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Middlesboro Kentucky Commercial & Residential Property Values
View Property Records by
Street
in Middlesboro, Kentucky
We found
563
streets in Middlesboro, Kentucky.
Popular Streets in
Middlesboro, Kentucky
Street
Properties
Avg. Beds
Avg. Baths
Avg. Property Value
Avg. Property Size
Last Sale Date
10th St
88
3
1
$115,762
1,335 Sq.Ft.
5/2/2025
25th St
90
3
1
$147,535
2,001 Sq.Ft.
11/6/2024
Beans Fork Rd
127
3
1
$128,837
1,160 Sq.Ft.
12/13/2024
Chester Ave
161
3
1
$102,000
1,734 Sq.Ft.
3/11/2025
Cumberland Ave
355
3
2
$165,064
4,338 Sq.Ft.
4/28/2025
Dorchester Ave
92
3
2
$145,085
1,960 Sq.Ft.
5/10/2024
Exeter Ave
230
3
1
$97,804
1,498 Sq.Ft.
3/24/2025
Highway 441
183
3
1
$114,628
1,368 Sq.Ft.
3/19/2025
Rochester Ave
97
3
1
$98,151
1,241 Sq.Ft.
12/13/2024
Winchester Ave
224
3
1
$108,953
2,286 Sq.Ft.
4/8/2025
All Streets in
Middlesboro, Kentucky
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All Streets in
Middlesboro, Kentucky
Street
Properties
Avg. Beds
Avg. Baths
Avg. Property Value
Avg. Property Size
Last Sale Date
New Wilson Ln
37
3
1
$103,188
2,301 Sq.Ft.
1/10/2025
Noetown Rd
16
3
1
$121,429
979 Sq.Ft.
6/30/2023
Northwood Dr
5
3
2
$191,000
1,662 Sq.Ft.
2/6/2006
Norwood Rd
1
4
2
$135,000
3,240 Sq.Ft.
7/21/2023
Nottingham Dr
23
3
2
$173,500
2,061 Sq.Ft.
12/19/2024
Nutwood Rd
36
2
1
$99,050
985 Sq.Ft.
8/27/2019
Oak Hill Ln
3
3
2
$309,000
2,695 Sq.Ft.
7/29/2020
Oakwood Rd
27
3
1
$131,727
1,706 Sq.Ft.
3/25/2025
Old Cross Rd
5
3
2
$121,400
1,647 Sq.Ft.
3/28/2019
Old Horseford Hollow Rd
1
N/A
N/A
$128,000
N/A
N/A
Old Pineville Pike
78
3
1
$116,375
1,368 Sq.Ft.
8/24/2023
Old Ridge Rd
22
2
1
$126,765
1,249 Sq.Ft.
4/10/2025
Old Us 25 Loop
1
N/A
N/A
$97,000
1,849 Sq.Ft.
N/A
Old Wilson Ln
28
3
1
$103,125
1,173 Sq.Ft.
8/28/2024
On "Y
1
3
1
$153,000
912 Sq.Ft.
N/A
Overbay Evans Rd
4
4
1
$87,000
1,446 Sq.Ft.
10/19/2023
Owens Hill Rd
1
N/A
N/A
$71,000
2,432 Sq.Ft.
N/A
Owens Ln
1
N/A
N/A
$183,000
1,000 Sq.Ft.
N/A
Parker Ln
88
3
1
$113,800
1,244 Sq.Ft.
9/23/2024
Park Phelps Ln
3
N/A
2
$105,667
1,180 Sq.Ft.
N/A
Patriot Ln
5
2
1
$100,400
1,032 Sq.Ft.
7/29/2024
Patterson Rd
5
N/A
1
$129,750
943 Sq.Ft.
N/A
Pearly Vw
2
2
1
$122,000
1,141 Sq.Ft.
12/2/2024
Pebbles Ln
2
N/A
N/A
$65,500
1,336 Sq.Ft.
N/A
Petersboro Ave
1
N/A
N/A
N/A
N/A
N/A
Petersborough Ave
42
3
2
$182,848
3,514 Sq.Ft.
11/25/2024
Phalen Bartley Rd
1
N/A
N/A
$112,000
896 Sq.Ft.
8/11/2005
Picadilly Ct
20
3
2
$184,900
1,685 Sq.Ft.
6/6/2023
Pilot Dr
7
3
1
$86,833
1,117 Sq.Ft.
