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5 Flag Hill Road, Chappaqua, NY 10514 Property Information

5 Flag Hill Road, Chappaqua, NY 10514 Property Information

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  • Owner
  • Documents
  • Tax
  • Neighborhood
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5 Flag Hill Road, Chappaqua, NY 10514
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Address

Primary address 5 Flag Hill Road, Chappaqua
Zip code 10514
County Westchester
Municipality Mount Pleasant
Parcel ID 99.14-2-34

Sales & Tax Overview for 5 Flag Hill Road, Chappaqua

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

Sale date 12/13/2000
Sale price $775,000
Arm's length
Current property tax $40,293

Lot & Building Information for 5 Flag Hill Road, Chappaqua

Building sqft 5,413
Building class One Family Year-Round Residence (210)
Acreage 3.03
Year built 2000
Stories 2
Bedrooms 5
Bathrooms 4
Kitchen 1
Style Colonial
Condition 3
Basement 4
Exterior wall Wood
Heating type Hot air
Central air conditioning Yes
Fireplace 2
First story sqft
Second story sqft
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Zoning, Use & Area Overview

Walk Score
Transit Score
Bike Score


Zoning district
School district Chappaqua

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

Other Property Data for 5 Flag Hill Road, Chappaqua

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About 5 Flag Hill Road, Chappaqua

What is the year built & the total sq. ft. for 5 Flag Hill Road, Chappaqua, NY 10514?

5 Flag Hill Road, Chappaqua, NY 10514 was built in 2000 and has a total of 5,413 square feet.

What is the assessed value of 5 Flag Hill Road, Chappaqua, NY 10514 and the property tax paid?

Assessed at $18,200, the tax amount paid for 5 Flag Hill Road, Chappaqua, NY 10514 is $36,818.

When was 5 Flag Hill Road, Chappaqua, NY 10514 last sold and what was the last sale price?

5 Flag Hill Road, Chappaqua, NY 10514 was last sold in 12/13/2000 for $775,000.

Ownership Information

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Real Estate Reports:
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.
Eliza Theiss, Apr 15, 2026 2026 Q1 Foreclosure Report: Brooklyn Filings Fall Sharply, Bronx & Staten Island Hit New Peaks
Behind a deceptively mild citywide downtick, borough foreclosure markets pulled into significantly diverging paths as Brooklyn cases were nearly halved and the Bronx hit a new, record high. Meanwhile, Queens remained unchanged, Staten Island surged back up and Manhattan cooled slowly.
Laura Pop-Badiu, Apr 09, 2026 How to Do a Title Search on Property Yourself: A Step-by-Step Online GuideĀ 
A property title search is the process of reviewing public records to confirm who legally owns a property and whether there are any liens, mortgages or legal claims attached to it. Explore our step-by-step guide explaining how you can perform a title search yourself. 
Research 100M+ property records powered by:
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Past Sales & Property History for 5 Flag Hill Road, Chappaqua

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Purchase date Purchase price Buyer name Seller name
12/13/2000 $775,000
12/13/2000 $250,000
       
       
       
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Title Documents for 5 Flag Hill Road, Chappaqua

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
03/15/2024 - D
03/20/2024 - R
Assignment
02/09/2024 - D
03/20/2024 - R
Other
(Registered agreement)
02/09/2024 - D
03/20/2024 - R
Mortgage
06/06/2017 - R Assignment
05/15/2017 - R Mortgage
08/08/2011 - R Other
(Registered agreement)
08/08/2011 - R Mortgage
12/13/2000 - D
01/12/2001 - R
Deed
12/13/2000 - D
01/12/2001 - R
Deed
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R: Recorded date
D: Document date

Property Taxes for 5 Flag Hill Road, Chappaqua

Access detailed property tax data for 5 Flag Hill Road, Chappaqua, NY 10514. Tax information included: property tax, market value and assessed value, exemptions, abatements, and assessment history.

Tax year 2025
Base tax $36,819
Current property tax $40,293
Market value $1,700,935
Assessed value $18,200

Assessment History for 5 Flag Hill Road, Chappaqua

Here's the assessment & property tax history for 5 Flag Hill Road, Chappaqua, 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 $1,700,935 $18,200 2023.0029 $36,819 +1.41%
2024 $1,700,935 $18,200 1994.8651 $36,307 -3.14%
2023 $132,653 $18,200 2059.6071 $37,485 -3.70%
2022 $1,504,132 $18,200 2138.6878 $38,924 +6.64%
2021 $2,000 $18,200 2005.4489 $36,499 +5.22%

Risk

Create a free account to unlock extended information for 5 Flag Hill Road, Chappaqua, 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 5 Flag Hill Road, Chappaqua 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 to school (mi)
Bedford Road School 6 Public K-4 569 0.57
Pleasantville Middle School 8 Public 5-8 468 0.80
Todd Elementary School 10 Public K-5 566 1.30
Mount Pleasant Cottage School NR Public K-12 129 1.36
Robert E Bell School 8 Public 5-8 594 1.41

Nearest middle schools

Name Rating Type Grade range No of students Distance to school (mi)
Pleasantville Middle School 8 Public 5-8 468 0.80
Briarcliff Middle School 10 Public 6-8 294 1.23
Edenwald School NR Public 6-12 85 1.36
Mount Pleasant Cottage School NR Public K-12 129 1.36
Robert E Bell School 8 Public 5-8 594 1.41

Nearest high schools

Name Rating Type Grade range No of students Distance to school (mi)
Pleasantville High School 9 Public 9-12 593 0.88
Briarcliff High School 10 Public 9-12 488 1.23
Edenwald School NR Public 6-12 85 1.36
Mount Pleasant Cottage School NR Public K-12 129 1.36
Westlake High School 9 Public 9-12 547 2.73

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

Neighbors for 5 Flag Hill Road, Chappaqua

Here are the neighbors for 5 Flag Hill Road, Chappaqua.

Address Square feet Purchase date Purchase price
18 Mountain Trl, Pleasantville 1,235 05/09/2016 $274,000
308 Mountain Rd, Pleasantville 3,568 06/06/2025
16 Flag Hill Rd, Chappaqua 3,129 06/10/2000 $810,000
14 Mountain Trl, Pleasantville 901 03/15/2024 $555,000
305 Mountain Rd, Pleasantville 2,301
323 Lake Shore Dr, Pleasantville 1,920
77 Woodland Rd, Pleasantville 1,771 08/30/2019
306 Mountain Rd, Pleasantville 2,800 10/23/2025 $1,400,000
307 Mountain Rd, Pleasantville 2,613 08/14/2013 $737,500
85 Woodland Rd, Chappaqua 986 01/08/2026
340 Sarles Ln, Pleasantville 1,522 03/18/2021 $320,000
95 Woodland Rd, Pleasantville 2,900 04/23/2009 $775,000
111 Woodland Rd, Pleasantville 2,040 11/05/2012
73 Woodland Rd, Pleasantville 1,456 07/01/2023
300 Sarles Ln, Pleasantville 04/30/2010
334 Sarles Ln, Pleasantville 1,909 12/08/2004
348 Sarles Ln, Pleasantville 2,526 05/14/2021 $500,000
84 Woodland Rd, Pleasantville 2,176 03/25/2019 $575,000
99 Woodland Rd, Chappaqua 2,879
310 Sarles Ln, Pleasantville 2,178 10/30/2014 $450,000

Nearby ZIP Codes for 5 Flag Hill Road, Chappaqua

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