Off market aug 2022 for $2.1M

$2,442,197

Est. refi paymentEst. refi $13,388/mo

•

4,422

sq ft

9 Sleepy Hollow Rd, Chappaqua, NY 10514

About this home

Meticulously maintained Colonial beautifully sited at the end of a cul-de-sac. High-end components & finishes. Attention to detail. Gourmet kitchen w/Sub-Zero & Wolf, granite countertops, custom cabinets & breakfast area w/slider to deck adjoins family room w/fireplace & built-ins. 1st floor home office, bedroom, full bath, laundry, mud room & powder room. Brazilian hardwood floors. King-sized primary suite w/luxury marble bath, 2 walk-in/2 outfitted closets & remote shades. Spacious bedrooms w/outfitted closets & hardwood floors beneath carpeting. Renovated hall bath w/two-sink vanity & tub w/shower. Finished walk-out lower level. Tremendous storage w/walk-in & walk-up attics & unfinished portion of basement. New windows & lighting. New A/C & Hydro Air. New Roof. Oversized 2-car garage. Generator hook-up. Quality construction w/steel beam joists. Freshly painted. Beautifully landscaped & private yard w/750sqft rear deck, lush lawns, specimen plantings & a border of old growth trees. Additional Information: Amenities:Guest Quarters,Marble Bath,Soaking Tub,Storage,HeatingFuel:Oil Below Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1972Year Built

1.03 acresLot Size

$552Est. Price/Sq.Ft.

2 spacesParking

Listing by Stacy Levey • William Raveis-New York, LLC

Bought with Stacy Levey • William Raveis-New York, LLC

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6187020

Redfin Estimate

$2,442,197

$324K since sold in August 2022$59K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.6% higher than the average sale price ($1.93M) of 6 comparable homes.

SOLD SEP 14, 2026
$2,155,000
A
4 beds3.5 baths3,010 sq ft
16 Fox Den Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD JUL 8, 2026
$2,215,000
B
4 beds2.5 baths3,483 sq ft
12 Suzanne Ln, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD FEB 20, 2026
$1,775,000
C
4 beds3.5 baths3,732 sq ft
35 Whitlaw Ln, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 7, 2026
$1,950,000
D
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD APR 21, 2026
$1,655,800
E
4 beds2.5 baths2,932 sq ft
9 Whitlaw Ln, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD OCT 14, 2026
$1,820,000
F
3 beds4 baths3,140 sq ft
22 Garey Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC

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

Earn from this home

Sell

$740,930

Est. take-home

List your home with Redfin and save $24,422

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,784/mo

Redfin rental estimate

List your home for rent

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 SUN, 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 9 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$43,211 (+0.3%)

$90,000 + $165,000

$255,000

2025

$43,065 (+1.1%)

$90,000 + $165,000

$255,000

2024

$42,598 (+2.3%)

$90,000 + $165,000

$255,000

2023

$41,631 (+15.3%)

$90,000 + $165,000

$255,000

2022

$36,093 (+1.1%)

$90,000 + $165,000

$255,000

2021

$35,713 (+1.6%)

$90,000 + $135,800

$225,800

2020

$35,147 (+1.4%)

$90,000 + $135,800

$225,800

2019

$34,665

$90,000 + $135,800

$225,800

2018

$90,000 + $135,800

$225,800

2017

$90,000 + $135,800

$225,800

2016

$90,000 + $135,800

$225,800

2014

$90,000 + $135,800

$225,800

2013

$90,000 + $135,800

$225,800

2012

$90,000 + $135,800

$225,800

2011

$90,000 + $135,800

$225,800

2010

$90,000 + $135,800

$225,800

2009

$90,000 + $135,800

$225,800

2008

$90,000 + $152,000

$242,000

Tax history for 9 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$43,211 (+0.3%)

$90,000 + $165,000

$255,000

2025

$43,065 (+1.1%)

$90,000 + $165,000

$255,000

2024

$42,598 (+2.3%)

$90,000 + $165,000

$255,000

2023

$41,631 (+15.3%)

$90,000 + $165,000

$255,000

2022

$36,093 (+1.1%)

$90,000 + $165,000

$255,000

2021

$35,713 (+1.6%)

$90,000 + $135,800

$225,800

2020

$35,147 (+1.4%)

$90,000 + $135,800

$225,800

2019

$34,665

$90,000 + $135,800

$225,800

2018

$90,000 + $135,800

$225,800

2017

$90,000 + $135,800

$225,800

2016

$90,000 + $135,800

$225,800

2014

$90,000 + $135,800

$225,800

2013

$90,000 + $135,800

$225,800

2012

$90,000 + $135,800

$225,800

2011

$90,000 + $135,800

$225,800

2010

$90,000 + $135,800

$225,800

2009

$90,000 + $135,800

$225,800

2008

$90,000 + $152,000

$242,000

*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

1.03 Acres

Year renovated

—

Sq. Ft.

