Westchester County  »  399 Old Sleepy Hollow Rd

399 Old Sleepy Hollow Road, Pleasantville, NY 10570 Property Information

399 Old Sleepy Hollow Road, Pleasantville, NY 10570 Property Information

  • General
  • Owner
  • Documents
  • Tax
  • Neighborhood
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399 Old Sleepy Hollow Road, Pleasantville, NY 10570
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Address

Primary address 399 Old Sleepy Hollow Road, Pleasantville
Zip code 10570
County Westchester
Municipality Mount Pleasant
Parcel ID 105.18-1-19

Sales & Tax Overview for 399 Old Sleepy Hollow Road, Pleasantville

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Current property tax $18,484

Lot & Building Information for 399 Old Sleepy Hollow Road, Pleasantville

Building sqft 1,364
Building class One Family Year-Round Residence (210)
Acreage 1.71
Bedrooms 2
Bathrooms 1
Style Colonial
Condition 3
Exterior wall Wood
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Zoning, Use & Area Overview

Walk Score
Transit Score
Bike Score


Zoning district
School district Pocantico Hills

View more neighborhood information such as transportation, nearby schools and risk designations in the dedicated tab.

Other Property Data for 399 Old Sleepy Hollow Road, Pleasantville

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About 399 Old Sleepy Hollow Road, Pleasantville

How many square feet does 399 Old Sleepy Hollow Road, Pleasantville, NY 10570 have?

This One Family Year-Round Residence (210) located at 399 Old Sleepy Hollow Road, Pleasantville, NY 10570 has a total of 1,364 square feet.

What is the assessed value of 399 Old Sleepy Hollow Road, Pleasantville, NY 10570 and the property tax paid?

Assessed at $13,400, the tax amount paid for 399 Old Sleepy Hollow Road, Pleasantville, NY 10570 is $15,067.

When was 399 Old Sleepy Hollow Road, Pleasantville, NY 10570 last sold?

399 Old Sleepy Hollow Road, Pleasantville, NY 10570 was last sold in 10/28/2020.

Ownership Information

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Real Estate Reports:
Laura Pop-Badiu, Jul 29, 2026 How to Contact Property Owners: Cold Calling Scripts, Email Templates & Outreach Tips 
When it comes to efficiently contacting property owners, the challenge is twofold: First, you need to identify the right owner. Then, you need to reach that owner through the appropriate channel with the right message. Enhanced by effective follow-up tips and tactics, this guide is particularly useful for investors, agents and other real estate professionals who need an effective outreach process.
Lucian Alixandrescu, Jul 28, 2026 Brooklyn Emerges as NYC’s Coworking Growth Engine, Manhattan Rents Cross $100 in the Plaza District 
New York City’s office market continued to lead the U.S. in Q2, but internal shifts were most visible in the flex office market. Brooklyn’s coworking inventory grew 6.2% Q-o-Q even as Manhattan’s supply retreated. At the same time, Brooklyn’s asking rents for traditional office leases climbed more than twice as fast as the national average.
Eliza Theiss, Jul 22, 2026 Prices Rise in 32 of NYC’s Leading Neighborhoods as City and Manhattan Hit Record Highs
Q2 2026 saw NYC and Manhattan reach historic highs, with Brooklyn and Queens marking close to new records as well. Meanwhile, Hudson Yards remained at the top, Central Midtown posted its highest price ever and Carroll Gardens marked its third consecutive quarter over $2 million
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Past Sales & Property History for 399 Old Sleepy Hollow Road, Pleasantville

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No recorded sales for this property.

Title Documents for 399 Old Sleepy Hollow Road, Pleasantville

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Date Type Amount Party 1 Party 2 Doc image
01/26/2021 - R
10/28/2020 - D
Deed
           
           
           
           
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R: Recorded date
D: Document date

Property Taxes for 399 Old Sleepy Hollow Road, Pleasantville

Access detailed property tax data for 399 Old Sleepy Hollow Road, Pleasantville, NY 10570. Tax information included: property tax, market value and assessed value, exemptions, abatements, and assessment history.

