After a lot of online searching, I have been able to put together a time machine of aerial photography showing Coupeville, Long Point, and the Sculpture Forest going back to 1941. Sources included the US Geological Survey, NHAP, and Western Mapping Center.
The jumps in time show spurts of development and where they occurred, as well as how the general flow and habitation around Coupeville has changed over the past 70 years.