That's always super annoying. In my mother's old neighborhood there is a former train yard that was an empty field for decades. It was two or three blocks wide,

That's always super annoying. In my mother's old neighborhood there is a former train yard that was an empty field for decades. It was two or three blocks wide, about dozen blocks long, and split into thirds by a couple cross streets. When uppermost third was finally developed, instead of joining the existing street grid, they surrounded it in a fence and ran a silly meandering loop inside.