Google street view image for 65 Pleasantville Rd, Ossining, NY 10562

Off market jun 2020 for $390K

$684,777

Est. refi paymentEst. refi $2,845/mo

•

2 ba

•

1,528

sq ft

65 Pleasantville Rd, Ossining, NY 10562

About this home

65 Pleasantville Rd is a 1,528 square foot house on a 8,422 square foot lot with 3 bedrooms and 2 bathrooms. - it last sold on June 03, 2020 for $390,000. Based on Redfin's Ossining data, we estimate the home's value is $684,777.

Single-familyProperty Type

1959Year Built

8,422 sq ftLot Size

$448Est. Price/Sq.Ft.

1 spaceParking

Source:Public Records

Redfin Estimate

$684,777

$295K since sold in June 2020$25K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.8% lower than the average sale price ($697K) of 6 comparable homes.

SOLD AUG 31, 2026
$625,000
A
4 beds2.5 baths1,752 sq ft
10 Susquehanna Rd, Ossining, NY 10562
Listing by Compass Greater NY, LLC
SOLD JUN 25, 2026
$600,000
B
3 beds2 baths1,520 sq ft
15 Prospect Ave, Ossining, NY 10562
Listing by Serhant LLC
SOLD AUG 25, 2026
$887,500
C
3 beds2.5 baths2,026 sq ft
224 Willow Dr, Briarcliff Manor, NY 10510
Listing by Mary Jane Pastor Realty
SOLD AUG 19, 2026
$694,900
D
4 beds3 baths1,742 sq ft
22 Oakbrook Rd, Ossining, NY 10562
Listing by Highline Real Estate Services
SOLD JUL 29, 2026
$750,000
E
3 beds3 baths1,668 sq ft
41 Clinton Ave, Ossining, NY 10562
Listing by Compass Greater NY, LLC
SOLD DEC 22, 2025
$625,000
F
3 beds2 baths1,541 sq ft
6 Leawood Dr, Briarcliff Manor, NY 10562
Listing by Howard Hanna Rand Realty

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$371,386

Est. take-home

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Est. cash available

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Rent

$2,891/mo

Redfin rental estimate

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Market trends in 10562, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.8%

+1.7% MoM

Median sale price

$712K

$17K MoM

Avg. days on market

28d

2 days MoM

Recently sold homes

1 MoM

New listings for sale

$679,000
4 beds2 baths1,376 sq ft
11 Yerks Ln, Ossining, NY 10562
Listing by Schunk Realty Group
$2,995,000
8 beds6.5 baths7,556 sq ft
433 Arcady Rd, Ossining, NY 10562
Listing by Houlihan Lawrence Inc.
$649,000
3 beds2 baths1,596 sq ft
7 Lee Ave, Ossining, NY 10562
Listing by Compass Greater NY, LLC
$425,000
3 beds1.5 baths1,216 sq ft
48 Revolutionary Rd, Ossining, NY 10562
Listing by Lakeshore Realty International
COMING SOON
$899,900
4 beds2.5 baths2,361 sq ft
50 Pinesbridge Rd, Ossining, NY 10562
Listing by Houlihan Lawrence Inc.
$1,100,000
4 beds2.5 baths2,783 sq ft
1199 Estates Dr, Ossining, NY 10562
Listing by ERA Insite Realty Services
$499,000
2 beds2.5 baths1,629 sq ft
53 Hudson Watch Dr, Ossining, NY 10562
Listing by Howard Hanna Rand Realty
FOR SALE BY OWNER
$750,000
4 beds3 baths2,880 sq ft
30 Lincoln Pl, Ossining, NY 10562
See all

Provided by Redfin

Sale history for 65 Pleasantville Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,945 (+0.9%)

$270,400 + $251,500

$521,900

2025

$15,797 (+3.9%)

$270,400 + $251,500

$521,900

2024

$15,207 (+5.2%)

$161,900 + $323,600

$485,500

2023

$14,459 (+0.6%)

$161,900 + $287,900

$449,800

2022

$14,369 (+13.7%)

$161,900 + $237,900

$399,800

2021

$12,632 (−12.7%)

$161,900 + $195,100

$357,000

2020

$14,472 (+2.5%)

