Off market oct 2019 for $750K

$1,310,399

Est. refi paymentEst. refi $5,774/mo

•

2,451

sq ft

7 Flag Hl, Chappaqua, NY 10514

About this home

Beautifully appointed, peaceful, wonderful 4 bedroom, 2 and a half bath home with a Great Room drenched in sunlight, walls of glass, and easy multiple access to decks. Cul-de-sac location. This light, open, airy Contemporary Ranch is perfectly perched to enjoy many beautiful sunsets. Take in the exquisite vista views while reclining indoors or on the decks. Very special is the only way to describe this lovely home. There is a feeling of serenity once the front doors open. This house awaits the buyer with an appreciation for ‘easy’ living, at it’s best, which emphasizes comfort and simplicity. Better not let this one go. Will not disappoint! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1967Year Built

0.98 acresLot Size

$535Est. Price/Sq.Ft.

2 spacesParking

Listing by Joan Morrison • Houlihan Lawrence Inc.

Bought with Carlen Sheer • Houlihan Lawrence Inc.

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #H5004558

Redfin Estimate

$1,310,399

$560K since sold in October 2019$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.7% higher than the average sale price ($1.26M) of 6 comparable homes.

SOLD OCT 1, 2026
$1,200,000
A
4 beds2.5 baths2,524 sq ft
1 Woodland Dr, Pleasantville, NY 10570
Listing by Coldwell Banker Realty
BOUGHT WITH REDFIN AUG 29, 2026
$1,750,000
B
4 beds2.5 baths2,727 sq ft
14 Briarwood Ln, Pleasantville, NY 10570
Listing by Houlihan Lawrence Inc.
SOLD JUN 1, 2026
$1,400,000
C
4 beds3 baths2,280 sq ft
55 Greenmeadow Rd, Pleasantville, NY 10570
Listing by Compass Greater NY, LLC
SOLD SEP 9, 2026
$1,275,000
D
4 beds2 baths2,332 sq ft
88 Ridgeview Dr, Pleasantville, NY 10570
Listing by Houlihan Lawrence Inc.
SOLD OCT 1, 2026
$980,000
E
3 beds2 baths2,380 sq ft
42 Hollow Oak Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD AUG 27, 2026
$975,000
F
4 beds2 baths1,929 sq ft
119 Manville Rd, Pleasantville, NY 10570
Listing by Realmart Realty LLC

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

Earn from this home

Sell

$718,097

Est. take-home

List your home with Redfin and save $13,104

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,866/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

10 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$2,150,000
5 beds4.5 baths4,278 sq ft
57 Random Farms Cir, Chappaqua, NY 10514
Listing by Serhant LLC
$1,825,000
4 beds3.5 baths3,164 sq ft
25 Helena Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
$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 7 Flag Hl

Year

Property tax

Land + Additions

Assessment*

2026

$21,688 (+1.2%)

$2,650 + $6,950

$9,600

2025

$21,420 (+1.4%)

$2,650 + $6,950

$9,600

2024

$21,132 (−2.1%)

$2,650 + $6,950

$9,600

2023

$21,592 (−2.7%)

$2,650 + $6,950

$9,600

2022

$22,201 (+7.1%)

$2,650 + $6,950

$9,600

2021

$20,735 (−1.8%)

$2,650 + $6,950

$9,600

2020

$21,116 (−1.9%)

$2,650 + $6,950

$9,600

2019

$21,519

$2,650 + $8,350

$11,000

2018

$2,650 + $8,350

$11,000

2017

$2,650 + $8,350

$11,000

2016

$2,650 + $8,350

$11,000

2014

$2,650 + $8,350

$11,000

2013

$2,650 + $8,350

$11,000

2012

$2,650 + $8,350

$11,000

2011

$2,650 + $8,350

$11,000

2010

$2,650 + $11,950

$14,600

2009

$2,650 + $11,950

$14,600

2008

$2,650 + $11,950

$14,600

Tax history for 7 Flag Hl

Year

Property tax

Land + Additions

Assessment*

2026

$21,688 (+1.2%)

$2,650 + $6,950

$9,600

2025

$21,420 (+1.4%)

$2,650 + $6,950

$9,600

2024

$21,132 (−2.1%)

$2,650 + $6,950

$9,600

2023

$21,592 (−2.7%)

$2,650 + $6,950

$9,600

2022

$22,201 (+7.1%)

$2,650 + $6,950

$9,600

2021

$20,735 (−1.8%)

$2,650 + $6,950

$9,600

2020

$21,116 (−1.9%)

$2,650 + $6,950

$9,600

2019

$21,519

$2,650 + $8,350

$11,000

2018

$2,650 + $8,350

$11,000

2017

$2,650 + $8,350

$11,000

2016

$2,650 + $8,350

$11,000

2014

$2,650 + $8,350

$11,000

2013

$2,650 + $8,350

$11,000

2012

$2,650 + $8,350

$11,000

2011

$2,650 + $8,350

$11,000

2010

$2,650 + $11,950

$14,600

2009

$2,650 + $11,950

$14,600

2008

$2,650 + $11,950

$14,600

*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

0.98 Acres

Year renovated

—

Sq. Ft.

