Google street view image for 350 Whippoorwill Rd, Chappaqua, NY 10514

Sold

$2,558,494

Est. refi paymentEst. refi $12,243/mo

•

4 ba

•

4,698

sq ft

350 Whippoorwill Rd, Chappaqua, NY 10514

About this home

Privacy abounds; unique completely renovated plus new additions Tuscan influenced sunlit home. Exceptional quality and architectural detailing throughout. Ideally positioned on 2 magnificent acres framed by stone walls and woodlands. 65' stone terrace. Walk to swim and tennis club. Taxes Do Not Include Star Reduction of $1625.41.

Single-familyProperty Type

1946Year Built

1.99 acresLot Size

$545Est. Price/Sq.Ft.

3 spacesParking

Source:Public Records

Redfin Estimate

$2,558,494

$358K since sold in September 2007$52K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.6% higher than the average sale price ($1.87M) of 6 comparable homes.

SOLD SEP 2, 2026
$1,484,000
A
4 beds3.5 baths3,585 sq ft
67 Tripp St, Mount Kisco, NY 10549
Listing by Ginnel Real Estate
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 SEP 24, 2026
$2,020,000
C
4 beds3.5 baths3,124 sq ft
4 Old House Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD SEP 23, 2026
$1,188,000
D
4 beds2.5 baths3,953 sq ft
11 Kitchel Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD JUL 14, 2026
$2,500,000
E
4 beds4.5 baths5,012 sq ft
15 Haights Cross Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUN 18, 2026
$2,215,000
F
4 beds2.5 baths3,347 sq ft
52 Whippoorwill Lake Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$2,409,552

Est. take-home

List your home with Redfin and save $25,585

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,989/mo

Redfin rental estimate

List your home for rent

Market trends in 10514, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

108.7%

2.3% MoM

Median sale price

$1.5M

$131K MoM

Avg. days on market

20d

3 days MoM

Recently sold homes

10 MoM

New listings for sale

COMING SOON
$1,825,000
4 beds3.5 baths3,164 sq ft
25 Helena Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
$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 350 Whippoorwill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$42,858 (+0.2%)

$110,000 + $146,000

$256,000

2025

$42,766 (+1.9%)

$110,000 + $146,000

$256,000

2024

$41,973 (+2.4%)

$110,000 + $146,000

$256,000

2023

$40,981 (+2.3%)

$110,000 + $146,000

$256,000

2022

$40,067 (+1.0%)

$110,000 + $146,000

$256,000

2021

$39,664 (+1.6%)

$110,000 + $146,000

$256,000

2020

$39,047 (+1.4%)

$110,000 + $146,000

$256,000

2019

$38,526

$110,000 + $146,000

$256,000

2018

$110,000 + $146,000

$256,000

2017

$110,000 + $146,000

$256,000

2016

$110,000 + $146,000

$256,000

2014

$110,000 + $146,000

$256,000

2013

$110,000 + $146,000

$256,000

2012

$110,000 + $146,000

$256,000

2011

$110,000 + $146,000

$256,000

2010

$110,000 + $146,000

$256,000

2009

$110,000 + $146,000

$256,000

2008

$110,000 + $146,000

$256,000

Tax history for 350 Whippoorwill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$42,858 (+0.2%)

$110,000 + $146,000

$256,000

2025

$42,766 (+1.9%)

$110,000 + $146,000

$256,000

2024

$41,973 (+2.4%)

$110,000 + $146,000

$256,000

2023

$40,981 (+2.3%)

$110,000 + $146,000

$256,000

2022

$40,067 (+1.0%)

$110,000 + $146,000

$256,000

2021

$39,664 (+1.6%)

$110,000 + $146,000

$256,000

2020

$39,047 (+1.4%)

$110,000 + $146,000

$256,000

2019

$38,526

$110,000 + $146,000

$256,000

2018

$110,000 + $146,000

$256,000

2017

$110,000 + $146,000

$256,000

2016

$110,000 + $146,000

$256,000

2014

$110,000 + $146,000

$256,000

2013

$110,000 + $146,000

$256,000

2012

$110,000 + $146,000

$256,000

2011

$110,000 + $146,000

$256,000

2010

$110,000 + $146,000

$256,000

2009

$110,000 + $146,000

$256,000

2008

$110,000 + $146,000

$256,000

*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

1.99 Acres

Year renovated

—

Sq. Ft.

4,698

Year built

1946

Style

Single Family Residential

County

Westchester County

APN

553600A10101000020090000000

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.

