BION - I've been studying this issue. I thought about selling our current home and getting a much smaller home - at a minimum, this is going to happen. Our current home was bought to raise kids and now that they are gone, it is WAY TOO MUCH to keep up.
One idea is to wander every summer. Pick a different place to stay from May - September. Then come back to south Louisiana for our mild Fall/Winter. Then try somewhere else next summer. My problem with that is I want my crap with me (tools, gear, boat, etc.). My wife wants her crap with her too. I'd have to pack and move our crap twice a year - that seems like a lot of work.
So another idea is to find a place with a more tolerable summer, but not TOO MUCH winter. I can handle 2-5 snow days a year. 10 or more does not seem appealing to me. When I look at the climatology data, the Interstate 40 corridor keeps sticking out. Much above I-40, too much winter. Much below I-40, too much summer.
We need to be mindful of the fact that our parents are getting older. We'd like to be able to be within a day's drive of south Louisiana so if they need us, we can come.
I need a forest playground to camp and hike. I need some water to fish from. I need twisty motorcycle roads. I'm not interested in forfeiting my retirement income for property taxes. A city of about 15,000 - 20,000 seems to be about the right compromise between the availability of services/commodities, traffic control, cost of living, etc. But it can't be a tourist trap town that boast only 15,000 residents, but during the summer, it turns into a 75,000 people mess.
So when you plug all of it into the algorithm, the Ozarks keep coming to the top. Harrison, Russellville, Bentonville, Hot Springs Village, maybe Mountain View, etc.
We've decided that we will not sell the house at year one. We will board it up for the summer and give somewhere else a try.
Every time I think about it, I get a little tickled inside.