Google street view image for 27 Valley View Rd, Chappaqua, NY 10514

Off market sep 1995 for $400K

$1,517,101

Est. refi paymentEst. refi $3,053/mo

•

2 ba

•

2,929

sq ft

27 Valley View Rd, Chappaqua, NY 10514

About this home

27 Valley View Rd is a 2,929 square foot house on a 1.21 acre lot with 4 bedrooms and 2 bathrooms. - it last sold on September 22, 1995 for $400,000. Based on Redfin's Chappaqua data, we estimate the home's value is $1,517,101.

Single-familyProperty Type

1957Year Built

1.21 acresLot Size

$518Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,517,101

$1.1M since sold in September 1995$22K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.7% lower than the average sale price ($1.74M) of 6 comparable homes.

SOLD MAY 11, 2026
$1,600,000
A
4 beds2.5 baths2,892 sq ft
56 Cross Ridge Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUN 2, 2026
$1,905,000
B
4 beds2.5 baths2,921 sq ft
110 Marcourt Dr, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 22, 2026
$1,455,000
C
3 beds2 baths1,999 sq ft
28 Valley View Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD AUG 7, 2026
$1,950,000
D
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUL 8, 2026
$2,215,000
E
4 beds2.5 baths3,483 sq ft
12 Suzanne Ln, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD MAR 27, 2026
$1,300,033
F
4 beds2.5 baths2,445 sq ft
29 Meadow Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.

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Sell

$1,427,935

Est. take-home

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Refinance

Est. cash available

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Rent

$5,003/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 27 Valley View Rd

Year

Property tax

Land + Additions

Assessment*

2026

$27,785 (+0.2%)

$37,200 + $127,300

$164,500

2025

$27,719 (+1.9%)

$37,200 + $127,300

$164,500

2024

$27,194 (+2.4%)

$37,200 + $127,300

$164,500

2023

$26,549 (+2.4%)

$37,200 + $127,300

$164,500

2022

$25,934 (+1.1%)

$37,200 + $127,300

$164,500

2021

$25,645 (+1.6%)

$37,200 + $127,300

$164,500

2020

$25,248 (+1.3%)

$37,200 + $127,300

$164,500

2019

$24,913

$37,200 + $127,300

$164,500

2018

$37,200 + $127,300

$164,500

2017

$37,200 + $127,300

$164,500

2016

$37,200 + $127,300

$164,500

2014

$37,200 + $127,300

$164,500

2013

$37,200 + $127,300

$164,500

2012

$37,200 + $127,300

$164,500

2011

$37,200 + $119,700

$156,900

2010

$37,200 + $119,700

$156,900

2009

$37,200 + $119,700

$156,900

2008

$37,200 + $119,700

$156,900

Tax history for 27 Valley View Rd

Year

Property tax

Land + Additions

Assessment*

2026

$27,785 (+0.2%)

$37,200 + $127,300

$164,500

2025

$27,719 (+1.9%)

$37,200 + $127,300

$164,500

2024

$27,194 (+2.4%)

$37,200 + $127,300

$164,500

2023

$26,549 (+2.4%)

$37,200 + $127,300

$164,500

2022

$25,934 (+1.1%)

$37,200 + $127,300

$164,500

2021

$25,645 (+1.6%)

$37,200 + $127,300

$164,500

2020

$25,248 (+1.3%)

$37,200 + $127,300

$164,500

2019

$24,913

$37,200 + $127,300

$164,500

2018

$37,200 + $127,300

$164,500

2017

$37,200 + $127,300

$164,500

2016

$37,200 + $127,300

$164,500

2014

$37,200 + $127,300

$164,500

2013

$37,200 + $127,300

$164,500

2012

$37,200 + $127,300

$164,500

2011

$37,200 + $119,700

$156,900

2010

$37,200 + $119,700

$156,900

2009

$37,200 + $119,700

$156,900

2008

$37,200 + $119,700

$156,900

*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 Sq. Ft: 880
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

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

Property Information
Subdivision Name: CHAPPAQUA WOODS SEC #2
Living Sq. Ft: 2,929
Ground Floor Sq. Ft: 2,049
Building Sq. Ft: 3,429

Parking & Garage Information
# of Parking Spaces: 2
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 1,002
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 52,814
Legal Lot Number: 33
Legal Block Number: 2
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 1.2124
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: 4
Baths: 2.0
Sq. Ft.: 2,929
Stories: —
Lot Size: 1.21 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: —
County: Westchester County
APN: 553600A09201000020330000000

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 • 0.6mi

10/10

Robert E Bell School

Public 5-8 • 1.5mi

9/10

Horace Greeley High School

Public 9-12 • 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 4.2 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

$1.44M – $1.75M

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Home values near 27 Valley View Rd

Data from public records.

Address	Redfin Estimate
14 Valley View Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3329 Sq. Ft.	$2,139,316
7 Valley View Road, Chappaqua, NY - Beds \| - Baths \| 3523 Sq. Ft.	—
10 Valley View Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1856 Sq. Ft.	$926,053
40 Valley View Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2382 Sq. Ft.	$1,427,857
47 Valley View Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3132 Sq. Ft.	$2,006,658
12 Brookside Circle, Chappaqua, NY 3 Beds \| 3.5 Baths \| 3807 Sq. Ft.	$1,752,391
1129 Hardscrabble Road, Chappaqua, NY 3 Beds \| 4 Baths \| 4243 Sq. Ft.	$1,617,941

Address	Redfin Estimate
36 Valley View Road, Chappaqua, NY 4 Beds \| 4 Baths \| 4574 Sq. Ft.	$1,974,010
28 Valley View Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1999 Sq. Ft.	$1,445,094
104 Valley View Road, Chappaqua, NY 4 Beds \| 2 Baths \| 3292 Sq. Ft.	$1,459,451
32 Valley View Road, Chappaqua, NY 4 Beds \| 4 Baths \| 5234 Sq. Ft.	$2,133,328
24 Valley View Road, Chappaqua, NY 4 Beds \| 3 Baths \| 2940 Sq. Ft.	$1,839,174
7 High Point Circle, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4099 Sq. Ft.	$2,026,728
8 Brookside Circle, Chappaqua, NY 3 Beds \| 1.5 Baths \| 1350 Sq. Ft.	$1,114,471

Address	Redfin Estimate
48 Valley View Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3672 Sq. Ft.	$1,878,484
18 Valley View Road, Chappaqua, NY 4 Beds \| 3 Baths \| 3456 Sq. Ft.	$1,832,386
46 Valley View Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 3068 Sq. Ft.	$1,631,102
15 Valley View Road, Chappaqua, NY 3 Beds \| 2 Baths \| 3600 Sq. Ft.	$2,170,626
1127 Hardscrabble Road, Chappaqua, NY 3 Beds \| 6 Baths \| 5350 Sq. Ft.	$2,791,083
1111 Hardscrabble Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1765 Sq. Ft.	$1,722,471
11 High Point Circle, Chappaqua, NY 5 Beds \| 3 Baths \| 2856 Sq. Ft.	$1,640,161

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