Jake seems to have some obsession with maps of New York City today so: The Subway, Historic Districts (pdf format), New York, a city of neighborhoods, Community district profiles, Off-street parking facilities.
From the Fund for the City of New York: Street smoothness study overall and by community district
Download tax blocks (ArcView, MapInfo, or Adobe Illustrator fomat), Zoning, Privately owned public space, High schools, Drainage areas and water polution control plants