Google street view image for 20 Round Hill Rd, Chappaqua, NY 10514

Off market nov 1987 for $795K

$2,250,001

Est. refi paymentEst. refi $3,776/mo

•

3.5 ba

•

4,173

sq ft

20 Round Hill Rd, Chappaqua, NY 10514

About this home

20 Round Hill Rd is a 4,173 square foot house on a 1.18 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on November 06, 1987 for $795,000. Based on Redfin's Chappaqua data, we estimate the home's value is $2,250,001.

Single-familyProperty Type

1963Year Built

1.18 acresLot Size

$539Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,250,001

$1.5M since sold in November 1987$19K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.2% higher than the average sale price ($1.94M) 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 23, 2026
$1,188,000
B
4 beds2.5 baths3,953 sq ft
11 Kitchel Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD AUG 25, 2026
$2,310,018
C
5 beds4.5 baths4,489 sq ft
1 Hitching Post Ln, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
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 SEP 24, 2026
$2,020,000
E
4 beds3.5 baths3,124 sq ft
4 Old House Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.

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Earn from this home

Sell

$2,118,766

Est. take-home

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Refinance

Est. cash available

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Rent

$5,801/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 20 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$46,045 (−0.8%)

$90,000 + $191,850

$281,850

2025

$46,401 (+2.0%)

$90,000 + $191,850

$281,850

2024

$45,508 (+2.6%)

$90,000 + $191,850

$281,850

2023

$44,365 (+6.7%)

$90,000 + $191,850

$281,850

2022

$41,581 (+0.7%)

$90,000 + $191,850

$281,850

2021

$41,277 (+1.7%)

$90,000 + $191,850

$281,850

2020

$40,596 (+1.6%)

$90,000 + $191,850

$281,850

2019

$39,951

$90,000 + $191,850

$281,850

2018

$90,000 + $191,850

$281,850

2017

$90,000 + $172,750

$262,750

2016

$90,000 + $172,750

$262,750

2014

$90,000 + $200,000

$290,000

2013

$90,000 + $200,000

$290,000

2012

$90,000 + $200,000

$290,000

2011

$90,000 + $200,000

$290,000

2010

$90,000 + $200,000

$290,000

2009

$90,000 + $200,000

$290,000

2008

$90,000 + $200,000

$290,000

Tax history for 20 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$46,045 (−0.8%)

$90,000 + $191,850

$281,850

2025

$46,401 (+2.0%)

$90,000 + $191,850

$281,850

2024

$45,508 (+2.6%)

$90,000 + $191,850

$281,850

2023

$44,365 (+6.7%)

$90,000 + $191,850

$281,850

2022

$41,581 (+0.7%)

$90,000 + $191,850

$281,850

2021

$41,277 (+1.7%)

$90,000 + $191,850

$281,850

2020

$40,596 (+1.6%)

$90,000 + $191,850

$281,850

2019

$39,951

$90,000 + $191,850

$281,850

2018

$90,000 + $191,850

$281,850

2017

$90,000 + $172,750

$262,750

2016

$90,000 + $172,750

$262,750

2014

$90,000 + $200,000

$290,000

2013

$90,000 + $200,000

$290,000

2012

$90,000 + $200,000

$290,000

2011

$90,000 + $200,000

$290,000

2010

$90,000 + $200,000

$290,000

2009

$90,000 + $200,000

$290,000

2008

$90,000 + $200,000

$290,000

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

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Air Conditioning Type: Central
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Frame Wood

Pool Information
Pool Type: Gunite
Has Pool

Property Information
Subdivision Name: SECTION 927
Living Sq. Ft: 4,173
Ground Floor Sq. Ft: 2,178
Building Sq. Ft: 4,673

Parking & Garage Information
# of Parking Spaces: 3
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 500
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 51,497
Legal Lot Number: 28
Legal Block Number: 2
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 1.1822
Zoning Code: R-1A
State Use Description: SINGLE FAMILY RESID

Utility Information
Water Service Type: Commercial

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,173
Stories: —
Lot Size: 1.18 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Westchester County
APN: 553600A09200700020280000000

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.

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

$2.14M – $2.59M

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New listings for sale in 10514

OPEN SUN, 12PM TO 2PM

$799,000

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Home values near 20 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
8 Round Hill Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4730 Sq. Ft.	$2,586,667
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
10 Wolfs Hill Road, Chappaqua, NY 2 Beds \| 2 Baths \| 1900 Sq. Ft.	$1,227,490

Address	Redfin Estimate
1 Round Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3164 Sq. Ft.	$2,118,244
5 Round Hill Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3623 Sq. Ft.	$2,587,551
14 Round Hill Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3740 Sq. Ft.	$2,262,561
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
21 Kerry Lane, Chappaqua, NY 6 Beds \| 5.5 Baths \| 4876 Sq. Ft.	$3,276,382
14 Wolfs Hill Road, Chappaqua, NY 5 Beds \| 4.5 Baths \| 4527 Sq. Ft.	$2,780,191

Address	Redfin Estimate
2 Round Hill Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 3060 Sq. Ft.	$1,520,127
17 Round Hill Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3159 Sq. Ft.	$1,796,079
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
361 Roaring Brook Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4047 Sq. Ft.	$1,862,378
10 Hayrake Lane, Chappaqua, NY 4 Beds \| 4.5 Baths \| 4577 Sq. Ft.	$2,065,543

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