Willow St, Middlesboro, KY 40965
OFF MARKET

$334,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 3,912 sqft

Willow St, Middlesboro, KY 40965

Est. Refi. Payment $1,970/mo*
Refinance Your Home

Home Value

Trulia Estimate
$334K
Since last month
Decreased$43K (-11.3%)
Since last year
Increased$49K (+17.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +116% in the last 10 years
MonthEstimated value
2026
August 2026$334K
August 2026$331K
July 2026$377K
June 2026$384K
May 2026$366K
April 2026$368K
March 2026$346K
February 2026$389K
January 2026$356K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
103 Bellwood Rd, Middlesboro, KY
0.19
Single-Family Home
$13,600
08/10/26
3
1
862
134 Barkley Dr, Middlesboro, KY
0.50
Single-Family Home
$70,000
09/11/25
3
2
1,296
63 Old Pineville Pike, Middlesboro, KY
0.55
Single-Family Home
$145,000
08/17/26
3
2
1,560
102 Cherry St, Vine Grove, KY
0.15
Single-Family Home
$149,500
07/20/26
2
1
920
4 Hampton Ct, Middlesboro, KY
0.72
Single-Family Home
$153,000
06/16/26
4
2
1,600
103 Leafwood Rd, Middlesboro, KY
0.65
Single-Family Home
$164,000
02/21/26
2
2
1,326
1425 Highway 441, Middlesboro, KY
0.87
Single-Family Home
$155,000
07/27/26
3
1.5
1,242
103 Nutwood Rd, Middlesboro, KY
0.55
Single-Family Home
$17,000
07/24/26
2
1
1,244
109 Hollywood Dr, Middlesboro, KY
0.50
Single-Family Home
$275,000
11/03/25
3
2.5
3,544
515 N 25th St, Middlesboro, KY
0.87
Single-Family Home
$196,000
11/26/25
3
1
2,000

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1323 N 25th St, Middlesboro, KY 40965
0.04
$131,000
3
2
2,000
Off Market
116 Willow St, Middlesboro, KY 40965
0.05
$81,300
2
1
904
Off Market
114 Willow St, Middlesboro, KY 40965
0.06
$81,900
2
1
904
Off Market
111 Cherry St, Middlesboro, KY 40965
0.08
-
-
-
-
Off Market
1315 N 25th St, Middlesboro, KY 40965
0.12
$81,800
3
1
960
Off Market
102 Cherry St, Vine Grove, KY 40175
0.15
$149,500
2
1
920
Recently Sold
101 Kim Ln, Middlesboro, KY 40965
0.24
$411,000
5
4
3,874
Off Market
431 Bellwood Rd, Middlesboro, KY 40965
0.29
$143,400
3
2
1,848
Off Market
Abbey Ln, Middlesboro, KY 40965
0.29
-
-
-
-
Off Market
Winchester Ave, Middlesboro, KY 40965
0.29
-
-
-
-
Off Market
Lot 6 Bellwood Rd, Middlesboro, KY 40965
0.34
-
-
-
-
Off Market
Lot 2 Bellwood Rd, Middlesboro, KY 40965
0.39
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around Willow St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1997
Living Area
3,912 sqft
Price/Sqft
$85
Parking
Garage

About this House

This single-family home is located at Willow St, Middlesboro, KY. Willow St is in Middlesboro, KY and in ZIP code 40965. This property has 3 bedrooms, 2 bathrooms and approximately 3,912 sqft of floor space. This property was built in 1997.
Willow St, Middlesboro, KY 40965 is a 3 bedroom, 2 bathroom, 3,912 sqft single-family home built in 1997. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $334,100, with a rent estimate of $1,638/month.

Home Details for Willow St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: BrickFoundation Type: Concrete Block
Parking & Garage
GarageParking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: A-frame

Price and Tax history

YearProperty taxTax assessment
2024
$3,160
$349,900
Home facts updated by county records

Market trends in Middlesboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
49
2MoM

Around this home

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

Frequently asked questions about Willow St

  • What is Willow St estimated to be worth?
    Trulia's estimated value for Willow St in Middlesboro, KY is $334,100.
  • Is Middlesboro a buyer's or seller's market?
    Middlesboro is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Middlesboro?
    Residents describe Middlesboro, KY as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Middlesboro, KY.
  • What are the closest schools to Willow St?
    The closest schools to Willow St in Middlesboro, KY are Middlesboro Elementary School (Pre-K, rated 5/10), Middlesboro High School (rated 6/10), Middlesboro Middle School (Elementary, rated 5/10).
  • Does Willow St have air conditioning?
    Yes, Willow St in Middlesboro, KY has air conditioning.
  • Does Willow St have a garage?
    Yes, Willow St in Middlesboro, KY has a garage.

Apartments for Rent

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