29 Lakeside Dr
New Windsor, NY 12553
3 bd 3 ba 2,366 sqft Built 1950 Lot 37,462 sqft single_family
Most recent sale
$380,000
Jan 30, 2020
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 24, 2025 | Sold | $584,250 | OneKeyMLS |
| Feb 26, 2025 | Listed | $599,900 | OneKeyMLS |
| Nov 3, 2022 | Sold | $73,750 | Public Record |
| Sep 14, 2022 | Listing removed | $575,000 | OneKeyMLS |
| Jul 23, 2022 | Listing removed | $595,000 | OneKeyMLS |
| May 31, 2022 | Price changed | $595,000 | MLS #H6183651 |
| May 24, 2022 | Price changed | $615,000 | MLS #H6183651 |
| May 9, 2022 | Listed | $625,000 | MLS #H6183651 |
| Mar 14, 2022 | Listed | $575,000 | MLS #H6171089 |
| Jan 30, 2020 | Sold | $380,000 | Public Record |
| Jan 17, 2020 | Sold | $380,000 | OneKeyMLS |
| Oct 15, 2019 | Price changed | $399,000 | MLS #5063285 |
| Sep 29, 2019 | Price changed | $425,000 | MLS #5063285 |
| Sep 14, 2019 | Listed | $449,000 | MLS #5063285 |
| Jan 19, 2018 | Sold | $54,200 | MLS #10418681 |
| Nov 9, 2017 | Price changed | $54,200 | MLS #10418681 |
| Oct 11, 2017 | Price changed | $64,200 | MLS #10418681 |
| Aug 30, 2017 | Listed | $74,200 | MLS #10418681 |
| Nov 18, 1999 | Sold | $83,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $35,400 | $10,300 | $45,700 | $11,288 |
| 2024 | $35,400 | $10,300 | $45,700 | $10,804 |
| 2023 | $36,300 | $9,400 | $45,700 | $10,758 |
| 2022 | $36,300 | $9,400 | $45,700 | $10,858 |
| 2021 | $36,300 | $9,400 | $45,700 | $10,592 |
| 2020 | $36,300 | $9,400 | $45,700 | $10,273 |
| 2017 | $11,900 | $8,100 | $20,000 | $4,979 |
| 2016 | $11,900 | $8,100 | $20,000 | $4,749 |
| 2015 | $11,900 | $8,100 | $20,000 | $4,701 |
| 2014 | $11,900 | $8,100 | $20,000 | $4,567 |
| 2013 | $11,900 | $8,100 | $20,000 | $3,904 |
| 2012 | $11,900 | $8,100 | $20,000 | $3,780 |
| 2011 | $11,900 | $8,100 | $20,000 | $3,507 |
| 2010 | $11,900 | $8,100 | $20,000 | $7,104 |
| 2009 | $11,900 | $8,100 | $20,000 | $6,435 |
| 2008 | $11,900 | $8,100 | $20,000 | $4,333 |
| 2007 | $11,900 | $8,100 | $20,000 | $4,332 |
Property facts
Year built
1950
Property type
single_family
Stories
2
Beds
3
Baths
3
Living area
2,366 sqft
Lot size
37,462 sqft
ZIP code
12553
City
New Windsor
Street
Lakeside Dr
Coordinates
41.44938, -74.11516
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsFrequently asked questions
When did 29 Lakeside Dr last sell?
29 Lakeside Dr most recently sold on Jan 30, 2020 for $380,000.
What is the current tax assessment for 29 Lakeside Dr?
The most recent total assessment for 29 Lakeside Dr (year 2025) is $45,700 with $11,288 in property tax.
How does 29 Lakeside Dr's assessment compare to its last sale price?
The current assessment is 88.0% below the last sale price of $380,000.
When was 29 Lakeside Dr built?
29 Lakeside Dr was built in 1950.
How does 29 Lakeside Dr compare to others on Lakeside Dr?
We track 8 other properties on Lakeside Dr. Browse the list under "Other properties on Lakeside Dr" to compare beds, baths, and sale history.
What are the property facts for 29 Lakeside Dr?
29 Lakeside Dr is a 3 bed, 3 bath, 2,366 sqft, 37,462 sqft lot single_family.
Is 29 Lakeside Dr a flip candidate?
Yes — 29 Lakeside Dr appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 29 Lakeside Dr a tax-appeal candidate?
No — 29 Lakeside Dr is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+3.3%
Implied 1-yr
+13.0%
2026 Q3
$527.9K
2026 Q4
$542.1K
ZIP 12553 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Lakeside Dr