Google satellite image for 744 Hardscrabble Rd, Chappaqua, NY 10514

Off market aug 1992 for $380K

$1,664,968

Est. refi paymentEst. refi $2,786/mo

•

3 ba

•

3,749

sq ft

744 Hardscrabble Rd, Chappaqua, NY 10514

About this home

744 Hardscrabble Rd is a 3,749 square foot house on a 3.16 acre lot with 3 bedrooms and 3 bathrooms. - it last sold on August 13, 1992 for $380,000. Based on Redfin's Chappaqua data, we estimate the home's value is $1,664,968.

Single-familyProperty Type

1880Year Built

3.16 acresLot Size

$444Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,664,968

$1.3M since sold in August 1992$42K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.4% higher than the average sale price ($1.55M) of 6 comparable homes.

SOLD JUL 31, 2026
$1,350,000
A
3 beds3 baths3,155 sq ft
10 North Ln, Chappaqua, NY 10514
Listing by Keller Williams Realty Partner
SOLD AUG 24, 2026
$1,299,000
B
3 beds3 baths2,444 sq ft
816 Hardscrabble Rd, Chappaqua, NY 10514
Listing by eXp Realty
SOLD MAY 8, 2026
$1,850,000
C
3 beds3.5 baths4,780 sq ft
790 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD AUG 17, 2026
$1,370,000
D
3 beds3.5 baths2,708 sq ft
25 Cabin Ridge Rd, Chappaqua, NY 10514
Listing by Keller Williams Realty Group
SOLD AUG 13, 2026
$1,830,000
E
4 beds3 baths3,672 sq ft
734 King St, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD FEB 27, 2026
$1,600,000
F
3 beds3.5 baths2,866 sq ft
36 Pond Hill Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC

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Earn from this home

Sell

$1,567,314

Est. take-home

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Refinance

Est. cash available

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Rent

$5,322/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

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
$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 744 Hardscrabble Rd

Year

Property tax

Land + Additions

Assessment*

2026

$30,751 (+1.2%)

$2,300 + $11,500

$13,800

2025

$30,397 (+7.1%)

$2,300 + $11,500

$13,800

2024

$28,391 (−1.5%)

$2,300 + $11,500

$13,800

2023

$28,818 (−3.0%)

$2,300 + $11,500

$13,800

2022

$29,711 (+7.5%)

$2,300 + $11,500

$13,800

2021

$27,635 (+3.8%)

$2,300 + $11,500

$13,800

2020

$26,618 (+2.5%)

$2,300 + $11,500

$13,800

2019

$25,959

$2,300 + $11,500

$13,800

2018

$2,300 + $11,500

$13,800

2017

$2,300 + $10,700

$13,000

2016

$2,300 + $10,700

$13,000

2014

$2,300 + $10,700

$13,000

2013

$2,300 + $10,700

$13,000

2012

$2,300 + $10,700

$13,000

2011

$2,300 + $11,550

$13,850

2010

$2,300 + $11,550

$13,850

2009

$2,300 + $11,550

$13,850

2008

$2,300 + $11,550

$13,850

Tax history for 744 Hardscrabble Rd

Year

Property tax

Land + Additions

Assessment*

2026

$30,751 (+1.2%)

$2,300 + $11,500

$13,800

2025

$30,397 (+7.1%)

$2,300 + $11,500

$13,800

2024

$28,391 (−1.5%)

$2,300 + $11,500

$13,800

2023

$28,818 (−3.0%)

$2,300 + $11,500

$13,800

2022

$29,711 (+7.5%)

$2,300 + $11,500

$13,800

2021

$27,635 (+3.8%)

$2,300 + $11,500

$13,800

2020

$26,618 (+2.5%)

$2,300 + $11,500

$13,800

2019

$25,959

$2,300 + $11,500

$13,800

2018

$2,300 + $11,500

$13,800

2017

$2,300 + $10,700

$13,000

2016

$2,300 + $10,700

$13,000

2014

$2,300 + $10,700

$13,000

2013

$2,300 + $10,700

$13,000

2012

$2,300 + $10,700

$13,000

2011

$2,300 + $11,550

$13,850

2010

$2,300 + $11,550

$13,850

2009

$2,300 + $11,550

$13,850

2008

$2,300 + $11,550

$13,850

*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: Partial

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Air Conditioning Type: Central
Heating Fuel Type: Electric
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Exterior Wall: Aluminum/Vinyl

Pool Information
Pool Type: Gunite
Has Pool

Property Information
Subdivision Name: SECTION 996
Living Sq. Ft: 3,749
Ground Floor Sq. Ft: 2,027
Building Sq. Ft: 4,249
Legal Description: CHAPPAQUA NY 2-01-2

Parking & Garage Information
# of Parking Spaces: 2
Parking Type: Basement Garage
Garage/Parking Sq. Ft: 500
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 137,464
Legal Lot Number: 69
Legal Block Number: 2
School Tax District: CHAPPAQUA
Municipality Name: MOUNT PLEASANT
Acres: 3.1557
Zoning Code: 02
State Use Description: SINGLE FAMILY RESID

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 3,749
Stories: —
Lot Size: 3.16 acres
Style: Single Family Residential
Year Built: 1880
Year Renovated: —
County: Westchester County
APN: 553489A09900600020690000000

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.

Robert E Bell School

Public 5-8 • 0.9mi

9/10

Horace Greeley High School

Public 9-12 • 2.1mi

10/10

Bedford Road School

Public K-4 • 1.3mi

6/10

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, 13 days in 30 years

4/10 Wind Factor

24% 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

$1.58M – $1.92M

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New listings for sale in 10514

COMING SOON

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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

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5 beds5 baths7,393 sq ft

9 Trails End, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

$2,799,000

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Listing by Compass Greater NY, LLC

Home values near 744 Hardscrabble Rd

Data from public records.

Address	Redfin Estimate
769 Hardscrabble Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3194 Sq. Ft.	$1,602,251
757 Hardscrabble Road, Chappaqua, NY 3 Beds \| 4 Baths \| 3725 Sq. Ft.	$1,545,151

Address	Redfin Estimate
750 Hardscrabble Road, Chappaqua, NY 4 Beds \| 5 Baths \| 4027 Sq. Ft.	$1,894,511
742 Hardscrabble Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1644 Sq. Ft.	$937,722

Address	Redfin Estimate
700 Hardscrabble Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2200 Sq. Ft.	$1,259,909
736 Hardscrabble Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2450 Sq. Ft.	$1,325,302

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