I added two train stations to each of two towns, trying to join them up, they cross over several dirt roads. I go to upgrade the roads to ones where a level crossing is created but I cannot upgrade them all as they are “Main Connection: Need bypass first”. Whether I build the bypass or not is immaterial as the train line will still cross the dirt tracks (or I get not enough space errors when I try to customise the line),
In summary, cannot create train lines because I cannot upgrade roads. This makes the game unplayable.
When are you going to fix, I have seen reports of this going back nine months.