108 Herbert Middleton Loop, Middlesboro, KY 40965
OFF MARKET

108 Herbert Middleton Loop
Middlesboro, KY 40965

  • Studio
  • 2,332 sqft

$337,000

Trulia Estimate
as of Jul 25, 2026

$337,000

Trulia Estimate
as of Jul 25, 2026
Studio
2,332 sqft

Local Information

  • Map ViewExplore the area around 108 Herbert Middleton Loop.
  • Schools6 Preschool Schools6 Elementary Schools6 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2019
Living Area
2,332 sqft
Price/Sqft
$145

About this House

This single-family home is located at 108 Herbert Middleton Loop, Middlesboro, KY. 108 Herbert Middleton Loop is in Middlesboro, KY and in ZIP code 40965. This property has approximately 2,332 sqft of floor space. This property was built in 2019.
108 Herbert Middleton Loop, Middlesboro, KY 40965 is a studio, 2,332 sqft single-family home built in 2019. It is currently off market. The Trulia Estimate is $337,000, with a rent estimate of $1,499/month.

Home Details for 108 Herbert Middleton Loop

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: A-frame

Exterior Features

Exterior Home Features
Exterior: BrickFoundation Type: Concrete

Market trends in Middlesboro

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
51
5MoM
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Property Tax and Assessment

Year2024
Tax$2,659
Assessment$230,000
Home facts updated by county records

Comparable Sales for 108 Herbert Middleton Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
99 Vanover Ln, Middlesboro, KY
0.28
Single-Family Home
$150,000
06/16/26
-
720
3008 Highway 441, Middlesboro, KY
0.52
Single-Family Home
$168,700
01/21/26
3
1.5
1,800
206 Beans Fork Rd, Middlesboro, KY
0.44
Single-Family Home
$24,000
12/23/25
3
1
916
359 Beans Fork Rd, Middlesboro, KY
0.50
Single-Family Home
$150,000
06/04/26
2
1
952
140 Hickory Ln, Middlesboro, KY
0.17
Single-Family Home
$173,675
03/27/26
3
2
-
102 Stone Creek Dr, Middlesboro, KY
0.58
Single-Family Home
$152,500
10/10/25
2
1
952
2872 Highway 441, Middlesboro, KY
0.65
Single-Family Home
$30,000
03/03/26
2
1
936
4922 W Cumberland Ave, Middlesboro, KY
0.91
Single-Family Home
$220,000
08/29/25
3
2
1,989
4921 W Cumberland Ave, Middlesboro, KY
0.95
Single-Family Home
$223,000
03/30/26
3
2
1,900
123 Upper Gibson Rd, Middlesboro, KY
0.79
Single-Family Home
$130,000
05/06/26
2
1
1,088

Nearby homes

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Assigned Schools

These are the assigned schools for 108 Herbert Middleton Loop.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middlesboro

At least 43 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 87 % Say yards are well-kept

  • 81 % Say parking is easy

  • 77 % Say there's holiday spirit

  • 71 % Say kids play outside

  • 69 % Say it's dog friendly

  • 61 % Say they plan to stay for at least 5 years

  • 58 % Say there's wildlife

  • 54 % Say neighbors are friendly

  • 52 % Say people would walk alone at night

  • 49 % Say it's quiet

  • 44 % Say there are sidewalks

  • 40 % Say it's walkable to restaurants

  • 37 % Say streets are well-lit

  • 28 % Say there are community events

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Dawn R.
    "There is a big National park for hiking and dog walking within 2 minutes of. Middlesboro and Hours of fun hiking and walking the dog. "
    2
    Flag
  • Johanna.bowling
    "I drive to work ( Realtor) and I drive my kids to school although they could take the school bus if they wanted . It is a small community and it is fairly easy to get around town , everything is close by "
    2
    Flag
  • Jared C.
    "It's amazing!!! Great community and good neighborhood watch group. Safe streets and clean area. National Park nearby with good hiking trails and amazing views."
    1
    Flag
  • Dawn R.
    "Feeling of being in the country but within city limits. Small town living, free concerts, festivals, hiking, kayaking and other forms of entertainment. "
    1
    Flag
  • Jared C.
    "It is the safest neighborhood in the county. We have a neighborhood watch group. Also beautiful views of the mountains and close to town."
    0
    Flag
  • loulou8094
    "I live here and this is a beautiful neighborhood, quit, within walking distance to everything in town, just a nice area"
    0
    Flag
  • Laura K.
    "It's a quiet branch off Greenwood, not too many folks on this street, back off the road so low traffic and noise, walking distance of Ford Woods Park and if you really like to walk you can go down the hill to the Post office or City hall or even Kroger. Middlesboro is not much for nightlife or public transportation in general. "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 108 Herbert Middleton Loop

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Off Market Homes Near 108 Herbert Middleton Loop

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