400 Gloucester Ave, Middlesboro, KY 40965
Property image
Property image
FOR SALE
3D VIEW
0.48 ACRES

$279,000

Original price: $299,000
  • 4 Beds
  • 2 Baths
  • 2,032 sqft (on 0.48 acres)

400 Gloucester Ave, Middlesboro, KY 40965

Est. Mortgage $1,723/mo*
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Home Highlights

Single-Family Home
Built in 1930
0.48 acre lot
$137/sqft
Garage

Local Information

  • Map ViewExplore the area around 400 Gloucester Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Nestled in the heart of downtown Middlesboro, this beautifully maintained 1930 home offers over 2,000 square feet of comfortable living space with 4 bedrooms and 2 full baths. The updated kitchen is designed for both style and functionality, featuring custom soft-close cabinetry, under-cabinet lighting, a double oven, and a French-door refrigerator with double freezer drawers. This kitchen also has a fill-pot feature next to the stove. The kitchen's backdown is where you will , find a covered deck—perfect for entertaining family and friends. Situated on a quiet dead-end street, this property combines the convenience of downtown living with the privacy and tranquility you've been looking for. The home offers a flexible floor plan with two bedrooms on the main level with cedar lined closets and two bedrooms upstairs. The foyer entryway offers a closet and space for coats and shoes to conveniently stored. A spacious living room with a fireplace creates a warm gathering space, while the formal dining room and vented sunroom provide additional areas for relaxation and entertaining. The basement includes a two-car garage, workshop, and ample storage space, offering plenty of room for hobbies and organization. Schedule an appointment TODAY!
Last check for updates: about 8 hours ago
Listing courtesy of Sheila Durham, (606) 499-9029
Coldwell Banker Bisceglia Realty & Auction Co
Source: Imagine MLS, MLS#26020497
Also Listed on East Tennessee Realtors, Imagine MLS.

Home Details for 400 Gloucester Ave

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bathroom 1, Dining Room, Foyer, Kitchen, Living Room, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2032 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Disposal, Double Oven, Dishwasher, Refrigerator, RangeDishwasherDisposalLaundry: Electric Dryer Hookup,Washer HookupRefrigerator
Heating & Cooling
Heating: Electric,Heat PumpHas CoolingAir Conditioning: Electric,Heat PumpHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a Fireplace
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Carpet, Hardwood, Slate
Levels, Entrance, & Accessibility
Levels: One and One HalfFloors: Carpet, Hardwood, Slate
View
Has a ViewView: Mountain(s)
Security
Security: Security System Leased

Exterior Features

Exterior Home Features
Roof: Composition Dimensional Style ShingleFencing: NoneExterior: OtherFoundation: Block, Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached Garage,Basement,Garage Door Opener,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses
Finished Area
Finished Area (above surface): 2032 Square Feet

Days on Market

Days on Market: 40

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mid-Century Modern
Building
Construction Materials: Brick VeneerDoes Not Include Home Warranty
Property Information
Parcel Number: 0694114005.00

Price & Status

Price
List Price: $279,000Price Per Sqft: $137
Status Change & Dates
Possession Timing: Close Of Escrow, Negotiable

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: MiddlesboroCommunity: City Limits
School Information
Elementary School: Middlesboro IndJr High / Middle School: Middlesboro IndHigh School: Middlesboro IndHigh School District: Middlesboro Independent

