@William S. No, I totally understand that's the case right now. But that wasn't always in those "trendy" neighborhoods. For instance, the Bay View I grew up in was drastically different than the one you see today. I'm also guessing things have or will flatten out in Bay View specifically.
My thought is if you can get in on the next "trendy" neighborhood really low, let it cash flow for the ten or so years until the neighborhood takes off...?
Not that if I decide to get into real estate at all that that would be the only move I'd make. I am currently only feeling things out. As it stands I may take on a few properties like that. Consider them higher risk investments. Higher risk higher reward. I'd probably also try to hedge some of those bets with safer investments as well. At this point its all theoretical. I'm just paper trading here.
I mean, those "trendy" neighborhoods are that way now because some would be investor saw the potential there and took the risk. Those condos were once the abandon building covered in graffiti, that tapas bar was once a corner store that sold almost nothing but malt liquor and scratch offs, that $300,000-$500,000 "craftsmen" was once gutted by the squatters who lived there and referred to as a "crack house". haha.
I guess being a native I wouldn't mind managing a few of those either. Throw this rabbit back in the briar patch.
C'est la vie.