505 Gloucester Ave, Middlesboro, KY 40965
OFF MARKET

$235,100

Trulia Estimate
  • Studio
  • 2 Baths
  • 2,912 sqft

505 Gloucester Ave, Middlesboro, KY 40965

Est. Refi. Payment $1,468/mo*
Refinance Your Home

Home Value

Trulia Estimate
$235K
Since last month
Increased$4K (+1.6%)
Since last year
Increased$4K (+1.6%)
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 +51% in the last 10 years
MonthEstimated value
2026
August 2026$235K
August 2026$233K
July 2026$231K
June 2026$242K
May 2026$239K
April 2026$238K
March 2026$234K
February 2026$240K
January 2026$226K
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
2410 Cumberland Ave, Middlesboro, KY
0.03
Single-Family Home
$250,000
07/09/26
2
3,076
2702 W Cumberland Ave, Middlesboro, KY
0.24
Single-Family Home
$350,000
04/24/26
4
2
3,211
316 Exeter Ave, Middlesboro, KY
0.30
Single-Family Home
$65,000
07/31/26
4
2
2,592
707 Gloucester Ave, Middlesboro, KY
0.18
Single-Family Home
$169,900
05/22/26
3
2
1,184
307 Englewood Rd, Middlesboro, KY
0.18
Single-Family Home
$3,000
03/05/26
2
1,072
708 Ilchester Ave, Middlesboro, KY
0.26
Single-Family Home
$175,000
01/13/26
3
2
1,312
728 Winchester Ave, Middlesboro, KY
0.29
Single-Family Home
$250,000
09/17/25
3
2
1,505
414 N 24th St, Middlesboro, KY
0.35
Single-Family Home
$167,000
09/15/25
4
2
1,600
805 Worchester Ave, Middlesboro, KY
0.34
Single-Family Home
$324,900
04/17/26
5
3
2,250
2802 W Cumberland Ave, Middlesboro, KY
0.32
Single-Family Home
$245,000
08/07/26
3
1.5
1,304

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
202 N 24th St, Middlesboro, KY 40965
0.06
$381,000
5
3.5
3,680
Off Market
400 Gloucester Ave, Middlesboro, KY 40965
0.09
$279,000
4
2
2,032
For Sale
2504 Cumberland Ave, Middlesboro, KY 40965
0.08
$311,200
4
2.5
3,054
Off Market
142 Edgewood Rd, Middlesboro, KY 40965
0.20
$595,000
7
4
6,276
For Sale
702 Dorchester Ave, Middlesboro, KY 40965
0.19
$199,200
3
2
1,508
Off Market
507 Worchester Ave, Middlesboro, KY 40965
0.22
$128,300
3
1
1,368
Off Market
501 W Chester Ave, Middlesboro, KY 40965
0.16
$108,300
2
1
948
Off Market
707 Gloucester Ave, Middlesboro, KY 40965
0.18
$169,900
3
2
1,184
Recently Sold
515 Worchester Ave, Middlesboro, KY 40965
0.22
$464,400
4
3.5
4,300
Off Market
512 W Chester Ave, Middlesboro, KY 40965
0.16
$116,100
3
2
2,100
Off Market
603 W Chester Ave, Middlesboro, KY 40965
0.18
$190,100
3
2
1,670
Off Market
312 W Chester Ave, Middlesboro, KY 40965
0.21
$299,000
6
4
3,594
For Sale

Local Information

  • Map ViewExplore the area around 505 Gloucester Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
2,912 sqft
$81/sqft

About this House

This single-family home is located at 505 Gloucester Ave, Middlesboro, KY. 505 Gloucester Ave is in Middlesboro, KY and in ZIP code 40965. This property has 2 bathrooms and approximately 2,912 sqft of floor space.
505 Gloucester Ave, Middlesboro, KY 40965 is a studio, 2 bathroom, 2,912 sqft single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $235,100, with a rent estimate of $1,693/month.

Home Details for 505 Gloucester Ave

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Property Type / Style
Property Type: Single Family HomeArchitecture: A-frame

Price and Tax history

YearProperty taxTax assessment
2025
$1,715
$160,000
Home facts updated by county records

Market trends in Middlesboro

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
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 505 Gloucester Ave

  • What is 505 Gloucester Ave estimated to be worth?
    Trulia's estimated value for 505 Gloucester Ave in Middlesboro, KY is $235,100.
  • Is Middlesboro a buyer's or seller's market?
    Middlesboro is currently a balanced 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 505 Gloucester Ave?
    The closest schools to 505 Gloucester Ave 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 505 Gloucester Ave have air conditioning?
    Yes, 505 Gloucester Ave in Middlesboro, KY has air conditioning.

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Off Market Homes Near 505 Gloucester Ave

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