105 Apartments for rent in Ossining, NY

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Starting at $2,255
Updated 5 hrs ago
Avalon Ossining
217 N Highland Ave
Ossining, NY
1 Bedroom
$2,255
2 Bedrooms
$3,005
3 Bedrooms
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Convenient Route 9 location near hospital, dining, schools. New apartments have modern features like fireplace, in-unit laundry, walk-in closets and more. Pet friendly. Amenities include pool, gym, playground, fire pit and game room.
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Starting at $2,025
Updated 1 hr ago
73 Spring Street
73 Spring Street
Ossining, NY
1 Bedroom
$2,025
Starting at $1,487
Updated 5 days ago
151 South Highland
151 South Highland
Ossining, NY
1 Bedroom
$1,487
Starting at $4,900
Updated 6 days ago
49 Overlook Road
49 Overlook Road
Ossining, NY
3 Bedrooms
$4,900
Starting at $2,200
Updated 11 days ago
11 Ellis Place
11 Ellis Place
Ossining, NY
2 Bedrooms
$2,200
Starting at $2,925
Updated 12 days ago
22 Spring Pond
22 Spring Pond
Ossining, NY
2 Bedrooms
$2,925
Starting at $1,750
Updated 14 days ago
97 Main Street
97 Main Street
Ossining, NY
1 Bedroom
$1,750
Starting at $2,500
Updated 25 days ago
73 Spring Street
73 Spring Street
Ossining, NY
2 Bedrooms
$2,500
Starting at $4,000
Updated 2 months ago
58 Quaker Bridge Road
58 Quaker Bridge Road
Ossining, NY
4 Bedrooms
$4,000
Starting at $1,950
Updated 4 hrs ago
22 Cottage Place
22 Cottage Place
Tarrytown, NY
1 Bedroom
$1,950
Starting at $1,475
Updated 4 days ago
48 Hudson Terrace
48 Hudson Terrace
Sleepy Hollow, NY
Studio
$1,475
Starting at $2,200
Updated 4 days ago
3 Maiden Lane
3 Maiden Lane
Pleasantville, NY
2 Bedrooms
$2,200
Starting at $3,300
Updated 4 days ago
104 Rice Avenue
104 Rice Avenue
Sleepy Hollow, NY
4 Bedrooms
$3,300
Starting at $2,800
Updated 6 days ago
101 Washington Avenue
101 Washington Avenue
Pleasantville, NY
1 Bedroom
$2,800
Starting at $1,850
Updated 8 days ago
16 Lowerre Pl
16 Lowerre Pl
Valley Cottage, NY
1 Bedroom
$1,850
Starting at $1,495
Updated 9 days ago
109 Sickles
109 Sickles
Nyack, NY
1 Bedroom
$1,495
Starting at $4,300
Updated 9 days ago
23 Edge Water Lane
23 Edge Water Lane
Haverstraw, NY
3 Bedrooms
$4,300
Starting at $3,450
Updated 11 days ago
12 Bacon Hill Road
12 Bacon Hill Road
Pleasantville, NY
3 Bedrooms
$3,450
Starting at $2,500
Updated 13 days ago
738 Commerce Street
738 Commerce Street
Thornwood, NY
3 Bedrooms
$2,500
Starting at $2,650
Updated 14 days ago
86 Lenox Ave.
86 Lenox Ave.
Pleasantville, NY
3 Bedrooms
$2,650
Starting at $2,700
Updated 17 days ago
392 SAW MILL RIVER
392 SAW MILL RIVER
, NY
3 Bedrooms
$2,700
Starting at $1,700
Updated 18 days ago
320 South Broadway
320 South Broadway
Tarrytown, NY
1 Bedroom
$1,700
Starting at $1,225
Updated 18 days ago
122 MAIN Street
122 MAIN Street
Nyack, NY
Studio
$1,225
Starting at $2,700
Updated 20 days ago
11 Windle Park
11 Windle Park
Tarrytown, NY
1 Bedroom
$2,700

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City GuideOssining

What's in a name? In 1813, the town of Ossining, New York, was known as the village of Sing Sing. When the state decided to name a town on the northern part of Mount Pleasant, a local authority on Native Americans suggested the new town should be called Ossinsing, a form of the name Sing Sing. Later, the last s was removed to make it a little easier to pronounce!

The town of Ossining began here in the late 18th century, prospering with industry and the construction of Sing Sing prison. Okay, there's no real harmony in the idea of incarceration, but the name certainly has a harmonic bent.

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.

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