115 E Winchester Ave, Middlesboro, KY 40965
OFF MARKET

115 E Winchester Ave
Middlesboro, KY 40965

  • Studio
Studio

Local Information

  • Map ViewExplore the area around 115 E Winchester Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 115 E Winchester Ave, Middlesboro, KY. 115 E Winchester Ave is in Middlesboro, KY and in ZIP code 40965.
115 E Winchester Ave, Middlesboro, KY 40965 is a studio single-family home. It is currently off market. The Trulia Estimate rent is $1,683/month.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 115 E Winchester Ave

Property Information

Property Type / Style
Property Type: Single Family Home

Market trends in Middlesboro

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
46
10MoM
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Property Tax and Assessment

Year2024
Tax$104
Assessment$10,000
Home facts updated by county records

Comparable Sales for 115 E Winchester Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
112 Exeter Ave, Middlesboro, KY
0.05
Single-Family Home
$80,000
07/24/25
1
1,236
308 S 20th St, Middlesboro, KY
0.09
Single-Family Home
$121,000
05/08/26
-
864
419 S 20th St, Middlesboro, KY
0.12
Single-Family Home
$45,000
05/29/26
-
1,056
132 S 21st St, Middlesboro, KY
0.13
Single-Family Home
$141,000
10/06/25
-
5,880
114 W Rochester Ave, Middlesboro, KY
0.13
Single-Family Home
$175,000
12/31/25
3
2
1,008
114 W Rochester Ave, Middlesboro, KY
0.17
Single-Family Home
$175,000
01/23/26
1
918
212 S 22nd St, Middlesboro, KY
0.18
Single-Family Home
$10,000
08/07/25
2
1,682
304 W Chester Ave, Middlesboro, KY
0.21
Single-Family Home
$87,000
03/12/26
1
1,344
315 S 24th St, Middlesboro, KY
0.32
Single-Family Home
$22,500
12/23/25
1
816
410 W Rochester Ave, Middlesboro, KY
0.32
Single-Family Home
$26,000
08/08/25
-
1,200

Nearby homes

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Assigned Schools

These are the assigned schools for 115 E Winchester Ave.
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

  • 79 % Say there's holiday spirit

  • 71 % Say kids play outside

  • 68 % 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 115 E Winchester Ave

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Off Market Homes Near 115 E Winchester Ave

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