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Street View
$100,000
Monthly Est:$498
6 Beds
- 4 Baths
4 full baths
2,520sqft
416 Winchester Ave, Middlesboro, KY 40965
$100,000
$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

Property Details
Status
Pending
Type
Multi Family
No. of Stories
2
County
City
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
| Date | Event | Price |
|---|---|---|
09/30/2025 Source: | Pending | $100,000 $0/sqft |
07/10/2025 Source: | Listed for Sale | $100,000 +42.86% $0/sqft |
10/06/2022 Source: | Sold | $70,000 $0/sqft |
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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.
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