Google street view image for 5 Leroy Rd, Chappaqua, NY 10514

Sold

$1,939,335

Est. refi paymentEst. refi $5,361/mo

•

3 ba

•

3,129

sq ft

5 Leroy Rd, Chappaqua, NY 10514

About this home

Move Right In To This Impeccably Maintained And Updated Colonial. Exceptional Custom Eik, All Updated Bathrooms, Two Fireplaces, Spacious Rooms, Lower Level Playroom All On A Lovely Corner With Level Property. Close To Town And Train. Taxes Reflect Star Exemption.

Single-familyProperty Type

1953Year Built

0.92 acresLot Size

$620Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$1,939,335

$449K since sold in January 2007$29K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.9% higher than the average sale price ($1.67M) of 6 comparable homes.

SOLD AUG 7, 2026
$1,950,000
A
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD AUG 24, 2026
$1,299,000
B
3 beds3 baths2,444 sq ft
816 Hardscrabble Rd, Chappaqua, NY 10514
Listing by eXp Realty
SOLD JUL 9, 2026
$1,602,000
C
4 beds3 baths3,656 sq ft
74 Dogwood Ln, Pleasantville, NY 10570
Listing by Julia B Fee Sothebys Int. Rlty
SOLD AUG 6, 2026
$1,731,000
D
4 beds3.5 baths3,138 sq ft
14 Crossways, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUN 2, 2026
$1,905,000
E
4 beds2.5 baths2,921 sq ft
110 Marcourt Dr, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD SEP 15, 2026
$1,550,000
F
4 beds3 baths3,334 sq ft
20 Robbins Rd, Pleasantville, NY 10570
Listing by North Country Sothebys Int Rlt

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Earn from this home

Sell

$1,825,932

Est. take-home

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Refinance

Est. cash available

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Rent

$5,247/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

111.3%

2.1% MoM

Median sale price

$1.6M

$140K MoM

Avg. days on market

17d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$799,000
2 beds2.5 baths1,244 sq ft
13 Deer Run, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 5 Leroy Rd

Year

Property tax

Land + Additions

Assessment*

2026

$37,019 (+0.3%)

$45,000 + $170,000

$215,000

2025

$36,896 (+2.1%)

$45,000 + $170,000

$215,000

2024

$36,143 (+2.7%)

$45,000 + $170,000

$215,000

2023

$35,208 (+2.7%)

$45,000 + $170,000

$215,000

2022

$34,269 (+1.1%)

$45,000 + $170,000

$215,000

2021

$33,886 (+1.4%)

$45,000 + $170,000

$215,000

2020

$33,425 (+1.3%)

$45,000 + $170,000

$215,000

2019

$33,005

$45,000 + $170,000

$215,000

2018

$45,000 + $170,000

$215,000

2017

$45,000 + $170,000

$215,000

2016

$45,000 + $170,000

$215,000

2014

$45,000 + $170,000

$215,000

2013

$45,000 + $170,000

$215,000

2012

$45,000 + $170,000

$215,000

2011

$45,000 + $170,000

$215,000

2010

$45,000 + $170,000

$215,000

2009

$45,000 + $170,000

$215,000

2008

$45,000 + $170,000

$215,000

Tax history for 5 Leroy Rd

Year

Property tax

Land + Additions

Assessment*

2026

$37,019 (+0.3%)

$45,000 + $170,000

$215,000

2025

$36,896 (+2.1%)

$45,000 + $170,000

$215,000

2024

$36,143 (+2.7%)

$45,000 + $170,000

$215,000

2023

$35,208 (+2.7%)

$45,000 + $170,000

$215,000

2022

$34,269 (+1.1%)

$45,000 + $170,000

$215,000

2021

$33,886 (+1.4%)

$45,000 + $170,000

$215,000

2020

$33,425 (+1.3%)

$45,000 + $170,000

$215,000

2019

$33,005

$45,000 + $170,000

$215,000

2018

$45,000 + $170,000

$215,000

2017

$45,000 + $170,000

$215,000

2016

$45,000 + $170,000

$215,000

2014

$45,000 + $170,000

$215,000

2013

$45,000 + $170,000

$215,000

2012

$45,000 + $170,000

$215,000

2011

$45,000 + $170,000

$215,000

2010

$45,000 + $170,000

$215,000

2009

$45,000 + $170,000

$215,000

2008

$45,000 + $170,000

$215,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

—

Sq. Ft.

3,129

Year built

1953

Style

Single Family Residential

County

Westchester County

APN

553600A10001000010310000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Some nearby schools may not be within this home's attendance zone. Please check the Chappaqua Central School District website to verify.

Robert E Bell School

Public 5-8 • 0.5mi

9/10

Horace Greeley High School

Public 9-12 • 1.7mi

10/10

Douglas G Grafflin School

Public PreK-4 • 1.3mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 14 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chappaqua, NY • 10514

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.84M – $2.23M

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Nearby similar homes

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Land— sq ft

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New listings for sale in 10514

OPEN TODAY, 12PM TO 2PM

$799,000

2 beds2.5 baths1,244 sq ft

13 Deer Run, Chappaqua, NY 10514

Renovated condo • $625 HOA • Garage

Listing by Compass Greater NY, LLC

Home values near 5 Leroy Rd

Data from public records.

Address	Redfin Estimate
5 Leroy Pl, Chappaqua, NY 4 Beds \| 3 Baths \| 2776 Sq. Ft.	$1,485,136
12 Leroy Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 2345 Sq. Ft.	$1,251,844
5 Peck Pl, Chappaqua, NY 3 Beds \| 2 Baths \| 2041 Sq. Ft.	$1,361,199
260 Hamilton Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3093 Sq. Ft.	$1,760,135
251 Hamilton Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3353 Sq. Ft.	$2,039,566
271 Hamilton Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 3169 Sq. Ft.	$1,853,908
9 Peck Pl, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3884 Sq. Ft.	$2,040,477

Address	Redfin Estimate
19 Leroy Rd, Chappaqua, NY 4 Beds \| 4 Baths \| 4866 Sq. Ft.	$2,560,584
15 Leroy Pl, Chappaqua, NY 3 Beds \| 4.5 Baths \| 3143 Sq. Ft.	$1,869,386
48 Hamilton Dr, Chappaqua, NY 3 Beds \| 3 Baths \| 2418 Sq. Ft.	$1,220,140
219 Hamilton Rd, Chappaqua, NY 6 Beds \| 4.5 Baths \| 4692 Sq. Ft.	$2,207,734
32 Martha Pl, Chappaqua, NY 4 Beds \| 2.5 Baths \| 1938 Sq. Ft.	$1,067,392
66 Spring Rd, Chappaqua, NY 2 Beds \| 1.5 Baths \| 1190 Sq. Ft.	$778,858
270 Hamilton Rd, Chappaqua, NY 2 Beds \| 2 Baths \| 2250 Sq. Ft.	$1,397,590

Address	Redfin Estimate
11 Leroy Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 2759 Sq. Ft.	$1,501,049
254 Hamilton Rd, Chappaqua, NY 5 Beds \| 5 Baths \| 3842 Sq. Ft.	$2,494,303
14 Peck Pl, Chappaqua, NY 4 Beds \| 5 Baths \| 7250 Sq. Ft.	$2,404,427
277 Hamilton Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2356 Sq. Ft.	$1,762,111
266 Hamilton Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3608 Sq. Ft.	$1,844,330
8 Martha Pl, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2011 Sq. Ft.	$1,091,531
280 Hamilton Rd, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2714 Sq. Ft.	$1,764,113

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