416 Winchester Ave
Middlesboro, KY 40965
6 bd 4 ba Built 1891 Lot 7,841 sqft multi_family
Most recent sale
$70,000
Oct 6, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jul 25, 2025 | Price changed | $100,000 | ImagineMLS |
| Jul 10, 2025 | Listed | $105,000 | ImagineMLS |
| Oct 6, 2022 | Sold | $70,000 | MLS #20121885 |
| Aug 26, 2022 | Price changed | $75,000 | MLS #20121885 |
| Oct 9, 2021 | Listed | $80,000 | MLS #20121885 |
| Nov 1, 2012 | Listing removed | $134,500 | EastTennessee |
| Feb 15, 2012 | Price changed | $134,500 | MLS #782044 |
| Nov 29, 2011 | Listed | $174,900 | MLS #782044 |
| Mar 1, 2005 | Sold | $67,500 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | — | $100,000 | $100,000 | $1,072 |
| 2024 | — | $70,000 | $70,000 | $728 |
| 2023 | — | — | $70,000 | $732 |
| 2022 | — | — | $90,000 | $950 |
| 2021 | — | — | $90,000 | $960 |
| 2020 | — | — | $90,000 | $963 |
| 2019 | — | — | $90,000 | $963 |
| 2018 | — | — | $90,000 | $898 |
| 2017 | — | — | $90,000 | $895 |
| 2016 | — | — | $90,000 | $891 |
| 2014 | — | — | $90,000 | $826 |
| 2012 | — | — | $90,000 | $356 |
Property facts
Year built
1891
Property type
multi_family
Stories
2
Beds
6
Baths
4
Living area
—
Lot size
7,841 sqft
ZIP code
40965
City
Middlesboro
Street
Winchester Ave
Coordinates
36.60475, -83.71937
Frequently asked questions
When did 416 Winchester Ave last sell?
416 Winchester Ave most recently sold on Oct 6, 2022 for $70,000.
What is the current tax assessment for 416 Winchester Ave?
The most recent total assessment for 416 Winchester Ave (year 2025) is $100,000 with $1,072 in property tax.
How does 416 Winchester Ave's assessment compare to its last sale price?
The current assessment is 42.9% above the last sale price of $70,000.
When was 416 Winchester Ave built?
416 Winchester Ave was built in 1891.
How does 416 Winchester Ave compare to others on Winchester Ave?
We track 8 other properties on Winchester Ave. Browse the list under "Other properties on Winchester Ave" to compare beds, baths, and sale history.
What are the property facts for 416 Winchester Ave?
416 Winchester Ave is a 6 bed, 4 bath, 7,841 sqft lot multi_family.
Is 416 Winchester Ave a flip candidate?
No — 416 Winchester Ave does not appear in our flips dataset.
Is 416 Winchester Ave a tax-appeal candidate?
Yes — 416 Winchester Ave appears in our tax-appeal candidates list, meaning its current assessment exceeds its recent sale price by 15% or more.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+4.5%
Implied 1-yr
+17.8%
2026 Q2
$241.2K
2026 Q3
$249.5K
ZIP 40965 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Winchester Ave