110 Pilot Dr, Middlesboro, KY 40965
OFF MARKET

$116,800

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,014 sqft

110 Pilot Dr, Middlesboro, KY 40965

Est. Refi. Payment $751/mo*
Refinance Your Home
Currently Off Market - Sold Jul 1, 1996 for $28,000

Home Value

Trulia Estimate
$117K
Since last month
Increased$800 (+0.7%)
Since last year
Increased$2K (+1.3%)
Since last sale
Increased$87K (+310%)
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 +149% in the last 10 years
MonthEstimated value
2026
August 2026$115K
July 2026$114K
June 2026$119K
May 2026$115K
April 2026$123K
March 2026$111K
February 2026$112K
January 2026$103K
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
2872 Highway 441, Middlesboro, KY
0.25
Single-Family Home
$30,000
03/03/26
2
1
936
206 Beans Fork Rd, Middlesboro, KY
0.99
Single-Family Home
$24,000
12/23/25
3
1
916
1807 Winchester Ave, Middlesboro, KY
0.72
Single-Family Home
$152,500
07/21/26
3
1
1,104
3008 Highway 441, Middlesboro, KY
0.35
Single-Family Home
$168,700
01/21/26
3
1.5
1,800
248 S 45th St, Middlesboro, KY
0.99
Single-Family Home
$22,500
10/01/25
3
1
1,680
203 George Ann Dr, Middlesboro, KY
0.43
Single-Family Home
$256,000
04/24/26
3
2
1,792
1720 Exeter Ave, Middlesboro, KY
0.80
Single-Family Home
$84,000
04/30/26
2
1
1,456
35th St, Middlesboro, KY
0.35
Single-Family Home
$310,000
04/02/26
3
3
1,836
115 George Ann Dr, Middlesboro, KY
0.46
Single-Family Home
$271,500
12/16/25
3
2
2,008
4605 Cumberland Ave, Middlesboro, KY
0.72
Single-Family Home
$170,000
06/04/26
3
2
1,056

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
2817 Highway 441, Middlesboro, KY 40965
0.16
$138,500
3
2
1,272
Off Market
504 N 36th St, Middlesboro, KY 40965
0.19
-
3
2
1,056
Off Market
13 Duncan Ln, Middlesboro, KY 40965
0.22
$19,900
3
2
960
Foreclosure
64 Dunlap Hollow Rd, Middlesboro, KY 40965
0.32
$159,000
4
2
1,440
For Sale
3008 Highway 441, Middlesboro, KY 40965
0.35
$168,700
3
1.5
1,800
Recently Sold
108 Blakeman Dr, Middlesboro, KY 40965
0.45
$298,700
3
2
1,428
Off Market
115 George Ann Dr, Middlesboro, KY 40965
0.46
$271,500
3
2
2,008
Recently Sold
210 Welch Ln, Middlesboro, KY 40965
0.52
$163,500
3
1.5
1,430
Off Market
668 Po Box, Middlesboro, KY 40965
0.54
$123,800
3
1
1,130
Off Market
143 Dunlap Hill Loop, Middlesboro, KY 40965
0.59
$172,100
3
1.5
1,216
Off Market
114 George Ann Dr, Middlesboro, KY 40965
0.54
$287,300
4
2
1,796
Off Market
123 Twin Acres Rd, Middlesboro, KY 40965
0.58
$296,900
4
2
3,338
Off Market

Local Information

  • Map ViewExplore the area around 110 Pilot Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Living Area
1,014 sqft
Price/Sqft
$115
Parking
None

About this House

This single-family home is located at 110 Pilot Dr, Middlesboro, KY. 110 Pilot Dr is in Middlesboro, KY and in ZIP code 40965. This property has 3 bedrooms, 1 bathroom and approximately 1,014 sqft of floor space. This property was built in 1965.
110 Pilot Dr, Middlesboro, KY 40965 is a 3 bedroom, 1 bathroom, 1,014 sqft single-family home built in 1965. It last sold for $28,000 on Jul 1, 1996. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $116,800, with a rent estimate of $1,349/month.

Home Details for 110 Pilot Dr

Interior Features

Heating & Cooling
Heating: RadiantAir ConditioningCooling System: WallHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete Block
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Jul 1, 1996
Source: N/A
Sold
$28,000

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 110 Pilot Dr

  • What is 110 Pilot Dr estimated to be worth?
    Trulia's estimated value for 110 Pilot Dr in Middlesboro, KY is $116,800.
  • What is the price history for 110 Pilot Dr?
    110 Pilot Dr in Middlesboro, KY last sold for $28,000 in July 1996.
  • 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.
  • Does 110 Pilot Dr have air conditioning?
    Yes, 110 Pilot Dr in Middlesboro, KY has air conditioning.

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