I've made a fair amount of progress with Sullivan Ave itself. In the image below I have it painted as well as the parking lot. There is a dark grey patch on the hill that disguises the seam between where the road is made of Elmers Wood Filler and plastic sheet.
This closer view shows the area of the road that I made of sheet plastic. On the right side is a curb with a drainage flume directed toward the ditch. The brown rectangle on the left is a storm grate I drew in with colored markers (wait till the sidewalk is installed, it won't look so odd)
The sidewalk is one piece of plastic. the brown strip with have fine ground foam for grass and some static grass also. All the expansion joints and cracks are drawn in with .005 pencil.
The road patch will be painted to look like a re-paving.