I started off my matching the ground to the size of the SNES version from the game Tales of Phantasia, one unit being one square. With this done, I could correctly map the walls and outer part of buildings to where they were in the game.
To finish off the basic town setup, I created the buildings by placing new vertices for each corner of the wall, and forming two faces with them.
So using a terrain generator within Milkshape3D and Photoshop, I made a height map for a mountain light region surrounding the town.
Some of the building are difficult to perceive what the roof looks like due to the way they were made in Tales of Phantasia.