400 Gloucester Ave Middlesboro, KY 40965
Middlesboro AreaEstimated payment $1,803/month
Highlights
- Midcentury Modern Architecture
- Deck
- Main Floor Primary Bedroom
- Mountain View
- Wood Flooring
- Finished Attic
About This Home
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!
Listing Agent
Coldwell Banker Bisceglia Realty & Auction Co License #241598 Listed on: 07/31/2026
Home Details
Home Type
- Single Family
Year Built
- Built in 1930
Lot Details
- 20,909 Sq Ft Lot
- Many Trees
Parking
- 2 Car Attached Garage
- Basement Garage
- Garage Door Opener
- Off-Street Parking
Home Design
- Midcentury Modern Architecture
- Brick Veneer
- Block Foundation
- Dimensional Roof
- Shingle Roof
- Composition Roof
- Concrete Perimeter Foundation
Interior Spaces
- 2,032 Sq Ft Home
- 1.5-Story Property
- Blinds
- Entrance Foyer
- Living Room with Fireplace
- Dining Room
- Lower Floor Utility Room
- Washer and Electric Dryer Hookup
- Utility Room
- Mountain Views
- Unfinished Basement
- Basement Fills Entire Space Under The House
- Finished Attic
- Security System Leased
Kitchen
- Double Oven
- Dishwasher
- Disposal
Flooring
- Wood
- Carpet
- Slate Flooring
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Bathroom on Main Level
- 2 Full Bathrooms
Outdoor Features
- Deck
Schools
- Middlesboro Ind
- Middlesboro Ind High School
Utilities
- Cooling Available
- Air Source Heat Pump
- Natural Gas Connected
- Electric Water Heater
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 069-41-14-005.00
Community Details
Overview
- No Home Owners Association
- City Limits Subdivision
Recreation
- Park
Map
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $1,908 | $178,000 | $178,000 | $0 |
| 2024 | $1,853 | $178,000 | $178,000 | $0 |
| 2023 | $1,864 | $178,000 | $0 | $0 |
| 2022 | $1,880 | $178,000 | $0 | $0 |
| 2021 | $1,899 | $178,000 | $0 | $0 |
| 2020 | $1,906 | $178,100 | $0 | $0 |
| 2019 | $1,907 | $178,100 | $0 | $0 |
| 2018 | $1,777 | $178,100 | $0 | $0 |
| 2017 | $1,393 | $140,000 | $0 | $0 |
| 2016 | $1,387 | $140,000 | $0 | $0 |
| 2014 | $973 | $106,000 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/31/2026 07/31/26 | For Sale | $299,000 | +68.0% | $147 / Sq Ft | |
| 07/21/2020 07/21/20 | Sold | $178,000 | -0.1% | $88 / Sq Ft | View Prior Sale |
| 10/16/2017 10/16/17 | Sold | $178,100 | -5.8% | $77 / Sq Ft | View Prior Sale |
| 08/19/2017 08/19/17 | Pending | -- | -- | -- | |
| 03/23/2017 03/23/17 | For Sale | $189,000 | +35.0% | $82 / Sq Ft | |
| 05/02/2014 05/02/14 | Sold | $140,000 | -- | $63 / Sq Ft | View Prior Sale |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $178,000 | None Available | |
| Deed | $178,100 | None Available | |
| Warranty Deed | $140,000 | Ky Mtn Land Titlke |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $120,000 | Construction | |
| Closed | $169,100 | New Conventional | |
| Previous Owner | $142,480 | New Conventional |
Source: ImagineMLS (Bluegrass REALTORS®)
MLS Number: 26020497
APN: 069-41-14-005.00
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The information is being provided by LBAR Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 LBAR Multiple Listing Service. All Rights Reserved.
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