Create a city with terrain tool

I want to create a city for my videogame. Is it possible to create it with the paint trees option of the terrain tool? I would like to do it that way but I don't know if it is possible

 

Not a good idea, heres why. Once you place them, you can no longer move them (rotate, scale, etc.), or select them.

The best way is to hand place them, this way you have full control, as you may want to move, scale or rotate them later on. Another good practice is to make a prefab of the buildings, this way you can make changes to just the root prefab, and it effects all buildings you placed.