Prince St, Little Italy

Prince traverses a lot of neighborhoods for a couple of blocks -- they change so quickly downtown even locals argue over where one neighborhood ends and one begins. Prince, technically, runs through Nolita, not Little Italy, but it looks like Little Italy, somewhat, around here so what they hay...
I would say that Prince turns into Prince of Nolita around Crosby street although I would probably be met with a lot of contention on that opinion. I say this because the Soho vibe dissipates pretty significantly after Lafayette and it's my review so I can do what I want.
There are a couple of restaurants on the southeast corner that are both pretty good. Hampton Chutney Co has pretty good Indian food that is really cheap so it's perfect for takeout on a lazy night. The corner of Prince and Lafayette is where President James Monroe died. His daughters house used to be here and he died five years to the date of Presidents Adams and Jefferson. Incidentally, it was also American Independence Day which I think is incredibly bizarre.
The block of Prince and Mulberry is taken over by St Anthony's Cathedral. The building across the street from the actual Cathedral is now a school, I believe, and it used to be an "orphan asylum" in the 1800's, whatever that means. A million different horror films flash through my brain whenever I pass this building. It's even creepier now that I know what it used to be.
Across Mott is a block that I think makes arguing over neighborhood boundaries pretty easy. On one side of Prince is the actual original Ray's Pizza. It's one of the more famous pizza places in the city and the founder of it used to make heroin in the basement for a bunch of Italian Crime families. One point: Little Italy. Directly across the street from Rays is Sigerson Morrison, a very posh shoe store, and a bunch of pretentious restaurants. One point: Nolita.
The corner of Prince and Elizabeth is one of my favorite restaurants in the city: Cafe Habana. It's a tiny Cuban joint that is always packed and always on point. It is such a New York restaurant to me for reasons other than it being the first place I ate when I came to look for an apartment. You practically sit on top of other people and no one seems to mind. The food is cheap and authentic and the energy in this place is great.
Nolita is one of the more expensive neighborhoods for no reason in downtown. But, it really is cute. The apartments are tiny and you're always surrounded by people, but there are actual trees and you never run out of stuff to do.