3,770

Year built

1972

Style

Single Family Residential

County

Westchester County

APN

553600A08101400020090000000

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, Driveway, Garage Door Opener

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

Heating & Cooling
Cooling: Central Air
Heating: Hydro Air, Oil, Radiant

Interior Features
Interior Features: Central Vacuum,Chefs Kitchen,Eat-in Kitchen,Entertainment Cabinets,Formal Dining,First Floor Bedroom,Granite Counters,Primary Bathroom,Speakers,Walk-In Closet(s)
Window Features: Blinds, Drapes
Appliances: Dryer, Humidifier, Refrigerator, Washer, Indirect Water Heater
Levels: Three Or More
Patio And Porch Features: Deck, Porch

Room Information
Basement YN: Yes
Attic: Full,Unfinished,Walkup
Rooms Total: 11
Basement: Full, Partially Finished, Walk-Out Access
Additional Rooms: Office

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Basketball Hoop, Mailbox, Speakers
Construction Materials: Frame, Wood Siding
Security Features: Security System
Waterfront YN: No

Lot Information
Lot Features: Cul-De-Sac, Near School, Views

Property Information
Stories: 3
Other Equipment: Dehumidifier
Living Area Source: Other
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2021
Tax Source: Municipality
Tax Annual Amount: $35,615

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: Westorchard
Middle Or Junior School: Seven Bridges Middle School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Millwood Rd (Route 133) to Joan Dr to right on Sleepy Hollow to #9 at end of cul-de-sac.
County Or Parish: Westchester County

Community Information
Community Features: Park

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 3,770
Stories: —
Lot Size: 1.03 acres
Style: Single Family Residential
Year Built: 1972
Year Renovated: —
County: Westchester County
APN: 553600A08101400020090000000

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.

Westorchard School

Public K-4 • 0.5mi

10/10

Seven Bridges Middle School

Public 5-8 • 0.8mi

8/10

Horace Greeley High School

Public 9-12 • 2.0mi

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

2/10 Fire Factor

0.00% chance of being 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 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.32M – $2.81M

Reach more buyers when you sell with Redfin. Save up to $24,422 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

3D WALKTHROUGH

$1,638,000

4 beds4 baths3,500 sq ft

10 Tall Pines Ln, Bedford, NY 10549

Renovated baths • Brand-new kitchen • New flooring

Listing by Coldwell Banker Realty

$1,500,000

3 beds3.5 baths3,497 sq ft

56 Twin Ridges Rd, Ossining, NY 10562

Waterfront living • Direct frontage • Private dock

Listing by Corcoran

$5,750,000

6 beds7.5 baths9,247 sq ft

24 Trails End, Chappaqua, NY 10514

Indoor sports court • Full home gym • Heated gunite pool

Listing by Compass Greater NY, LLC

$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 SAT, 12PM TO 2PM

$999,999

3 beds2 baths1,344 sq ft

48 Glen Wood Rd, Millwood, NY 10546

Renovated cape cod • New kitchen • Renovated bathrooms

Listing by Houlihan Lawrence Inc.

$650,000

4 beds2 baths1,420 sq ft

457 Saw Mill River Rd, Millwood, NY 10546

Private sandy beach • Mature landscaping • Wooded surroundings

Listing by Houlihan Lawrence Inc.

New listings for sale in 10514

OPEN SUN, 12PM TO 2PM

$799,000

2 beds2.5 baths1,244 sq ft

13 Deer Run, Chappaqua, NY 10514

Renovated condo • $625 HOA • Garage

Listing by Compass Greater NY, LLC

Home values near 9 Sleepy Hollow Rd

Data from public records.

Address	Redfin Estimate
2 Sleepy Hollow Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3699 Sq. Ft.	$2,033,069
7 Sleepy Hollow Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4002 Sq. Ft.	$2,176,981
12 Joan Dr, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3951 Sq. Ft.	$2,217,053
34 Joan Dr, Chappaqua, NY 4 Beds \| 3 Baths \| 4667 Sq. Ft.	$2,113,213
38 Joan Dr, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3646 Sq. Ft.	$1,847,329
286 Millwood Rd, Chappaqua, NY 5 Beds \| 3 Baths \| 4155 Sq. Ft.	$1,966,756
49 Joan Dr, Chappaqua, NY 3 Beds \| 2 Baths \| 2717 Sq. Ft.	$1,463,968

Address	Redfin Estimate
1 Sleepy Hollow Rd, Chappaqua, NY 5 Beds \| 3 Baths \| 4413 Sq. Ft.	$2,059,988
284 Millwood Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3332 Sq. Ft.	$1,904,475
17 West Orchard Rd, Chappaqua, NY 10 Beds \| 5.5 Baths \| 6390 Sq. Ft.	$2,621,095
2 Woodmill Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 5227 Sq. Ft.	$1,844,526
42 Joan Dr, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3532 Sq. Ft.	$2,233,475
300 Millwood Rd, Chappaqua, NY 7 Beds \| 6.5 Baths \| 7145 Sq. Ft.	$3,316,349
41 Joan Dr, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4003 Sq. Ft.	$1,865,076

Address	Redfin Estimate
6 Sleepy Hollow Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3460 Sq. Ft.	$1,613,742
299 Millwood Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 3645 Sq. Ft.	$1,639,193
8 Joan Dr, Chappaqua, NY 4 Beds \| 4 Baths \| 3537 Sq. Ft.	$2,322,997
30 Joan Dr, Chappaqua, NY 6 Beds \| 5 Baths \| 8775 Sq. Ft.	$2,434,216
37 Joan Dr, Chappaqua, NY 5 Beds \| 4 Baths \| 3602 Sq. Ft.	$1,797,549
306 Millwood Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 2603 Sq. Ft.	$1,565,610
50 Joan Dr, Chappaqua, NY 5 Beds \| 4 Baths \| 4443 Sq. Ft.	$1,821,720

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2022. This data may not match . Learn more.

More real estate resources

Cities
Neighborhoods
Zip Codes
Minor Civil Divisions
Popular Searches

Greenwich homes for sale
New York homes for sale
Stamford homes for sale

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.

Redfin Brokerage Licenses

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.

10536 homes for sale
10562 homes for sale
10520 homes for sale
10598 homes for sale
10549 homes for sale

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

Houses for rent in New Castle	Agents near me	White Plains, NY homes for sale	New Castle 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	New Castle Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Hunterbrook-Huntersville homes for sale
Bedford homes for sale
Croton Heights homes for sale