I just got back from Pitt, in fact. I picked out a really great apartment in the heart of Shadyside. But squirrel hill is really great too. And I think Regent Square is really a great place to look for a house/condo. There's a decent amount of activity and shopping in Regent Square. And it's a really short hop to Forbes and Murrey in Squirrel Hill. I personally think Greenfield is a little too boring, a little too far out, and a little too hilly (winter is probably hellish if you live in Greenfield) for my taste. I'm not sure I'd be too hot on buying there myself. And Lawrenceville and the strip district do seem a little shady. I think I'd be sketched out to have to walk there at night much.
Yea, I used to live on Cass Avenue in Detroit, which makes anyplace in Pittsburgh look like Chappaqua.You very well could be right about Greenfield. Perhaps it just looks farther than it is. But when I was there I looked at a place in greenfield and knew it looked too far for me. And it's so hilly. But then, it would be a good place to have a family -- that's true. Good luck, anyhow. I guess I'll surely see you this fall.