Westchester County  »  10570  »  Old Sleepy Hollow Rd  »  299 Old Sleepy Hollow Rd

299 Old Sleepy Hollow Road, Pleasantville, NY 10570 - Property report

Also known as: 299 Old Sleepy Hollow Rd

Property image for 299 Old Sleepy Hollow Road, Pleasantville, NY 10570
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Property type

One Family Year-Round Residence (210)

Acreage

1.06

Sale price

$463,000

General information

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Access up-to-date information from property owner names to sales history, deeds, tax info, mortgages, development data, planimetric maps and more.

Address
Primary address
299 Old Sleepy Hollow Road
ZIP code
10570
County
Westchester
SWIS code
Town Outside of Villages
Parcel ID
105.18-1-10

Owner

Find out who owns 299 Old Sleepy Hollow Road, Pleasantville, NY 10570. Uncover corporate and individual owners with a free account.

Sales
Sale date
08/26/1999
Sale price
$463,000
Arm's length
Tax
Tax year
2025
Current property tax
$15,204
Zoning & Use
Zoning
R-40
Building
Property type
One Family Year-Round Residence (210)
Lot
Acreage
1.06

Area overview

School district
553402

View more such as transportation, nearby schools and risk designations.

Ownership

Ownership information for 299 Old Sleepy Hollow Road, Pleasantville, NY

Property owner name
Registered owner
Source
Deed
Owner contact information
Phone number
Owner address
Documents

Sales history for 299 Old Sleepy Hollow Road, Pleasantville, NY 10570

Sale date Sale price Buyer name Seller name
08/26/1999 $463,000 XXXXXXXXXX XXXXXXX X/XXXXXXX X XXXX XXXX X/XXXXX X

*Most recent sale on record for this property.

More about Westchester County property records.

Title documents

Date Type Amount Party 1 Party 2
12/14/2010 - R Other
(Registered agreement)		 XXXXXXX X XXXXXXXXXX XXXX XX XXXXXXX X X/XXXXXXX
12/14/2010 - R Mortgage XXXXXXX X XXXXXXXXXX XXXX XX XXXXXXX X X/XXXXXXX
12/14/2010 - R Assignment XXXXX XXXXXXX XXXX XXXX XXXX XXXX XX XXXXXXX X X/XXXXXXX
04/14/2000 - R
08/26/1999 - D		 Deed XXXX XXXX X/XXXXX X XXXXXXXXXX XXXXXXX X/XXXXXXX X
04/21/1997 - R
08/21/1995 - D		 Deed

*Most recent recorded documents on file for this property.

R: Recorded date
D: Document date

Tax

Property taxes for 299 Old Sleepy Hollow Road, Pleasantville, NY

Property tax data includes tax amount, market value and assessed value, exemptions, abatements and assessment history.

Current property tax
Tax year
2025
Current property tax
$15,204
Base tax
$12,931
Recent tax assessments
Market value
$1,074,766
Land value
$130,841
Building value
$943,925
Assessed value
$11,500

More about Westchester County property taxes

Assessment history

See the assessment and property tax history, including the evolution of the total tax rate and corresponding property tax amount.

Tax year Market value Assessed value Tax rate Property tax Y-o-Y change
2025 $1,074,766 $11,500 1124.461 $12,931 +0.44%
2024 $1,074,766 $11,500 1119.57 $12,875 +1.74%
2023 $83,819 $11,500 1100.4187 $12,655 +2.18%
2022 $950,413 $11,500 1076.9578 $12,385 +2.54%
2021 $14,000 $11,500 1050.2839 $12,078 +9.44%
2020 $14,000 $11,500 959.69659 $11,037 -3.55%
2018 $14,000 $11,500 995.0305 $11,443 +3.21%
2017 $14,000 $11,500 964.120326 $11,087 -1.55%
2016 $14,000 $11,500 979.2896 $11,262 +2.48%
2015 $14,000 $11,500 955.6078 $10,989 -0.90%
Permits

Permit information for 299 Old Sleepy Hollow Road, Pleasantville, NY

No recently recorded permits for this property.

Neighborhood

Risk

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FEMA flood zones

FEMA flood zones
X

Transportation

Daily traffic map
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Access the detailed traffic volume map for 299 Old Sleepy Hollow Road, Pleasantville, NY 10570 to see estimated average daily traffic on streets surrounding the property as well as the types of properties in its vicinity.

