50 Haights Cross Rd, Chappaqua, NY 10514

Off market apr 2021 for $2.3M

$2,990,632

Est. refi paymentEst. refi $16,064/mo

•

2,975

sq ft

50 Haights Cross Rd, Chappaqua, NY 10514

About this home

The Greenberg Residence, 1960. Mid Century Modern architecture in its purist form. First time offered since meticulously restored and respectfully updated by present FAIA architect-designer custodians! Nothing to do but come home and be enveloped by dramatic, organic architecture. Recent comfort features include a master bedroom en-suite with spa-like bath, inviting chef’s kitchen, and separate studio/office/guest suite with full bath incorporated seamlessly with the main house. “Stunning” and “Emotional” describe this modernist gem set within a mature, private landscape, lovingly created by original owners. Expertly crafted original details experienced inside and out, including reflecting pool, masonry fireplace, frosted glass entryway, and translucent barrel living room ceiling. Architectural style blended perfectly with earth, sky and water. Located just minutes from Chappaqua Village, Metro North, shopping and fine dining. Life and art combined. Additional Information: ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1960Year Built

6.74 acresLot Size

$1,005Est. Price/Sq.Ft.

2 spacesParking

Listing by Amy Via • Houlihan Lawrence Inc.

Listing by Todd Goddard • Houlihan Lawrence Inc.

Bought with Elizabeth Relyea • Houlihan Lawrence Inc.

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6087422

Redfin Estimate

$2,990,632

$691K since sold in April 2021$28K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 75.7% higher than the average sale price ($1.70M) of 6 comparable homes.

SOLD AUG 18, 2026
$1,510,000
A
3 beds2.5 baths2,010 sq ft
100 Devoe Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUL 13, 2026
$1,585,000
B
3 beds2.5 baths2,417 sq ft
148 Devoe Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD OCT 1, 2026
$980,000
C
3 beds2 baths2,380 sq ft
42 Hollow Oak Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD SEP 4, 2026
$1,895,000
D
3 beds3 baths2,406 sq ft
12 Tallwoods Rd, Armonk, NY 10504
Listing by Houlihan Lawrence Inc.
SOLD JUN 18, 2026
$2,215,000
E
4 beds2.5 baths3,347 sq ft
52 Whippoorwill Lake Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUL 22, 2026
$2,025,000
F
3 beds2.5 baths3,121 sq ft
40 Kings Ct, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC

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Sell

$1,175,885

Est. take-home

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Est. cash available

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Rent

$4,731/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

113.7%

0.2% MoM

Median sale price

$1.7M

$10K MoM

Avg. days on market

17d

0 days MoM

Recently sold homes

9 MoM

New listings for sale

COMING SOON
$3,995,000
5 beds5 baths7,393 sq ft
9 Trails End, Chappaqua, NY 10514
$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
$3,088,000
7 beds7 baths5,345 sq ft
301 Roaring Brook Rd, Chappaqua, NY 10514
Listing by EXP Realty
See all

Provided by Redfin

Sale history for 50 Haights Cross Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6087422

Apr 5, 2021

Sold

$2,300,000

$773/sq ft

Jan 5, 2021

Pending

—

Dec 24, 2020

Listing Removed

—

Dec 17, 2020

Listed

$1,980,000

$666/sq ft

OneKey® MLS as Distributed by MLS Grid #H4604135

Jul 18, 2017

Sold

$1,350,000

$454/sq ft

Mar 24, 2017

Contingent

—

Aug 29, 2016

Price Changed

$1,350,000

$454/sq ft

Mar 7, 2016

Listed

$1,439,000

$484/sq ft

Renovate or reimagine! A unique opportunity to renovate or build new on 6 private and serene acres on a premier street in Chappaqua. Build your dream home on this majestic knoll with a long entrance drive and mature specimen trees throughout. Or, bring your vision to renovate this classic Mid Century Modern home with floor to ceiling windows and glass doors which seamlessly merge the 1960s interiors with the exquisite outdoor setting. Home is adjacent to the 48 acre Glazier Arboretum Park and an 86 acre private estate. This tranquil setting is convenient to the towns of Chappaqua and Armonk, trains, highways and the local airport. 45 minutes to NYC. Recent extensive landscape maintenance has cleared the property views. Come and see the new look. House offered 'as is'. Additional Information: HeatingFuel:Oil Below Ground,

Year

Property tax

Land + Additions

Assessment*

2026

$62,140 (+0.2%)

$90,600 + $282,450

$373,050

2025

$62,015 (+1.9%)

$90,600 + $282,450

$373,050

2024

$60,878 (+2.4%)

