Google street view image for 1029 Hardscrabble Rd, Chappaqua, NY 10514

Off market sep 1994 for $395K

$1,453,176

Est. refi paymentEst. refi $3,014/mo

•

2 ba

•

2,731

sq ft

1029 Hardscrabble Rd, Chappaqua, NY 10514

About this home

1029 Hardscrabble Rd is a 2,731 square foot house on a 0.68 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on September 26, 1994 for $395,000. Based on Redfin's Chappaqua data, we estimate the home's value is $1,453,176.

Single-familyProperty Type

1927Year Built

0.68 acresLot Size

$532Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,453,176

$1.1M since sold in September 1994$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.1% higher than the average sale price ($1.24M) of 6 comparable homes.

SOLD OCT 5, 2026
$1,275,000
A
3 beds2 baths1,850 sq ft
1 Commodore Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 23, 2026
$1,376,000
B
3 beds2 baths1,702 sq ft
65 Douglas Rd, Chappaqua, NY 10514
Listing by North Country Sothebys Int Rlt
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 APR 17, 2026
$1,150,000
D
3 beds2.5 baths2,220 sq ft
105 Douglas Rd, Chappaqua, NY 10514
Listing by Keller Williams Realty Group
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

$1,367,679

Est. take-home

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Refinance

Est. cash available

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Rent

$4,993/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 1029 Hardscrabble Rd

Year

Property tax

Land + Additions

Assessment*

2026

$32,845 (+0.3%)

$60,000 + $130,300

$190,300

2025

$32,734 (+2.1%)

$60,000 + $130,300

$190,300

2024

$32,062 (+2.7%)

$60,000 + $130,300

$190,300

2023

$31,233 (+2.8%)

$60,000 + $130,300

$190,300

2022

$30,392 (+1.2%)

$60,000 + $130,300

$190,300

2021

$30,044 (+1.4%)

$60,000 + $130,300

$190,300

2020

$29,635 (+1.3%)

$60,000 + $130,300

$190,300

2019

$29,264

$60,000 + $130,300

$190,300

2018

$60,000 + $130,300

$190,300

2017

$60,000 + $130,300

$190,300

2016

$60,000 + $130,300

$190,300

2014

$60,000 + $130,300

$190,300

2013

$60,000 + $130,300

$190,300

2012

$60,000 + $130,300

$190,300

2011

$60,000 + $130,300

$190,300

2010

$60,000 + $140,000

$200,000

2009

$60,000 + $140,000

$200,000

2008

$60,000 + $140,000

$200,000

Tax history for 1029 Hardscrabble Rd

Year

Property tax

Land + Additions

Assessment*

2026

$32,845 (+0.3%)

$60,000 + $130,300

$190,300

2025

$32,734 (+2.1%)

$60,000 + $130,300

$190,300

2024

$32,062 (+2.7%)

$60,000 + $130,300

$190,300

2023

$31,233 (+2.8%)

$60,000 + $130,300

$190,300

2022

$30,392 (+1.2%)

$60,000 + $130,300

$190,300

2021

$30,044 (+1.4%)

$60,000 + $130,300

$190,300

2020

$29,635 (+1.3%)

$60,000 + $130,300

$190,300

2019

$29,264

$60,000 + $130,300

$190,300

2018

$60,000 + $130,300

$190,300

2017

$60,000 + $130,300

$190,300

2016

$60,000 + $130,300

$190,300

2014

$60,000 + $130,300

$190,300

2013

$60,000 + $130,300

$190,300

2012

$60,000 + $130,300

$190,300

2011

$60,000 + $130,300

$190,300

2010

$60,000 + $140,000

$200,000

2009

$60,000 + $140,000

$200,000

2008

$60,000 + $140,000

$200,000

*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: 840
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: Old
Exterior Wall: Frame Wood

Property Information
Living Sq. Ft: 2,731
Ground Floor Sq. Ft: 1,518
Building Sq. Ft: 3,699

Lot Information
# of Buildings: 1
Land Sq. Ft: 29,685
Legal Lot Number: 28
Legal Block Number: 2
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 0.6815
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: 3
Baths: 2.0
Sq. Ft.: 2,731
Stories: —
Lot Size: 0.68 acres
Style: Single Family Residential
Year Built: 1927
Year Renovated: —
County: Westchester County
APN: 553600A09201300020280000000

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.

Roaring Brook School

Public K-4 • 1.0mi

10/10

Robert E Bell School

Public 5-8 • 1.5mi

9/10

Horace Greeley High School

Public 9-12 • 1.8mi

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

5/10 Wind Factor

26% 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 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.38M – $1.67M

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New listings for sale in 10514

OPEN TODAY, 12PM TO 2PM

$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 1029 Hardscrabble Rd

Data from public records.

Address	Redfin Estimate
1022 Hardscrabble Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2108 Sq. Ft.	$1,204,947
1015 Hardscrabble Road, Chappaqua, NY 4 Beds \| 2 Baths \| 1892 Sq. Ft.	$880,265
1045 Hardscrabble Road, Chappaqua, NY 3 Beds \| 1.5 Baths \| 1500 Sq. Ft.	$1,008,121
1040 Hardscrabble Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3875 Sq. Ft.	$1,782,051
16 Deepwood Drive, Chappaqua, NY 2 Beds \| 3 Baths \| 1993 Sq. Ft.	$1,212,952
5 Campfire Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2494 Sq. Ft.	$1,438,273
12 Deepwood Drive, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2470 Sq. Ft.	$1,392,225

Address	Redfin Estimate
1010 Hardscrabble Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2110 Sq. Ft.	$1,260,783
1017 Hardscrabble Road, Chappaqua, NY 1 Beds \| 1 Baths \| 475 Sq. Ft.	—
1039 Hardscrabble Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2482 Sq. Ft.	$1,299,620
1016 Hardscrabble Road, Chappaqua, NY 2 Beds \| 1.5 Baths \| 1351 Sq. Ft.	$853,484
14 Campfire Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2361 Sq. Ft.	$1,391,297
29 Deepwood Drive, Chappaqua, NY 3 Beds \| 2 Baths \| 2275 Sq. Ft.	$1,248,806
49 Tanglewild Road, Chappaqua, NY 4 Beds \| 3 Baths \| 2416 Sq. Ft.	$1,457,911

Address	Redfin Estimate
1021 Hardscrabble Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2203 Sq. Ft.	$1,240,742
1025 Hardscrabble Road, Chappaqua, NY 2 Beds \| 2 Baths \| 1971 Sq. Ft.	$1,023,126
1055 Hardscrabble Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2044 Sq. Ft.	$1,195,404
35 Deepwood Drive, Chappaqua, NY 5 Beds \| 3 Baths \| 4630 Sq. Ft.	$1,756,323
25 Tanglewild Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2785 Sq. Ft.	$1,617,559
17 Deepwood Drive, Chappaqua, NY 4 Beds \| 3 Baths \| 3734 Sq. Ft.	$1,895,667
10 Deepwood Drive, Chappaqua, NY 4 Beds \| 2 Baths \| 2408 Sq. Ft.	$1,315,295

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