Google street view image for 14 Round Hill Rd, Chappaqua, NY 10514

Sold

$2,262,561

Est. refi paymentEst. refi $1,134/mo

•

3.5 ba

•

3,740

sq ft

14 Round Hill Rd, Chappaqua, NY 10514

About this home

Elegant cul-de-sac of impressive homes built by Stuart Bradley. Sweeping green lawns, mature trees, in ground pool. Jalousy porch with 3 patios. Ideal layout, well maintained. Star Exemption. 400 sq. ft. in lower level not incl. in total sq. ft.

Single-familyProperty Type

1964Year Built

1.16 acresLot Size

$605Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$2,262,561

$1.0M since last sold$42K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.9% higher than the average sale price ($1.90M) of 5 comparable homes.

SOLD AUG 7, 2026
$1,950,000
A
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD SEP 24, 2026
$2,020,000
B
4 beds3.5 baths3,124 sq ft
4 Old House Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD AUG 6, 2026
$1,731,000
C
4 beds3.5 baths3,138 sq ft
14 Crossways, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUL 8, 2026
$2,215,000
D
4 beds2.5 baths3,483 sq ft
12 Suzanne Ln, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD MAY 11, 2026
$1,600,000
E
4 beds2.5 baths2,892 sq ft
56 Cross Ridge Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$2,130,605

Est. take-home

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Refinance

Est. cash available

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Rent

$5,804/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

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 14 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$42,089 (+0.2%)

$35,800 + $215,850

$251,650

2025

$41,997 (+1.9%)

$35,800 + $215,850

$251,650

2024

$41,216 (+2.4%)

$35,800 + $215,850

$251,650

2023

$40,250 (+2.3%)

$35,800 + $215,850

$251,650

2022

$39,350 (+1.0%)

$35,800 + $215,850

$251,650

2021

$38,952 (+1.6%)

$35,800 + $215,850

$251,650

2020

$38,340 (+1.4%)

$35,800 + $215,850

$251,650

2019

$37,828

$35,800 + $215,850

$251,650

2018

$35,800 + $215,850

$251,650

2017

$35,800 + $215,850

$251,650

2016

$35,800 + $215,850

$251,650

2014

$35,800 + $215,850

$251,650

2013

$35,800 + $215,850

$251,650

2012

$35,800 + $203,215

$239,015

2011

$35,800 + $203,215

$239,015

2010

$35,800 + $219,200

$255,000

2009

$35,800 + $219,200

$255,000

2008

$35,800 + $219,200

$255,000

Tax history for 14 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$42,089 (+0.2%)

$35,800 + $215,850

$251,650

2025

$41,997 (+1.9%)

$35,800 + $215,850

$251,650

2024

$41,216 (+2.4%)

$35,800 + $215,850

$251,650

2023

$40,250 (+2.3%)

$35,800 + $215,850

$251,650

2022

$39,350 (+1.0%)

$35,800 + $215,850

$251,650

2021

$38,952 (+1.6%)

$35,800 + $215,850

$251,650

2020

$38,340 (+1.4%)

$35,800 + $215,850

$251,650

2019

$37,828

$35,800 + $215,850

$251,650

2018

$35,800 + $215,850

$251,650

2017

$35,800 + $215,850

$251,650

2016

$35,800 + $215,850

$251,650

2014

$35,800 + $215,850

$251,650

2013

$35,800 + $215,850

$251,650

2012

$35,800 + $203,215

$239,015

2011

$35,800 + $203,215

$239,015

2010

$35,800 + $219,200

$255,000

2009

$35,800 + $219,200

$255,000

2008

$35,800 + $219,200

$255,000

*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

3.5

Stories

—

Lot width

—

Lot depth

—

Lot size

1.16 Acres

Year renovated

—

Sq. Ft.

3,740

Year built

1964

Style

Single Family Residential

County

Westchester County

APN

553600A09200700020290000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

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.

Roaring Brook School

Public K-4 • 0.5mi

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

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

$2.15M – $2.60M

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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 14 Round Hill Rd

Data from public records.

Address	Redfin Estimate
5 Round Hill Place, Chappaqua, NY 5 Beds \| 3 Baths \| 5313 Sq. Ft.	$2,341,472
3 Round Hill Place, Chappaqua, NY 5 Beds \| 5 Baths \| 5285 Sq. Ft.	$3,271,758
17 Round Hill Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3159 Sq. Ft.	$1,796,079
9 Round Hill Place, Chappaqua, NY 5 Beds \| 4 Baths \| 5959 Sq. Ft.	$3,030,659
19 Round Hill Place, Chappaqua, NY 4 Beds \| 4.5 Baths \| 7000 Sq. Ft.	$3,447,786
18 Hayrake Lane, Chappaqua, NY 5 Beds \| 3 Baths \| 2885 Sq. Ft.	$2,046,116
361 Roaring Brook Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4047 Sq. Ft.	$1,862,378

Address	Redfin Estimate
1 Round Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3164 Sq. Ft.	$2,118,244
20 Round Hill Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4173 Sq. Ft.	$2,250,001
8 Round Hill Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4730 Sq. Ft.	$2,586,667
11 Round Hill Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4740 Sq. Ft.	$2,446,106
21 Round Hill Place, Chappaqua, NY 3 Beds \| 4 Baths \| 5288 Sq. Ft.	$3,212,242
6 Hayrake Lane, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3507 Sq. Ft.	$2,215,656
374 Roaring Brook Road, Chappaqua, NY 3 Beds \| 3 Baths \| 4855 Sq. Ft.	$1,463,919

Address	Redfin Estimate
2 Round Hill Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 3060 Sq. Ft.	$1,520,127
5 Round Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3623 Sq. Ft.	$2,587,551
27 Round Hill Place, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3786 Sq. Ft.	$2,537,987
23 Round Hill Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3230 Sq. Ft.	$1,947,505
350 Roaring Brook Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2317 Sq. Ft.	$1,629,051
15 Wolfs Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3332 Sq. Ft.	$2,120,181
10 Wolfs Hill Road, Chappaqua, NY 2 Beds \| 2 Baths \| 1900 Sq. Ft.	$1,227,490

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