In my city, we have several very curious little roads.
Here's the most interesting, and hardest to spot...
http://maps.google.ca/maps?f=q&hl=en&ll=49.179684,-123.992901&spn=0.083487,0.156212&z=13&om=1
start downtown, at the waterfront. Look for "Front Street", and follow it north. Go straight through the intersection, and you're on Comox. Keep going straight, and you're on Bowen. Go straight back across the highway 5 kilometers ahead, and you're on Norwell. Keep going straight, and you'll end up on Jinglepot. Go straight, straight, and straight, then hang your first and only left. You're still on Jinglepot. Go straight for about 7 kilometers... you'll be tempted to take a left or right at numerous intersections, but just keep going straight... go straight across the bypass... and now you're on third. Keep going straight, and now you're on Fitzwilliam. Go straight across the overpass over the highway, and you're on Bastion street... and now you're on Front street again. Follow it straight, and you're on Comox...
This one is even better.
http://maps.google.ca/maps?f=q&hl=en&om=1&ie=UTF8&ll=49.15812,-123.941188&spn=0.01044,0.019526&z=16
Look on the left side for Pine street. It goes north to where it crosses Fitzwilliam, and then later crosses Bowen. Pine street has 6 ends. One way north, out of view. Another down south on-screen, where Pine meets 5th. But look up and over just a bit from there... and you'll see Pine street again, where it appears to start at Hecate and end at the Highway. Except it doesn't... draw a line out from Princess street towards Pine, to where you can see a faint 'dent' in Pine street. The railroad passes through right there, and cuts pine street in half. It's not a crossing, it's a gully with a railroad track in the middle. Pine street is there bisected. What makes it worse is that on one side of the tracks are houses numbered 402, 408, and 418... and across the gulley numbered 408, 412, 430, and 462, and then crosses Victoria street and starts its 500 block.
Until I was 20 years old, and starting to spend more than a couple days at a time in another city, I had never learned that addresses are normally broken into 100-blocks by cross-streets... hell, in this city, you can't even rely on even and odd addresses being on opposite sides of the street!
At least with the sole exception of Pine street, you can rely on addresses being in increasing order up both sides of the street in the same direction... but two parallel streets rarely increase in the same direction!