385 Roaring Brook Rd, Chappaqua, NY 10514

Off Market Nov 2016 for $1M

$1,801,339

Est. refi paymentEst. refi $7,937/mo

•

3,441

sq ft

385 Roaring Brook Rd, Chappaqua, NY 10514

About this home

Once upon a time, circa 1790, this beautiful home on 2.5 acres had apple orchards and blacksmith shop. Today, the 3441 square foot home has been thoughtfully renovated with today's sought-after amenities. Among the numerous renovations/additions are a large, open kitchen with high ceilings and exposed beams, reclaimed wide plank floors throughout and five fireplaces. A separate 2-car garage with large studio space, an additional 441 sf above offers many opportunities. Recent updates include a cedar roof, central air, new windows and above ground oil tank. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1790Year Built

2.5 acresLot Size

$523Est. Price/Sq.Ft.

8 spacesParking

Listing by Barbara Pagliuca • Houlihan Lawrence Inc.

Bought with Barbara Pagliuca • Houlihan Lawrence Inc.

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4626268

Redfin Estimate

$1,801,339

$761K since sold in November 2016$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.6% higher than the average sale price ($1.69M) of 6 comparable homes.

SOLD JUN 26, 2026
$1,550,000
A
4 beds3 baths3,761 sq ft
39 Mayberry Rd, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUL 15, 2026
$1,955,000
B
4 beds2.5 baths3,496 sq ft
34 Turner Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 7, 2026
$1,950,000
C
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUL 23, 2026
$1,080,000
D
3 beds2.5 baths3,112 sq ft
335 Roaring Brook Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUN 1, 2026
$1,850,000
E
4 beds2.5 baths3,956 sq ft
21 Kitchawan Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 4, 2026
$1,754,000
F
4 beds3 baths3,834 sq ft
20 Cardinal Pl, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC

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Earn from this home

Sell

$1,039,857

Est. take-home

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Refinance

Est. cash available

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Rent

$5,786/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

113.6%

0.2% MoM

Median sale price

$1.7M

$11K MoM

Avg. days on market

17d

0 days MoM

Recently sold homes

11 MoM

New listings for sale

$1,399,000
3 beds3 baths2,821 sq ft
10 Deborah Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
$749,000
3 beds1.5 baths1,414 sq ft
27 Mill River Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
$1,575,000
4 beds2.5 baths2,376 sq ft
9 Lori Ln, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
$1,725,000
4 beds3.5 baths3,581 sq ft
53 W Orchard Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
$1,800,000
4 beds3.5 baths2,913 sq ft
406 Bedford Rd, Chappaqua, NY 10514
Listing by Howard Hanna Rand Realty
See all

Provided by Redfin

Sale history for 385 Roaring Brook Rd

Date

Event

Price

HGMLS #4626268

Nov 11, 2016

Sold

$1,040,000

$302/sq ft

Nov 11, 2016

Price Changed

$1,040,000

$302/sq ft

Aug 30, 2016

Contingent

—

Aug 20, 2016

Price Changed

$1,199,000

$348/sq ft

Jun 9, 2016

Listed

$1,199,000

$348/sq ft

OneKey® MLS as Distributed by MLS Grid #H4626268

Nov 10, 2016

Sold

$1,040,000

$302/sq ft

Jun 9, 2016

Listed

$1,199,000

$348/sq ft

HGMLS #4623169

May 31, 2016

Delisted

—

May 23, 2016

Listed

OneKey® MLS as Distributed by MLS Grid #H4623169

May 31, 2016

Listing Removed

—

May 23, 2016

Listed

$1,300,000

$378/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$36,881 (+0.2%)

$44,000 + $176,000

$220,000

2025

$36,799 (+1.9%)

$44,000 + $176,000

$220,000

2024

$36,111 (+2.4%)

$44,000 + $176,000

$220,000

2023

$35,263 (+2.3%)

$44,000 + $176,000

$220,000

2022

$34,467 (+1.1%)

$44,000 + $176,000

$220,000

2021

$34,109 (+1.6%)

$44,000 + $176,000

$220,000

2020

$33,574 (+1.4%)