$161,900 + $195,100

$357,000

2019

$14,125

$154,200 + $189,600

$343,800

2018

$154,200 + $179,700

$333,900

2017

$154,200 + $176,400

$330,600

2016

$154,200 + $176,400

$330,600

2014

$5,700 + $14,400

$20,100

2013

$5,700 + $14,400

$20,100

2012

$5,700 + $14,400

$20,100

2011

$5,700 + $14,400

$20,100

2010

$5,700 + $14,400

$20,100

2009

$5,700 + $14,400

$20,100

2008

$5,700 + $14,400

$20,100

Tax history for 65 Pleasantville Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,945 (+0.9%)

$270,400 + $251,500

$521,900

2025

$15,797 (+3.9%)

$270,400 + $251,500

$521,900

2024

$15,207 (+5.2%)

$161,900 + $323,600

$485,500

2023

$14,459 (+0.6%)

$161,900 + $287,900

$449,800

2022

$14,369 (+13.7%)

$161,900 + $237,900

$399,800

2021

$12,632 (−12.7%)

$161,900 + $195,100

$357,000

2020

$14,472 (+2.5%)

$161,900 + $195,100

$357,000

2019

$14,125

$154,200 + $189,600

$343,800

2018

$154,200 + $179,700

$333,900

2017

$154,200 + $176,400

$330,600

2016

$154,200 + $176,400

$330,600

2014

$5,700 + $14,400

$20,100

2013

$5,700 + $14,400

$20,100

2012

$5,700 + $14,400

$20,100

2011

$5,700 + $14,400

$20,100

2010

$5,700 + $14,400

$20,100

2009

$5,700 + $14,400

$20,100

2008

$5,700 + $14,400

$20,100

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

Zoning

S-50

Single-Family Residence District

To maintain the character, scale and density of existing single-family residential neighborhoods in the Village of Ossining consistent with the protection and promotion of public health, safety and general welfare.; To encourage homeowners to maintain and improve their properties in keeping with the character of the surrounding neighborhood.

Permitted uses

Include but are not limited to:

Housing-Single unit
Public service
Recreation

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Fuel Type: Oil
Heating Type: Hot Water Steam

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Exterior Wall: Aluminum/Vinyl

Pool Information
Pool Type: Above Ground
Has Pool

Property Information
Subdivision Name: SECTION 90 17
Living Sq. Ft: 1,528
Ground Floor Sq. Ft: 1,528
Building Sq. Ft: 1,528

Parking & Garage Information
# of Parking Spaces: 1
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 8,422
Legal Lot Number: 16
Legal Block Number: 3
School Tax District: OSSINING
Municipality Name: OSSINING
Acres: 0.1933
Depth Footage: 148
Front Footage: 62
State Use Description: SINGLE FAMILY RESID

Utility Information
Sewer Type: Public
Water Service Type: Commercial

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,528
Stories: —
Lot Size: 8,422 square feet
Style: Single Family Residential
Year Built: 1959
Year Renovated: —
County: Westchester County
APN: 554203A09001700030160000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

K - 12
Preschool & daycare

Roosevelt School

Public 5 • Assigned • 0.4mi

5/10

Anne M Dorner Middle School

Public 6-8 • Assigned • 1.1mi

6/10

Ossining High School

Public 9-12 • Assigned • 0.9mi

4/10

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

Ossining, NY • 10562

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

$651,000 – $788,000

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Nearby similar homes

$280,000

2 beds1 bath810 sq ft

30 Campwoods Grounds, Ossining, NY 10562

Eat in kitchen • Hardwood floors • Screened in porch

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FOR SALE BY OWNER

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New listings for sale in 10562

$679,000

4 beds2 baths1,376 sq ft

11 Yerks Ln, Ossining, NY 10562

Screened-in sunroom • Finished lower level • Built-in bar

Listing by Schunk Realty Group

$2,995,000

8 beds6.5 baths7,556 sq ft

433 Arcady Rd, Ossining, NY 10562

40 pristine acres • Caretaker's home • 35.06 acre lot

Listing by Houlihan Lawrence Inc.

