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20 Flag Hill Road, Chappaqua, NY 10514 Property Information

20 Flag Hill Road, Chappaqua, NY 10514 Property Information

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

Primary address 20 Flag Hill Road, Chappaqua
Zip code 10514
County Westchester
Municipality Mount Pleasant
Parcel ID 99.14-2-8

Sales & Tax Overview for 20 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 03/21/2019
Sale price $900,000
Arm's length
Current property tax $26,567

Lot & Building Information for 20 Flag Hill Road, Chappaqua

Building sqft 3,004
Building class One Family Year-Round Residence (210)
Acreage 0.99
Year built 1995
Stories 2
Bedrooms 4
Bathrooms 3
Kitchen 1
Water supply Private
Sewer Comm/public
Style Colonial
Condition 3
Basement 4
Exterior wall Wood
Heating type Hot air
Heating fuel Gas
Central air conditioning Yes
Fireplace 1
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 20 Flag Hill Road, Chappaqua

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  • • Improvements for 20 Flag Hill Road, Chappaqua , including their type, square footage, grade and when they were built.
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About 20 Flag Hill Road, Chappaqua

What is the year built & the total sq. ft. for 20 Flag Hill Road, Chappaqua, NY 10514?

20 Flag Hill Road, Chappaqua, NY 10514 was built in 1995 and has a total of 3,004 square feet.

What is the assessed value of 20 Flag Hill Road, Chappaqua, NY 10514 and the property tax paid?

Assessed at $12,000, the tax amount paid for 20 Flag Hill Road, Chappaqua, NY 10514 is $24,276.

When was 20 Flag Hill Road, Chappaqua, NY 10514 last sold and what was the last sale price?

20 Flag Hill Road, Chappaqua, NY 10514 was last sold in 03/21/2019 for $900,000.

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 20 Flag Hill Road, Chappaqua

Create a free account to view the complete sales history for 20 Flag Hill Road, Chappaqua, including title documents, transfer conditions, mortgages and liens.

Purchase date Purchase price Buyer name Seller name
03/21/2019 $900,000
10/13/2000 $785,000
10/18/1996 $585,000
       
       
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*Here are the three most recent sales for this property.


Title Documents for 20 Flag Hill Road, Chappaqua

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Date Type Amount Party 1 Party 2 Doc image
03/21/2019 - D
03/29/2019 - R
Mortgage
03/21/2019 - D
03/29/2019 - R
Deed
06/24/2013 - R Other
06/24/2013 - R Other
06/24/2013 - R Other
06/24/2013 - R Other
01/20/2011 - R Mortgage
10/13/2000 - D
11/27/2000 - R
Deed
10/18/1996 - D
11/13/1996 - R
Deed
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R: Recorded date
D: Document date

Property Taxes for 20 Flag Hill Road, Chappaqua

Access detailed property tax data for 20 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 $24,276
Current property tax $26,567
Market value $1,121,495
Assessed value $12,000

Assessment History for 20 Flag Hill Road, Chappaqua

Here's the assessment & property tax history for 20 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 $1,121,495 $12,000 2023.0029 $24,276 +1.41%
2024 $1,121,495 $12,000 1994.8651 $23,938 -3.14%
2023 $87,464 $12,000 2059.6071 $24,715 -3.70%
2022 $991,736 $12,000 2138.6878 $25,664 +6.64%
2021 $1,600 $12,000 2005.4489 $24,065 +5.22%

Risk

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

Transportation

Access the detailed traffic volume map for 20 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 0.69
Pleasantville Middle School 8 Public 5-8 468 0.94
Robert E Bell School 8 Public 5-8 594 1.20
Todd Elementary School 10 Public K-5 566 1.37
Mount Pleasant Cottage School NR Public K-12 129 1.45

Nearest middle schools

Name Rating Type Grade range No of students Distance to school (mi)
Pleasantville Middle School 8 Public 5-8 468 0.94
Robert E Bell School 8 Public 5-8 594 1.20
Briarcliff Middle School 10 Public 6-8 294 1.44
Edenwald School NR Public 6-12 85 1.45
Mount Pleasant Cottage School NR Public K-12 129 1.45

Nearest high schools

Name Rating Type Grade range No of students Distance to school (mi)
Pleasantville High School 9 Public 9-12 593 1.04
Briarcliff High School 10 Public 9-12 488 1.44
Edenwald School NR Public 6-12 85 1.45
Mount Pleasant Cottage School NR Public K-12 129 1.45
Horace Greeley High School 10 Public 9-12 1,152 2.66

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

Neighbors for 20 Flag Hill Road, Chappaqua

Here are the neighbors for 20 Flag Hill Road, Chappaqua.

Address Square feet Purchase date Purchase price
32 Flag Hill Rd, Chappaqua 2,583 03/06/2026
50 Woodland Rd, Pleasantville 1,825 05/28/2003
422 Hardscrabble Rd, Chappaqua
354 Hardscrabble Rd, Briarcliff Manor
10 Mountain Trl, Pleasantville 2,940 03/21/2006
49 Woodland Rd, Pleasantville 1,700
3 Deborah Ln, Chappaqua 2,540 10/26/2020 $879,000
424 Hardscrabble Rd, Chappaqua 4,416 09/08/2020 $1,413,500
393 Hardscrabble Rd, Briarcliff Manor 3,538 02/01/2025
28 Flag Hill Rd, Chappaqua 3,064 03/11/2024 $1,753,000
56 Woodland Rd, Pleasantville 1,620 05/28/2020
60 Woodland Rd, Pleasantville 1,536 08/12/2022 $720,000
426 Hardscrabble Rd, Chappaqua 4,953 05/01/2009 $1,286,200
380 Hardscrabble Rd, Briarcliff Manor
22 Flag Hill Rd, Chappaqua 3,175 07/19/1995 $110,000
30 Flag Hill Rd, Chappaqua 2,619 09/26/2014
70 Woodland Rd, Pleasantville 05/27/2009 $315,000
5 Deborah Ln, Chappaqua 3,206 08/25/2014 $795,000
18 Flag Hill Rd, Chappaqua 2,292
420 Hardscrabble Rd, Chappaqua 2,193 08/26/2020 $527,100

Nearby ZIP Codes for 20 Flag Hill Road, Chappaqua

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