39 Hardscrabble Hill Rd, Chappaqua, NY 10514

Off market jun 2018 for $1M

$1,840,420

Est. refi paymentEst. refi $6,115/mo

•

3,672

sq ft

39 Hardscrabble Hill Rd, Chappaqua, NY 10514

About this home

Stunning addition/whole house renovation has turned this diamond in the rough into a diamond. High end finishes, superb craftsmanship, great flow & layout characterize this expanded split will knock-your-socks off curb appeal on a lovely cul-de-sac street just minutes from town and train. Over 3600 sq ft of living space, 3+ finished levels. Open floor plan, kitchen into family room,10 ft. high ceilings, 3 panel recessed craftsman style doors, gleaming chocolate stained oak floors, kitchen with granite counters & ss appliances, recessed lighting, wired for sound. Absolute mint, move in condition. 2 1/2 car main level garage & mud rm. Hardiplank exterior with Azek trim. Gracious king-size master suite with large windowed walk-in closet, spa style master bath with oversized marble shower. Expansive walk-out lower level, flat backyard, generator, insulated oversized garage. Casual living at its best. Style plus substance. Great value, won't last, mint condition, just move in. Additional Information: ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1962Year Built

1.05 acresLot Size

$501Est. Price/Sq.Ft.

2 spacesParking

Listing by Sena Baron • William Raveis-New York, LLC

Bought with Pamela Akin • Douglas Elliman Real Estate

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4809551

Redfin Estimate

$1,840,420

$765K since sold in June 2018$39K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.3% lower than the average sale price ($1.92M) of 6 comparable homes.

SOLD AUG 7, 2026
$1,950,000
A
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUL 9, 2026
$1,602,000
B
4 beds3 baths3,656 sq ft
74 Dogwood Ln, Pleasantville, NY 10570
Listing by Julia B Fee Sothebys Int. Rlty
SOLD SEP 15, 2026
$1,550,000
C
4 beds3 baths3,334 sq ft
20 Robbins Rd, Pleasantville, NY 10570
Listing by North Country Sothebys Int Rlt
SOLD AUG 6, 2026
$1,731,000
D
4 beds3.5 baths3,138 sq ft
14 Crossways, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD AUG 11, 2026
$2,000,000
E
4 beds3 baths3,340 sq ft
3 Banks Hill Rd, Pleasantville, NY 10570
Listing by Houlihan Lawrence Inc.
SOLD OCT 30, 2026
$2,700,000
F
4 beds3.5 baths4,461 sq ft
10 Crestview Dr, Pleasantville, NY 10570
Listing by Julia B Fee Sothebys Int. Rlty

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Earn from this home

Sell

$1,023,695

Est. take-home

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Refinance

Est. cash available

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Rent

$5,517/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 39 Hardscrabble Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$31,865 (+1.2%)

$1,650 + $12,650

$14,300

2025

$31,498 (+1.8%)

$1,650 + $12,650

$14,300

2024

$30,950 (−2.2%)

$1,650 + $12,650

$14,300

2023

$31,639 (−2.8%)

$1,650 + $12,650

$14,300

2022

$32,564 (+7.1%)

$1,650 + $12,650

$14,300

2021

$30,414 (+3.6%)

$1,650 + $12,650

$14,300

2020

$29,359 (+2.1%)

$1,650 + $12,650

$14,300

2019

$28,744

$1,650 + $12,650

$14,300

2018

$1,650 + $12,650

$14,300

2017

$1,650 + $12,650

$14,300

2016

$1,650 + $12,650

$14,300

2014

$1,650 + $12,650

$14,300

2013

$1,650 + $12,650

$14,300

2012

$1,650 + $12,650

$14,300

2011

$1,650 + $10,350

$12,000

2010

$1,650 + $10,350

$12,000

2009

$1,650 + $10,350

$12,000

2008

$1,650 + $10,350

$12,000

Tax history for 39 Hardscrabble Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$31,865 (+1.2%)

$1,650 + $12,650

$14,300

2025

$31,498 (+1.8%)

$1,650 + $12,650

$14,300

2024

$30,950 (−2.2%)

$1,650 + $12,650

$14,300

2023

$31,639 (−2.8%)

$1,650 + $12,650

$14,300

2022

$32,564 (+7.1%)

$1,650 + $12,650

$14,300

2021

$30,414 (+3.6%)

