Pending
Sale Pending at 416 Winchester Ave, Middlesboro, KY 40965 | MLS# 25014789 | Listing updated on 2025-09-30
Photo 1 of Sale Pending at 416 Winchester Ave, Middlesboro, KY 40965 | MLS# 25014789 | Listing updated on 2025-09-30
Photo 2 of Sale Pending at 416 Winchester Ave, Middlesboro, KY 40965 | MLS# 25014789 | Listing updated on 2025-09-30
Photo 3 of Sale Pending at 416 Winchester Ave, Middlesboro, KY 40965 | MLS# 25014789 | Listing updated on 2025-09-30
Photo 4 of Sale Pending at 416 Winchester Ave, Middlesboro, KY 40965 | MLS# 25014789 | Listing updated on 2025-09-30
41+
Beds Icon

Street View

$100,000

Monthly Est:$498

  • Beds Icon6 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,520sqft

416 Winchester Ave, Middlesboro, KY 40965

$498/moEst:

Get Pre-Approved

  • Apartment

  • Built in 1891

  • $-- HOA

  • 0.21 acre lot

  • $40/sq.ft

Description

Come check out 416 Winchester Ave Middlesboro KY. This property could be utilized as apartments or as one large unit. Parking allows for 4 vehicles out front and the driveway allows for a couple more. Level lot, tons of space. Public records show the building being built in 1891, there is a metal roof that's approximately a year old, hardwood flooring throughout with a mix of some vinyl flooring. The property does need some work but would make a nice rental producing property. City water, city sewer, high speed internet. Property is being sold as is and all information pertaining to the property was taken from public records.

  • Houzeo last checked: 5 minutes ago
  • Listing updated: September 30, 2025 at 7:08 pm
  • Listing Provided by: Megan Stanaford | Black Diamond Realty (606) 552-0879
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 25014789 Lexington Bluegrass AOR (Imagine) MLS-KY

Property Details

  • Status

    Pending

  • Type

    Multi Family

  • No. of Stories

    2

  • County

    Bell County

  • City

    Middlesboro

  • Neighborhood

    --

  • Year Built

    1891

  • HOA Fees

    -

  • Finished Area

    2,520 sqft

  • Lot Size

    0.21 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    25014789

  • MLS Status

    Contingent

  • Days on Market

    478

  • Cumulative Days on Market

    83

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 4

Interior

  • Heating

    Electric

Construction

  • Year Built

    Year Built: 1891

  • Home type

    Apartment

  • Roof

    Metal

Utilities & Energy

  • Utilities

    Electricity Connected, Sewer Connected, Water Connected

Other Features

  • Subdivision Name

    City Limits

Price History

DateEventPrice

09/30/2025

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25014789

Pending

$100,000

$0/sqft

07/10/2025

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25014789

Listed for Sale

$100,000 +42.86%

$0/sqft

10/06/2022

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #20121885

Sold

$70,000

$0/sqft

Nearby Homes

Based on information from the IMAGINE MLS® through Oct 31, 2026, 06:00PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.

Advertising Broker: Donna Mink | Mink Realty

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