Do you know of any cities and what buildings this passes though. I'll pull up google earth and start building some of the houses you will need for the route. Perhaps afterwards I might tackle the station, but I have a feeling it's going to be highly complicated before it gets any easier.
If we work at it we can bring back the 30's and the 60's to Railworks with custom buildings, cars and routes to simulate the era.
Building up the past.