Alright, so finally finished my first town, originally made it into four separate maps, but created them into one single map to see the outcome. Would like opinions.
@KanaX
So, using your advice and map as a template, I came up with 4 maps for my first town. 3 with residential housing, and one with commercial housing.
In order to make all 4 look good connected to each other, I just continued the border trees on the other side, so as to match the landscape. It's basically like this:
Map 1 Map 2
Map 3 Map 4
However, shortly after I finished all 4 maps, I had the idea to create them into one town. And after making a test map for it, as to keep from ruining my other maps, I say it went rather well.
The maps are still touching each other in the same way as my above demonstration, but combined into one full town.
I would like your opinion. And anyone else who would like to is free to comment.
The only thing I see is maybe clearing out some of the trees in the center that are splitting up the houses, but other than that looks nice. I have not yet gotten flowers, etc down in the bottom right quadrant of the map, but there will be stuff there.