77 Apartments for rent in Ossining, NY

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Featured
Starting at $2,225
Updated 11 hrs ago
Avalon Ossining
217 N Highland Ave
Ossining, NY
1 Bedroom
$2,225
2 Bedrooms
$2,875
3 Bedrooms
$3,035
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 $3,000
Updated 6 days ago
35 Main Street
35 Main Street
Ossining, NY
4 Bedrooms
$3,000
Starting at $1,485
Updated 3 hrs ago
798 Brookridge Dr.
798 Brookridge Dr.
Valley Cottage, NY
1 Bedroom
$1,485
Starting at $1,850
Updated 3 hrs ago
70 Howard Street
70 Howard Street
Sleepy Hollow, NY
1 Bedroom
$1,850
Starting at $10,900
Updated 12 hrs ago
15 Random Farms Drive
15 Random Farms Drive
Chappaqua, NY
6 Bedrooms
$10,900
Starting at $6,400
Updated 2 days ago
49 Commodore Road
49 Commodore Road
Chappaqua, NY
4 Bedrooms
$6,400
Starting at $2,650
Updated 2 days ago
155 Washington Avenue
155 Washington Avenue
Pleasantville, NY
3 Bedrooms
$2,650
Starting at $3,900
Updated 4 days ago
568 Manville Road
568 Manville Road
Pleasantville, NY
4 Bedrooms
$3,900
Starting at $6,900
Updated 6 days ago
10 North Lane
10 North Lane
Chappaqua, NY
4 Bedrooms
$6,900
Starting at $2,500
Updated 6 days ago
173 Cortlandt Street
173 Cortlandt Street
Sleepy Hollow, NY
4 Bedrooms
$2,500
Starting at $1,800
Updated 6 days ago
9 Remsen Street
9 Remsen Street
Nyack, NY
2 Bedrooms
$1,800
Starting at $1,900
Updated 6 days ago
20 Tappan Landing
20 Tappan Landing
Tarrytown, NY
2 Bedrooms
$1,900
Starting at $2,700
Updated 6 days ago
125 King Street
125 King Street
Chappaqua, NY
1 Bedroom
$2,700
Starting at $2,800
Updated 6 days ago
70 Howard Street
70 Howard Street
Sleepy Hollow, NY
3 Bedrooms
$2,800
Starting at $2,750
Updated 6 days ago
159 Beekman Avenue
159 Beekman Avenue
Sleepy Hollow, NY
3 Bedrooms
$2,750
Starting at $2,100
Updated 6 days ago
177 White Plains road
177 White Plains road
Tarrytown, NY
2 Bedrooms
$2,100
Starting at $2,195
Updated 7 days ago
28 Windle Park
28 Windle Park
Tarrytown, NY
Studio
$2,195
Starting at $2,650
Updated 7 days ago
86 Lenox Ave.
86 Lenox Ave.
Pleasantville, NY
3 Bedrooms
$2,650
Starting at $3,000
Updated 9 days ago
5 Windle Park
5 Windle Park
Tarrytown, NY
3 Bedrooms
$3,000
Starting at $1,550
Updated 10 days ago
67 Marble Ave
67 Marble Ave
Pleasantville, NY
1 Bedroom
$1,550
Starting at $3,500
Updated 17 days ago
10 Bridge St.
10 Bridge St.
Tarrytown, NY
3 Bedrooms
$3,500
Starting at $2,475
Updated 18 days ago
15 Lawrence Avenue 1
15 Lawrence Avenue 1
Sleepy Hollow, NY
3 Bedrooms
$2,475
Starting at $3,900
Updated 23 days ago
121 Todd Ln
121 Todd Ln
Briarcliff Manor, NY
2 Bedrooms
$3,900
Featured
Starting at $2,350
Updated 1 hr ago
Continuum White Plains
55 Bank St
White Plains, NY
Studio
$2,350
1 Bedroom
$2,695
2 Bedrooms
$3,910
Modern homes with custom finishes and open floor plans. Relax at the sky lounge, swim in the pool or work in the business center. Close to White Plains station for an easy commute.
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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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