Google street view image for 28 Hollow Oak Rd, Chappaqua, NY 10514

Off market aug 1981 for $100K

$1,137,463

Est. refi paymentEst. refi $770/mo

•

2 ba

•

1,876

sq ft

28 Hollow Oak Rd, Chappaqua, NY 10514

About this home

28 Hollow Oak Rd is a 1,876 square foot house on a 0.28 acre lot with 4 bedrooms and 2 bathrooms. - it last sold on August 26, 1981 for $100,000. Based on Redfin's Chappaqua data, we estimate the home's value is $1,137,463.

Single-familyProperty Type

1950Year Built

0.28 acresLot Size

$606Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,137,463

$1.0M since sold in August 1981$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.3% higher than the average sale price ($930K) of 6 comparable homes.

SOLD AUG 27, 2026
$975,000
A
4 beds2 baths1,929 sq ft
119 Manville Rd, Pleasantville, NY 10570
Listing by Realmart Realty LLC
SOLD OCT 16, 2026
$915,000
B
3 beds2 baths1,825 sq ft
460 Washington Ave, Pleasantville, NY 10570
Listing by Compass Greater NY, LLC
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 20, 2026
$790,000
D
4 beds2.5 baths1,584 sq ft
73 S Bedford Rd, Chappaqua, NY 10514
Listing by Thomas S. Hennerty
SOLD SEP 1, 2026
$715,000
E
3 beds2.5 baths1,299 sq ft
80 Bischoff Ave, Chappaqua, NY 10514
Listing by Keller Williams NY Realty
SOLD AUG 14, 2026
$910,000
F
3 beds2 baths1,700 sq ft
33 Brookside Pl, Pleasantville, NY 10570
Listing by ERA Insite Realty Services

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,070,088

Est. take-home

List your home with Redfin and save $11,375

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,397/mo

Redfin rental estimate

List your home for rent

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.
$1,396,000
3 beds2.5 baths2,420 sq ft
676 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Corcoran Legends Realty
See all

Provided by Redfin

Sale history for 28 Hollow Oak Rd

Year

Property tax

Land + Additions

Assessment*

2026

$23,137 (+0.3%)

$17,400 + $114,150

$131,550

2025

$23,056 (−0.4%)

$17,400 + $114,150

$131,550

2024

$23,155 (+2.6%)

$17,400 + $117,600

$135,000

2023

$22,561 (+2.8%)

$17,400 + $117,600

$135,000

2022

$21,944 (+1.2%)

$17,400 + $117,600

$135,000

2021

$21,674 (+1.4%)

$17,400 + $117,600

$135,000

2020

$21,385 (+1.2%)

$17,400 + $117,600

$135,000

2019

$21,122

$17,400 + $117,600

$135,000

2018

$17,400 + $117,600

$135,000

2017

$17,400 + $117,600

$135,000

2016

$17,400 + $117,600

$135,000

2014

$17,400 + $117,600

$135,000

2013

$17,400 + $117,600

$135,000

2012

$17,400 + $117,600

$135,000

2011

$17,400 + $117,600

$135,000

2010

$17,400 + $117,600

$135,000

2009

$17,400 + $117,600

$135,000

2008

$17,400 + $117,600

$135,000

Tax history for 28 Hollow Oak Rd

Year

Property tax

Land + Additions

Assessment*

2026

$23,137 (+0.3%)

$17,400 + $114,150

$131,550

2025

$23,056 (−0.4%)

$17,400 + $114,150

$131,550

2024

$23,155 (+2.6%)

$17,400 + $117,600

$135,000

2023

$22,561 (+2.8%)

$17,400 + $117,600

$135,000

2022

$21,944 (+1.2%)

$17,400 + $117,600

$135,000

2021

$21,674 (+1.4%)

$17,400 + $117,600

$135,000

2020

$21,385 (+1.2%)

