404 Gloucester Ave, Middlesboro, KY 40965
Property image
Property image
OFF MARKET

$219,200

Trulia Estimate
  • Studio
  • 1 Bath
  • 1,774 sqft

404 Gloucester Ave, Middlesboro, KY 40965

Refinance Your Home
Currently Off Market - Sold Sep 6, 2019 for $158,900

Home Value

Trulia Estimate
$219K
Since last month
Decreased$7K (-3%)
Since last year
Decreased$4K (-2%)
Since last sale
Increased$61K (+38.1%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$220K
August 2026$219K
July 2026$226K
June 2026$237K
May 2026$231K
April 2026$231K
March 2026$228K
February 2026$229K
January 2026$222K
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
714 Dorchester Ave, Middlesboro, KY
0.29
Single-Family Home
$175,000
03/03/26
3
1
1,000
515 N 25th St, Middlesboro, KY
0.30
Single-Family Home
$196,000
11/26/25
3
1
2,000
713 Exeter Ave, Middlesboro, KY
0.43
Single-Family Home
$164,800
08/31/26
4
1
2,430
707 Gloucester Ave, Middlesboro, KY
0.26
Single-Family Home
$169,900
05/22/26
3
2
1,184
727 Winchester Ave, Middlesboro, KY
0.39
Single-Family Home
$115,000
10/09/25
1
1,800
708 Ilchester Ave, Middlesboro, KY
0.30
Single-Family Home
$175,000
01/13/26
3
2
1,312
703 Dorchester Ave, Middlesboro, KY
0.24
Single-Family Home
$300,000
04/17/26
1
1,274
903 W Chester Ave, Middlesboro, KY
0.45
Single-Family Home
$120,000
09/18/25
1
813
414 N 24th St, Middlesboro, KY
0.39
Single-Family Home
$167,000
09/15/25
4
2
1,600
116 N Petersborough Ave, Middlesboro, KY
0.56
Single-Family Home
$187,000
08/20/26
3
1
1,652

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
0.03
$381,000
5
3.5
3,680
Off Market
400 Gloucester Ave, Middlesboro, KY 40965
0.02
$279,000
4
2
2,032
For Sale
142 Edgewood Rd, Middlesboro, KY 40965
0.12
$595,000
7
4
6,276
For Sale
2504 Cumberland Ave, Middlesboro, KY 40965
0.16
$311,200
4
2.5
3,054
Off Market
312 W Chester Ave, Middlesboro, KY 40965
0.19
$299,000
6
4
3,594
For Sale
207 Arthur Hts, Middlesboro, KY 40965
0.17
$279,000
5
2.5
3,068
For Sale
501 W Chester Ave, Middlesboro, KY 40965
0.21
$108,300
2
1
948
Off Market
512 W Chester Ave, Middlesboro, KY 40965
0.21
$116,100
3
2
2,100
Off Market
116 Edgewood Rd, Middlesboro, KY 40965
0.19
$200,000
3
1.5
2,154
For Sale
507 Worchester Ave, Middlesboro, KY 40965
0.20
$128,300
3
1
1,368
Off Market
515 Worchester Ave, Middlesboro, KY 40965
0.21
$464,400
4
3.5
4,300
Off Market
208 Arthur Hts, Middlesboro, KY 40965
0.21
$480,100
8
5.5
5,537
Off Market

Local Information

  • Map ViewExplore the area around 404 Gloucester Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
1,774 sqft
$124/sqft
Garage

About this House

Excellent condition describes this 4-bedroom, 3-bath home in AAA location. Large rooms throughout with hardwood floors and crown molding, Features a large master bedroom with walk-in closet, modern eat-in kitchen, fireplace, abundant storage, spacious screen porch and open deck. This property is complete with fenced yard, electric gate and 1-car garage.
404 Gloucester Ave, Middlesboro, KY 40965 is a studio, 1 bathroom, 1,774 sqft single-family home. It last sold for $158,900 on Sep 6, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $219,200, with a rent estimate of $1,198/month.

Home Details for 404 Gloucester Ave

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Detached

Property Information

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

Price and Tax history

DateEventPrice
Sep 6, 2019
Source: East Tennessee Realtors #1088355
Sold
$158,900
Dec 9, 2013
Source: N/A
Sold
$115,000
Jan 30, 2008
Source: N/A
Sold
$237,500

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 404 Gloucester Ave

  • What is 404 Gloucester Ave estimated to be worth?
    Trulia's estimated value for 404 Gloucester Ave in Middlesboro, KY is $219,200.
  • What is the price history for 404 Gloucester Ave?
    404 Gloucester Ave in Middlesboro, KY last sold for $158,900 in September 2019.
  • 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 404 Gloucester Ave have air conditioning?
    Yes, 404 Gloucester Ave in Middlesboro, KY has air conditioning.
  • How big is the lot at 404 Gloucester Ave?
    The lot at 404 Gloucester Ave in Middlesboro, KY is about 0.08 acres (3,333 sq ft).

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 404 Gloucester Ave

Skip to last item
Skip to first item

Homes for sale near 404 Gloucester Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item