Off market nov 2021 for $1.5M

$2,301,316

Est. refi paymentEst. refi $12,026/mo

•

5,152

sq ft

20 Pine Cliff Rd, Chappaqua, NY 10514

About this home

A picture perfect Center Hall Colonial privately nestled on a beautiful half acre corner setting, brimming with flowering cherry trees, peonies, lilacs and blooms of every color. The ultimate curb appeal on a quiet cul-de-sac in one of Chappaqua’s most loved neighborhoods, a sidewalk stroll to town and train, and moments to the Pinecliff Audubon Sanctuary. Not simply a dream home, this is a forever home! Step inside and you’ll never want to leave – 5,152 sq ft with 4 beds, 4 and 1/2 baths and 3+ offices. The lower-level features a playroom, full bath, wine cellar and access to a 2-car garage. Awash with oak floors and picture windows, every inch infused with a beautiful energy and flow – at the heart a fabulous chef’s kitchen and glorious screened porch opening onto an idyllic deck. Endless versatile spaces - dining and family rooms, living room with fireplace, chic master with 2 WICs and spa ensuite, and sunlit 3 rd floor office. An oasis! Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1927Year Built

0.52 acresLot Size

$447Est. Price/Sq.Ft.

2 spacesParking

Listing by Jennifer Harris • Compass Greater NY, LLC

Bought with Hillary Landau • Compass Greater NY, LLC

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6130641

Redfin Estimate

$2,301,316

$722K since sold in November 2021$81K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.2% higher than the average sale price ($2.00M) of 6 comparable homes.

SOLD AUG 6, 2026
$1,731,000
A
4 beds3.5 baths3,138 sq ft
14 Crossways, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD AUG 12, 2026
$2,555,000
B
5 beds3.5 baths4,166 sq ft
111 Prospect Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD SEP 1, 2026
$1,250,000
C
4 beds2.5 baths2,207 sq ft
21 Campfire Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 9, 2026
$1,602,000
D
4 beds3 baths3,656 sq ft
74 Dogwood Ln, Pleasantville, NY 10570
Listing by Julia B Fee Sothebys Int. Rlty
SOLD MAY 7, 2026
$2,850,000
E
4 beds6 baths5,536 sq ft
211 Bedford Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD APR 28, 2026
$2,000,000
F
4 beds2.5 baths2,658 sq ft
40 Smith St, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty

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Earn from this home

Sell

$1,025,136

Est. take-home

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Refinance

Est. cash available

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Rent

$5,745/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

OPEN SAT, 12PM TO 1:30PM
$829,000
3 beds2.5 baths1,600 sq ft
4 Hillside Pl, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
OPEN SUN, 11AM TO 1PM
$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
See all

Provided by Redfin

Sale history for 20 Pine Cliff Rd

Year

Property tax

Land + Additions

Assessment*

2026

$37,319 (+1.1%)

$60,000 + $155,000

$215,000

2025

$36,896 (+2.1%)

$60,000 + $155,000

$215,000

2024

$36,143 (+2.7%)

$60,000 + $155,000

$215,000

2023

$35,208 (−2.0%)

$60,000 + $155,000

$215,000

2022

$35,914 (+17.6%)

$60,000 + $155,000

$215,000

2021

$30,541 (+1.4%)

$60,000 + $155,000

$215,000

2020

$30,126 (+7.1%)

$60,000 + $155,000

$215,000

2019

$28,118

$60,000 + $155,000

$215,000

2018

$60,000 + $155,000

$215,000

2017

$60,000 + $155,000

$215,000

2016

$60,000 + $155,000

$215,000

2014

$60,000 + $155,000

$215,000

2013

$60,000 + $155,000

$215,000

2012

$60,000 + $155,000

$215,000

2011

$60,000 + $155,000

$215,000

2010

$60,000 + $155,000

$215,000

2009

$60,000 + $155,000

$215,000

2008

$60,000 + $155,000

$215,000

Tax history for 20 Pine Cliff Rd

Year

Property tax

Land + Additions

Assessment*

2026

$37,319 (+1.1%)

$60,000 + $155,000

$215,000

2025

$36,896 (+2.1%)

$60,000 + $155,000

$215,000

2024

$36,143 (+2.7%)

$60,000 + $155,000

$215,000

2023

$35,208 (−2.0%)

$60,000 + $155,000

$215,000

2022

$35,914 (+17.6%)

$60,000 + $155,000

$215,000

2021

$30,541 (+1.4%)

$60,000 + $155,000

$215,000

2020

$30,126 (+7.1%)

$60,000 + $155,000

$215,000

2019

$28,118

$60,000 + $155,000

$215,000

2018

$60,000 + $155,000

$215,000

2017

$60,000 + $155,000

$215,000

2016

$60,000 + $155,000

$215,000

2014

$60,000 + $155,000

$215,000

2013

$60,000 + $155,000

$215,000

2012

$60,000 + $155,000

$215,000

2011

$60,000 + $155,000

$215,000

2010

$60,000 + $155,000

$215,000

2009

$60,000 + $155,000

$215,000

2008

$60,000 + $155,000

$215,000

*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

0.53 Acres

Year renovated

—

Sq. Ft.

4,253

Year built

1927

Style

Single Family Residential

County

Westchester County

APN

553600A10000700010010000000

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

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Forced Air, Heat Pump, Oil, Radiant

Interior Features
Interior Features: Cathedral Ceiling(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters,Marble Counters,Primary Bathroom,Pantry,Walk-In Closet(s)
Appliances: Indirect Water Heater
Flooring: Hardwood
Levels: Three Or More
Patio And Porch Features: Deck, Porch

Room Information
Basement YN: Yes
Attic: Finished,Full,Walkup
Rooms Total: 12
Basement: Finished, Full

Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1

Exterior

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

Lot Information
Lot Features: Corner Lot, Cul-De-Sac, Near Public Transit, Near School, Near Shops

Property Information
Stories: 3
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2021
Tax Source: Municipality
Tax Annual Amount: $33,357

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

HOA Information
Association Amenities: Park

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: Route 120 North to Right on Pine Cliff Road. House is on Corner of Pine Cliff and Williams Lane. Front Door/Mail Box on Pine Cliff & Driveway/Garage is first driveway on Williams Lane
County Or Parish: Westchester County

Community Information
Community Features: Park

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 4,253
Stories: —
Lot Size: 0.53 acres
Style: Single Family Residential
Year Built: 1927
Year Renovated: —
County: Westchester County
APN: 553600A10000700010010000000

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 • 0.7mi

9/10

Horace Greeley High School

Public 9-12 • 1.2mi

10/10

Roaring Brook School

Public K-4 • 1.1mi

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 4.3 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

$2.19M – $2.65M

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Home values near 20 Pine Cliff Rd

Data from public records.

Address	Redfin Estimate
25 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 2 Baths \| 2750 Sq. Ft.	$1,618,856
12 Pine Cliff Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3276 Sq. Ft.	$1,838,009

Address	Redfin Estimate
29 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 2901 Sq. Ft.	$1,503,382
9 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 1812 Sq. Ft.	$1,461,410

Address	Redfin Estimate
19 Pine Cliff Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 2409 Sq. Ft.	$1,431,788
5 Pine Cliff Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3443 Sq. Ft.	$1,634,121

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2021. This data may not match . Learn more.

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