>>7280326i haven't built a town or a city or anything like that yet but i have thoguht about it often
here is my advice, let me know what you think:
The first step to building a city/town/blah blah
is to plan it out
and do it very simply
simple is the best way to do this properly
to do the plan
look at the space you have to build in
then think of what kind of simple shapes you would like in that space
the shapes are the potential buildings
come up with ideas about which shapes in which locations you like
then once you have done that
think about the way roads or pathways will work
adjust the shapes and location if you want to have specific roads and pathways to your desired look
then think about the elevation and changes in elevation and how you want that to be