Off market oct 2017 for $595K

$1,148,618

Est. refi paymentEst. refi $7,437/mo

•

2,685

sq ft

11 Flag Hill Rd, Chappaqua, NY 10514

About this home

Single-familyProperty Type

1968Year Built

0.96 acresLot Size

$428Est. Price/Sq.Ft.

2 spacesParking

Listing by Janice Allen • Realty Teams Corp

Bought with Gita Kinney • Douglas Elliman Real Estate

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4729281

Redfin Estimate

$1,148,618

$554K since sold in October 2017$21K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.8% lower than the average sale price ($1.32M) 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
BOUGHT WITH REDFIN AUG 28, 2026
$1,300,501
D
4 beds3 baths2,814 sq ft
46 Bacon Hill Rd, Pleasantville, NY 10570
Listing by Houlihan Lawrence Inc.
SOLD SEP 9, 2026
$1,275,000
E
4 beds2 baths2,332 sq ft
88 Ridgeview Dr, Pleasantville, NY 10570
Listing by Houlihan Lawrence Inc.
SOLD OCT 1, 2026
$980,000
F
3 beds2 baths2,380 sq ft
42 Hollow Oak Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty

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Earn from this home

Sell

$694,603

Est. take-home

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Refinance

Est. cash available

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Rent

$5,057/mo

Redfin rental estimate

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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 11 Flag Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$22,705 (+1.2%)

$2,650 + $7,400

$10,050

2025

$22,424 (+1.4%)

$2,650 + $7,400

$10,050

2024

$22,122 (−2.1%)

$2,650 + $7,400

$10,050

2023

$22,604 (−2.7%)

$2,650 + $7,400

$10,050

2022

$23,241 (+7.1%)

$2,650 + $7,400

$10,050

2021

$21,707 (+3.7%)

$2,650 + $7,400

$10,050

2020

$20,940 (−23.4%)

$2,650 + $7,400

$10,050

2019

$27,321

$2,650 + $7,400

$10,050

2018

$2,650 + $10,750

$13,400

2017

$2,650 + $10,750

$13,400

2016

$2,650 + $10,750

$13,400

2014

$2,650 + $10,750

$13,400

2013

$2,650 + $10,750

$13,400

2012

$2,650 + $10,750

$13,400

2011

$2,650 + $10,750

$13,400

2010

$2,650 + $10,750

$13,400

2009

$2,650 + $10,750

$13,400

2008

$2,650 + $10,750

$13,400

Tax history for 11 Flag Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$22,705 (+1.2%)

$2,650 + $7,400

$10,050

2025

$22,424 (+1.4%)

$2,650 + $7,400

$10,050

2024

$22,122 (−2.1%)

$2,650 + $7,400

$10,050

2023

$22,604 (−2.7%)

$2,650 + $7,400

$10,050

2022

$23,241 (+7.1%)

$2,650 + $7,400

$10,050

2021

$21,707 (+3.7%)

$2,650 + $7,400

$10,050

2020

$20,940 (−23.4%)

$2,650 + $7,400

$10,050

2019

$27,321

$2,650 + $7,400

$10,050

2018

$2,650 + $10,750

$13,400

2017

$2,650 + $10,750

$13,400

2016

$2,650 + $10,750

$13,400

2014

$2,650 + $10,750

$13,400

2013

$2,650 + $10,750

$13,400

2012

$2,650 + $10,750

$13,400

2011

$2,650 + $10,750

$13,400

2010

$2,650 + $10,750

$13,400

2009

$2,650 + $10,750

$13,400

2008

$2,650 + $10,750

$13,400

*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

0.96 Acres

Year renovated

—

Sq. Ft.

2,685

Year built

1968

Style

Single Family Residential

County

Westchester County

APN

553489A09901400020190000000

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: Cathedral Ceiling(s),Eat-in Kitchen,Master Downstairs,Primary Bathroom,Walk-In Closet(s)
Appliances: Electric Water Heater
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: None
Rooms Total: 9
Basement: Crawl Space

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame, Shingle Siding, Wood Siding
Fencing: Fenced
Security Features: Security System
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Level, Part Wooded, Views

Property Information
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2016
Tax Source: Municipality
Tax Annual Amount: $25,748

Financial Information
Buyer Financing: Other

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: Hardscrabble to Deborah to Flag Hill.
County Or Parish: Westchester County

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,685
Stories: —
Lot Size: 0.96 acres
Style: Single Family Residential
Year Built: 1968
Year Renovated: —
County: Westchester County
APN: 553489A09901400020190000000

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

$1.09M – $1.32M

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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

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Renovated condo • $625 HOA • Garage

Listing by Compass Greater NY, LLC

Home values near 11 Flag Hill Rd

Data from public records.

Address	Redfin Estimate
16 Flag Hill Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 4274 Sq. Ft.	$1,747,138
20 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4182 Sq. Ft.	$1,623,588
5 Flag Hill Rd, Chappaqua, NY 5 Beds \| 4 Baths \| 7983 Sq. Ft.	$2,270,480
22 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3175 Sq. Ft.	$1,646,481
425 Hardscrabble Rd, Briarcliff Manor, NY 4 Beds \| 3 Baths \| 2768 Sq. Ft.	$1,398,952
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
7 Flag Hill Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2451 Sq. Ft.	$1,310,399
15 Flag Hill Rd Apartment R0A, Chappaqua, NY 4 Beds \| 3 Baths \| 3569 Sq. Ft.	$1,627,581
15 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3569 Sq. Ft.	$1,637,173
340 Sarles Ln, Pleasantville, NY 3 Beds \| 2 Baths \| 1722 Sq. Ft.	$773,061
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

Address	Redfin Estimate
28 Flag Hill Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4834 Sq. Ft.	$2,008,922
18 Flag Hill Rd, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2940 Sq. Ft.	$1,292,457
25 Flag Hill Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3634 Sq. Ft.	$1,501,406
5 Deborah Ln, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3791 Sq. Ft.	$1,458,249
354 Sarles Ln, Pleasantville, NY 4 Beds \| 2 Baths \| 2600 Sq. Ft.	$1,162,194
10 Deborah Ln, Chappaqua, NY 3 Beds \| 3 Baths \| 2821 Sq. Ft.	—
393 Hardscrabble Rd, Briarcliff Manor, NY 3 Beds \| 2 Baths \| 3538 Sq. Ft.	$1,414,714

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2017. This data may not match . Learn more.

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