$649,000

3 beds2 baths1,596 sq ft

7 Lee Ave, Ossining, NY 10562

Brick fireplace • Updated kitchen • Walkout lower level

Listing by Compass Greater NY, LLC

$425,000

3 beds1.5 baths1,216 sq ft

48 Revolutionary Rd, Ossining, NY 10562

Enclosed front porch • Elevated front patio • 7,304 sq ft lot

Listing by Lakeshore Realty International

COMING SOON

$899,900

4 beds2.5 baths2,361 sq ft

50 Pinesbridge Rd, Ossining, NY 10562

2.8 acres • Screened-in porch • Flagstone patio

Listing by Houlihan Lawrence Inc.

$1,100,000

4 beds2.5 baths2,783 sq ft

1199 Estates Dr, Ossining, NY 10562

Private cul-de-sac • Vaulted ceilings • Stone fireplace

Listing by ERA Insite Realty Services

$499,000

2 beds2.5 baths1,629 sq ft

53 Hudson Watch Dr, Ossining, NY 10562

Eat-in kitchen • Sunken living room • Private stone patio

Listing by Howard Hanna Rand Realty

FOR SALE BY OWNER

$750,000

4 beds3 baths2,880 sq ft

30 Lincoln Pl, Ossining, NY 10562

Completely renovated • New kitchen • Quartz counters

Home values near 65 Pleasantville Rd

Data from public records.

Address	Redfin Estimate
1774 Pleasantville Rd, Briarcliff Manor, NY 4 Beds \| 3.5 Baths \| 4478 Sq. Ft.	$1,377,186
69 Pleasantville Rd, Ossining, NY 3 Beds \| 2 Baths \| 1608 Sq. Ft.	$655,728
1762 Pleasantville Rd, Briarcliff Manor, NY 4 Beds \| 3.5 Baths \| 3111 Sq. Ft.	$1,430,897
9 Osage Dr W, Ossining, NY 3 Beds \| 2 Baths \| 1660 Sq. Ft.	$711,581
1 Yerks Ln, Ossining, NY 4 Beds \| 2 Baths \| 1500 Sq. Ft.	$671,306
2 Osage Dr W, Ossining, NY 2 Beds \| 1 Baths \| 884 Sq. Ft.	$600,077
6 Osage Dr W, Ossining, NY 2 Beds \| 1 Baths \| 868 Sq. Ft.	$543,971

Address	Redfin Estimate
61 Pleasantville Rd, Ossining, NY 3 Beds \| 2 Baths \| 1519 Sq. Ft.	$619,748
61 Pleasantville Rd Apartment A, Ossining, NY 4 Beds \| 2 Baths \| 1418 Sq. Ft.	$617,746
3 Osage Dr E, Ossining, NY 3 Beds \| 1.5 Baths \| 1200 Sq. Ft.	$642,362
3 Yerks Ln, Ossining, NY 4 Beds \| 2 Baths \| 1500 Sq. Ft.	$607,030
13 Osage Dr W, Ossining, NY 3 Beds \| 1 Baths \| 1301 Sq. Ft.	$605,063
5 Osage Dr E, Ossining, NY 3 Beds \| 2 Baths \| 1052 Sq. Ft.	$641,168
20 Susquehanna Rd, Ossining, NY 5 Beds \| 2 Baths \| 1954 Sq. Ft.	$738,768

Address	Redfin Estimate
67 Pleasantville Rd, Ossining, NY 3 Beds \| 1 Baths \| 1054 Sq. Ft.	$552,623
63 Pleasantville Rd, Ossining, NY 4 Beds \| 2.5 Baths \| 1716 Sq. Ft.	$540,703
8 Osage Dr W, Ossining, NY 2 Beds \| 1 Baths \| 1100 Sq. Ft.	$606,179
6 Osage Dr E, Ossining, NY 3 Beds \| 2 Baths \| 1806 Sq. Ft.	$723,501
4 Osage Dr W, Ossining, NY 4 Beds \| 1 Baths \| 1240 Sq. Ft.	$665,554
10 Osage Dr W, Ossining, NY 3 Beds \| 2 Baths \| 1332 Sq. Ft.	$683,082
5 Osage Dr W, Ossining, NY 3 Beds \| 1 Baths \| 1108 Sq. Ft.	$608,410

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