Pineapple St Between Hicks St and Columbia Heights

   

With a name like Pineapple Street, you know that you're in for a big heaping pile of awesome, and these blocks do no disappoint. Lined with houses which could only be described as "prohibitively expensive", the street is about as picturesque as any you could imagine. Looking down towards the dead-end and Columbia Heights, you can see lower Manhattan peeking through the overgrown trees and buildings. It's a breathtaking view.

It wouldn't surprise me if the vast majority of these houses are second homes for the obscenely rich; folks who want to have a place in New York City, but don't need to be in the middle of it all in Manhattan. The architectural styles run the gamut from colonial to brownstone to modern – but they are share the same vibe of "you can't afford this – ever."