20 School Rd, Middlesboro, KY 40965
OFF MARKET

$77,200

Trulia Estimate
  • Studio
  • 1 Bath
  • 1,008 sqft (on 3 acres)

20 School Rd, Middlesboro, KY 40965

Est. Refi. Payment $513/mo*
Refinance Your Home

Home Value

Trulia Estimate
$77.2K
Since last month
Decreased$29K (-29.1%)
Since last year
Increased$18K (+33.8%)
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 +332% in the last 10 years
MonthEstimated value
2026
August 2026$72K
August 2026$69K
July 2026$101K
2025
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
359 Beans Fork Rd, Middlesboro, KY
0.14
Single-Family Home
$150,000
06/04/26
2
1
952
206 Beans Fork Rd, Middlesboro, KY
0.31
Single-Family Home
$24,000
12/23/25
3
1
916
123 Upper Gibson Rd, Middlesboro, KY
0.58
Single-Family Home
$130,000
05/06/26
2
1
1,088
102 Stone Creek Dr, Middlesboro, KY
0.46
Single-Family Home
$152,500
10/10/25
2
1
952
99 Vanover Ln, Middlesboro, KY
0.38
Single-Family Home
$150,000
06/16/26
-
720
4921 W Cumberland Ave, Middlesboro, KY
0.74
Single-Family Home
$223,000
03/30/26
3
2
1,900
2872 Highway 441, Middlesboro, KY
1.10
Single-Family Home
$30,000
03/03/26
2
1
936
4605 Cumberland Ave, Middlesboro, KY
1.08
Single-Family Home
$170,000
06/04/26
3
2
1,056
140 Hickory Ln, Middlesboro, KY
0.38
Single-Family Home
$173,675
03/27/26
3
2
-
3008 Highway 441, Middlesboro, KY
0.96
Single-Family Home
$168,700
01/21/26
3
1.5
1,800

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
488 Beans Fork Rd, Middlesboro, KY 40965
0.05
$71,800
4
2
1,200
Off Market
14 Honeycutt Ln, Middlesboro, KY 40965
0.12
$28,000
-
-
-
For Sale
359 Beans Fork Rd, Middlesboro, KY 40965
0.14
$150,000
2
1
952
Recently Sold
124 Beans Fork Rd, Middlesboro, KY 40965
0.38
-
3
2
1,316
Off Market
98 Beans Fork Rd, Middlesboro, KY 40965
0.40
$199,900
3
2
1,624
Off Market
140 Hickory Ln, Middlesboro, KY 40965
0.38
$173,675
3
2
-
Recently Sold
110 Huber Ln, Middlesboro, KY 40965
0.41
$120,900
3
2
995
Off Market
3765 Highway 441, Middlesboro, KY 40965
0.45
$120,600
2
1
1,124
Off Market
3777 Highway 441, Middlesboro, KY 40965
0.45
$117,200
3
1
1,040
Off Market
102 Stone Creek Dr, Middlesboro, KY 40965
0.46
$156,000
2
1
952
Off Market
4002 Highway 441, Middlesboro, KY 40965
0.48
-
3
1
1,389
Off Market
108 Stone Creek Dr, Middlesboro, KY 40965
0.50
$187,800
4
3
2,040
Off Market

Local Information

  • Map ViewExplore the area around 20 School Rd.
  • Schools6 Preschool Schools6 Elementary Schools6 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
3 acres
Living Area
1,008 sqft
Price/Sqft
$77
Parking
Garage

About this House

This single-family home is located at 20 School Rd, Middlesboro, KY. 20 School Rd is in Middlesboro, KY and in ZIP code 40965. This property has 1 bathroom and approximately 1,008 sqft of floor space. This property has a lot size of 3.00 acres and was built in 1920.
20 School Rd, Middlesboro, KY 40965 is a studio, 1 bathroom, 1,008 sqft single-family home built in 1920. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $77,200, with a rent estimate of $1,205/month.

Home Details for 20 School Rd

Interior Features

Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: WallHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 4

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoFoundation Type: Concrete Block
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 3.00 acres

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$30,000
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 20 School Rd

  • What is 20 School Rd estimated to be worth?
    Trulia's estimated value for 20 School Rd in Middlesboro, KY is $77,200.
  • 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 20 School Rd?
    The closest schools to 20 School Rd in Middlesboro, KY are Bell Central School Center (Pre-K/Elementary/Middle, rated 6/10), Bell County High School (rated 5/10), Frakes School Center (Pre-K/Elementary/Middle, rated 8/10).
  • Does 20 School Rd have air conditioning?
    Yes, 20 School Rd in Middlesboro, KY has air conditioning.
  • How big is the lot at 20 School Rd?
    The lot at 20 School Rd in Middlesboro, KY is about 3 acres.

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