Google street view image for 25 Winthrop Rd, Chappaqua, NY 10514

Sold

$1,661,832

Est. refi paymentEst. refi $6,947/mo

•

3.5 ba

•

2,312

sq ft

25 Winthrop Rd, Chappaqua, NY 10514

About this home

True CH Colonial in charming neighborhood on usable property.

Single-familyProperty Type

1962Year Built

1.17 acresLot Size

$719Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$1,661,832

$724K since sold in September 2008$20K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.1% lower than the average sale price ($1.66M) of 6 comparable homes.

SOLD APR 20, 2026
$1,375,000
A
4 beds2.5 baths2,069 sq ft
111 Seven Bridges Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD SEP 14, 2026
$2,155,000
B
4 beds3.5 baths3,010 sq ft
16 Fox Den Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD AUG 10, 2026
$1,625,000
C
3 beds2.5 baths2,096 sq ft
14 Garey Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 3, 2026
$1,327,000
D
4 beds3.5 baths2,429 sq ft
8 Old Roaring Brook Rd, Mount Kisco, NY 10549
Listing by William Raveis Real Estate
SOLD SEP 24, 2026
$1,551,000
E
4 beds3 baths2,715 sq ft
50 Ludlow Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD AUG 7, 2026
$1,950,000
F
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC

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Earn from this home

Sell

$1,564,358

Est. take-home

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Refinance

Est. cash available

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Rent

$4,776/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 SUN, 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 25 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$30,856 (+0.4%)

$37,200 + $152,800

$190,000

2025

$30,731 (+1.8%)

$37,200 + $152,800

$190,000

2024

$30,184 (+2.6%)

$37,200 + $152,800

$190,000

2023

$29,419 (+2.5%)

$37,200 + $152,800

$190,000

2022

$28,704 (+35.9%)

$37,200 + $152,800

$190,000

2021

$21,123 (+1.8%)

$37,200 + $152,800

$190,000

2020

$20,759 (−0.3%)

$37,200 + $106,300

$143,500

2019

$20,829

$37,200 + $106,300

$143,500

2018

$37,200 + $106,300

$143,500

2017

$37,200 + $106,300

$143,500

2016

$37,200 + $106,300

$143,500

2014

$37,200 + $106,300

$143,500

2013

$37,200 + $106,300

$143,500

2012

$37,200 + $106,300

$143,500

2011

$37,200 + $106,300

$143,500

2010

$37,200 + $106,300

$143,500

2009

$37,200 + $106,300

$143,500

2008

$37,200 + $147,800

$185,000

Tax history for 25 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$30,856 (+0.4%)

$37,200 + $152,800

$190,000

2025

$30,731 (+1.8%)

$37,200 + $152,800

$190,000

2024

$30,184 (+2.6%)

$37,200 + $152,800

$190,000

2023

$29,419 (+2.5%)

$37,200 + $152,800

$190,000

2022

$28,704 (+35.9%)

$37,200 + $152,800

$190,000

2021

$21,123 (+1.8%)

$37,200 + $152,800

$190,000

2020

$20,759 (−0.3%)

$37,200 + $106,300

$143,500

2019

$20,829

$37,200 + $106,300

$143,500

2018

$37,200 + $106,300

$143,500

2017

$37,200 + $106,300

$143,500

2016

$37,200 + $106,300

$143,500

2014

$37,200 + $106,300

$143,500

2013

$37,200 + $106,300

$143,500

2012

$37,200 + $106,300

$143,500

2011

$37,200 + $106,300

$143,500

2010

$37,200 + $106,300

$143,500

2009

$37,200 + $106,300

$143,500

2008

$37,200 + $147,800

$185,000

*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

3.5

Stories

—

Lot width

—

Lot depth

—

Lot size

1.17 Acres

Year renovated

—

Sq. Ft.

2,312

Year built

1962

Style

Single Family Residential

County

Westchester County

APN

553600A08101500020160000000

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.

Roaring Brook School

Public K-4 • 0.9mi

10/10

Seven Bridges Middle School

Public 5-8 • 1.0mi

8/10

Horace Greeley High School

Public 9-12 • 1.4mi

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

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

4/10 Wind Factor

24% 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 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.58M – $1.91M

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New listings for sale in 10514

OPEN SUN, 12PM TO 2PM

$799,000

2 beds2.5 baths1,244 sq ft

13 Deer Run, Chappaqua, NY 10514

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Home values near 25 Winthrop Rd

Data from public records.

Address	Redfin Estimate
5 Winthrop Road, Chappaqua, NY 4 Beds \| 2 Baths \| 3053 Sq. Ft.	$1,933,075
10 Winthrop Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3651 Sq. Ft.	$1,723,105
33 Winthrop Road, Chappaqua, NY 3 Beds \| 3.5 Baths \| 2936 Sq. Ft.	$2,125,291
21 Winthrop Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3950 Sq. Ft.	$1,824,663
75 Seven Bridges Road, Chappaqua, NY 4 Beds \| 4 Baths \| 2899 Sq. Ft.	$1,613,188
2 Woods Witch Lane, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2398 Sq. Ft.	$1,326,533
74 Seven Bridges Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2018 Sq. Ft.	$1,338,976

Address	Redfin Estimate
17 Winthrop Road, Chappaqua, NY 4 Beds \| 4 Baths \| 4089 Sq. Ft.	$2,325,637
9 Winthrop Road, Chappaqua, NY 4 Beds \| 4 Baths \| 3962 Sq. Ft.	$1,968,131
35 Winthrop Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2312 Sq. Ft.	$1,365,039
24 Hitching Post Lane, Chappaqua, NY 4 Beds \| 3 Baths \| 4272 Sq. Ft.	$1,968,671
6 Woods Witch Lane, Chappaqua, NY 3 Beds \| 2.5 Baths \| 1982 Sq. Ft.	$1,386,956
85 Seven Bridges Road, Chappaqua, NY 4 Beds \| 4 Baths \| 2963 Sq. Ft.	$1,625,011
71 Seven Bridges Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2380 Sq. Ft.	$1,283,254

Address	Redfin Estimate
34 Winthrop Road, Chappaqua, NY 4 Beds \| 2 Baths \| 3382 Sq. Ft.	$1,700,230
29 Winthrop Road, Chappaqua, NY 3 Beds \| 3.5 Baths \| 3612 Sq. Ft.	$2,201,040
6 Winthrop Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3467 Sq. Ft.	$1,940,354
70 Seven Bridges Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2680 Sq. Ft.	$1,307,679
3 Alden Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3220 Sq. Ft.	$1,661,427
8 Alden Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2858 Sq. Ft.	$1,469,225
20 Hitching Post Lane, Chappaqua, NY 5 Beds \| 4.5 Baths \| 4661 Sq. Ft.	—

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