Ablarc -- There's plenty of adventure to be found on my side of the Callahan Tunnel. Take Eagle Hill: it's as diverse a neighborhood as you'll find in Boston. There are stunning examples of Victorians that in better days, would rival some of the finer homes on the Jamaica Way. But Eagle Hill is in the glide path of Runway 15/33, and is therefore, it's a less-than-desirable address. The result is < 35% owner occupancy, lots of Section 8 housing, and pockets of aggressive criminal enterprise.
The root causes of current ills would make quite a book too. If you make a place undesirable through ill-conceived public policy, you'll create a nest for undesirable activities.