Off market nov 2025 for $799K

$1,045,868

Est. refi paymentEst. refi $5,654/mo

•

1,420

sq ft

37 Hollow Oak Rd, Chappaqua, NY 10514

About this home

Charming and lovingly maintained cape cod home on beautiful private property. Located in the sought after Chappaqua Ridge neighborhood ,this home offers town water, sewer and natural gas, and is minutes to town, train and schools. The first floor features an open kitchen/dining/ living room plus 2 bedrooms and a bath. One of the bedrooms could also be used as a home office. There are sliders out to an expansive deck overlooking the picturesque property. Upstairs has 2 additional nice sized bedrooms and a hall bath. The kitchen, bathrooms and windows have been updated, and there are hardwood floors under the carpets. Automatic generator.The fenced rear yard has been lovingly tended to by the owners, showcasing specimen trees, flowering perennials and plenty of flat yard to play. This home is lovely and charming as is, or has great potential for an addition/renovation.

Single-familyProperty Type

1941Year Built

0.31 acresLot Size

$737Est. Price/Sq.Ft.

1 car garageParking

Listing by Lauren Goldenberg • William Raveis Real Estate

Contact: 914-273-3074

Bought with Angela Schuler • William Raveis Real Estate

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #887313

Redfin Estimate

$1,045,868

$247K since sold in November 2025$31K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.2% higher than the average sale price ($908K) of 6 comparable homes.

SOLD SEP 1, 2026
$715,000
A
3 beds2.5 baths1,299 sq ft
80 Bischoff Ave, Chappaqua, NY 10514
Listing by Keller Williams NY Realty
SOLD OCT 20, 2026
$790,000
B
4 beds2.5 baths1,584 sq ft
73 S Bedford Rd, Chappaqua, NY 10514
Listing by Thomas S. Hennerty
SOLD OCT 5, 2026
$1,275,000
C
3 beds2 baths1,850 sq ft
1 Commodore Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD OCT 16, 2026
$915,000
D
3 beds2 baths1,825 sq ft
460 Washington Ave, Pleasantville, NY 10570
Listing by Compass Greater NY, LLC
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 DEC 11, 2025
$880,000
F
4 beds2 baths1,690 sq ft
23 Brookside Pl, Pleasantville, NY 10570
Listing by Houlihan Lawrence Inc.

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Earn from this home

Sell

$354,750

Est. take-home

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Refinance

Est. cash available

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Rent

$3,840/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

$829,000
3 beds2.5 baths1,600 sq ft
4 Hillside Pl, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
OPEN TODAY, 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 37 Hollow Oak Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,176 (+6.1%)

$17,400 + $82,600

$100,000

2025

$15,253 (+4.0%)

$17,400 + $82,600

$100,000

2024

$14,672 (+4.1%)

$17,400 + $82,600

$100,000

2023

$14,095 (+4.6%)

$17,400 + $82,600

$100,000

2022

$13,479

$17,400 + $82,600

$100,000

2021

$13,474 (+1.6%)

$17,400 + $82,600

$100,000

2020

$13,268 (+2.0%)

$17,400 + $82,600

$100,000

2019

$13,004

$17,400 + $82,600

$100,000

2018

$17,400 + $82,600

$100,000

2017

$17,400 + $82,600

$100,000

2016

$17,400 + $82,600

$100,000

2014

$17,400 + $82,600

$100,000

2013

$17,400 + $82,600

$100,000

2012

$17,400 + $82,600

$100,000

2011

$17,400 + $82,600

$100,000

2010

$17,400 + $82,600

$100,000

2009

$17,400 + $82,600

$100,000

2008

$17,400 + $82,600

$100,000

Tax history for 37 Hollow Oak Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,176 (+6.1%)

$17,400 + $82,600

$100,000

2025

$15,253 (+4.0%)

$17,400 + $82,600

$100,000

2024

$14,672 (+4.1%)

$17,400 + $82,600

$100,000

2023

$14,095 (+4.6%)

$17,400 + $82,600

$100,000

2022

$13,479

$17,400 + $82,600

$100,000

2021

$13,474 (+1.6%)

$17,400 + $82,600

$100,000

2020

$13,268 (+2.0%)

$17,400 + $82,600

$100,000

2019

$13,004

$17,400 + $82,600

$100,000

2018

$17,400 + $82,600

$100,000

2017

$17,400 + $82,600

$100,000

2016

$17,400 + $82,600

$100,000

2014

$17,400 + $82,600

$100,000

2013

$17,400 + $82,600

$100,000

2012

$17,400 + $82,600

$100,000

2011

$17,400 + $82,600

$100,000

2010

$17,400 + $82,600

$100,000

2009

$17,400 + $82,600

$100,000

2008

$17,400 + $82,600

$100,000

*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

0.29 Acres

Year renovated

—

Sq. Ft.

1,420

Year built

1941

Style

Single Family Residential

County

Westchester County

APN

553600A10001600020160000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Parking

Parking Information
Carport YN: No
Parking Features: Driveway, Garage

Garage Information
Garage Spaces: 1
Has Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1
Fireplace Features: Living Room

Heating & Cooling
Cooling: Central Air
Heating: Hot Air, Natural Gas, Solar

Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Eat-in Kitchen,Master Downstairs,Storage
Laundry Features: Electric Dryer Hookup, In Basement, Washer Hookup
Appliances: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
Flooring: Carpet, Hardwood
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: Dormer
Rooms Total: 7
Basement: Unfinished

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Exterior Features: Garden
Construction Materials: Frame, Vinyl Siding
Fencing: Back Yard
Waterfront YN: No

Lot Information
Additional Parcels YN: No

Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 1420.00
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2025
Tax Source: Municipality
Tax Annual Amount: $17,569.83

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Con-Edison
Sewer: Public Sewer
Utilities: Cable Available, Electricity Available, Natural Gas Available

Location

School Information
Elementary School: Douglas G Grafflin School
Elementary School District: Chappaqua
Middle Or Junior School: Robert E Bell School
Middle Or Junior School District: Chappaqua
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
County Or Parish: Westchester County

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,420
Stories: —
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1941
Year Renovated: —
County: Westchester County
APN: 553600A10001600020160000000

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 • 0.4mi

9/10

Horace Greeley High School

Public 9-12 • 1.5mi

10/10

Douglas G Grafflin School

Public PreK-4 • 0.4mi

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 98° 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

$994,000 – $1.20M

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Home values near 37 Hollow Oak Rd

Data from public records.

Address	Redfin Estimate
27 Hollow Oak Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1280 Sq. Ft.	$904,598
16 Hollow Oak Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2853 Sq. Ft.	$1,232,842

Address	Redfin Estimate
25 Hollow Oak Road, Chappaqua, NY 3 Beds \| 1.5 Baths \| 1548 Sq. Ft.	$1,051,037
46 Hollow Oak Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2068 Sq. Ft.	$1,192,267

Address	Redfin Estimate
34 Hollow Oak Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 2681 Sq. Ft.	$1,527,808
15 Hollow Oak Road, Chappaqua, NY 4 Beds \| 2 Baths \| 1606 Sq. Ft.	$981,987

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10514, NY

Sale history for 37 Hollow Oak Rd

Tax history for 37 Hollow Oak Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 10514

Home values near 37 Hollow Oak Rd

More real estate resources