104-108 Highland Ave
Middletown, NY 10940
7 bd 5 ba 3,592 sqft Built 1860 Lot 39,640 sqft single_family
Most recent sale
$200,000
Jan 20, 2021
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| May 14, 2026 | Price changed | $535,000 | OneKeyMLS |
| Apr 9, 2026 | Listed | $568,000 | OneKeyMLS |
| Jun 14, 2022 | Sold | $439,900 | Public Record |
| May 13, 2022 | Listing removed | $450,000 | OneKeyMLS |
| Mar 12, 2022 | Price changed | $439,900 | MLS #H6165571 |
| Feb 9, 2022 | Listed | $450,000 | MLS #H6165571 |
| Feb 6, 2022 | Relisted | $450,000 | MLS #H6148168 |
| Oct 9, 2021 | Listed | $450,000 | MLS #H6148168 |
| Jan 20, 2021 | Sold | $200,000 | Public Record |
| Dec 6, 2017 | Sold | $280,000 | Public Record |
| Oct 31, 2016 | Listing removed | $289,900 | HudsonGatewayMLS |
| Jul 28, 2016 | Relisted | $289,900 | MLS #4516619 |
| Jul 21, 2016 | Listing removed | $289,900 | HudsonGatewayMLS |
| Jan 13, 2016 | Price changed | $289,900 | MLS #4516619 |
| Apr 21, 2015 | Listed | $295,000 | MLS #4516619 |
| Oct 2, 2012 | Listing removed | $349,000 | HudsonGatewayMLS |
| Apr 5, 2012 | Listed | $349,000 | MLS #524812 |
| Jan 1, 2012 | Listing removed | $350,000 | HudsonGatewayMLS |
| Sep 8, 2011 | Listed | $350,000 | MLS #508731 |
| Sep 19, 2010 | Listing removed | $374,900 | HudsonGatewayMLS |
| Jun 25, 2010 | Price changed | $374,900 | MLS #484484 |
| May 2, 2010 | Relisted | $399,900 | MLS #484484 |
| Apr 20, 2010 | Listing removed | $399,900 | HudsonGatewayMLS |
| Mar 18, 2010 | Listed | $399,900 | MLS #484484 |
| Jan 1, 2010 | Listing removed | $419,999 | HudsonGatewayMLS |
| Aug 31, 2009 | Relisted | $419,999 | MLS #462362 |
| Aug 29, 2009 | Listing removed | $424,900 | HudsonGatewayMLS |
| Jun 4, 2009 | Listed | $424,900 | MLS #462362 |
| May 27, 1988 | Sold | $195,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $29,400 | $17,400 | $46,800 | $13,001 |
| 2024 | $29,400 | $17,400 | $46,800 | $12,995 |
| 2023 | $29,400 | $17,400 | $46,800 | $12,715 |
| 2022 | $29,400 | $17,400 | $46,800 | $12,622 |
| 2021 | $29,400 | $17,400 | $46,800 | $13,146 |
| 2020 | $29,400 | $17,400 | $46,800 | $5,420 |
| 2017 | $29,400 | $17,400 | $46,800 | $11,340 |
| 2016 | $29,400 | $17,400 | $46,800 | $12,221 |
| 2015 | $29,400 | $17,400 | $46,800 | $11,848 |
| 2014 | $29,400 | $17,400 | $46,800 | $12,580 |
| 2013 | $34,600 | $17,400 | $52,000 | $12,393 |
| 2012 | $34,600 | $17,400 | $52,000 | $12,385 |
| 2011 | $34,600 | $17,400 | $52,000 | $11,612 |
| 2010 | $34,600 | $17,400 | $52,000 | $11,181 |
| 2009 | $34,600 | $17,400 | $52,000 | $4,645 |
| 2008 | $34,600 | $17,400 | $52,000 | $4,485 |
| 2007 | $34,600 | $17,400 | $52,000 | $4,484 |
Property facts
Year built
1860
Property type
single_family
Stories
2
Beds
7
Baths
5
Living area
3,592 sqft
Lot size
39,640 sqft
ZIP code
10940
City
Middletown
Street
Highland Ave
Coordinates
41.45291, -74.41892
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$1,200
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value
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Frequently asked questions
When did 104-108 Highland Ave last sell?
104-108 Highland Ave most recently sold on Jan 20, 2021 for $200,000.
What is the current tax assessment for 104-108 Highland Ave?
The most recent total assessment for 104-108 Highland Ave (year 2025) is $46,800 with $13,001 in property tax.
How does 104-108 Highland Ave's assessment compare to its last sale price?
The current assessment is 76.6% below the last sale price of $200,000.
When was 104-108 Highland Ave built?
104-108 Highland Ave was built in 1860.
How does 104-108 Highland Ave compare to others on Highland Ave?
We track 8 other properties on Highland Ave. Browse the list under "Other properties on Highland Ave" to compare beds, baths, and sale history.
What are the property facts for 104-108 Highland Ave?
104-108 Highland Ave is a 7 bed, 5 bath, 3,592 sqft, 39,640 sqft lot single_family.
Is 104-108 Highland Ave a flip candidate?
Yes — 104-108 Highland Ave appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 104-108 Highland Ave a tax-appeal candidate?
No — 104-108 Highland Ave is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+0.4%
Implied 1-yr
+1.4%
2026 Q3
$466.9K
2026 Q4
$468.6K
ZIP 10940 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Highland Ave