N/A
Pine Branch Rd
15
3
1
$96,231
1,087 Sq.Ft.
10/23/2020
Pinewood Ln
7
3
1
$136,833
1,905 Sq.Ft.
9/1/2023
Polar Bear Ave
3
N/A
N/A
N/A
1,344 Sq.Ft.
8/29/2024
Polly Hollow Left Fork Rd
26
2
1
$135,217
1,244 Sq.Ft.
2/3/2023
Polly Hollow Middle Fork Rd
27
2
1
$150,333
1,036 Sq.Ft.
4/3/2025
Polly Hollow Right Fork Rd
22
3
1
$131,000
1,377 Sq.Ft.
7/8/2024
Polly Holw
2
N/A
N/A
$156,000
1,248 Sq.Ft.
1/20/2016
Price Ln
2
N/A
1
$103,500
2,248 Sq.Ft.
2/4/2015
Private Hurst Ln
2
N/A
2
$101,000
1,820 Sq.Ft.
3/6/2017
Proffitt Hill Rd
2
N/A
N/A
N/A
884 Sq.Ft.
N/A
Prospect Rd
10
6
2
$152,125
1,818 Sq.Ft.
3/17/2022
Queensbury Hts
1
3
1
$151,000
1,200 Sq.Ft.
N/A
Queens Way
4
3
2
$259,000
1,934 Sq.Ft.
11/17/2023
Ravenwood Rd
4
4
2
$180,500
2,558 Sq.Ft.
4/13/2021
Raymond Sampson Ln
2
3
1
$125,000
1,172 Sq.Ft.
N/A
Red Wilson Rd
3
N/A
1
$150,000
2,130 Sq.Ft.
N/A
Redwood Rd
5
4
2
$112,333
1,316 Sq.Ft.
N/A
Rice Rd
1
N/A
N/A
$104,000
756 Sq.Ft.
5/9/2023
Robbins Ln
3
N/A
1
$72,000
1,710 Sq.Ft.
N/A
Robbins Turner Rd
1
N/A
2
$123,000
920 Sq.Ft.
9/9/2022
Robinson Ln
11
3
1
$148,111
981 Sq.Ft.
6/28/2023
Rochester Ave
97
3
1
$98,151
1,241 Sq.Ft.
12/13/2024
Rocky Face
2
N/A
N/A
N/A
N/A
7/17/2009
Rodgers Ln
1
N/A
2
$110,000
1,488 Sq.Ft.
N/A
Rt Fork Polly Holw
1
4
1
$214,000
2,128 Sq.Ft.
N/A
Russell Ln
10
4
1
$127,111
1,068 Sq.Ft.
1/10/2023
S 27th St At W Rochester Ave
1
3
1
$144,000
1,040 Sq.Ft.
N/A
Salisbury Ave
25
2
1
$137,556
1,637 Sq.Ft.
2/15/2024
Sampson Hill Rd
2
N/A
2
$126,000
2,080 Sq.Ft.
N/A
Sams Mtn
13
3
1
$222,636
1,998 Sq.Ft.
3/25/2024
Samuel Harris Rd
3
N/A
1
$98,000
1,549 Sq.Ft.
4/4/2023
School Rd
6
N/A
1
$133,200
1,312 Sq.Ft.
8/23/2021
Scout Trl
3
N/A
1
$107,000
941 Sq.Ft.
8/9/2023
Settles Ln
3
N/A
1
$97,667
977 Sq.Ft.
N/A
Shackelford Loop
1
N/A
N/A
$109,000
1,216 Sq.Ft.
N/A
Shackleford Ln
3
N/A
N/A
$80,000
840 Sq.Ft.
N/A
Sherwood Rd
24
3
2
$164,818
2,047 Sq.Ft.
1/2/2025
Shillalah Vlg
1
1
1
$130,000
676 Sq.Ft.
1/30/2025
Short St
3
N/A
N/A
N/A
3,912 Sq.Ft.
10/12/2015
Side Mobile Home Park
10
N/A
N/A
$98,556
807 Sq.Ft.
N/A
Side Park Rd
2
N/A
N/A
$79,000
3,712 Sq.Ft.
N/A
Silcox Ln
1
3
2
$149,000
1,523 Sq.Ft.
N/A
Siler Ln
2
2
1
$142,500
1,295 Sq.Ft.
