Google street view image for 2 Briarcliff Rd, Chappaqua, NY 10514

Off market dec 2008 for $717K

$1,099,868

Est. refi paymentEst. refi $4,977/mo

•

2 ba

•

1,890

sq ft

2 Briarcliff Rd, Chappaqua, NY 10514

About this home

2 Briarcliff Rd is a 1,890 square foot house on a 0.76 acre lot with 4 bedrooms and 2 bathrooms. - it last sold on December 23, 2008 for $717,500. Based on Redfin's Chappaqua data, we estimate the home's value is $1,099,868.

Single-familyProperty Type

1955Year Built

0.76 acresLot Size

$582Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$1,099,868

$382K since sold in December 2008$9,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.5% lower than the average sale price ($1.20M) of 6 comparable homes.

SOLD OCT 16, 2026
$915,000
A
3 beds2 baths1,825 sq ft
460 Washington Ave, Pleasantville, NY 10570
Listing by Compass Greater NY, 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 SEP 10, 2026
$1,475,000
C
3 beds2.5 baths2,178 sq ft
26 Meadow Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 23, 2026
$1,376,000
D
3 beds2 baths1,702 sq ft
65 Douglas Rd, Chappaqua, NY 10514
Listing by North Country Sothebys Int Rlt
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 AUG 24, 2026
$1,299,000
F
3 beds3 baths2,444 sq ft
816 Hardscrabble Rd, Chappaqua, NY 10514
Listing by eXp Realty

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Earn from this home

Sell

$720,651

Est. take-home

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Est. cash available

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Rent

$4,395/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 2 Briarcliff Rd

Year

Property tax

Land + Additions

Assessment*

2026

$20,712 (+0.4%)

$28,900 + $89,600

$118,500

2025

$20,636 (+2.2%)

$28,900 + $89,600

$118,500

2024

$20,201 (+2.7%)

$28,900 + $89,600

$118,500

2023

$19,676 (+2.9%)

$28,900 + $89,600

$118,500

2022

$19,124 (+1.3%)

$28,900 + $89,600

$118,500

2021

$18,874 (+1.4%)

$28,900 + $89,600

$118,500

2020

$18,620 (+1.3%)

$28,900 + $89,600

$118,500

2019

$18,389

$28,900 + $89,600

$118,500

2018

$28,900 + $89,600

$118,500

2017

$28,900 + $89,600

$118,500

2016

$28,900 + $89,600

$118,500

2014

$28,900 + $89,600

$118,500

2013

$28,900 + $89,600

$118,500

2012

$28,900 + $89,600

$118,500

2011

$28,900 + $89,600

$118,500

2010

$28,900 + $89,600

$118,500

2009

$28,900 + $89,600

$118,500

2008

$28,900 + $89,600

$118,500

Tax history for 2 Briarcliff Rd

Year

Property tax

Land + Additions

Assessment*

2026

$20,712 (+0.4%)

$28,900 + $89,600

$118,500

2025

$20,636 (+2.2%)

$28,900 + $89,600

$118,500

2024

$20,201 (+2.7%)

$28,900 + $89,600

$118,500

2023

$19,676 (+2.9%)

$28,900 + $89,600

$118,500

2022

$19,124 (+1.3%)

$28,900 + $89,600

$118,500

2021

$18,874 (+1.4%)

$28,900 + $89,600

$118,500

2020

$18,620 (+1.3%)

$28,900 + $89,600

$118,500

2019

$18,389

$28,900 + $89,600

$118,500

2018

$28,900 + $89,600

$118,500

2017

$28,900 + $89,600

$118,500

2016

$28,900 + $89,600

$118,500

2014

$28,900 + $89,600

$118,500

2013

$28,900 + $89,600

$118,500

2012

$28,900 + $89,600

$118,500

2011

$28,900 + $89,600

$118,500

2010

$28,900 + $89,600

$118,500

2009

$28,900 + $89,600

$118,500

2008

$28,900 + $89,600

$118,500

*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: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Frame Wood

Property Information
Subdivision Name: CLOVERLEA SEC 01
Living Sq. Ft: 1,890
Ground Floor Sq. Ft: 1,080
Building Sq. Ft: 2,390

Parking & Garage Information
# of Parking Spaces: 2
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 980
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 32,907
Legal Lot Number: 22
Legal Block Number: 1
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 0.7554
Zoning Code: R-1A
State Use Description: SINGLE FAMILY RESID

Utility Information
Water Service Type: Commercial

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,890
Stories: —
Lot Size: 0.76 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Westchester County
APN: 553600A10000500010220000000

Home facts updated by county records on Sep 25, 2026

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 • 1.1mi

9/10

Horace Greeley High School

Public 9-12 • 1.9mi

10/10

Roaring Brook School

Public K-4 • 1.5mi

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, 15 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

$1.05M – $1.26M

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New listings for sale in 10514

OPEN TODAY, 12PM TO 2PM

$799,000

2 beds2.5 baths1,244 sq ft

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Renovated condo • $625 HOA • Garage

Listing by Compass Greater NY, LLC

Home values near 2 Briarcliff Rd

Data from public records.

Address	Redfin Estimate
12 Briarcliff Road, Chappaqua, NY 4 Beds \| 5.5 Baths \| 7200 Sq. Ft.	$2,726,639
8 Briarcliff Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1790 Sq. Ft.	$1,329,550
9 Skywood Road, Chappaqua, NY 5 Beds \| 6.5 Baths \| 5800 Sq. Ft.	$3,712,182
16 Glen Terrace, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2191 Sq. Ft.	$1,614,224
871 Hardscrabble Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2913 Sq. Ft.	$1,393,690
10 Glen Terrace, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3219 Sq. Ft.	$1,925,765
12 Skywood Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3126 Sq. Ft.	$1,773,155

Address	Redfin Estimate
9 Briarcliff Road, Chappaqua, NY 4 Beds \| 3 Baths \| 5272 Sq. Ft.	$3,027,640
5 Briarcliff Road, Chappaqua, NY 4 Beds \| 6 Baths \| 7305 Sq. Ft.	$3,549,726
19 Skywood Road, Chappaqua, NY 3 Beds \| 4.5 Baths \| 3977 Sq. Ft.	$1,881,662
2 Stone Road, Chappaqua, NY 5 Beds \| 3 Baths \| 2953 Sq. Ft.	$1,572,332
7 Glen Terrace, Chappaqua, NY 4 Beds \| 3 Baths \| 2164 Sq. Ft.	$1,447,074
901 Hardscrabble Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1709 Sq. Ft.	$862,208
6 Skywood Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2377 Sq. Ft.	$1,405,151

Address	Redfin Estimate
1 Briarcliff Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3632 Sq. Ft.	$1,643,904
4 Stone Road, Chappaqua, NY 4 Beds \| 3 Baths \| 2288 Sq. Ft.	$1,424,623
3 Skywood Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2555 Sq. Ft.	$1,279,457
926 Hardscrabble Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2000 Sq. Ft.	$1,353,760
5 Glen Terrace, Chappaqua, NY 4 Beds \| 3 Baths \| 2975 Sq. Ft.	$1,477,543
18 Skywood Road, Chappaqua, NY 4 Beds \| 4 Baths \| 3118 Sq. Ft.	$1,700,665
2 Skywood Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2046 Sq. Ft.	$1,255,920

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