$44,000 + $176,000

$220,000

2019

$33,126

$44,000 + $176,000

$220,000

2018

$44,000 + $176,000

$220,000

2017

$44,000 + $176,000

$220,000

2016

$44,000 + $176,000

$220,000

2014

$44,000 + $176,000

$220,000

2013

$44,000 + $176,000

$220,000

2012

$44,000 + $176,000

$220,000

2011

$44,000 + $176,000

$220,000

2010

$44,000 + $176,000

$220,000

2009

$44,000 + $176,000

$220,000

2008

$44,000 + $176,000

$220,000

Tax history for 385 Roaring Brook Rd

Year

Property tax

Land + Additions

Assessment*

2026

$36,881 (+0.2%)

$44,000 + $176,000

$220,000

2025

$36,799 (+1.9%)

$44,000 + $176,000

$220,000

2024

$36,111 (+2.4%)

$44,000 + $176,000

$220,000

2023

$35,263 (+2.3%)

$44,000 + $176,000

$220,000

2022

$34,467 (+1.1%)

$44,000 + $176,000

$220,000

2021

$34,109 (+1.6%)

$44,000 + $176,000

$220,000

2020

$33,574 (+1.4%)

$44,000 + $176,000

$220,000

2019

$33,126

$44,000 + $176,000

$220,000

2018

$44,000 + $176,000

$220,000

2017

$44,000 + $176,000

$220,000

2016

$44,000 + $176,000

$220,000

2014

$44,000 + $176,000

$220,000

2013

$44,000 + $176,000

$220,000

2012

$44,000 + $176,000

$220,000

2011

$44,000 + $176,000

$220,000

2010

$44,000 + $176,000

$220,000

2009

$44,000 + $176,000

$220,000

2008

$44,000 + $176,000

$220,000

*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

109,096

Year renovated

2020

Sq. Ft.

3,441

Year built

1790

Style

Single Family Residential

County

Westchester County

APN

553600A09200700020420000000

Parking Spaces

Basement

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Jun 1, 2025.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Detached

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 5

Heating & Cooling
Cooling: Central Air, Wall/Window Unit(s)
Heating: Hot Water, Oil

Interior Features
Interior Features: Eat-in Kitchen
Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater
Flooring: Carpet
Levels: Three Or More

Room Information
Basement YN: Yes
Attic: Finished
Rooms Total: 9
Basement: Partial

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Balcony
Construction Materials: Clapboard, Frame
Other Structures: Outbuilding
Waterfront YN: No

Property Information
Stories: 3
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Estimated

Financial

Tax Information
Tax Year: 2015
Tax Source: Municipality
Tax Annual Amount: $32,145

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: Seven Bridges Middle School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Roaring Brook Road to Round Hill Rd. 1st driveway (red mailbox) on the left. Exits to Roaring Brook Rd
County Or Parish: Westchester County

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 3,441
Stories: —
Parking Spaces: 8
Basement: No
Accessible: No
Lot Size: 2.5 acres
Style: Single Family Residential
Year Built: 1790
Year Renovated: 2020
County: Westchester County
APN: 553600A09200700020420000000
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Jun 1, 2025

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.

Roaring Brook School

Public K-4 • 0.3mi

10/10

Seven Bridges Middle School

Public 5-8 • 1.7mi

8/10

Horace Greeley High School

Public 9-12 • 0.8mi

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 99° expected this year, 15 days in 30 years

6/10 Wind Factor

27% 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

$1.71M – $2.07M

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Listing by Houlihan Lawrence Inc.

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3 beds1.5 baths1,414 sq ft

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Home values near 385 Roaring Brook Rd

Data from public records.

Address	Redfin Estimate
350 Roaring Brook Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2317 Sq. Ft.	$1,505,481
361 Roaring Brook Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4047 Sq. Ft.	$1,782,756

Address	Redfin Estimate
414 Roaring Brook Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 3581 Sq. Ft.	$1,616,576
400 Roaring Brook Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2958 Sq. Ft.	$1,663,662

Address	Redfin Estimate
415 Roaring Brook Road, Chappaqua, NY 4 Beds \| 4.5 Baths \| 3753 Sq. Ft.	$1,940,627
416 Roaring Brook Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4000 Sq. Ft.	$2,042,586

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2016. This data may not show owner updates. Learn more.

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