1/15/2022
Sil Ln
2
N/A
N/A
$96,000
935 Sq.Ft.
N/A
Sloshbury Ave
2
N/A
N/A
$45,000
720 Sq.Ft.
N/A
Slusher Dr
6
3
1
$123,333
1,017 Sq.Ft.
N/A
Smith Cemetery Rd
5
4
1
$138,400
1,187 Sq.Ft.
2/24/2014
Smith Ln
1
N/A
1
$130,000
788 Sq.Ft.
N/A
Spade Acres Dr
4
N/A
N/A
$89,000
1,172 Sq.Ft.
N/A
Sparks Ln
4
3
1
$97,500
1,487 Sq.Ft.
6/27/2023
Spring Hollow Rd
3
N/A
N/A
$59,500
1,288 Sq.Ft.
N/A
State Highway 74
2
N/A
N/A
N/A
N/A
N/A
Stevens Branch Rd
20
3
1
$136,067
1,148 Sq.Ft.
5/24/2022
Stevens Ln
2
3
1
$69,000
2,166 Sq.Ft.
8/11/2009
Stevenson Branch Rd
2
N/A
N/A
$142,000
N/A
N/A
Stone Creek Dr
16
3
2
$65,400
1,530 Sq.Ft.
7/3/2024
Stonehenge Way
11
3
2
$157,750
1,675 Sq.Ft.
6/30/2017
Stoney Fork Ln
5
3
1
$111,000
1,323 Sq.Ft.
10/16/2019
Summit Dr
15
4
1
$145,214
1,711 Sq.Ft.
12/13/2024
Swallow Lane Spur
2
N/A
N/A
$74,000
1,568 Sq.Ft.
7/10/2007
Swanson Rd
10
3
2
$98,556
1,548 Sq.Ft.
6/30/2021
Tadcaster Ave
9
3
2
$158,857
1,869 Sq.Ft.
4/15/2010
Taylor Right Rd
1
N/A
N/A
N/A
N/A
N/A
Taylors Roots Rd
1
N/A
N/A
N/A
N/A
6/28/2024
Tech Dr
1
N/A
N/A
N/A
N/A
N/A
Terri Ln
11
N/A
N/A
$103,111
1,052 Sq.Ft.
N/A
Thaxted Ln
8
3
2
$231,000
2,765 Sq.Ft.
4/28/2021
Thompson Ln
3
2
1
N/A
1,173 Sq.Ft.
7/29/2019
Thornaby Ridgeway
4
N/A
N/A
N/A
N/A
7/26/2021
Thornaby Ridge Way
3
3
3
$262,000
3,828 Sq.Ft.
7/26/2021
Tina Ln
7
N/A
N/A
$91,833
1,084 Sq.Ft.
N/A
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Investment Properties in
Middlesboro, Kentucky
1311 Haywood Rd
Middlesboro, KY 40965
Estimated Value
$323,000
Living Area
2,304 SqFt
Beds
3
Baths
2
Year Built
2000
Property Type
Single Family
Ownership Type
Related
APN
068-20-00-128.00
Municipality
02
School District
Middlesboro Independent School District
806 Manchester Ave
Middlesboro, KY 40965
Estimated Value
$225,000
Living Area
1,842 SqFt
Beds
2
Baths
1
Year Built
1964
Property Type
Single Family
Ownership Type
Individual
APN
069-23-14-007.00
Municipality
02
School District
Middlesboro Independent School District
611 N 28th St
Middlesboro, KY 40965
Estimated Value
$114,000
Living Area
1,320 SqFt
Beds
2
Baths
1
Year Built
1949
Property Type
Single Family
Ownership Type
Related
APN
069-23-15-004.00
Municipality
02
School District
Middlesboro Independent School District
508 Worchester Ave
Middlesboro, KY 40965
Estimated Value
$164,000
Living Area
1,266 SqFt
Beds
3
Baths
1
Year Built
1943
Property Type
Single Family
Ownership Type
Individual
APN
069-41-05-006.00
Subdivision
City Of Middlesboro
School District
Middlesboro Independent School District
206 N 10th St
Middlesboro, KY 40965
Estimated Value
$176,000
Living Area
1,672 SqFt
Beds
3
Baths
1
Year Built
1964
Property Type
Single Family
Ownership Type
Individual
APN
082-40-00-194.00
Municipality
02
School District
Middlesboro Independent School District
1315 Winchester Ave
Middlesboro, KY 40965
Estimated Value
$201,000
Living Area
1,684 SqFt
Beds
3
Baths
2
Year Built
1952
Property Type
Single Family
Ownership Type
Individual
APN
069-22-15-001.00
Subdivision
Section Southwest
School District
Middlesboro Independent School District
312 Wildwood Rd #B
Middlesboro, KY 40965
Estimated Value
$169,000
Living Area
2,758 SqFt
Beds
4
Baths
3
Year Built
2000
Property Type
Single Family
Ownership Type
Related
APN
069-34-14-013.00
Municipality
02
School District
Middlesboro Independent School District
603 W Chester Ave
Middlesboro, KY 40965
Estimated Value
$180,000
Living Area
1,670 SqFt
Beds
3
Baths
1
Year Built
1946
Property Type
Single Family
