winchester Avenue
1512 Winchester Avenue
Middlesboro, KY | Closed
Listed: Jul, 19, 2017
Price: $23,500
Living Area: 1,000 Sq. Ft.
Picture of 2815 Hwy 441
2815 Hwy 441
Middlesboro, KY | Closed
Listed: Feb, 01, 2023
Price: $85,000
Living Area: 2,128 Sq. Ft.
Picture of 135 Highpoint Rd
135 Highpoint Rd
Middlesboro, KY | Closed
Listed: Sep, 12, 2024
Price: $120,000
Living Area: 1,200 Sq. Ft.
Picture of 20 Abbey Court
20 Abbey Court
Middlesboro, KY | Closed
Listed: Feb, 07, 2020
Price: $129,900
Living Area: 1,184 Sq. Ft.
Picture of 125 Alpine Rd
125 Alpine Rd
Middlesboro, KY | Closed
Listed: May, 20, 2021
Price: $224,900
Living Area: 2,652 Sq. Ft.
Picture of 00 Highway 217 & 1344 Tract 2
00 Highway 217 & 1344 Tract 2
Middlesboro, KY | Active
Listed: Aug, 20, 2025
Price: $285,000
Living Area: 0 Sq. Ft.
Picture of 3008 State Highway 441
3008 State Highway 441
Middlesboro, KY | Closed
Listed: Aug, 01, 2025
Price: $165,000
Living Area: 1,800 Sq. Ft.
Picture of 201 Exeter Avenue
201 Exeter Avenue
Middlesboro, KY | Closed
Listed: Jun, 08, 2023
Price: $92,900
Living Area: 1,568 Sq. Ft.
Picture of 312 Blakely Lane
312 Blakely Lane
Middlesboro, KY | Active
Listed: Jan, 16, 2026
Price: $139,000
Living Area: 0 Sq. Ft.
Picture of 810 S 28th Street
810 S 28th Street
Middlesboro, KY | Closed
Listed: May, 28, 2025
Price: $150,000
Living Area: 1,040 Sq. Ft.
Picture of 114 Rochester Ave
114 Rochester Ave
Middlesboro, KY | Closed
Listed: Nov, 04, 2025
Price: $164,900
Living Area: 1,008 Sq. Ft.
Picture of 259 Watson Lane
259 Watson Lane
Middlesboro, KY | Active
Listed: Jun, 28, 2025
Price: $2,500,000
Living Area: 1,976 Sq. Ft.
Picture of 413 S 26TH St
413 S 26TH St
Middlesboro, KY | Closed
Listed: Jan, 25, 2025
Price: $110,000
Living Area: 1,008 Sq. Ft.
Picture of 301 Doe's Crossing
301 Doe's Crossing
Middlesboro, KY | Active
Listed: Feb, 02, 2026
Price: $249,000
Living Area: 2,016 Sq. Ft.
Picture of 172 Beans Fork Road
172 Beans Fork Road
Middlesboro, KY | Pending
Listed: Jan, 30, 2026
Price: $140,000
Living Area: 995 Sq. Ft.
Picture of 314 Picadilly Court
314 Picadilly Court
Middlesboro, KY | Closed
Listed: Dec, 15, 2025
Price: $293,000
Living Area: 2,576 Sq. Ft.
Picture of 103 Leafwood Rd
103 Leafwood Rd
Middlesboro, KY | Closed
Listed: Jan, 16, 2026
Price: $165,000
Living Area: 1,989 Sq. Ft.
Picture of 925 Winchester Ave
925 Winchester Ave
Middlesboro, KY | Pending
Listed: Feb, 20, 2026
Price: $105,000
Living Area: 1,056 Sq. Ft.
Picture of 2794 US HWY 25 E
2794 US HWY 25 E
Middlesboro, KY | Active
Listed: Mar, 03, 2026
Price: $575,000
Living Area: 3,480 Sq. Ft.
Picture of 816 W Chester Avenue
816 W Chester Avenue
Middlesboro, KY | Pending
Listed: Jan, 19, 2026
Price: $115,000
Living Area: 1,240 Sq. Ft.
Picture of 314 Picadilly Court
314 Picadilly Court
Middlesboro, KY | Closed
Listed: Dec, 15, 2025
Price: $293,000
Living Area: 2,576 Sq. Ft.
Picture of 140 Hickory Lane
140 Hickory Lane
Middlesboro, KY | Pending
Listed: Jan, 27, 2026
Price: $164,900
Living Area: 0 Sq. Ft.
Picture of 72 Happy Hollow Hill Rd
72 Happy Hollow Hill Rd
Middlesboro, KY | Pending
Listed: Oct, 23, 2025
Price: $79,900
Living Area: 1,848 Sq. Ft.
Picture of 515 N 25th St
515 N 25th St
Middlesboro, KY | Closed
Listed: Apr, 16, 2025
Price: $185,000
Living Area: 2,000 Sq. Ft.
Picture of 119 Wagon Hollow Rd
119 Wagon Hollow Rd
Middlesboro, KY | Active
Listed: Jan, 21, 2026
Price: $250,000
Living Area: 1,500 Sq. Ft.