Tax year 2025
Base tax $15,068
Current property tax $18,484
Market value $1,252,336
Assessed value $13,400

Assessment History for 399 Old Sleepy Hollow Road, Pleasantville

Here's the assessment & property tax history for 399 Old Sleepy Hollow Road, Pleasantville, including the evolution of the total tax rate and corresponding property tax.

Year Market value Assessment value Total tax rate Property tax Year over year change
2025 $1,252,336 $13,400 1124.461 $15,068 +0.44%
2024 $1,252,336 $13,400 1119.57 $15,002 +1.74%
2023 $97,668 $13,400 1100.4187 $14,746 +2.18%
2022 $1,107,438 $13,400 1076.9578 $14,431 +2.54%
2021 $17,850 $13,400 1050.2839 $14,074 +9.44%

Risk

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FEMA flood zone(s) X (See more on map)

Transportation

Access the detailed traffic volume map for 399 Old Sleepy Hollow Road, Pleasantville to see estimated average daily traffic on streets surrounding the property as well as the types of properties in its vicinity.

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Schools

Nearest elementary schools

Name Rating Type Grade range No of students Distance (miles)
Pocantico Hills Central School 7 Public PK, K-8 320 1.14
Pocantico Hills Central School 7 Public PK, K-8 320 1.14
Hawthorne Elementary School NR Public K-2 460 1.79
Clearview School Day Treatment NR Private PK-12 116 1.98
Clearview School Day Treatment NR Private PK-12 116 1.98

Nearest middle schools

Name Rating Type Grade range No of students Distance (miles)
Pocantico Hills Central School 7 Public PK, K-8 320 1.14
Briarcliff Middle School 10 Public 6-8 294 1.56
Clearview School Day Treatment NR Private PK-12 116 1.98
St Theresa School NR Private PK, K-8 147 2.48
Linden Hill School NR Public 8-12 64 2.51

Nearest high schools

Name Rating Type Grade range No of students Distance (miles)
Briarcliff High School 10 Public 9-12 488 1.56
Clearview School Day Treatment NR Private PK-12 116 1.98
Linden Hill School NR Public 8-12 64 2.51
Cedar Knolls Academy NR Public 1-10 59 2.51
Pleasantville High School 9 Public 9-12 593 2.63

Data provided by GreatSchools.org © 2025. All rights reserved.

Neighbors for 399 Old Sleepy Hollow Road, Pleasantville

Here are the neighbors for 399 Old Sleepy Hollow Road, Pleasantville.

Address Square feet Purchase date Purchase price
75 Old Sleepy Hollow Rd, Pleasantville
99 Old Sleepy Hollow Rd, Pleasantville 2,582
226 Old Sleepy Hollow Rd, Pleasantville 1,170 09/23/2019 $650,000
26 Pocantico Lake Rd, Pleasantville
30 Pocantico Lake Rd, Pleasantville
63 Stephen Dr, Pleasantville 1,928 01/28/2022 $832,936
20 Pocantico Lake Rd, Pleasantville 1,364 05/11/2011 $360,000
25 Old Sleepy Hollow Rd, Pleasantville
79 Brook Manor Ln, Pleasantville 2,889 01/20/2017 $920,000
11 Old Sleepy Hollow Rd, Pleasantville 2,582 04/05/2023
1 Old Sleepy Hollow Rd, Pleasantville 03/14/2025
69 Stephen Dr, Pleasantville 1,445 11/30/2007 $630,000
73 Stephen Dr, Pleasantville 2,445 06/23/2022 $999,999
1111 Bedford Rd, Pleasantville 1,780 03/06/2018 $995,000
459 Old Sleepy Hollow Rd, Pleasantville
35 Stephen Dr, Pleasantville 02/04/2019 $662,500
77 Stephen Dr, Pleasantville 08/10/2007 $890,000
59 Stephen Dr, Pleasantville 08/07/2007 $626,000
47 Stephen Dr, Pleasantville 06/23/2001
85 Old Sleepy Hollow Rd, Pleasantville 1,780

Nearby ZIP Codes for 399 Old Sleepy Hollow Road, Pleasantville

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