Ownership Type
Related
APN
069-42-07-005.00
Municipality
02
School District
Middlesboro Independent School District
614 S 17th St
Middlesboro, KY 40965
Estimated Value
$166,000
Living Area
650 SqFt
Beds
2
Baths
1
Year Built
1933
Property Type
Residential General
Ownership Type
Individual
APN
082-20-00-203.00
Municipality
02
School District
Middlesboro Independent School District
1218 Haywood Rd
Middlesboro, KY 40965
Estimated Value
$110,000
Living Area
968 SqFt
Beds
2
Baths
1
Year Built
1982
Property Type
Single Family
Ownership Type
Related
APN
068-20-00-120.00
Municipality
02
School District
Middlesboro Independent School District
916 W Chester Ave
Middlesboro, KY 40965
Estimated Value
$114,000
Living Area
1,360 SqFt
Beds
4
Baths
1
Year Built
1948
Property Type
Single Family
Ownership Type
Individual
APN
069-24-14-012.00
Municipality
02
School District
Middlesboro Independent School District
2601 Cumberland Ave
Middlesboro, KY 40965
Estimated Value
$188,000
Living Area
1,590 SqFt
Beds
3
Baths
2
Year Built
1900
Property Type
Single Family
Ownership Type
Multiple
APN
069-42-03-005.00
Municipality
02
School District
Middlesboro Independent School District
713 Cirencester Ave
Middlesboro, KY 40965
Estimated Value
$79,000
Living Area
1,544 SqFt
Beds
3
Baths
1.5
Year Built
1947
Property Type
Single Family
Ownership Type
Corporate
APN
069-30-00-259.00
Municipality
02
School District
Middlesboro Independent School District
209 Oakwood Rd
Middlesboro, KY 40965
Estimated Value
$81,000
Living Area
1,064 SqFt
Beds
3
Baths
1
Year Built
1928
Property Type
Single Family
Ownership Type
Related
APN
069-30-00-155.00
Municipality
02
School District
Middlesboro Independent School District
4636 Cumberland Ave
Middlesboro, KY 40965
Estimated Value
$89,000
Living Area
1,067 SqFt
Beds
2
Baths
1
Year Built
1946
Property Type
Single Family
Ownership Type
Individual
APN
057-20-00-003.00
Municipality
02
School District
Middlesboro Independent School District
416 Dorchester Ave
Middlesboro, KY 40965
Estimated Value
$209,000
Living Area
2,148 SqFt
Beds
6
Baths
2
Year Built
9999
Property Type
Single Family
Ownership Type
Multiple
APN
069-41-07-026.00
Municipality
02
School District
Middlesboro Independent School District
Additional Questions?
Looking for off-market properties in Middlesboro, Kentucky?
Traditional methods include networking with contractors, scouting neighborhoods ("driving for dollars"), or purchasing leads from wholesalers can be tedious. PropertyReach streamlines this process with predictive analytics and neighborhood benchmarks, using Middlesboro, Kentucky property records and MLS failed listings to refine your search. Effortlessly compare properties, access owner contact details, and secure the best off-market deals at the right price.
What is the median home value in Middlesboro, Kentucky?
The median home value in Middlesboro, Kentucky is $115,000, with an average home value of $132,572. The average price per square foot for homes in the area is $66.33.
How Can I Find Pre-foreclosures or Distressed Properties in Middlesboro, Kentucky?
Foreclosures and distressed properties in Middlesboro, Kentucky can be found through public records, foreclosure notices, and auction announcements from the county clerk or sheriff’s office. PropertyReach streamlines this by aggregating public and MLS data, making it easier to identify distressed properties and connect with owners directly.
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