Well, Brooklyn is pretty big. I think if it were its own city, it would be the 8th biggest in the US? Having said that, I would still take Harlem because you are in Manhattan. So, in 2005, you could probably get a retail turnkey brownstone for a 1-1.5MM. Now, I am seeing them go for 3-3.5MM. Would that money have gone as far in Brooklyn? Yes, but there was more subprime in areas like Bed-Stuy. I know the Harlem market well and there was no dip after the credit crunch, it just didn't go up for a couple of years/no new condo developments.
I moved to Harlem in 2000. There were not a lot of restaurants and services then. I would say where the family property is in Brooklyn is like Harlem in 2000 from an amenities standpoint. Now, Harlem is like an extension of the Upper West Side.
I know a couple of people in Harlem making a killing on Airbnb by renting out part of their buildings.
What is funny is that my wife and I like LA.