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From Google maps, a cul-de-sac (near Denver, Colorado) that leads to 17 more cul-de-sacs. Found at this Reddit discussion, which also led to the maps below - one of a "hellish hexagon"
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and another of discontinuous streets.
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You can click to enlarge the above images, but if you want to further explore (zoom in/out, see satellite imagery), you need to click on the links.
I have to agree with the thought that when you admire the inventiveness of real estate developers, you need to occasionally feel sorry for pizza-delivery boys...
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