Yes I realized this won't be done with a few clicks. That's OK. I already have RPG City Creator and it looks like the most promising candidate with Photoshop effects. (If only RPGCC could use a given landscape and build coastal cities... but I can solve that.) Seems I'll play around with the methods in the Fastest Town and modify them to produce flat tops. I'll also need to dig up a good railway tutorial. A little bit of perspective (as opposed to full top down) would also help, but I fear that would take ages, especially with large buildings.