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Two Bedroom Apartments for Rent in Ossining, NY

68 Rentals
.
  22. 2 BEDS, 2 BATHS
    $3,995

    193 Chappaqua Rd

    193 Chappaqua Rd, Briarcliff Manor Village, NY 10510
  30. Building Photo - 9 Wolden Rd
    2 BEDS, 1 BATH
    $2,550

    9 Wolden Rd

    9 Wolden Rd, Ossining, NY 10562

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Ossining at a Glance

Average Rent

$2,581
(All bedrooms and property types)
Learn more about
Average Rent in Ossining
4

School Rating

out of 10 Rating
Learn more about
Schools in Ossining
34

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Ossining
36

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Ossining

Ossining, NY Apartments for Rent

Nestled along the Hudson River in Westchester County, Ossining combines historical charm with modern convenience. Originally purchased from the Sint Sinck Native Americans in 1685, Ossining has evolved from its historic roots (once called Sing Sing) into a community of over 40,000 residents. Apartments in Ossining provide access to Manhattan via Metro-North Railroad, with commute times averaging under an hour to Grand Central Terminal.

With one-bedroom apartments renting for approximately $2,558 per month, Ossining offers lower housing costs compared to Manhattan while maintaining easy city access. The town encompasses two incorporated villages—the Village of Ossining and part of Briarcliff Manor. Local amenities include waterfront parks, a historic downtown district, and the Old Croton Aqueduct Trail for outdoor recreation. The town features the Ossining Public Library and is served by the Ossining Union Free School District.

Renting in Ossining

Average Rental Rates and Apartment Sizes

Getting Around Ossining

Transportation

66

Somewhat Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
36

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
34

Some Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
Ossining High School

Public High School

Public
Grades 9-12
1,552 Students
GreatSchools Rating
Anne M Dorner Middle School

Public Middle School

Public
Grades 6-8
1,033 Students
GreatSchools Rating
Claremont School

Public Elementary School

Public
Grades 3-4
683 Students
GreatSchools Rating
Roosevelt School

Public Elementary School

Public
Grades 5-5
352 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

Apartments for Rent Near Ossining

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Ossining Apartments for Rent in Your Budget

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