252 Highland St
Winchester, KY 40391
3 bd 2 ba 1,944 sqft Built 1935 Lot 6,970 sqft single_family
Most recent sale
$179,900
Mar 18, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Sep 12, 2025 | Sold | $244,000 | ImagineMLS |
| Mar 18, 2022 | Sold | $179,900 | MLS #20124788 |
| Nov 17, 2021 | Listed | $179,900 | MLS #20124788 |
| Feb 9, 2016 | Listing removed | $124,000 | ImagineMLS |
| Feb 4, 2016 | Sold | $120,500 | Public Record |
| Sep 9, 2015 | Price changed | $124,000 | MLS #1513851 |
| Aug 20, 2015 | Price changed | $125,000 | MLS #1513851 |
| Jun 25, 2015 | Listed | $127,000 | MLS #1513851 |
| Oct 30, 2013 | Sold | $112,700 | Public Record |
| Aug 1, 2013 | Listed | $113,900 | MLS #1315447 |
| Jun 24, 2009 | Sold | $119,000 | Public Record |
| Jun 9, 2009 | Listing removed | $125,000 | ImagineMLS |
| May 18, 2009 | Listed | $125,000 | MLS #910333 |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $159,900 | $20,000 | $179,900 | $1,728 |
| 2023 | $159,900 | $20,000 | $179,900 | $1,761 |
| 2021 | — | — | $120,500 | $1,184 |
| 2020 | — | — | $120,500 | $1,186 |
| 2019 | — | — | $120,500 | $1,192 |
| 2018 | — | — | $120,500 | $1,178 |
| 2017 | — | — | $120,500 | $1,182 |
| 2016 | — | — | $120,500 | $1,186 |
| 2015 | — | — | $112,700 | $1,083 |
| 2014 | — | — | $112,700 | $1,054 |
| 2012 | — | — | $119,000 | $1,050 |
| 2010 | — | — | $119,000 | $985 |
| 2008 | — | — | $103,000 | $802 |
Property facts
Year built
1935
Property type
single_family
Stories
2
Beds
3
Baths
2
Living area
1,944 sqft
Lot size
6,970 sqft
ZIP code
40391
City
Winchester
Street
Highland St
Coordinates
37.98821, -84.17810
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsInvestment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$1,079
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value
—
Frequently asked questions
When did 252 Highland St last sell?
252 Highland St most recently sold on Mar 18, 2022 for $179,900.
What is the current tax assessment for 252 Highland St?
The most recent total assessment for 252 Highland St (year 2025) is $179,900 with $1,728 in property tax.
How does 252 Highland St's assessment compare to its last sale price?
The current assessment is 0.0% above the last sale price of $179,900.
When was 252 Highland St built?
252 Highland St was built in 1935.
How does 252 Highland St compare to others on Highland St?
We track 8 other properties on Highland St. Browse the list under "Other properties on Highland St" to compare beds, baths, and sale history.
What are the property facts for 252 Highland St?
252 Highland St is a 3 bed, 2 bath, 1,944 sqft, 6,970 sqft lot single_family.
Is 252 Highland St a flip candidate?
No — 252 Highland St does not appear in our flips dataset.
Is 252 Highland St a tax-appeal candidate?
No — 252 Highland St is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+5.4%
Implied 1-yr
+21.5%
2026 Q3
$472.8K
2026 Q4
$491.7K
ZIP 40391 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Highland St