Plus 1 on Clifford's reply. There are lots of great places to live and ride in Oregon. I'd personally stay away from large cities, but there are many cute smaller towns within the Willamette Valley which would be great places to be a cyclist. You may also want to look at the Roseburg area and the Klamath Basin.

The coastal towns tend to be busy in the summer months and are a bit landlocked with fewer road options. Eastern Oregon also tends to have fewer road riding options.