Google satellite image for 44 Deerfield Rd, Chappaqua, NY 10514

Sold

$2,326,987

Est. refi paymentEst. refi $4,407/mo

•

4 ba

•

5,332

sq ft

44 Deerfield Rd, Chappaqua, NY 10514

About this home

Lovely Colonial On Level, Private Acre Plus At End Of Cul-de-sac. Hardwood Floors, Central Air, Central Vac, Bright, Sunny, Open. No Showings Before 11:00 Am. Property Disclosure On File.

Single-familyProperty Type

1976Year Built

1.21 acresLot Size

$436Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$2,326,987

$1.5M since sold in August 1997$59K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.1% higher than the average sale price ($1.92M) of 6 comparable homes.

SOLD SEP 24, 2026
$2,020,000
A
4 beds3.5 baths3,124 sq ft
4 Old House Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 8, 2026
$2,215,000
B
4 beds2.5 baths3,483 sq ft
12 Suzanne Ln, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD SEP 23, 2026
$1,188,000
C
4 beds2.5 baths3,953 sq ft
11 Kitchel Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD SEP 14, 2026
$2,155,000
D
4 beds3.5 baths3,010 sq ft
16 Fox Den Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD AUG 7, 2026
$1,950,000
E
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD OCT 14, 2026
$2,000,000
F
4 beds3 baths3,288 sq ft
12 Brandon Dr, Mount Kisco, NY 10549
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$2,191,333

Est. take-home

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Refinance

Est. cash available

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Rent

$6,079/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 44 Deerfield Rd

Year

Property tax

Land + Additions

Assessment*

2026

$46,156 (+0.2%)

$70,000 + $206,375

$276,375

2025

$46,058 (+1.9%)

$70,000 + $206,375

$276,375

2024

$45,204 (+2.4%)

$70,000 + $206,375

$276,375

2023

$44,145 (+2.3%)

$70,000 + $206,375

$276,375

2022

$43,164 (+1.0%)

$70,000 + $206,375

$276,375

2021

$42,736 (−10.3%)

$70,000 + $206,375

$276,375

2020

$47,640 (+1.4%)

$70,000 + $243,400

$313,400

2019

$47,003

$70,000 + $243,400

$313,400

2018

$70,000 + $243,400

$313,400

2017

$70,000 + $243,400

$313,400

2016

$70,000 + $243,400

$313,400

2014

$70,000 + $243,400

$313,400

2013

$70,000 + $243,400

$313,400

2012

$70,000 + $243,400

$313,400

2011

$70,000 + $243,400

$313,400

2010

$70,000 + $243,400

$313,400

2009

$70,000 + $243,400

$313,400

2008

$70,000 + $243,400

$313,400

Tax history for 44 Deerfield Rd

Year

Property tax

Land + Additions

Assessment*

2026

$46,156 (+0.2%)

$70,000 + $206,375

$276,375

2025

$46,058 (+1.9%)

$70,000 + $206,375

$276,375

2024

$45,204 (+2.4%)

$70,000 + $206,375

$276,375

2023

$44,145 (+2.3%)

$70,000 + $206,375

$276,375

2022

$43,164 (+1.0%)

$70,000 + $206,375

$276,375

2021

$42,736 (−10.3%)

$70,000 + $206,375

$276,375

2020

$47,640 (+1.4%)

$70,000 + $243,400

$313,400

2019

$47,003

$70,000 + $243,400

$313,400

2018

$70,000 + $243,400

$313,400

2017

$70,000 + $243,400

$313,400

2016

$70,000 + $243,400

$313,400

2014

$70,000 + $243,400

$313,400

2013

$70,000 + $243,400

$313,400

2012

$70,000 + $243,400

$313,400

2011

$70,000 + $243,400

$313,400

2010

$70,000 + $243,400

$313,400

2009

$70,000 + $243,400

$313,400

2008

$70,000 + $243,400

$313,400

*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

1.21 Acres

Year renovated

—

Sq. Ft.

5,332

Year built

1976

Style

Single Family Residential

County

Westchester County

APN

553600A09200700020160000000

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 • 0.6mi

10/10

Seven Bridges Middle School

Public 5-8 • 1.5mi

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

$2.21M – $2.68M

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Nearby similar homes

OPEN SAT, 12PM TO 2PM

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Land— sq ft

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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 44 Deerfield Rd

Data from public records.

Address	Redfin Estimate
35 Deerfield Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4526 Sq. Ft.	$2,028,267
40 Deerfield Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2449 Sq. Ft.	$1,631,906
29 Deerfield Rd, Chappaqua, NY 4 Beds \| 5 Baths \| 4337 Sq. Ft.	$2,385,099
5 Round Hill Pl, Chappaqua, NY 5 Beds \| 3 Baths \| 5313 Sq. Ft.	$2,341,472
18 Hayrake Ln, Chappaqua, NY 5 Beds \| 3 Baths \| 2885 Sq. Ft.	$2,046,116
51 Kerry Ln, Chappaqua, NY 4 Beds \| 5 Baths \| 7492 Sq. Ft.	$3,658,439
25 Kerry Ln, Chappaqua, NY 4 Beds \| 3 Baths \| 3591 Sq. Ft.	$1,692,959

Address	Redfin Estimate
36 Deerfield Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 4241 Sq. Ft.	$2,215,014
30 Deerfield Rd, Chappaqua, NY 3 Beds \| 4 Baths \| 3106 Sq. Ft.	$1,786,221
45 Deerfield Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3080 Sq. Ft.	$2,087,795
18 Sunset Dr, Chappaqua, NY 5 Beds \| 4.5 Baths \| 6058 Sq. Ft.	$2,995,652
3 Round Hill Pl, Chappaqua, NY 5 Beds \| 5 Baths \| 5285 Sq. Ft.	$3,271,758
15 Sunset Dr, Chappaqua, NY 5 Beds \| 4.5 Baths \| 5306 Sq. Ft.	$2,333,408
45 Kerry Ln, Chappaqua, NY 4 Beds \| 7.5 Baths \| 9970 Sq. Ft.	$5,091,340

Address	Redfin Estimate
25 Deerfield Rd, Chappaqua, NY 6 Beds \| 4 Baths \| 5672 Sq. Ft.	$2,291,150
24 Deerfield Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4771 Sq. Ft.	$2,229,813
20 Deerfield Rd, Chappaqua, NY 5 Beds \| 3 Baths \| 3464 Sq. Ft.	$1,843,293
15 Hayrake Ln, Chappaqua, NY 4 Beds \| 5.5 Baths \| 6805 Sq. Ft.	$3,892,251
20 Round Hill Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 4173 Sq. Ft.	$2,250,001
21 Kerry Ln, Chappaqua, NY 6 Beds \| 5.5 Baths \| 4876 Sq. Ft.	$3,276,382
17 Round Hill Rd, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3159 Sq. Ft.	$1,796,079

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