2,479

Year built

1969

Style

Single Family Residential

County

Westchester County

APN

553489A09901400020200000000

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

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

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

Interior Features
Interior Features: Chandelier,Eat-in Kitchen,Master Downstairs,Primary Bathroom
Window Features: Skylight(s)
Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Refrigerator, Washer
Flooring: Hardwood
Levels: One
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: Partial,Scuttle
Rooms Total: 8
Basement: Crawl Space

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame, Wood Siding
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Cul-De-Sac, Views

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

Financial

Tax Information
Tax Year: 2018
Tax Source: Municipality
Tax Annual Amount: $22,160

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

School Information
Elementary School: Roaring Brook
Middle Or Junior School: Robert E Bell School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Douglas to Hardscrabble Road to Deborah Lane, right on Flag Hill to #7
County Or Parish: Westchester County

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,479
Stories: —
Lot Size: 0.98 acres
Style: Single Family Residential
Year Built: 1969
Year Renovated: —
County: Westchester County
APN: 553489A09901400020200000000

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.

Robert E Bell School

Public 5-8 • 1.3mi

9/10

Horace Greeley High School

Public 9-12 • 2.7mi

10/10

Bedford Road School

Public K-4 • 0.6mi

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

5/10 Wind Factor

26% 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

$1.25M – $1.51M

Reach more buyers when you sell with Redfin. Save up to $13,104 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.

$1,396,000

3 beds2.5 baths2,420 sq ft

676 Hardscrabble Rd, Chappaqua, NY 10514

Detached studio • Chef kitchen • Premium appliances

Listing by Corcoran Legends Realty

$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.

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 7 Flag Hl

Data from public records.

Address	Redfin Estimate
11 Flag Hill Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2685 Sq. Ft.	$1,148,618
20 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4182 Sq. Ft.	$1,623,588
15 Flag Hill Rd Apartment R0A, Chappaqua, NY 4 Beds \| 3 Baths \| 3569 Sq. Ft.	$1,627,581
308 Mountain Rd, Pleasantville, NY 4 Beds \| 2 Baths \| 3568 Sq. Ft.	$1,370,819
425 Hardscrabble Rd, Briarcliff Manor, NY 4 Beds \| 3 Baths \| 2768 Sq. Ft.	$1,398,952
307 Mountain Rd, Pleasantville, NY 4 Beds \| 2.5 Baths \| 2613 Sq. Ft.	$1,346,096
10 Deborah Ln, Chappaqua, NY 3 Beds \| 3 Baths \| 2821 Sq. Ft.	—

Address	Redfin Estimate
16 Flag Hill Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 4274 Sq. Ft.	$1,747,138
18 Flag Hill Rd, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2940 Sq. Ft.	$1,292,457
22 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3175 Sq. Ft.	$1,646,481
5 Deborah Ln, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3791 Sq. Ft.	$1,458,249
340 Sarles Ln, Pleasantville, NY 3 Beds \| 2 Baths \| 1722 Sq. Ft.	$773,061
400 Hardscrabble Rd, Briarcliff Manor, NY 3 Beds \| 3 Baths \| 2701 Sq. Ft.	$1,232,095
3 Deborah Ln, Chappaqua, NY 4 Beds \| 3 Baths \| 2540 Sq. Ft.	$1,411,471

Address	Redfin Estimate
21 Flag Hill Rd, Chappaqua, NY 5 Beds \| 3 Baths \| 3113 Sq. Ft.	$1,590,611
5 Flag Hill Rd, Chappaqua, NY 5 Beds \| 4 Baths \| 7983 Sq. Ft.	$2,270,480
15 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3569 Sq. Ft.	$1,637,173
334 Sarles Ln, Pleasantville, NY 3 Beds \| 2 Baths \| 1909 Sq. Ft.	$930,349
354 Sarles Ln, Pleasantville, NY 4 Beds \| 2 Baths \| 2600 Sq. Ft.	$1,162,194
2 Deborah Ln, Chappaqua, NY 3 Beds \| 2 Baths \| 2288 Sq. Ft.	$1,277,532
420 Hardscrabble Rd, Chappaqua, NY 4 Beds \| 4 Baths \| 2193 Sq. Ft.	$1,116,556

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2019. This data may not match . Learn more.

More real estate resources

Neighborhoods
Minor Civil Divisions
Cities
Zip Codes
Popular Searches

Sparta homes for sale
Tarrytown Waterfront homes for sale
North Elmsford homes for sale
Scarborough homes for sale
Archville 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.

Bloomfield Township homes for sale
Wilton homes for sale
West Orange Township homes for sale
Wayne Township homes for sale
New Canaan homes for sale

10591 homes for sale
10960 homes for sale
10520 homes for sale
10603 homes for sale
10510 homes for sale

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

Greenwich homes for sale
Manhattan homes for sale
New York homes for sale