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
Unlock this property report with a free account.

Access up-to-date information from property owner names to sales history, tax info, title documents, mortgages, development, maps, permits and more.
Sign Up Now
Research 100M+ property records powered by:
  • 2000+ governmental and public data sources
  • 80 dedicated analysts and researchers
  • 20+ years of real estate experience
Learn More

Photo & Map Show Hide

399 Old Sleepy Hollow Road, Pleasantville, NY 10570
static Mapbox map

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

View detailed information on past sales, title documents and property taxes, including the assessed market value, in their dedicated tabs.

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
Unlock this property report with a free account.

Access up-to-date information from property owner names to sales history, tax info, title documents, mortgages, development, maps, permits and more.
Sign Up Now

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

Property reports include comprehensive occupancy, improvement and development information (where available).
Create a free account to access valuable data points such as:

  • • Improvements for 399 Old Sleepy Hollow Road, Pleasantville , including their type, square footage, grade and when they were built.
  • Development maps such as planimetric, zoning, land use and urban landscape maps (building age and stories).
Unlock all property data with a free account.
Sign up

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

View detailed property contacts like owners, building management, representatives from permits and tenants with a free account.

Real Estate Reports:
Laura Pop-Badiu, May 21, 2026 How to Find Land Boundaries: Free & Paid Methods
If you need to find land boundaries fast, you can start with a free county parcel/GIS viewer or a premium platform like PropertyShark to see an approximate parcel outline and lot data. However, keep in mind that a web-based land boundaries map is a starting point, not the legal finish line.
Laura Pop-Badiu, May 07, 2026 Locked-In Owners, Mobile Renters: Homeowners Stay Put as Renters Move 3.7x More Across Largest U.S. Cities 
Renters became the primary drivers of long-distance mobility across the largest U.S. cities, moving 3.7 times more than owners in 2024, as high mortgage rates and housing costs kept many homeowners in place.
Eliza Theiss, Apr 23, 2026 $4.6M Hudson Yards Maintains Top Spot, Luxury Sales in Malba Set $2.5M Price Record for Queens
Despite prices declining, Hudson Yards remained the most expensive NYC neighborhood, but TriBeCa’s growth closed the gap to under $400,000, while Malba set a new historic price record for Queens at $2.5 million, securing the highest ranking ever for the borough at #5.
Research 100M+ property records powered by:
  • 2000+ governmental and public data sources
  • 80 dedicated analysts and researchers
  • 20+ years of real estate experience
Learn More

Past Sales & Property History for 399 Old Sleepy Hollow Road, Pleasantville

Create a free account to view the complete sales history for 399 Old Sleepy Hollow Road, Pleasantville, including title documents, transfer conditions, mortgages and liens.

No recorded sales for this property.

Title Documents for 399 Old Sleepy Hollow Road, Pleasantville

To view the complete history of deeds, mortgages, assignments of leases and rents, and more, sign up for free. Available data goes back to 1966.

Date Type Amount Party 1 Party 2 Doc image
10/28/2020 - D
01/26/2021 - R
Deed
           
           
           
           
Unlock daily updated title documents, including buyer and seller information (when available).
Sign up

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

Create a free account to unlock extended information for 399 Old Sleepy Hollow Road, Pleasantville, including whether it's located in FEMA flood zones, floodways or special flood hazard areas, as well as the Coastal barriers resources system area (COBRA).

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.

View daily traffic map

Schools

Nearest elementary schools

Name Rating Type Grade range No of students Distance to school (mi)
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 to school (mi)
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 to school (mi)
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

Not sure if we cover all the data-points you need? View sample full report View sample full report