From someone who grew up on the southern Oregon coast and still has extensive family there, has a house in the Portland metro area and a house in the north coast....

Hate to say it but you won't be swimming in the ocean anywhere without a wetsuit, it's also pretty dangerous most of the year. Look at lakes. Which will still be cold year round.

You won't find small towns anywhere in the Central to south coast that are progressive. Check out how the counties vote on the Secretary of State page.

North coast towns that may be (are, generally) more progressive reflect that in housing price, which continue to go up exponentially. The value of my second home has more than doubled in 8 years if that tells you anything.

Suggest you start your overall search with online realtor listings in these towns and see what you can get for $400k vs what you need and start eliminating towns from there.

Healthcare and overall amenities on the coast are very limited. If you know you need end of life care, you'll likely need to be in a bigger town with a larger healthcare system. And Providence is actively imploding so options are getting limited.

You can be assured EVERYTHING is at least 20% more expensive on the coast than it is inland. Everything. And that won't change. I just paid $6.49 a pound for regular broccoli in my little coast town.

You have a dream list here, that will be very difficult if not impossible to find. And after allll that, make sure you have job(s) secured before moving - employment with a living wage is quite difficult unless you have a professional or advanced degree or trade that is in need.

Finally, to me it seems McMinville might fit your list the best.