$1,650 + $12,650

$14,300

2020

$29,359 (+2.1%)

$1,650 + $12,650

$14,300

2019

$28,744

$1,650 + $12,650

$14,300

2018

$1,650 + $12,650

$14,300

2017

$1,650 + $12,650

$14,300

2016

$1,650 + $12,650

$14,300

2014

$1,650 + $12,650

$14,300

2013

$1,650 + $12,650

$14,300

2012

$1,650 + $12,650

$14,300

2011

$1,650 + $10,350

$12,000

2010

$1,650 + $10,350

$12,000

2009

$1,650 + $10,350

$12,000

2008

$1,650 + $10,350

$12,000

*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

1.05 Acres

Year renovated

—

Sq. Ft.

3,835

Year built

1962

Style

Single Family Residential

County

Westchester County

APN

553489A09900600020470000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Attached, Garage Door Opener

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Natural Gas

Interior Features
Interior Features: Cathedral Ceiling(s),Central Vacuum,Eat-in Kitchen,Entrance Foyer,Granite Counters,Primary Bathroom,Walk-In Closet(s)
Window Features: Blinds, Screens
Appliances: Convection Oven, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Indirect Water Heater
Flooring: Carpet, Hardwood
Levels: Multi/Split, Two
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: Partial
Rooms Total: 11
Basement: Finished, Full, See Remarks, Walk-Out Access

Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame, HardiPlank Type
Security Features: Security System
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Cul-De-Sac, Level, Part Wooded

Property Information
Stories: 2
Other Equipment: Generator
Living Area Source: Other
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2017
Tax Source: Municipality
Tax Annual Amount: $26,921

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Con-Edison
Sewer: Septic Tank
Utilities: Trash Collection Public

Location

School Information
Elementary School: Roaring Brook
Middle Or Junior School: Robert E Bell School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Hardscrabble Rd south to left on Hardscrabble Hill, to #39 on left.
County Or Parish: Westchester County

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 3,835
Stories: —
Lot Size: 1.05 acres
Style: Single Family Residential
Year Built: 1962
Year Renovated: —
County: Westchester County
APN: 553489A09900600020470000000

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.

Robert E Bell School

Public 5-8 • 0.7mi

9/10

Horace Greeley High School

Public 9-12 • 2.0mi

10/10

Bedford Road School

Public K-4 • 1.1mi

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

6/10 Wind Factor

27% 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

$1.75M – $2.12M

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New listings for sale in 10514

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Home values near 39 Hardscrabble Hill Rd

Data from public records.

Address	Redfin Estimate
25 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2112 Sq. Ft.	$1,390,355
27 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 1995 Sq. Ft.	$1,441,901
44 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 4 Baths \| 3440 Sq. Ft.	$1,674,697
26 Hardscrabble Hill Road, Chappaqua, NY 5 Beds \| 4.5 Baths \| 3782 Sq. Ft.	$1,925,876
47 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3529 Sq. Ft.	$1,375,033
43 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 2 Baths \| 3300 Sq. Ft.	$1,286,587
14 Leroy Place, Chappaqua, NY 4 Beds \| 2 Baths \| 2571 Sq. Ft.	$2,722,577

Address	Redfin Estimate
17 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1824 Sq. Ft.	$1,143,585
46 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 2500 Sq. Ft.	$1,127,378
38 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2259 Sq. Ft.	$1,358,338
33 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2100 Sq. Ft.	$1,180,607
21 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3124 Sq. Ft.	$1,695,673
34 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3537 Sq. Ft.	$1,815,686
18 Leroy Place, Chappaqua, NY 4 Beds \| 3 Baths \| 4360 Sq. Ft.	$1,962,010

Address	Redfin Estimate
45 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2886 Sq. Ft.	$1,393,839
42 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2652 Sq. Ft.	$1,415,948
22 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 4.5 Baths \| 3100 Sq. Ft.	$1,469,145
18 Hardscrabble Hill Road, Chappaqua, NY 3 Beds \| 2 Baths \| 2516 Sq. Ft.	$1,484,879
35 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2275 Sq. Ft.	$1,535,377
30 Hardscrabble Hill Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2700 Sq. Ft.	$1,932,707
72 Leroy Road, Chappaqua, NY 6 Beds \| 3 Baths \| 11264 Sq. Ft.	$3,055,534

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2018. This data may not match . Learn more.

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