Google street view image for 40 Whippoorwill Lake Rd, Chappaqua, NY 10514

Sold

$2,106,409

Est. refi paymentEst. refi $9,050/mo

•

4 ba

•

5,182

sq ft

40 Whippoorwill Lake Rd, Chappaqua, NY 10514

About this home

An exceptional offering in sought-after Whippoorwill to own a custom home on a private lake. Enjoy lake front living in this unique property nicely updated. Enjoy serenity and privacy surrounded by over 150 acres of parkland and walking trails, yet still be in a neighborhood location, and just 45 minutes by car or train to New York City. (BASEMENT -HAS c/o -ADD 650 SQ FT--NOT INCL IN TOTAL)

Single-familyProperty Type

1980Year Built

1.88 acresLot Size

$406Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$2,106,409

$961K since sold in October 2011$27K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.9% higher than the average sale price ($1.77M) 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 FEB 9, 2026
$2,000,000
C
4 beds3.5 baths3,022 sq ft
2 Whippoorwill Close, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD FEB 4, 2026
$1,720,000
D
4 beds3.5 baths3,244 sq ft
6 Whippoorwill Lake Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
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 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

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Earn from this home

Sell

$1,983,416

Est. take-home

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Refinance

Est. cash available

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Rent

$6,134/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

113.6%

0.2% MoM

Median sale price

$1.7M

$11K MoM

Avg. days on market

17d

0 days MoM

Recently sold homes

11 MoM

New listings for sale

COMING SOON
$1,349,000
3 beds3.5 baths2,595 sq ft
7 Cabin Ridge Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
$3,299,000
5 beds6 baths7,597 sq ft
46 Annandale Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
$2,349,000
5 beds5.5 baths5,646 sq ft
48 Random Farms Cir, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
$3,088,000
7 beds7 baths5,345 sq ft
301 Roaring Brook Rd, Chappaqua, NY 10514
Listing by EXP Realty
$1,375,000
3 beds2 baths2,254 sq ft
88 Brevoort Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
$2,299,000
5 beds4.5 baths4,661 sq ft
20 Hitching Post Ln, Chappaqua, NY 10514
Listing by William Raveis-New York LLC
See all

Provided by Redfin

Sale history for 40 Whippoorwill Lake Rd

Year

Property tax

Land + Additions

Assessment*

2026

$41,688 (+0.2%)

$90,000 + $158,900

$248,900

2025

$41,599 (+1.9%)

$90,000 + $158,900

$248,900

2024

$40,826 (+2.4%)

$90,000 + $158,900

$248,900

2023

$39,861 (+2.3%)

$90,000 + $158,900

$248,900

2022

$38,971 (+1.0%)

$90,000 + $158,900

$248,900

2021

$38,577 (+1.6%)

$90,000 + $158,900

$248,900

2020

$37,976 (+1.4%)

$90,000 + $158,900

$248,900

2019

$37,469

$90,000 + $158,900

$248,900

2018

$90,000 + $158,900

$248,900

2017

$90,000 + $158,900

$248,900

2016

$90,000 + $158,900

$248,900

2014

$90,000 + $127,900

$217,900

2013

$90,000 + $127,900

$217,900

2012

$90,000 + $127,900

$217,900

2011

$90,000 + $160,000

$250,000

2010

$90,000 + $160,000

$250,000

2009

$90,000 + $160,000

$250,000

2008

$90,000 + $185,000

$275,000

Tax history for 40 Whippoorwill Lake Rd

Year

Property tax

Land + Additions

Assessment*

2026

$41,688 (+0.2%)

$90,000 + $158,900

$248,900

2025

$41,599 (+1.9%)

$90,000 + $158,900

$248,900

2024

$40,826 (+2.4%)

$90,000 + $158,900

$248,900

2023

$39,861 (+2.3%)

$90,000 + $158,900

$248,900

2022

$38,971 (+1.0%)

$90,000 + $158,900

$248,900

2021

$38,577 (+1.6%)

$90,000 + $158,900

$248,900

2020

$37,976 (+1.4%)

$90,000 + $158,900

$248,900

2019

$37,469

$90,000 + $158,900

$248,900

2018

$90,000 + $158,900

$248,900

2017

$90,000 + $158,900

$248,900

2016

$90,000 + $158,900

$248,900

2014

$90,000 + $127,900

$217,900

2013

$90,000 + $127,900

$217,900

2012

$90,000 + $127,900

$217,900

2011

$90,000 + $160,000

$250,000

2010

$90,000 + $160,000

$250,000

2009

$90,000 + $160,000

$250,000

2008

$90,000 + $185,000

$275,000

*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

1.88 Acres

Year renovated

—

Sq. Ft.

5,182

Year built

1980

Style

Single Family Residential

County

Westchester County

APN

553600A10100600010080000000

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.

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

5/10 Heat Factor

7 days above 98° expected this year, 14 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

$2.00M – $2.42M

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New listings for sale in 10514

COMING SOON

$1,349,000

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7 Cabin Ridge Rd, Chappaqua, NY 10514

Listing by William Raveis-New York, LLC

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5 beds6 baths7,597 sq ft

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Listing by Compass Greater NY, LLC

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Listing by EXP Realty

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Listing by Compass Greater NY, LLC

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Home values near 40 Whippoorwill Lake Rd

Data from public records.

Address	Redfin Estimate
33 Whippoorwill Lake Rd, Chappaqua, NY 4 Beds \| 4.5 Baths \| 5201 Sq. Ft.	$2,136,936
44 Whippoorwill Lake Rd, Chappaqua, NY 5 Beds \| 3 Baths \| 4471 Sq. Ft.	$1,808,663

Address	Redfin Estimate
5 Whippoorwill Lake Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2863 Sq. Ft.	$1,645,748
10 Whippoorwill Lake Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3706 Sq. Ft.	$1,800,201

Address	Redfin Estimate
14 Whippoorwill Lake Rd, Chappaqua, NY 5 Beds \| 4 Baths \| 6990 Sq. Ft.	$2,919,957
62 Whippoorwill Lake Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3093 Sq. Ft.	$1,886,115

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