I do have the same problem, except that I haven't moved around a lot, rather stayed in a location we weren't thrilled with for the sake of a career and ended up never leaving...So for all these years we have been looking for a place to call "home"..... eventually. We do travel quite a bit and have always had a pretty good idea of where we'd enjoy living now, but retirement is a different thing. Meantime, of course, our children see the place we live now as their home. So it's complicated and feels, as I've said before, like such high stakes to me.
I feel like the "home" we choose for retirement (which we, too, would like to be settled in at least part time before retirement) just HAS to be right, since in my mind it's my first and last chance to be in a place that feels like home to me, where I will feel a sense of belonging. (We live in a pleasant place that many would dream of retiring to! Just not my thing, never has felt like home to me, though we've built a nice life here and enjoyed what the area has to offer.)
Wanting to be near/available to our kids (still in school) and grandkids someday is one wrinkle, but as many here note, we can't know where they will be or how long they'll stay.
Wanting to be near the ocean (actually at the beach), which I would most prefer, is questionable in terms of affordability, practicality, and...humidity! My perfect location would have a large city an hour away, affordable beachfront property, and low humidity. And no bugs. If someone knows where that is, let me know!
I don't know if I'm completely ready to abandon a 4 seasons climate, since I've never really had one and always wanted to (Montana is a 2-or-3 season climate, lol. There is no "spring" here as people know it elsewhere. We occasionally have a long, lovely autumn but as often see an abrupt beginning to winter. We don't have the fall colors some areas enjoy.)
So we're all over the map, literally. For now we have a vacation home/future retirement home in Phoenix so that I can escape the snow and cold as needed (and at this point in my life the sun on my skin is something I NEED). The desert is lovely and I can take the weather there year-round. We chose Phoenix because it's one of a very few places to which we have quick, convenient air access, and the housing was within our budget for a small second home. We didn't really envision it as our home base so much as a backup option.
Next spring and summer we'll visit Florida (probably panhandle Gulf Coast) and North Carolina to check out some beach locations....I think Florida may be too humid, and NC may be too isolated.
I honestly feel panicked about it sometimes, like I'm running out of time to find a home to be settled in--very overdramatic I know, but after biding my time for 25 years I'm ready to settle my brain and my body in the place I want to stay!!
I do envy those who are able to "go with the flow" and just "see where we end up." I'm more of a planner, and on this particular topic I feel like there is a "right answer" out there somewhere that I'll find if I just keep looking hard enough.
Meantime I need to remember I have a life to live *today*! Here and now.
Quote:
I want to find one last place. I don't want to invest 30 years somewhere and
then start all over again.
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I do think this is a reasonable concern, depending on who you are. It's what I did, and I wish I hadn't. It's not the worst thing that can happen--you can always find that "home" in retirement, but I do understand wanting to settle now in a place you want to stay permanently.