Douglas G Grafflin School

Public PreK-4 • 1.0mi

10/10

Robert E Bell School

Public 5-8 • 1.7mi

9/10

Horace Greeley High School

Public 9-12 • 1.6mi

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 98° expected this year, 15 days in 30 years

5/10 Wind Factor

24% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 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

$2.43M – $2.94M

Reach more buyers when you sell with Redfin. Save up to $25,585 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 31 HRS AGO

$400,000

4 beds1 bath1,220 sq ft

86 Maple Ave, Mount Kisco, NY 10549

Colonial home • Great storage space • 6,525 sq ft lot

Listing by Coldwell Banker Realty

$959,000

3 beds2 baths1,581 sq ft

10 Horseshoe Rd, Mount Kisco, NY 10549

Private acre • One-level living • Renovated kitchen

Listing by Houlihan Lawrence Inc.

$669,000

3 beds2 baths2,211 sq ft

116 Carpenter Ave, Mount Kisco, NY 10549

Short walk to train • Local shops • Dining

Listing by Houlihan Lawrence Inc.

$2,249,000

3 beds4 baths6,115 sq ft

33 Greenbriar Dr, Chappaqua, NY 10514

Juliet balconies • Wolf gas stove • 0.93 acre lot

Listing by Houlihan Lawrence Inc.

VIDEO TOUR

$49,500,000

8 beds9 baths26,079 sq ft

Bedford Corners, NY 10549

Exceptional scale • Elegantly renovated • 2-acre zoning

Listing by William Raveis-New York LLC

$1,749,000

4 beds3.5 baths2,913 sq ft

406 Bedford Rd, Chappaqua, NY 10514

Classic stone wall • 1.06 acre lot • 2 garage spots

Listing by Howard Hanna Rand Realty

New listings for sale in 10514

COMING SOON

$1,825,000

4 beds3.5 baths3,164 sq ft

25 Helena Dr, Chappaqua, NY 10514

Custom paneling • Hardwood floors • Fireplace

Listing by William Raveis-New York, LLC

$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 350 Whippoorwill Rd

Data from public records.

Address	Redfin Estimate
354 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 5 Baths \| 4926 Sq. Ft.	$2,156,931
351 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 7 Baths \| 8244 Sq. Ft.	$4,128,018
363 Whippoorwill Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3450 Sq. Ft.	$1,676,512
331 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 4.5 Baths \| 4130 Sq. Ft.	$2,071,313
11 Sutton Farm Dr, Chappaqua, NY 5 Beds \| 6 Baths \| 5855 Sq. Ft.	$3,387,402
10 Sutton Farm Dr, Chappaqua, NY 4 Beds \| 7 Baths \| 9605 Sq. Ft.	$3,873,858
1 Berol Close, Chappaqua, NY 4 Beds \| 4 Baths \| 5385 Sq. Ft.	$2,719,908

Address	Redfin Estimate
344 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 5 Baths \| 6450 Sq. Ft.	$3,701,737
360 Whippoorwill Rd, Chappaqua, NY 3 Beds \| 1 Baths \| 2064 Sq. Ft.	$1,598,136
320 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 5 Baths \| 6058 Sq. Ft.	$4,987,704
345 Whippoorwill Rd, Chappaqua, NY 6 Beds \| 6.5 Baths \| 5350 Sq. Ft.	$2,857,109
6 Sutton Farm Dr, Chappaqua, NY 4 Beds \| 5.5 Baths \| 5612 Sq. Ft.	$3,222,906
2 Sutton Farm Dr, Chappaqua, NY 5 Beds \| 5 Baths \| 6914 Sq. Ft.	$3,061,984
82 Carolyn Pl, Chappaqua, NY 4 Beds \| 5.5 Baths \| 6662 Sq. Ft.	$2,860,281

Address	Redfin Estimate
335 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 7 Baths \| 5566 Sq. Ft.	$3,930,441
341 Whippoorwill Rd, Chappaqua, NY 7 Beds \| 9 Baths \| 9664 Sq. Ft.	$7,712,108
321 Whippoorwill Rd, Chappaqua, NY 5 Beds \| 5.5 Baths \| 5195 Sq. Ft.	$3,149,192
340 Whippoorwill Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3184 Sq. Ft.	$2,426,380
1 Sutton Farm Dr, Chappaqua, NY 5 Beds \| 6 Baths \| 7200 Sq. Ft.	$4,223,286
78 Carolyn Pl, Chappaqua, NY 5 Beds \| 5.5 Baths \| 7593 Sq. Ft.	$3,330,827
2 Wildcat Rd, Chappaqua, NY 5 Beds \| 4 Baths \| 5104 Sq. Ft.	$2,325,424

More real estate resources

Zip Codes
Cities
Minor Civil Divisions
Neighborhoods
Popular Searches

10536 homes for sale
10562 homes for sale
10520 homes for sale
10598 homes for sale
10549 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Teaneck Township homes for sale
Weston homes for sale
Mahwah Township homes for sale
New Canaan homes for sale

Houses for rent in New Castle	Agents near me	White Plains, NY homes for sale	New Castle Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	New Castle Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Greenwich homes for sale
New York homes for sale
Stamford homes for sale

Hunterbrook-Huntersville homes for sale
Bedford homes for sale
Croton Heights homes for sale