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Luxury apartments for rent in Ossining, NYAffordable apartments for rent in Ossining, NYApartments for rent under $2000 in Ossining, NY Senior Apartments Facilities near Ossining, NY · Juniper Village at Chatham · Wilton Commons · Amber Court of Smithtown · Spruce Manor · Springvale Apartments. $2,900. This community has a Studio, 1 Bath Nearby cities include Top 10 Best Apartment Complex Near Ossining, New York (Updated 2026) ; Harbor Square · Apartments · 3 Westerly Road, Ossining, NY 10562. 38 Fawn Ridge, Millwood, NY 10546 ; Building Photo - 1408 Eagle Bay Dr. Get in touch! Register below and a See all 25 Ossining, NY apartments available for rent. $2,348+. More info about Harbor Square · 3 Westerly Road. Check out the nicest apartments currently on the market in Westchester County NY. 1 Bedroom | 1 Bathroom | starting at $2,499 | Available View Gallery. 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