Google street view image for 30 Flag Hill Rd, Chappaqua, NY 10514
Sold
$1,607,976
Est. refi paymentEst. refi $4,955/mo
4
bd
•
2.5 ba
•
4,019
sq ft

30 Flag Hill Rd, Chappaqua, NY 10514

map-entry

About this home

Breathtaking Distant Views W/ Western Sunsets, Exquisite Grounds Include Inground Pool. Designer House In Exceptional Condition, Renovated Kitchen & Bths. Private, Cul-de-sac Location. Web: Www. Holmeschappaqua. Com

Single-familyProperty Type
1970Year Built
1.17 acresLot Size
$400Est. Price/Sq.Ft.
2 spacesParking
Source:Public Records

Redfin Estimate

$1,607,976
$919K since sold in November 1999$29K since October

This home's estimate is 18.3% higher than the average sale price ($1.36M) of 6 comparable homes.

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

Earn from this home

Sell
$1,513,593
Est. take-home

List your home with Redfin and save $16,080

Refinance
$0
Est. cash available

Get cash now or lower your monthly rate

Rent
$5,254/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
108.7%

2.3% MoM

Median sale price
$1.5M

$131K MoM

Avg. days on market
20d

3 days MoM

Recently sold homes
36

10 MoM

New listings for sale

Provided by Redfin

Sale history for 30 Flag Hill Rd

Tax history for 30 Flag Hill Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds
4
Baths
2.5
Stories
—
Lot width
—
Lot depth
—
Lot size
1.17 Acres
Year renovated
—
Sq. Ft.
4,019
Year built
1970
Style
Single Family Residential
County
Westchester County
APN
553489A09901400020110000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 25, 2026.

Property details

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 • 1.1mi

9/10
Horace Greeley High School

Public 9-12 • 2.5mi

10/10
Bedford Road School

Public K-4 • 0.7mi

6/10
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

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

4/10 Wind Factor

24% 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)
34°
22°
37°
23°
54°
34°
63°
43°
71°
53°
82°
63°
86°
68°
82°
62°
78°
59°
66°
48°
55°
39°
40°
26°
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
$1.53M – $1.85M

Reach more buyers when you sell with Redfin. Save up to $16,080 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$900,000
Land— sq ft
765A Hardscrabble Rd, Chappaqua, NY 10514
Custom home • Expansive windows
Listing by Houlihan Lawrence Inc.
$1,490,000
3 beds3.5 baths2,690 sq ft
131 Douglas Rd, Chappaqua, NY 10514
Landscaped property • Formal dining room • Chefs eik
Listing by Houlihan Lawrence Inc.
$2,249,000
3 beds4 baths6,115 sq ft
33 Greenbriar Dr, Chappaqua, NY 10514
Juliet balconies • Wolf gas stove • 0.93 acre lot
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
OPEN SAT, 12PM TO 2PM
$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
$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

New listings for sale in 10514

OPEN SAT, 1PM TO 3PM
$2,150,000
5 beds4.5 baths4,278 sq ft
57 Random Farms Cir, Chappaqua, NY 10514
Wooded backdrop • Soaring ceilings • Oversized windows
Listing by Serhant LLC
$1,825,000
4 beds3.5 baths3,164 sq ft
25 Helena Dr, Chappaqua, NY 10514
Custom paneling • Hardwood floors • Fireplace
Listing by William Raveis-New York, LLC
$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 30 Flag Hill Rd

Data from public records.

More real estate resources

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

Download the Redfin App on the Apple App Store
Download the Redfin App from the Google Play Store

About us

Why Redfin?
Community Impact
Inclusion
Culture
Press
Investors
Blog
Real Estate News

Find us

Contact Us
Help Center
Advertise

Subsidiaries

Rent.
ApartmentGuide

Affiliated Business

Rocket Close
Rocket Mortgage

Countries

US flagUnited States

Canadian flagCanada

Copyright: © 2026 Redfin. All rights reserved.

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.