Google street view image for 59 Pinecliff Rd, Chappaqua, NY 10514

Sold

$1,204,666

Est. refi paymentEst. refi $5,774/mo

•

2 ba

•

1,863

sq ft

59 Pinecliff Rd, Chappaqua, NY 10514

About this home

Charming home on one of Chappaqua's most desirable streets. Great cul-de-sac location. Privacy galore! Steps to Pinecliff Sanctuary and Audubon Boardwalk. Many special features including master suite; built-ins; spacious deck overlooking tranquil setting with extensive stone walls, gorgeous patio and gardens. Don't miss this vintage gem! Taxes do not reflect star exemption of $1597.

Single-familyProperty Type

1937Year Built

0.3 acresLot Size

$647Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$1,204,666

$455K since sold in March 2008$12K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.4% higher than the average sale price ($1.01M) of 6 comparable homes.

SOLD SEP 14, 2026
$905,000
A
3 beds2.5 baths1,569 sq ft
20 Waters Edge, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD OCT 5, 2026
$1,275,000
B
3 beds2 baths1,850 sq ft
1 Commodore Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 23, 2026
$1,376,000
C
3 beds2 baths1,702 sq ft
65 Douglas Rd, Chappaqua, NY 10514
Listing by North Country Sothebys Int Rlt
SOLD OCT 16, 2026
$915,000
D
3 beds2 baths1,825 sq ft
460 Washington Ave, Pleasantville, NY 10570
Listing by Compass Greater NY, LLC
SOLD SEP 15, 2026
$870,000
E
3 beds1.5 baths1,538 sq ft
220 Mill River Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD SEP 1, 2026
$715,000
F
3 beds2.5 baths1,299 sq ft
80 Bischoff Ave, Chappaqua, NY 10514
Listing by Keller Williams NY Realty

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Earn from this home

Sell

$1,133,433

Est. take-home

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Refinance

Est. cash available

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Rent

$4,365/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 59 Pinecliff Rd

Year

Property tax

Land + Additions

Assessment*

2026

$23,078 (+0.4%)

$17,600 + $114,900

$132,500

2025

$22,995 (+2.1%)

$17,600 + $114,900

$132,500

2024

$22,514 (+2.7%)

$17,600 + $114,900

$132,500

2023

$21,929 (+2.9%)

$17,600 + $114,900

$132,500

2022

$21,321 (+1.3%)

$17,600 + $114,900

$132,500

2021

$21,052 (+1.4%)

$17,600 + $114,900

$132,500

2020

$20,768 (+1.3%)

$17,600 + $114,900

$132,500

2019

$20,509

$17,600 + $114,900

$132,500

2018

$17,600 + $114,900

$132,500

2017

$17,600 + $114,900

$132,500

2016

$17,600 + $114,900

$132,500

2014

$17,600 + $100,400

$118,000

2013

$17,600 + $100,400

$118,000

2012

$17,600 + $100,400

$118,000

2011

$17,600 + $100,400

$118,000

2010

$17,600 + $100,400

$118,000

2009

$17,600 + $100,400

$118,000

2008

$17,600 + $100,400

$118,000

Tax history for 59 Pinecliff Rd

Year

Property tax

Land + Additions

Assessment*

2026

$23,078 (+0.4%)

$17,600 + $114,900

$132,500

2025

$22,995 (+2.1%)

$17,600 + $114,900

$132,500

2024

$22,514 (+2.7%)

$17,600 + $114,900

$132,500

2023

$21,929 (+2.9%)

$17,600 + $114,900

$132,500

2022

$21,321 (+1.3%)

$17,600 + $114,900

$132,500

2021

$21,052 (+1.4%)

$17,600 + $114,900

$132,500

2020

$20,768 (+1.3%)

$17,600 + $114,900

$132,500

2019

$20,509

$17,600 + $114,900

$132,500

2018

$17,600 + $114,900

$132,500

2017

$17,600 + $114,900

$132,500

2016

$17,600 + $114,900

$132,500

2014

$17,600 + $100,400

$118,000

2013

$17,600 + $100,400

$118,000

2012

$17,600 + $100,400

$118,000

2011

$17,600 + $100,400

$118,000

2010

$17,600 + $100,400

$118,000

2009

$17,600 + $100,400

$118,000

2008

$17,600 + $100,400

$118,000

*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

0.3 Acres

Year renovated

—

Sq. Ft.

1,863

Year built

1937

Style

Single Family Residential

County

Westchester County

APN

553600A09201900020120000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

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 • 0.7mi

9/10

Horace Greeley High School

Public 9-12 • 1.0mi

10/10

Roaring Brook School

Public K-4 • 1.0mi

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 4.2 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

$1.15M – $1.39M

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Nearby similar homes

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New listings for sale in 10514

OPEN SAT, 12PM TO 1:30PM

$829,000

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4 Hillside Pl, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

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Listing by Corcoran Legends Realty

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Home values near 59 Pinecliff Rd

Data from public records.

Address	Redfin Estimate
25 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 2 Baths \| 2750 Sq. Ft.	$1,618,856
43 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 2 Baths \| 2622 Sq. Ft.	$1,394,708

Address	Redfin Estimate
44 Pine Cliff Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 2502 Sq. Ft.	$1,785,915
29 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 2901 Sq. Ft.	$1,503,382

Address	Redfin Estimate
63 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 2 Baths \| 2055 Sq. Ft.	$1,275,454
40 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2048 Sq. Ft.	$1,312,065

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