I've seen for urban modeling the recommendation to have streets run at an angle and deadend to a building, as AMFlyer shows in particular in his last photo. Dave C has a good photo as well of dead-end into a building. Running streets at an angle makes them look longer.
I am working on a similar setup but don't have it nearly ready for a photo. This technique is well discussed in the book "Building City Scenery for your model railroad" by John Pryke if you want to pick up a reference. I've used his book for many good urban modeling ideas. I've attached a prototype photo I am basing my setup on that shows a real world example. (Boston, across from South Station)
Whatever you do, please post the photos so we can see the results!
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