Montauk/Camp Hero. Best squatting available in the NYC area.

Mankini

Mankini

I'm a d-bag and got banned.
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Take the Long Island Rail to the end of the line at Montauk and then hike a mile or so east to Camp Hero. It's an abandoned military base with innumerable abandoned buildings, dense underbrush, and serene beaches, if you like beach camping. There are plenty of jobs in Montauk, and for more civilization you can be in the Hamptons in just a few minutes. Suffolk County, and eastern Long Island in general have so much forest land it's unbelievable. A person could camp almost indefinitely here, and survive well.

http://en.wikipedia.org/wiki/Camp_Hero_State_Park

http://www.nysparks.com/parks/97/details.aspx
 
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I wouldn't try living there when its warm outside though, unless things have changed a lot since I've been there last...
 
There were a lot of ticks in the brush. That's the last thing anybody needs is lyme disease. But the location is so sweet. You can be in NYC in 30 minutes; or get a boat ride to CT or MA. When I got there at the end of May 2012, everybody was hiring. I bet there's some good fishing/sailing jobs there.
 
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