When we moved to Milwaukie 24 years ago, we noticed that Milwaukie had a preponderance of flag lots. The other thing we have noticed through the years, is Milwaukie's unusual street naming policy (doesn't seem to have one). The picture below is a perfect example. At this intersection, each of the 4 roads feeding all have a different name. Running roughly west (left) in this picture--Railroad Avenue. Running north (straight ahead) is Linwood Avenue. Going to the east (right) is Harmony Road and behind the camera point is Lake Road.
Funny, huh? There are many more examples. Right near our house are three Arista Avenues. Arista starts and stops and then continues at another location not near the first Arista's. The street my mom lives on is the same. She lives on Ruby Drive. But after Ruby crosses Creighton Avenue, it becomes Lee Avenue. Crazy.
I'm used to thinking of all these road in Milwaukie, but it's better to say they are in unincorporated Clackamas County. It would be interesting to know who named the roads and to know what they were thinking when they did!