Open Data NYC
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New York City Data
Includes data on tax lot info, political and administrative boundaries, education, waterfront and more.
NYSGIS Clearinghouse
http://gis.ny.gov/gateway/mg/
Map Warper
New York Public Library's Map Warper is a tool for rectifying historical maps from the NYPL's collections to match today's precise maps.
You can browse already rectified maps or aligning a map yourself.
One of Pratt Library's Graduate Assistants created the video above, which tours the site and shows how to rectify a map.
Census
Census.Gov has all the census info you need!
TIGER Products allow you to download shapefiles and more