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Two Bedroom Apartments for Rent in Ossining, NY

32 Rentals
.
  5. Building Photo - Bedford Apartments
    2 BEDS
    $3,450
    Total Monthly Price Total Monthly Price New
    Base Rent$3,450
    Required Monthly FeesNone
    Total Monthly Price$3,450

    Bedford Apartments

    465 Bedford Rd, Pleasantville, NY 10570
  8. Building Photo - 8 Old Albany Post Rd
    2 BEDS, 2 BATHS
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    8 Old Albany Post Rd Unit C

    8 Old Albany Post Rd, Ossining, NY 10562
    Apply
  16. 2 BEDS, 2 BATHS
    $3,500

    6A Raven Way

    6A Raven Way, Pleasantville, NY 10570
  24. 2 BEDS
    $4,431
    Total Monthly Price Total Monthly Price New
    Base Rent$4,338 - $29,820
    Required Monthly Fees$93
    Utilities & EssentialsVaries
    Total Monthly Price$4,431 - $29,913

    Terraces on the Hudson

    217 N Highland Ave, Ossining, NY 10562

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Ossining at a Glance

Average Rent

$2,577
(All bedrooms and property types)
Learn more about
Average Rent in Ossining
4

School Rating

out of 10 Rating
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Schools 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

Education

GreatSchools Rating
Ossining High School

Public High School

Public
Grades 9-12
1,580 Students
GreatSchools Rating
Anne M Dorner Middle School

Public Middle School

Public
Grades 6-8
1,031 Students
GreatSchools Rating
Claremont School

Public Elementary School

Public
Grades K-5
732 Students
GreatSchools Rating
Roosevelt School

Public Elementary School

Public
Grades K-5
374 Students
GreatSchools Rating
Brookside School

Public Elementary School

Public
Grades K-5
673 Students

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

Apartments for Rent Near Ossining

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