Google street view image for 41 Wynnewood Rd, Chappaqua, NY 10514

Sold

$1,357,525

Est. refi paymentEst. refi $1,673/mo

•

3 ba

•

2,747

sq ft

41 Wynnewood Rd, Chappaqua, NY 10514

About this home

Mint! Move-in. Beautifully Appointed. New Addition & Renovations, Recessed Lighting, Blt-ins. Walkways & Patio Redone. Professionally Landscaped Nestled In Family Neighborhood. Exterior Painted-1998. Septic Upgraded. Walk To Town! Internet:www. Holmeschappaqua. Com

Single-familyProperty Type

1956Year Built

0.41 acresLot Size

$494Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,357,525

$829K since sold in October 2000$43K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.3% higher than the average sale price ($1.23M) of 6 comparable homes.

SOLD AUG 24, 2026
$1,299,000
A
3 beds3 baths2,444 sq ft
816 Hardscrabble Rd, Chappaqua, NY 10514
Listing by eXp Realty
SOLD SEP 10, 2026
$1,475,000
B
3 beds2.5 baths2,178 sq ft
26 Meadow Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD AUG 21, 2026
$1,147,080
C
3 beds3 baths1,869 sq ft
28 Summit Pl, Pleasantville, NY 10570
Listing by Howard Hanna Rand Realty
SOLD JUL 30, 2026
$1,200,000
D
3 beds2.5 baths2,048 sq ft
7 Hays Hill Rd, Pleasantville, NY 10570
Listing by Corcoran Baer & McIntosh
SOLD OCT 16, 2026
$915,000
E
3 beds2 baths1,825 sq ft
460 Washington Ave, Pleasantville, NY 10570
Listing by Compass Greater NY, LLC
SOLD APR 10, 2026
$1,350,000
F
3 beds3 baths2,364 sq ft
200 S Bedford Rd, Chappaqua, NY 10514
Listing by Keller Williams Realty Partner

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Earn from this home

Sell

$1,277,518

Est. take-home

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Refinance

Est. cash available

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Rent

$5,028/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 TODAY, 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 41 Wynnewood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$20,980 (+0.4%)

$18,100 + $110,900

$129,000

2025

$20,898 (+14.4%)

$18,100 + $110,900

$129,000

2024

$18,260 (−14.5%)

$18,100 + $110,900

$129,000

2023

$21,366 (+2.9%)

$18,100 + $110,900

$129,000

2022

$20,772 (+1.3%)

$18,100 + $110,900

$129,000

2021

$20,508 (+1.4%)

$18,100 + $110,900

$129,000

2020

$20,231 (+11.1%)

$18,100 + $110,900

$129,000

2019

$18,204

$18,100 + $110,900

$129,000

2018

$18,100 + $110,900

$129,000

2017

$18,100 + $110,900

$129,000

2016

$18,100 + $110,900

$129,000

2014

$18,100 + $110,900

$129,000

2013

$18,100 + $110,900

$129,000

2012

$18,100 + $110,900

$129,000

2011

$18,100 + $110,900

$129,000

2010

$18,100 + $110,900

$129,000

2009

$18,100 + $110,900

$129,000

2008

$18,100 + $110,900

$129,000

Tax history for 41 Wynnewood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$20,980 (+0.4%)

$18,100 + $110,900

$129,000

2025

$20,898 (+14.4%)

$18,100 + $110,900

$129,000

2024

$18,260 (−14.5%)

$18,100 + $110,900

$129,000

2023

$21,366 (+2.9%)

$18,100 + $110,900

$129,000

2022

$20,772 (+1.3%)

$18,100 + $110,900

$129,000

2021

$20,508 (+1.4%)

$18,100 + $110,900

$129,000

2020

$20,231 (+11.1%)

$18,100 + $110,900

$129,000

2019

$18,204

$18,100 + $110,900

$129,000

2018

$18,100 + $110,900

$129,000

2017

$18,100 + $110,900

$129,000

2016

$18,100 + $110,900

$129,000

2014

$18,100 + $110,900

$129,000

2013

$18,100 + $110,900

$129,000

2012

$18,100 + $110,900

$129,000

2011

$18,100 + $110,900

$129,000

2010

$18,100 + $110,900

$129,000

2009

$18,100 + $110,900

$129,000

2008

$18,100 + $110,900

$129,000

*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

0.41 Acres

Year renovated

—

Sq. Ft.

2,747

Year built

1956

Style

Single Family Residential

County

Westchester County

APN

553600A10000600020490000000

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.

Robert E Bell School

Public 5-8 • 0.7mi

9/10

Horace Greeley High School

Public 9-12 • 1.7mi

10/10

Douglas G Grafflin School

Public PreK-4 • 1.4mi

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 4.3 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

$1.29M – $1.56M

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Nearby similar homes

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Land— sq ft

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New listings for sale in 10514

OPEN TODAY, 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 41 Wynnewood Rd

Data from public records.

Address	Redfin Estimate
5 Wynnewood Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2208 Sq. Ft.	$1,151,462
21 Wynnewood Road, Chappaqua, NY 2 Beds \| 3 Baths \| 1768 Sq. Ft.	$1,212,305
22 Wynnewood Road, Chappaqua, NY 5 Beds \| 3 Baths \| 2524 Sq. Ft.	$1,261,433
73 Park Drive, Chappaqua, NY 3 Beds \| 2 Baths \| 2709 Sq. Ft.	$1,277,578
11 Martha Place, Chappaqua, NY 3 Beds \| 3.5 Baths \| 3571 Sq. Ft.	$1,408,474
32 Martha Place, Chappaqua, NY 4 Beds \| 2.5 Baths \| 1938 Sq. Ft.	$1,067,392
65 Park Drive, Chappaqua, NY 2 Beds \| 3 Baths \| 2618 Sq. Ft.	$1,168,526

Address	Redfin Estimate
44 Wynnewood Road, Chappaqua, NY 2 Beds \| 2 Baths \| 1922 Sq. Ft.	$1,118,029
31 Wynnewood Road, Chappaqua, NY 4 Beds \| 3 Baths \| 2420 Sq. Ft.	$1,602,949
36 Park Drive, Chappaqua, NY 3 Beds \| 2 Baths \| 1997 Sq. Ft.	$1,019,442
40 Martha Place, Chappaqua, NY 3 Beds \| 2 Baths \| 3042 Sq. Ft.	$1,533,346
46 Park Drive, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2242 Sq. Ft.	$1,132,523
56 Martha Place, Chappaqua, NY 3 Beds \| 2 Baths \| 2579 Sq. Ft.	$1,302,514
76 Park Drive, Chappaqua, NY 3 Beds \| 2 Baths \| 1524 Sq. Ft.	$1,052,564

Address	Redfin Estimate
12 Wynnewood Road, Chappaqua, NY 4 Beds \| 2 Baths \| 1904 Sq. Ft.	$1,288,425
34 Wynnewood Road, Chappaqua, NY 2 Beds \| 2 Baths \| 2022 Sq. Ft.	$1,036,332
5 Peck Place, Chappaqua, NY 3 Beds \| 2 Baths \| 2041 Sq. Ft.	$1,361,199
84 Park Drive, Chappaqua, NY 3 Beds \| 1.5 Baths \| 1289 Sq. Ft.	$981,785
39 Dunbow Drive, Chappaqua, NY 4 Beds \| 2.5 Baths \| 1890 Sq. Ft.	$1,258,588
63 Martha Place, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3229 Sq. Ft.	$1,647,244
70 Park Drive, Chappaqua, NY 2 Beds \| 1 Baths \| 904 Sq. Ft.	$674,760

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