Picture of 601 Evans Drive 1/2
601 Evans Drive 1/2
Middlesboro, KY | Closed
Listed: Dec, 29, 2020
Price: $41,400
Living Area: 1,648 Sq. Ft.
Picture of N 29th & Manchester
N 29th & Manchester
Middlesboro, KY | Closed
Listed: May, 01, 2018
Price: $49,900
Living Area: 0 Sq. Ft.
Picture of 708 Highway 516
708 Highway 516
Middlesboro, KY | Closed
Listed: Sep, 17, 2019
Price: $98,000
Living Area: 944 Sq. Ft.
Picture of 907 Chichester Ave
907 Chichester Ave
Middlesboro, KY | Closed
Listed: Mar, 28, 2017
Price: $169,900
Living Area: 3,456 Sq. Ft.
Picture of 3128 Hwy. 188
3128 Hwy. 188
Middlesboro, KY | Closed
Listed: Aug, 22, 2020
Price: $224,500
Living Area: 2,604 Sq. Ft.
Picture of 106 Ellenwood Rd Rd
106 Ellenwood Rd Rd
Middlesboro, KY | Closed
Listed: Aug, 18, 2021
Price: $64,900
Living Area: 1,642 Sq. Ft.
Picture of 105 George Ann Drive
105 George Ann Drive
Middlesboro, KY | Closed
Listed: Oct, 25, 2021
Price: $229,900
Living Area: 2,140 Sq. Ft.
Picture of 1208 Gloucester Ave
1208 Gloucester Ave
Middlesboro, KY | Closed
Listed: Oct, 17, 2022
Price: $249,000
Living Area: 2,765 Sq. Ft.
Picture of 131 Church of the First Born Rd
131 Church of the First Born Rd
Middlesboro, KY | Closed
Listed: Feb, 09, 2024
Price: $139,900
Living Area: 1,920 Sq. Ft.
Picture of 715 Worchester Ave
715 Worchester Ave
Middlesboro, KY | Closed
Listed: Feb, 14, 2024
Price: $219,000
Living Area: 1,680 Sq. Ft.
Picture of 739 Hwy 441
739 Hwy 441
Middlesboro, KY | Pending
Listed: Jun, 25, 2025
Price: $50,000
Living Area: 0 Sq. Ft.
Picture of 708 Ilchester Ave
708 Ilchester Ave
Middlesboro, KY | Closed
Listed: Jun, 21, 2025
Price: $180,000
Living Area: 1,312 Sq. Ft.
Picture of 209 Dalewood Road
209 Dalewood Road
Middlesboro, KY | Closed
Listed: Jun, 04, 2025
Price: $115,000
Living Area: 1,568 Sq. Ft.
Picture of 2503 Exeter Ave
2503 Exeter Ave
Middlesboro, KY | Active
Listed: Feb, 25, 2026
Price: $25,000
Living Area: 0 Sq. Ft.
Picture of 220 Windermere Drive
220 Windermere Drive
Middlesboro, KY | Closed
Listed: Sep, 04, 2025
Price: $269,500
Living Area: 1,692 Sq. Ft.
Picture of 832 N 25th Street
832 N 25th Street
Middlesboro, KY | Pending
Listed: May, 30, 2025
Price: $319,900
Living Area: 4,033 Sq. Ft.
Picture of 180 Stevenson Branch Rd
180 Stevenson Branch Rd
Middlesboro, KY | Active
Listed: May, 19, 2025
Price: $170,000
Living Area: 1,200 Sq. Ft.
Picture of 165 Lake Hill Road
165 Lake Hill Road
Middlesboro, KY | Closed
Listed: Sep, 03, 2022
Price: $224,900
Living Area: 1,813 Sq. Ft.
Picture of 211 Arthur Heights Heights
211 Arthur Heights Heights
Middlesboro, KY | Closed
Listed: Nov, 09, 2022
Price: $289,900
Living Area: 2,764 Sq. Ft.
Picture of 3201 W Cumberland Avenue
3201 W Cumberland Avenue
Middlesboro, KY | Closed
Listed: Nov, 21, 2022
Price: $289,900
Living Area: 2,542 Sq. Ft.
Picture of 212 S 32nd Street
212 S 32nd Street
Middlesboro, KY | Closed
Listed: Jul, 12, 2024
Price: $129,900
Living Area: 776 Sq. Ft.
Picture of 308 S 30th Street
308 S 30th Street
Middlesboro, KY | Closed
Listed: Jan, 13, 2023
Price: $33,000
Living Area: 5,800 Sq. Ft.
Picture of 162 W Parker Lane
162 W Parker Lane
Middlesboro, KY | Closed
Listed: Jan, 23, 2023
Price: $99,900
Living Area: 1,040 Sq. Ft.
Picture of 216 Rochester Avenue
216 Rochester Avenue
Middlesboro, KY | Closed
Listed: Feb, 02, 2023
Price: $114,900
Living Area: 1,188 Sq. Ft.
Picture of 164 Robinson Lane
164 Robinson Lane
Middlesboro, KY | Closed
Listed: Jan, 24, 2023
Price: $99,900
Living Area: 1,040 Sq. Ft.