$90,600 + $282,450

$373,050

2023

$59,443 (+2.2%)

$90,600 + $282,450

$373,050

2022

$58,147 (+47.2%)

$90,600 + $282,450

$373,050

2021

$39,511 (+6.3%)

$90,600 + $282,450

$373,050

2020

$37,162 (+1.4%)

$90,600 + $164,400

$255,000

2019

$36,666

$90,600 + $152,900

$243,500

2018

$90,600 + $152,900

$243,500

2017

$90,600 + $101,400

$192,000

2016

$90,600 + $101,400

$192,000

2014

$90,600 + $101,400

$192,000

2013

$90,600 + $101,400

$192,000

2012

$90,600 + $101,400

$192,000

2011

$90,600 + $101,400

$192,000

2010

$90,600 + $101,400

$192,000

2009

$90,600 + $101,400

$192,000

2008

$90,600 + $101,400

$192,000

Tax history for 50 Haights Cross Rd

Year

Property tax

Land + Additions

Assessment*

2026

$62,140 (+0.2%)

$90,600 + $282,450

$373,050

2025

$62,015 (+1.9%)

$90,600 + $282,450

$373,050

2024

$60,878 (+2.4%)

$90,600 + $282,450

$373,050

2023

$59,443 (+2.2%)

$90,600 + $282,450

$373,050

2022

$58,147 (+47.2%)

$90,600 + $282,450

$373,050

2021

$39,511 (+6.3%)

$90,600 + $282,450

$373,050

2020

$37,162 (+1.4%)

$90,600 + $164,400

$255,000

2019

$36,666

$90,600 + $152,900

$243,500

2018

$90,600 + $152,900

$243,500

2017

$90,600 + $101,400

$192,000

2016

$90,600 + $101,400

$192,000

2014

$90,600 + $101,400

$192,000

2013

$90,600 + $101,400

$192,000

2012

$90,600 + $101,400

$192,000

2011

$90,600 + $101,400

$192,000

2010

$90,600 + $101,400

$192,000

2009

$90,600 + $101,400

$192,000

2008

$90,600 + $101,400

$192,000

*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

7.15 Acres

Year renovated

—

Sq. Ft.

2,975

Year built

1960

Style

Single Family Residential

County

Westchester County

APN

553600A10101300030070000000

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: Detached

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Propane

Interior Features
Interior Features: Cathedral Ceiling(s),Eat-in Kitchen,Entrance Foyer,First Floor Bedroom,Master Downstairs,Primary Bathroom,Walk-In Closet(s)
Window Features: Drapes, Skylight(s)
Appliances: Convection Oven, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
Levels: One
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: None
Rooms Total: 7
Basement: Partial

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Brick
Other Structures: Outbuilding
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Part Wooded, Sloped, Wooded

Property Information
Stories: 1
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2020
Tax Source: Municipality
Tax Annual Amount: $37,162

Financial Information
Buyer Financing: Cash

Utilities

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

Location

School Information
Elementary School: Douglas G Grafflin School
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 to Haights Cross to #50 on right.
County Or Parish: Westchester County

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 2,975
Stories: —
Lot Size: 7.15 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: —
County: Westchester County
APN: 553600A10101300030070000000

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.

Douglas G Grafflin School

Public PreK-4 • 0.5mi

10/10

Robert E Bell School

Public 5-8 • 1.3mi

9/10

Horace Greeley High School

Public 9-12 • 1.6mi

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

4/10 Heat Factor

6 days above 98° expected this year, 13 days in 30 years

4/10 Wind Factor

23% 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

$2.84M – $3.44M

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Home values near 50 Haights Cross Rd

Data from public records.

Address	Redfin Estimate
48 Haights Cross Road, Chappaqua, NY 6 Beds \| 9 Baths \| 16836 Sq. Ft.	$8,487,728
20 Haights Cross Road, Chappaqua, NY 4 Beds \| 4.5 Baths \| 3736 Sq. Ft.	$3,291,929

Address	Redfin Estimate
31 Haights Cross Road, Chappaqua, NY 5 Beds \| 4 Baths \| 4175 Sq. Ft.	$2,658,411
60 Haights Cross Road, Chappaqua, NY 5 Beds \| 5 Baths \| 6333 Sq. Ft.	$4,056,354

Address	Redfin Estimate
74 Haights Cross Road, Chappaqua, NY 4 Beds \| 2 Baths \| 3689 Sq. Ft.	$1,719,426
62 Haights Cross Road, Chappaqua, NY 6 Beds \| 5.5 Baths \| 5088 Sq. Ft.	$2,591,949

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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