How about my favorite old neighborhood, Uptown/bueno park? Fine living! hah just kidding-don't move there.

It's just an area I like.
I really like the peacefulness of andersonville and befriended a few cool lesbians there. They have a fantastic small rental place and a delicious homestyle japanese kitchen there.
There are nice little houses for rent here and ravenswood area if you're looking for a condo alternative.
My younger, more cool friends love Lincoln park(yuppie), Wicker(seedy), and the Ukrainian village(artsy) area. I have lived in Wrigleyville too. It never quiets down there at night and frat boys are always fighting each other and leaving vomit all over the place. uhg... You'll soon be changing flats if you decide to live there.
It's a fine city. Wherever you live you'll find something you love about it.