Agent Information

Listing Agent
Listing ID: 26020497

Building

Building Area
Building Area: 2032 Square Feet

Community

Community Features: Park

HOA

No HOA

Lot Information

Lot Area: 0.48 acres

Miscellaneous

BasementMls Number: 26020497Above Grade Unfinished Area: 2032

Additional Information

Park

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

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

Home Value

Trulia Estimate
$268K
Since last month
Increased$19K (+7.8%)
Since last year
Increased$23K (+9.3%)
Since last sale
Increased$91K (+51.1%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$269K
August 2026$268K
July 2026$250K
June 2026$258K
May 2026$253K
April 2026$252K
March 2026$246K
February 2026$250K
January 2026$242K
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
414 N 24th St, Middlesboro, KY
0.38
Single-Family Home
$167,000
09/15/25
4
2
1,600
316 Exeter Ave, Middlesboro, KY
0.30
Single-Family Home
$65,000
07/31/26
4
2
2,592
515 N 25th St, Middlesboro, KY
0.32
Single-Family Home
$196,000
11/26/25
3
1
2,000
919 W Rochester Ave, Middlesboro, KY
0.62
Single-Family Home
$167,000
09/15/25
4
2
2,024
114 W Rochester Ave, Middlesboro, KY
0.45
Single-Family Home
$175,000
12/31/25
3
2
1,008
103 Leafwood Rd, Middlesboro, KY
0.46
Single-Family Home
$164,000
02/21/26
2
2
1,326
708 Ilchester Ave, Middlesboro, KY
0.31
Single-Family Home
$175,000
01/13/26
3
2
1,312
707 Gloucester Ave, Middlesboro, KY
0.27
Single-Family Home
$169,900
05/22/26
3
2
1,184

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
0.04
$381,000
5
3.5
3,680
Off Market
142 Edgewood Rd, Middlesboro, KY 40965
0.11
$595,000
7
4
6,276
For Sale
2504 Cumberland Ave, Middlesboro, KY 40965
0.17
$311,200
4
2.5
3,054
Off Market
312 W Chester Ave, Middlesboro, KY 40965
0.17
$299,000
6
4
3,594
For Sale
207 Arthur Hts, Middlesboro, KY 40965
0.16
$279,000
5
2.5
3,068
For Sale
501 W Chester Ave, Middlesboro, KY 40965
0.20
$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
0.22
$128,300
3
1
1,368
Off Market
515 Worchester Ave, Middlesboro, KY 40965
0.23
$464,400
4
3.5
4,300
Off Market
208 Arthur Hts, Middlesboro, KY 40965
0.20
$480,100
8
5.5
5,537
Off Market

Price and Tax history

DateEventPrice
Aug 28, 2026
Source: Imagine MLS #26020497
PriceChange
$279,000
Price decreased by 7%
Jul 31, 2026
Source: Imagine MLS #26020497
Listed For Sale
$299,000
Jul 21, 2020
Source: East Tennessee Realtors #1109596
Sold
$178,000
Jun 6, 2020
Source: Agent Provided
Pending
$179,900
May 22, 2020
Source: Agent Provided
PriceChange
$179,900
Price decreased by 3%

LGBTQ Local Legal Protections

Sheila Durham, Coldwell Banker Bisceglia Realty & Auction Co
Agent Phone: (606) 499-9029
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 400 Gloucester Ave

  • What is the estimated monthly payment for 400 Gloucester Ave?
    Based on a $279,000 list price with 20% down at today's rates, the estimated monthly payment for 400 Gloucester Ave in Middlesboro, KY is approximately $1,730 (about $1,483 principal & interest, $172 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Middlesboro, KY.
  • What are the closest schools to 400 Gloucester Ave?
    The closest schools to 400 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).
  • What is 400 Gloucester Ave estimated to be worth?
    Trulia's estimated value for 400 Gloucester Ave in Middlesboro, KY is $268,300.
  • Does 400 Gloucester Ave have air conditioning?
    Yes, 400 Gloucester Ave in Middlesboro, KY has air conditioning.
  • Does 400 Gloucester Ave have laundry facilities?
    Yes, 400 Gloucester Ave in Middlesboro, KY has laundry facilities.
400 Gloucester Ave, Middlesboro, KY 40965 is a 4 bedroom, 2 bathroom, 2,032 sqft single-family home built in 1930. This property is currently available for sale and was listed by Imagine MLS on Jul 31, 2026. The MLS # for this home is MLS# 26020497.