20th St, Middlesboro, KY 40965
OFF MARKET

20th St
Middlesboro, KY 40965

  • Studio
  • 1,080 sqft
Studio
1,080 sqft

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
307 Englewood Rd, Middlesboro, KY
0.31
Single-Family Home
$3,000
03/05/26
2
1,072
100 Ironwood Rd, Middlesboro, KY
0.15
Single-Family Home
$45,000
03/26/26
-
960
428 Wilderness Rd, Middlesboro, KY
0.22
Single-Family Home
$147,000
10/27/25
3
1
1,320
103 Leafwood Rd, Middlesboro, KY
0.30
Single-Family Home
$164,000
02/21/26
2
2
1,326
305 N 15th St, Middlesboro, KY
0.38
Single-Family Home
$50,000
11/03/25
2
1
876
103 Nutwood Rd, Middlesboro, KY
0.39
Single-Family Home
$17,000
07/24/26
2
1
1,244
714 Dorchester Ave, Middlesboro, KY
0.64
Single-Family Home
$175,000
03/03/26
3
1
1,000
407 N 24th St, Middlesboro, KY
0.43
Single-Family Home
$65,000
08/25/25
1
2,019
308 S 20th St, Middlesboro, KY
0.52
Single-Family Home
$121,000
05/08/26
-
864
304 W Chester Ave, Middlesboro, KY
0.42
Single-Family Home
$87,000
03/12/26
1
1,344

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
Edgewood Rd, Middlesboro, KY 40965
0.14
$50,000
-
-
-
For Sale
Greenwood Rd, Middlesboro, KY 40965
0.15
-
15
10
-
Off Market
208 Arthur Hts, Middlesboro, KY 40965
0.18
$448,000
8
5.5
5,537
Off Market
116 Edgewood Rd, Middlesboro, KY 40965
0.20
$200,000
3
1.5
2,154
For Sale
412 Wilderness Rd, Middlesboro, KY 40965
0.18
$190,700
3
2
2,300
Off Market
403 E Lothbury Ave, Middlesboro, KY 40965
0.21
$207,300
3
2
3,360
Off Market
422 Wilderness Rd, Middlesboro, KY 40965
0.20
$144,400
2
1
850
Off Market
109 Bloomsbury Ave, Middlesboro, KY 40965
0.20
$22,000
-
-
-
For Sale
207 Arthur Hts, Middlesboro, KY 40965
0.23
$279,000
5
2.5
3,068
For Sale
428 Wilderness Rd, Middlesboro, KY 40965
0.22
$147,000
3
1
1,320
Recently Sold
623 N 20th St, Middlesboro, KY 40965
0.25
$229,500
6
6
2,700
For Sale
Brush Mountain Cir #36, Middlesboro, KY 40965
0.27
$115,900
Studio
-
200
Off Market

Local Information

  • Map ViewExplore the area around 20th 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
1920
Living Area
1,080 sqft

About this House

This single-family home is located at 20th St, Middlesboro, KY. 20th St is in Middlesboro, KY and in ZIP code 40965. This property has approximately 1,080 sqft of floor space. This property has a lot size of 784 sqft and was built in 1920.
20th St, Middlesboro, KY 40965 is a studio, 1,080 sqft single-family home built in 1920. It is currently off market. The Trulia Estimate rent is $1,276/month.

Home Details for 20th St

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

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

Lot Information

Lot Area: 784 sqft

Price and Tax history

YearProperty taxTax assessment
2024
$104
$10,000
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
Skip to last item
  • Results are loading
Skip to first item

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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 20th St

Skip to last item
Skip to first item

Off Market Homes Near 20th St

Skip to last item
Skip to first item

Frequently asked questions about 20th St

  • 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 20th St?
    The closest schools to 20th 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).
  • How big is the lot at 20th St?
    The lot at 20th St in Middlesboro, KY is about 0.02 acres (784 sq ft).