Google street view image for 48 Whippoorwill Lake Rd, Chappaqua, NY 10514

Off market jan 2002 for $1.5M

$2,600,921

Est. refi paymentEst. refi $12,117/mo

•

3.5 ba

•

5,697

sq ft

48 Whippoorwill Lake Rd, Chappaqua, NY 10514

About this home

48 Whippoorwill Lake Rd is a 5,697 square foot house on a 2.09 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on January 15, 2002 for $1,560,000. Based on Redfin's Chappaqua data, we estimate the home's value is $2,600,920.

Single-familyProperty Type

1980Year Built

2.09 acresLot Size

$457Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$2,600,921

$1.0M since sold in January 2002$34K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.8% higher than the average sale price ($1.90M) 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 SEP 24, 2026
$2,020,000
B
4 beds3.5 baths3,124 sq ft
4 Old House Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 14, 2026
$2,500,000
C
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
D
4 beds2.5 baths3,347 sq ft
52 Whippoorwill Lake Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD SEP 23, 2026
$1,188,000
E
4 beds2.5 baths3,953 sq ft
11 Kitchel Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD FEB 9, 2026
$2,000,000
F
4 beds3.5 baths3,022 sq ft
2 Whippoorwill Close, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC

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

Earn from this home

Sell

$2,115,543

Est. take-home

List your home with Redfin and save $26,009

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$6,309/mo

Redfin rental estimate

List your home for rent

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

COMING SOON
$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
$825,000
3 beds2.5 baths1,586 sq ft
2 Timberland Pass, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
$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 48 Whippoorwill Lake Rd

Year

Property tax

Land + Additions

Assessment*

2026

$58,013 (+0.2%)

$110,000 + $238,000

$348,000

2025

$57,896 (+1.9%)

$110,000 + $238,000

$348,000

2024

$56,832 (+2.4%)

$110,000 + $238,000

$348,000

2023

$55,492 (+2.2%)

$110,000 + $238,000

$348,000

2022

$54,277 (+1.0%)

$110,000 + $238,000

$348,000

2021

$53,761 (+1.6%)

$110,000 + $238,000

$348,000

2020

$52,921 (+1.4%)

$110,000 + $238,000

$348,000

2019

$52,213

$110,000 + $238,000

$348,000

2018

$110,000 + $238,000

$348,000

2017

$110,000 + $238,000

$348,000

2016

$110,000 + $238,000

$348,000

2014

$110,000 + $238,000

$348,000

2013

$110,000 + $238,000

$348,000

2012

$110,000 + $238,000

$348,000

2011

$110,000 + $238,000

$348,000

2010

$110,000 + $238,000

$348,000

2009

$110,000 + $238,000

$348,000

2008

$110,000 + $238,000

$348,000

Tax history for 48 Whippoorwill Lake Rd

Year

Property tax

Land + Additions

Assessment*

2026

$58,013 (+0.2%)

$110,000 + $238,000

$348,000

2025

$57,896 (+1.9%)

$110,000 + $238,000

$348,000

2024

$56,832 (+2.4%)

$110,000 + $238,000

$348,000

2023

$55,492 (+2.2%)

$110,000 + $238,000

$348,000

2022

$54,277 (+1.0%)

$110,000 + $238,000

$348,000

2021

$53,761 (+1.6%)

$110,000 + $238,000

$348,000

2020

$52,921 (+1.4%)

$110,000 + $238,000

$348,000

2019

$52,213

$110,000 + $238,000

$348,000

2018

$110,000 + $238,000

$348,000

2017

$110,000 + $238,000

$348,000

2016

$110,000 + $238,000

$348,000

2014

$110,000 + $238,000

$348,000

2013

$110,000 + $238,000

$348,000

2012

$110,000 + $238,000

$348,000

2011

$110,000 + $238,000

$348,000

2010

$110,000 + $238,000

$348,000

2009

$110,000 + $238,000

$348,000

2008

$110,000 + $238,000

$348,000

*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 Sq. Ft: 930
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

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

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

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

Property Information
Living Sq. Ft: 5,697
Ground Floor Sq. Ft: 3,048
Building Sq. Ft: 6,936

Parking & Garage Information
# of Parking Spaces: 2
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 1,000
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 91,026
Legal Lot Number: 10
Legal Block Number: 1
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 2.0897
Zoning Code: R-2A
State Use Description: SINGLE FAMILY RESID

Utility Information
Water Service Type: Commercial

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 5,697
Stories: —
Lot Size: 2.09 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: —
County: Westchester County
APN: 553600A10100600010100000000

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.

Douglas G Grafflin School

Public PreK-4 • 1.1mi

10/10

Robert E Bell School

Public 5-8 • 1.7mi

9/10

Horace Greeley High School

Public 9-12 • 1.3mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 11-17% chance 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 98° expected this year, 14 days in 30 years

5/10 Wind Factor

26% 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

$2.47M – $2.99M

Reach more buyers when you sell with Redfin. Save up to $26,009 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$3,595,000

5 beds5.5 baths5,516 sq ft

126 Mclain St, Bedford Corners, NY 10549

Listing by eXp Realty

$669,000

3 beds2 baths2,211 sq ft

116 Carpenter Ave, Mount Kisco, NY 10549

Listing by Houlihan Lawrence Inc.

VIDEO TOUR

$49,500,000

8 beds9 baths26,079 sq ft

Bedford Corners, NY 10549

Listing by William Raveis-New York LLC

$2,249,000

3 beds4 baths6,115 sq ft

33 Greenbriar Dr, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

$4,100,000

4 beds7 baths9,000 sq ft

3 Vincent Ln, Armonk, NY 10504

Listing by Julia B Fee Sothebys Int. Rlty

$2,685,000

5 beds5.5 baths5,951 sq ft

28 Mclain St, Bedford Corners, NY 10549

Listing by Greene Realty Group

New listings for sale in 10514

COMING SOON

$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

$825,000

3 beds2.5 baths1,586 sq ft

2 Timberland Pass, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

$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

Home values near 48 Whippoorwill Lake Rd

Data from public records.

Address	Redfin Estimate
33 Whippoorwill Lake Road, Chappaqua, NY 4 Beds \| 4.5 Baths \| 5201 Sq. Ft.	$2,140,783
62 Whippoorwill Lake Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3093 Sq. Ft.	$1,908,684

Address	Redfin Estimate
14 Whippoorwill Lake Road, Chappaqua, NY 5 Beds \| 4 Baths \| 6990 Sq. Ft.	$2,892,542
60 Whippoorwill Lake Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3776 Sq. Ft.	$1,863,521

Address	Redfin Estimate
44 Whippoorwill Lake Road, Chappaqua, NY 5 Beds \| 3 Baths \| 4471 Sq. Ft.	$1,838,345
73 Whippoorwill Lake Road, Chappaqua, NY 5 Beds \| 4.5 Baths \| 3849 Sq. Ft.	$2,172,645

More real estate resources

Neighborhoods
Minor Civil Divisions
Zip Codes
Cities
Popular Searches

Hunterbrook-Huntersville homes for sale
Bedford homes for sale
Central Briarcliff West homes for sale
Crotonville homes for sale
Croton Heights 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.

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

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