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For sale
  • PropertyExplore 3D tour
    • Price cut: $20K (8/28)
    $279,000

    400 Gloucester Ave, Middlesboro, KY 40965

    4beds
    2,032sqft
    : 
    $1,835/mo
    Get pre-qualified
    Single Family Residence
    Built in 1930
    0.48 Acres Lot
    $290,000 Zestimate®
    $137/sqft
    $-- HOA

    What's special

    Updated kitchenCedar lined closetsQuiet dead-end streetFlexible floor planVented sunroomCustom soft-close cabinetryUnder-cabinet lighting
    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!
    32 days
    437
    16

    Zillow last checked:

    Listing updated:

    Listed by:

    Sheila Durham 606-499-9029,

    Coldwell Banker Bisceglia Realty & Auction Co

    Source: Imagine MLS,MLS#: 26020497MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Level: First
      Bedroom 2
      • Level: First
      Bathroom 1
      • Level: First
      Dining room
      • Level: First
      Foyer
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Utility room
      • Level: Lower
      Heating
      • Electric, Heat Pump
      Cooling
      • Electric, Heat Pump
      Appliances
      • Included: Disposal, Double Oven, Dishwasher, Refrigerator, Range
      • Laundry: Electric Dryer Hookup, Washer Hookup
      Features
      • Entrance Foyer
      • Flooring: Carpet, Hardwood, Slate
      • Windows: Blinds
      • Basement: Full,Unfinished
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 2,032
      • Total interior livable area: 2,032 sqft
      • Finished area above ground: 2,032
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached Garage, Basement, Garage Door Opener, Off Street
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One and One Half
      • Exterior features: Other
      • Fencing: None
      • Has view: Yes
      • View description: Mountain(s)
      Lot
      • Size: 0.48 Acres
      • Features: Other, Many Trees
      Details
      • Parcel number: 0694114005.00

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mid-Century Modern
      • Property subtype: Single Family Residence
      Materials
      • Brick Veneer
      • Foundation: Block, Concrete Perimeter
      • Roof: Composition,Dimensional Style,Shingle
      Condition
      • Year built: 1930

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Park
      • Security: Security System Leased
      • Subdivision: City Limits
      HOA
      • Has HOA: No
      Location
      • Region: Middlesboro

      Financial & listing details

      • Price per square foot: $137/sqft
      • Tax assessed value: $178,000
      • Annual tax amount: $1,908
      • Date on market: 7/31/2026

        Estimated market value

        $290,000

        $276,000 - $305,000

        $1,663/mo

        Price history

        DateEventPrice
        8/28/2026Price change$279,000-6.7%$137/sqft
        Source: Imagine MLS #26020497 Report a problem
        7/31/2026Listed for sale$299,000+68%$147/sqft
        Source: Imagine MLS #26020497 Report a problem
        7/21/2020Sold$178,000-1.1%$88/sqft
        Source: East Tennessee Realtors #1109596 Report a problem
        6/6/2020Pending sale$179,900$89/sqft
        Source: Coldwell Banker Bisceglia Real #1109596 Report a problem
        5/22/2020Price change$179,900-2.7%$89/sqft
        Source: Coldwell Banker Bisceglia Real #1109596 Report a problem
        3/16/2020Price change$184,900-2.2%$91/sqft
        Source: Coldwell Banker Bisceglia Realty and Auction Co. #1109596 Report a problem
        3/2/2020Listed for sale$189,000+6.1%$93/sqft
        Source: Coldwell Banker Bisceglia Realty and Auction Co. #1109596 Report a problem
        10/16/2017Sold$178,100-5.8%$88/sqft
        Source: Imagine MLS #3026035 Report a problem
        5/8/2017Listing removed$189,000$93/sqft
        Source: Virginia Wilder Real Estate #26035 Report a problem
        3/24/2017Listed for sale$189,000+35%$93/sqft
        Source: Virginia Wilder Real Estate #26035 Report a problem
        5/2/2014Sold$140,000$69/sqft
        Source: East Tennessee Realtors #875420 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,908 +3%$178,000
        2024$1,853 -0.6%$178,000
        2023$1,864 -0.9%$178,000
        2022$1,880 -1%$178,000
        2021$1,899 -0.4%$178,000 -0.1%
        2020$1,906 -0.1%$178,100
        2019$1,907 +7.3%$178,100
        2018$1,777 $178,100 +27.2%
        2017-- $140,000
        2016-- $140,000 +32.1%
        2014$973 $106,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 40965

        Getting around

        46 / 100
        Car-Dependent
        64 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Middlesboro Ind
        • Middle: Middlesboro Ind
        • High: Middlesboro Ind

        Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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