I live literally within walking distance of the Looney mansion. There's a book called "Citadel of Sin" by Richard Hamer that has all the information possible on the subject of Looney and his operation.The move "Road to Perdition" was a big deal around here, the house in the movie is a bit more massive and impressive than the actual Looney mansion that is in a bit of disrepair, but still an impressive place. 2 story library in the place with stained glass windows you can see from the street. His "lieutenants' house is on the property as well, but I think that has been owned for the same family for quite a while and is in good shape. When I was younger I worked at the hotel where Conner Looney was gunned down in front of. Both John and Conner Looney are buried in unmarked graves here in Chippiannock Cemetery.
I think Road to Perdition kind of made him out to be something more than he was. I don't believe he had a real working relationship with Capone and the Outfit. It seemed to me his main thing was extorting local businessmen and politicians by staging compromising photos (like having a prostitute sit on their lap in a bar) and threatening to run the photos in the local paper he was owner and publisher of. And he was more a political fixer type guy, than "gangster" in the sense of organized crime.
