2 Sleepy Hollow Rd
Chappaqua, NY 10514
5 bd 3 ba 3,726 sqft Built 1974 Lot 48,672 sqft single_family
Most recent sale
$1,650,000
Jul 25, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jul 25, 2022 | Sold | $1,650,000 | Public Record |
| Apr 22, 2022 | Relisted | $1,599,000 | MLS #H6173803 |
| Apr 13, 2022 | Listing removed | $1,599,000 | OneKeyMLS |
| Apr 7, 2022 | Listed | $1,599,000 | MLS #H6173803 |
| Mar 13, 2017 | Listing removed | $1,195,000 | HudsonGatewayMLS |
| Mar 1, 2017 | Listed | $1,195,000 | MLS #4638810 |
| Aug 30, 2002 | Sold | $1,268,750 | Public Record |
| Oct 16, 2000 | Sold | $989,000 | Public Record |
| Jul 7, 1993 | Sold | $495,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $110,000 | $95,000 | $205,000 | $34,752 |
| 2024 | $110,000 | $95,000 | $205,000 | $34,367 |
| 2023 | $110,000 | $95,000 | $205,000 | $33,585 |
| 2022 | $95,500 | $95,000 | $190,500 | $30,532 |
| 2021 | $95,500 | $95,000 | $190,500 | $30,199 |
| 2020 | $95,500 | $95,000 | $190,500 | $28,019 |
| 2019 | $95,500 | $95,000 | $190,500 | $32,867 |
| 2018 | $130,650 | $95,000 | $225,650 | $34,410 |
| 2017 | $130,650 | $95,000 | $225,650 | $29,654 |
| 2016 | $130,650 | $95,000 | $225,650 | $132,429 |
| 2015 | $130,650 | $95,000 | $225,650 | $31,251 |
| 2014 | $130,650 | $95,000 | $225,650 | $30,931 |
| 2013 | $130,650 | $95,000 | $225,650 | $30,371 |
| 2012 | $130,650 | $95,000 | $225,650 | $29,711 |
| 2011 | $130,650 | $95,000 | $225,650 | $29,161 |
| 2009 | $171,700 | $95,000 | $266,700 | $32,569 |
| 2008 | $171,700 | $95,000 | $266,700 | $31,304 |
| 2007 | $171,700 | $95,000 | $266,700 | $30,990 |
Property facts
Year built
1974
Property type
single_family
Stories
—
Beds
5
Baths
3
Living area
3,726 sqft
Lot size
48,672 sqft
ZIP code
10514
City
Chappaqua
Street
Sleepy Hollow Rd
Coordinates
41.19709, -73.78062
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$12,668
Gross rental yield
9.21%
Implied cap rate
5.99%
Trend-extrapolated value
—
Frequently asked questions
When did 2 Sleepy Hollow Rd last sell?
2 Sleepy Hollow Rd most recently sold on Jul 25, 2022 for $1,650,000.
What is the current tax assessment for 2 Sleepy Hollow Rd?
The most recent total assessment for 2 Sleepy Hollow Rd (year 2025) is $205,000 with $34,752 in property tax.
How does 2 Sleepy Hollow Rd's assessment compare to its last sale price?
The current assessment is 87.6% below the last sale price of $1,650,000.
When was 2 Sleepy Hollow Rd built?
2 Sleepy Hollow Rd was built in 1974.
How does 2 Sleepy Hollow Rd compare to others on Sleepy Hollow Rd?
We track 2 other properties on Sleepy Hollow Rd. Browse the list under "Other properties on Sleepy Hollow Rd" to compare beds, baths, and sale history.
What are the property facts for 2 Sleepy Hollow Rd?
2 Sleepy Hollow Rd is a 5 bed, 3 bath, 3,726 sqft, 48,672 sqft lot single_family.
Is 2 Sleepy Hollow Rd a flip candidate?
No — 2 Sleepy Hollow Rd does not appear in our flips dataset.
Is 2 Sleepy Hollow Rd a tax-appeal candidate?
No — 2 Sleepy Hollow Rd is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
-3.1%
Implied 1-yr
-12.5%
2026 Q3
$1.1M
2026 Q4
$1.06M
ZIP 10514 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Sleepy Hollow Rd