$17,400 + $117,600

$135,000

2019

$21,122

$17,400 + $117,600

$135,000

2018

$17,400 + $117,600

$135,000

2017

$17,400 + $117,600

$135,000

2016

$17,400 + $117,600

$135,000

2014

$17,400 + $117,600

$135,000

2013

$17,400 + $117,600

$135,000

2012

$17,400 + $117,600

$135,000

2011

$17,400 + $117,600

$135,000

2010

$17,400 + $117,600

$135,000

2009

$17,400 + $117,600

$135,000

2008

$17,400 + $117,600

$135,000

*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 Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Hot Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Frame Wood

Property Information
Subdivision Name: CHAPPAQUA RDG/CHAPPAQUA SEC 06
Living Sq. Ft: 1,876
Ground Floor Sq. Ft: 1,018
Building Sq. Ft: 2,126

Parking & Garage Information
# of Parking Spaces: 1
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 490
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 12,021
Legal Lot Number: 6
Legal Block Number: 1
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 0.276
Zoning Code: R-1/4
State Use Description: SINGLE FAMILY RESID

Utility Information
Water Service Type: Commercial

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,876
Stories: —
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1950
Year Renovated: —
County: Westchester County
APN: 553600A10001600010060000000

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 • 0.3mi

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

$1.08M – $1.31M

Reach more buyers when you sell with Redfin. Save up to $11,375 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$979,000

3 beds2 baths1,980 sq ft

43 Bainbridge Ave, Thornwood, NY 10594

Open floor plan • Center island • Two-tiered deck

Listing by Howard Hanna Rand Realty

$3,088,000

7 beds7 baths5,345 sq ft

301 Roaring Brook Rd, Chappaqua, NY 10514

Private acres • Guest house • Studio space

Listing by EXP Realty

OPEN SUN, 12PM TO 2PM

$1,749,000

4 beds3.5 baths2,913 sq ft

406 Bedford Rd, Chappaqua, NY 10514

Classic stone wall • 1.06 acre lot • 2 garage spots

Listing by Howard Hanna Rand Realty

$1,396,000

3 beds2.5 baths2,420 sq ft

676 Hardscrabble Rd, Chappaqua, NY 10514

Detached studio • Chef kitchen • Premium appliances

Listing by Corcoran Legends Realty

$629,000

3 beds1.5 baths1,397 sq ft

118 Circular St, Thornwood, NY 10594

Stone fireplace • Open floor plan • Mature trees

Listing by Howard Hanna Rand Realty

$899,000

4 beds2.5 baths1,800 sq ft

32 Hillview Dr, Pleasantville, NY 10570

Outdoor recreation • Local boutiques • 0.5 acre lot

Listing by Douglas Elliman Real Estate

New listings for sale in 10514

$829,000

3 beds2.5 baths1,600 sq ft

4 Hillside Pl, Chappaqua, NY 10514

$716 HOA • Garage • Community pool

Listing by Houlihan Lawrence Inc.

$1,396,000

3 beds2.5 baths2,420 sq ft

676 Hardscrabble Rd, Chappaqua, NY 10514

Detached studio • Chef kitchen • Premium appliances

Listing by Corcoran Legends Realty

Home values near 28 Hollow Oak Rd

Data from public records.

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

Address	Redfin Estimate
25 Hollow Oak Rd, Chappaqua, NY 3 Beds \| 1.5 Baths \| 1548 Sq. Ft.	$1,051,037
15 Hollow Oak Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 1606 Sq. Ft.	$981,987

Address	Redfin Estimate
34 Hollow Oak Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 2681 Sq. Ft.	$1,527,808
41 Hollow Oak Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 1950 Sq. Ft.	$1,182,722

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

New Fairfield homes for sale
Wilton homes for sale
Teaneck Township homes for sale
Mahwah Township homes for sale
New Canaan homes for sale

10562 homes for sale
10570 homes for sale
10572 homes for sale
10549 homes for sale
10514 homes for sale

Houses for rent in Chappaqua	Agents near me	White Plains, NY homes for sale	Chappaqua Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Chappaqua Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Greenwich homes for sale
New Castle homes for sale
New York homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 10514, NY

Sale history for 28 Hollow Oak Rd

Tax history for 28 Hollow Oak Rd

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 28 Hollow Oak Rd

More real estate resources