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93 Apartments for rent in Ossining, NY

Read Guide >
Last updated April 19 at 12:43pm UTC
72 Croton Avenue
Ossining
Ossining, NY
Updated April 10 at 10:11am UTC
1 Bedroom
$1,425
35 Main Street
Ossining
Ossining, NY
Updated April 4 at 11:15am UTC
4 Bedrooms
$2,800
11 Maurice Ave
Ossining
Ossining, NY
Updated April 1 at 10:39am UTC
2 Bedrooms
$2,000
73 Spring Street
Ossining
Ossining, NY
Updated March 31 at 9:01am UTC
1 Bedroom
$1,995
11 Maurice Avenue
Ossining
Ossining, NY
Updated March 29 at 4:21pm UTC
Studio
$2,000
18 Maurice Agenue
Ossining
Ossining, NY
Updated March 20 at 11:01am UTC
Studio
$1,400
70 Howard Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 19 at 12:43pm UTC
1 Bedroom
$1,850
Results within 5 miles of Ossining, NY
1 Hale Hollow Rd
Croton-on-Hudson
Croton-on-Hudson, NY
Updated April 19 at 3:35am UTC
2 Bedrooms
$2,495
86 Lenox Ave.
Pleasantville
Pleasantville, NY
Updated April 18 at 10:04am UTC
3 Bedrooms
$2,650
Southernly Pointe Drive
Haverstraw
Haverstraw, NY
Updated April 18 at 1:32am UTC
1 Bedroom
$1,950
Southernly Pointe Drive
Haverstraw
Haverstraw, NY
Updated April 18 at 1:31am UTC
2 Bedrooms
$2,995
85 Cortlandt Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 15 at 7:48pm UTC
2 Bedrooms
$1,950
173 Cortlandt Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 14 at 3:50am UTC
4 Bedrooms
$2,500
85 Cortlandt Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 14 at 3:50am UTC
Studio
$1,200
70 Howard Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 13 at 7:40pm UTC
3 Bedrooms
$2,800
148 Cortlandt Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 12 at 8:48pm UTC
4 Bedrooms
$2,500
131 Beekman Ave
Tarrytown
Tarrytown, NY
Updated April 12 at 3:17pm UTC
2 Bedrooms
$2,650
8 Parkway Terrace
Pleasantville
Pleasantville, NY
Updated April 12 at 6:30am UTC
2 Bedrooms
$2,350
40 Martha Place
Chappaqua
Chappaqua, NY
Updated April 16 at 10:53pm UTC
4 Bedrooms
$7,150
49 Commodore Road
Chappaqua
Chappaqua, NY
Updated April 13 at 10:49pm UTC
3 Bedrooms
$6,400
41 Stone Ave.
Ossining
Ossining, NY
Updated April 15 at 11:03am UTC
3 Bedrooms
$2,700
41 Depeyster Street
Sleepy Hollow
Sleepy Hollow, NY
Updated April 18 at 11:01am UTC
2 Bedrooms
$1,900
44 Garrigan Ave
Thornwood
Thornwood, NY
Updated April 12 at 3:16pm UTC
2 Bedrooms
$1,850
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City Guide
Ossining
Moving to Town

Perched at the widest spot on the Hudson River, on its most eastern shore, many rental homes in Ossining's village have lovely views of the water. While this is certainly one of the most coveted locations in town, regardless of the neighborhood you choose, you should allow 30 days to find the home you want in this community. It won't be a painful hunt, but it can require a little patience and dedication to find exactly the right spot.

Looking for one-bedroom apartments, two-bedroom apartments or condo rentals in Ossining? You'll find plenty of potential residences in a busy town that includes Ossining Village within its boundaries, once a separate entity. You'll also find a great deal of history here. The downtown area's historic district includes a wide variety of late 19th-century and early-20th century buildings including banks, churches, a village hall and a former post office. The entire district is listed on the National Register of Historic Places, with its entire history intact.

Neighborhoods

Ossining is a pretty small town and has only two distinct sections: in the center of town and outside the center of town.

Village Center: You'll find small- to medium-size apartment complexes and homes in this area, urban by density. A mix of owners and renters reside in buildings mostly constructed between 1970 and 1999, with some older properties built before 1940.

Sparta: Away from the center of town, you'll find some historic residences here built prior to 1939, as well as a solid mix of buildings constructed after 1970, including some high-rise apartments and medium-size apartment complexes and homes on tree-lined streets. History and Harmony

If you're a fan of the advertising industry depicted on television's Mad Men, then you may note that Don Draper, the classic antagonist, housed his family in Ossining on the first three seasons.

Arts and entertainment, such as local theater, movie nights and year-round farmers' markets are a vital part of the community. No current listings for screenings of_ Mad Men_ are included in the town's busy entertainment calendar.