Not clear why this is hitting HN today, but these are popular enough in Chicago to be kind of a cliche. No matter how convincing the poster is, I think you'll be disappointed if you plan a trip to visit scenic Galewood.

This was bait enough that I jumped into Google Maps to look at a few random Galewood streets via street view. Obviously very suburban, but looks like it'd make for a nice stroll until you tired of the cookie-cutter layout. Hugh Hefner's childhood home as a bonus.