Schools

Nearest elementary schools

Name Rating Type Grade range No of students Distance (miles)
Pocantico Hills Central School 7 Public PK, K-8 320 1.34
Pocantico Hills Central School 7 Public PK, K-8 320 1.34
Hawthorne Elementary School NR Public K-2 460 1.77
Clearview School Day Treatment NR Private PK-12 116 2.02
Clearview School Day Treatment NR Private PK-12 116 2.02
Todd Elementary School 10 Public K-5 566 2.08
St Theresa School NR Private PK, K-8 147 2.30
St Theresa School NR Private PK, K-8 147 2.30
Cedar Knolls Academy NR Public 1-10 59 2.44
Pleasantville Middle School 8 Public 5-8 468 2.49
Nearest middle schools

Name Rating Type Grade range No of students Distance (miles)
Briarcliff Middle School 10 Public 6-8 294 1.31
Pocantico Hills Central School 7 Public PK, K-8 320 1.34
Clearview School Day Treatment NR Private PK-12 116 2.02
St Theresa School NR Private PK, K-8 147 2.30
Cedar Knolls Academy NR Public 1-10 59 2.44
Linden Hill School NR Public 8-12 64 2.44
Pleasantville Middle School 8 Public 5-8 468 2.49
Hawthorne Country Day School NR Private 133 2.78
Sleepy Hollow Middle School 4 Public 6-8 582 2.89
Mount Pleasant Cottage School NR Public K-12 129 2.91
Nearest high schools

Name Rating Type Grade range No of students Distance (miles)
Briarcliff High School 10 Public 9-12 488 1.31
Clearview School Day Treatment NR Private PK-12 116 2.02
Pleasantville High School 9 Public 9-12 593 2.40
Cedar Knolls Academy NR Public 1-10 59 2.44
Linden Hill School NR Public 8-12 64 2.44
Hawthorne Country Day School NR Private 133 2.78
Sleepy Hollow High School 7 Public 9-12 819 2.90
Mount Pleasant Cottage School NR Public K-12 129 2.91
Edenwald School NR Public 6-12 85 2.91
EF Academy New York NR Private 9-12 374 3.16

Data provided by GreatSchools.org © 2026. All rights reserved.

Neighbors for 299 Old Sleepy Hollow Road, Pleasantville, NY

301 Old Sleepy Hollow Rd, Pleasantville 317 Old Sleepy Hollow Rd, Pleasantville 331 Old Sleepy Hollow Rd, Pleasantville 45 Requa St, Briarcliff Manor 38 Requa St, Briarcliff Manor 307 Old Sleepy Hollow Rd, Pleasantville 30 Country Club Ln, Briarcliff Manor 31 Requa St, Briarcliff Manor 291 Old Sleepy Hollow Rd, Pleasantville 343 Old Sleepy Hollow Rd, Pleasantville 897 Sleepy Hollow Rd, Briarcliff Manor 29 Country Club Ln S, Briarcliff Manor 303 Old Sleepy Hollow Rd, Pleasantville 39 Requa St, Briarcliff Manor 156 Tower Hill Rd, Briarcliff Manor 295 Old Sleepy Hollow Rd, Pleasantville 148 Tower Hill Rd, Briarcliff Manor 28 Country Club Ln S, Briarcliff Manor 773 Sleepy Hollow Rd, Briarcliff Manor 34 Country Club Ln, Briarcliff Manor

Nearby ZIP codes for 299 Old Sleepy Hollow Road, Pleasantville, NY

10504, Westchester County, NY 10510, Westchester County, NY 10514, Westchester County, NY 10520, Westchester County, NY 10523, Westchester County, NY 10530, Westchester County, NY 10532, Westchester County, NY 10533, Westchester County, NY 10546, Westchester County, NY 10549, Westchester County, NY 10562, Westchester County, NY 10591, Westchester County, NY 10594, Westchester County, NY 10595, Westchester County, NY 10601, Westchester County, NY 10603, Westchester County, NY 10604, Westchester County, NY 10606, Westchester County, NY 10607, Westchester County, NY

Frequently asked questions

When was 299 Old Sleepy Hollow Road, Pleasantville, NY 10570 last sold and what was the sale price?

299 Old Sleepy Hollow Road, Pleasantville, NY 10570 was last sold on 08/26/1999 for $463,000.

What is the assessed value of 299 Old Sleepy Hollow Road, Pleasantville, NY 10570?

299 Old Sleepy Hollow Road, Pleasantville, NY 10570 is currently assessed at $11,500.

What are the property taxes for 299 Old Sleepy Hollow Road, Pleasantville, NY 10570?

The property taxes for 299 Old Sleepy Hollow Road, Pleasantville, NY 10570 total $12,931.

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