Picture of 816 Chester Avenue
816 Chester Avenue
Middlesboro, KY | Closed
Listed: Oct, 13, 2021
Price: $74,900
Living Area: 1,240 Sq. Ft.
Picture of 717 S 27th Street
717 S 27th Street
Middlesboro, KY | Closed
Listed: Dec, 28, 2021
Price: $350,000
Living Area: 2,943 Sq. Ft.
Picture of 1603 Winchester Avenue
1603 Winchester Avenue
Middlesboro, KY | Closed
Listed: Jun, 14, 2021
Price: $93,750
Living Area: 1,320 Sq. Ft.
Picture of 204 Barkley Drive
204 Barkley Drive
Middlesboro, KY | Closed
Listed: Jun, 30, 2021
Price: $124,900
Living Area: 1,040 Sq. Ft.
Picture of 1200 W Chester Avenue
1200 W Chester Avenue
Middlesboro, KY | Closed
Listed: Nov, 27, 2024
Price: $119,900
Living Area: 1,028 Sq. Ft.
Picture of 1212 W Winchester Avenue
1212 W Winchester Avenue
Middlesboro, KY | Closed
Listed: Feb, 15, 2023
Price: $129,900
Living Area: 1,206 Sq. Ft.
Picture of 1208 KY-217
1208 KY-217
Middlesboro, KY | Pending
Listed: Dec, 03, 2024
Price: $189,000
Living Area: 960 Sq. Ft.
Picture of 2004 Twin Fawn Tr
2004 Twin Fawn Tr
Middlesboro, KY | Active
Listed: Dec, 03, 2025
Price: $525,000
Living Area: 2,542 Sq. Ft.
Picture of 1308 Gloucester Ave
1308 Gloucester Ave
Middlesboro, KY | Closed
Listed: Nov, 20, 2025
Price: $539,000
Living Area: 4,829 Sq. Ft.
Picture of 409 Fairview Road
409 Fairview Road
Middlesboro, KY | Pending
Listed: Dec, 23, 2025
Price: $369,900
Living Area: 2,684 Sq. Ft.
Picture of 1 Sherwood Rd
1 Sherwood Rd
Middlesboro, KY | Closed
Listed: Oct, 30, 2018
Price: $285,500
Living Area: 3,166 Sq. Ft.
Picture of 201 Exeter Avenue
201 Exeter Avenue
Middlesboro, KY | Closed
Listed: Aug, 08, 2018
Price: $79,900
Living Area: 1,568 Sq. Ft.
Picture of 13 Duncan LN
13 Duncan LN
Middlesboro, KY | Pending
Listed: Feb, 23, 2026
Price: $24,900
Living Area: 0 Sq. Ft.
Picture of Windermere
Windermere
Middlesboro, KY | Pending
Listed: Jan, 14, 2026
Price: $40,000
Living Area: 0 Sq. Ft.
Picture of 113 Hollywood Drive
113 Hollywood Drive
Middlesboro, KY | Active
Listed: Sep, 19, 2024
Price: $299,000
Living Area: 3,174 Sq. Ft.
Picture of 13 Duncan Lane
13 Duncan Lane
Middlesboro, KY | Pending
Listed: Nov, 25, 2025
Price: $24,900
Living Area: 960 Sq. Ft.
Picture of 708 W Chester Ave
708 W Chester Ave
Middlesboro, KY | Active
Listed: Feb, 06, 2026
Price: $142,000
Living Area: 1,404 Sq. Ft.
Picture of 164 Walker Lane
164 Walker Lane
Middlesboro, KY | Closed
Listed: Dec, 29, 2025
Price: $174,500
Living Area: 1,040 Sq. Ft.
Picture of 918 E Cumberland Avenue
918 E Cumberland Avenue
Middlesboro, KY | Active
Listed: Oct, 21, 2025
Price: $130,000
Living Area: 792 Sq. Ft.
Picture of 140 Hickory Lane
140 Hickory Lane
Middlesboro, KY | Pending
Listed: Feb, 01, 2026
Price: $164,900
Living Area: 1,209 Sq. Ft.
Picture of 523 N 30th St
523 N 30th St
Middlesboro, KY | Active
Listed: Feb, 20, 2026
Price: $455,000
Living Area: 3,146 Sq. Ft.
Picture of 156 Wellington Drive
156 Wellington Drive
Middlesboro, KY | Active
Listed: Mar, 21, 2026
Price: $245,000
Living Area: 1,320 Sq. Ft.
Picture of 129 Lower Gibson Lane
129 Lower Gibson Lane
Middlesboro, KY | Pending
Listed: Sep, 22, 2025
Price: $240,000
Living Area: 1,856 Sq. Ft.
Picture of 102 Redwood Road A & B
102 Redwood Road A & B
Middlesboro, KY | Active
Listed: Mar, 23, 2026
Price: $175,000
Living Area: 1,664 Sq. Ft.
Picture of 103 Nutwood Road
103 Nutwood Road
Middlesboro, KY | Active
Listed: Mar, 24, 2026
Price: $30,000
Living Area: 1,244 Sq. Ft.
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