Google street view image for 289 Hamilton Rd, Chappaqua, NY 10514

Off market apr 2026 for $2.4M

$2,235,808

Est. refi paymentEst. refi $19,221/mo

•

3 ba

•

5,475

sq ft

289 Hamilton Rd, Chappaqua, NY 10514

About this home

289 Hamilton Rd is a 5,475 square foot house on a 1.32 acre lot with 5 bedrooms and 3 bathrooms. - it last sold on April 07, 2026 for $2,496,500. Based on Redfin's Chappaqua data, we estimate the home's value is $2,235,808.

Single-familyProperty Type

1930Year Built

1.32 acresLot Size

$408Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,235,808

$261K since sold in April 2026$57K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.6% higher than the average sale price ($1.84M) of 6 comparable homes.

SOLD AUG 12, 2026
$2,555,000
A
5 beds3.5 baths4,166 sq ft
111 Prospect Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 13, 2026
$1,830,000
B
4 beds3 baths3,672 sq ft
734 King St, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 29, 2026
$1,345,014
C
4 beds2.5 baths2,478 sq ft
14 Aldridge Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUN 1, 2026
$1,850,000
D
4 beds2.5 baths3,956 sq ft
21 Kitchawan Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 9, 2026
$1,602,000
E
4 beds3 baths3,656 sq ft
74 Dogwood Ln, Pleasantville, NY 10570
Listing by Julia B Fee Sothebys Int. Rlty
SOLD MAY 8, 2026
$1,850,000
F
3 beds3.5 baths4,780 sq ft
790 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.

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Earn from this home

Sell

$126,388

Est. take-home

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Refinance

Est. cash available

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Rent

$5,943/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated September 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 SAT, 12PM TO 1:30PM
$829,000
3 beds2.5 baths1,600 sq ft
4 Hillside Pl, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
$1,396,000
3 beds2.5 baths2,420 sq ft
676 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Corcoran Legends Realty
$3,995,000
5 beds5 baths7,393 sq ft
9 Trails End, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
$2,799,000
6 beds4.5 baths4,323 sq ft
18 Ivy Hill Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 289 Hamilton Rd

Year

Property tax

Land + Additions

Assessment*

2026

$39,776 (+1.2%)

$2,100 + $15,750

$17,850

2025

$39,317 (+1.8%)

$2,100 + $15,750

$17,850

2024

$38,633 (−2.2%)

$2,100 + $15,750

$17,850

2023

$39,494 (−2.8%)

$2,100 + $15,750

$17,850

2022

$40,648 (+7.1%)

$2,100 + $15,750

$17,850

2021

$37,964 (+3.6%)

$2,100 + $15,750

$17,850

2020

$36,648 (+2.1%)

$2,100 + $15,750

$17,850

2019

$35,880

$2,100 + $15,750

$17,850

2018

$2,100 + $15,750

$17,850

2017

$2,100 + $15,750

$17,850

2016

$2,100 + $15,750

$17,850

2014

$2,100 + $15,750

$17,850

2013

$2,100 + $15,750

$17,850

2012

$2,100 + $20,900

$23,000

2011

$2,100 + $20,900

$23,000

2010

$2,100 + $20,900

$23,000

2009

$2,100 + $20,900

$23,000

2008

$2,100 + $20,900

$23,000

Tax history for 289 Hamilton Rd

Year

Property tax

Land + Additions

Assessment*

2026

$39,776 (+1.2%)

$2,100 + $15,750

$17,850

2025

$39,317 (+1.8%)

$2,100 + $15,750

$17,850

2024

$38,633 (−2.2%)

$2,100 + $15,750

$17,850

2023

$39,494 (−2.8%)

$2,100 + $15,750

$17,850

2022

$40,648 (+7.1%)

$2,100 + $15,750

$17,850

2021

$37,964 (+3.6%)

$2,100 + $15,750

$17,850

2020

$36,648 (+2.1%)

$2,100 + $15,750

$17,850

2019

$35,880

$2,100 + $15,750

$17,850

2018

$2,100 + $15,750

$17,850

2017

$2,100 + $15,750

$17,850

2016

$2,100 + $15,750

$17,850

2014

$2,100 + $15,750

$17,850

2013

$2,100 + $15,750

$17,850

2012

$2,100 + $20,900

$23,000

2011

$2,100 + $20,900

$23,000

2010

$2,100 + $20,900

$23,000

2009

$2,100 + $20,900

$23,000

2008

$2,100 + $20,900

$23,000

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

Property details

Interior

Basement Information
Basement Type: Partial

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Air Conditioning Type: Central
Heating Type: Hot Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Exterior Wall: Stucco

Property Information
Subdivision Name: LEROY SUB/PERRY HEIGHTS
Living Sq. Ft: 5,475
Ground Floor Sq. Ft: 2,971
Building Sq. Ft: 5,475

Parking & Garage Information
# of Parking Spaces: 6

Lot Information
# of Buildings: 1
Land Sq. Ft: 57,533
Legal Lot Number: 34
Legal Block Number: 2
School Tax District: CHAPPAQUA
Municipality Name: MOUNT PLEASANT
Acres: 1.3208
State Use Description: SINGLE FAMILY RESID

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 5,475
Stories: —
Lot Size: 1.32 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Westchester County
APN: 553489A09900600020340000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

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 • 1.8mi

10/10

Bedford Road School

Public K-4 • 1.2mi

6/10

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

$2.13M – $2.57M

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New listings for sale in 10514

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Listing by Houlihan Lawrence Inc.

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Listing by Corcoran Legends Realty

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Listing by Compass Greater NY, LLC

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Home values near 289 Hamilton Rd

Data from public records.

Address	Redfin Estimate
48 Hamilton Dr, Chappaqua, NY 3 Beds \| 3 Baths \| 2418 Sq. Ft.	$1,222,606
271 Hamilton Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 3169 Sq. Ft.	$1,929,207

Address	Redfin Estimate
277 Hamilton Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2356 Sq. Ft.	$1,817,174
270 Hamilton Rd, Chappaqua, NY 2 Beds \| 2 Baths \| 2250 Sq. Ft.	$1,424,640

Address	Redfin Estimate
266 Hamilton Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3608 Sq. Ft.	$1,849,944
280 Hamilton Rd, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2714 Sq. Ft.	$1,811,058

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