Help in making a city track

I use a trial version of Bob's Track Builder(I have not installed it yet) you could tell me how to create a city track based on real city?What I need to make?I have a friend that have pro version, if I cannot make this with a trial version, I can use my friend computer.
 
I have some building(some it will repeating) and I want to make a big map.This option it will take too much time,that's why looking for another option.I know that variant.And for Youtube, you can give me some keywords?I don't know if it's posible, but what I want is a tool to make a street map using the google maps.
 

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