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FWIW, while I haven't been to Steamboat since the mid 90s, it certainly has a different feel than most of the "resort" communities. It's very laid back and since it's tucked out of the way it's far less touristy than the ski areas along I-70 and Telluride.
I haven't kept up on the home pricing but the homeowners I had dealt with up in that area (used to sell windows and doors) are certainly well off but most weren't wrapped up in their incomes. I think that's why Steamboat is a bit of a hidden gem when it comes to the ski resorts. That's not to say that there aren't pretentious people up there but they are/weren't the norm when I would go up there.
Of all the ski areas, it would be #2 on my list to move to. #1 would be Breckenridge but that is because I have been going up there since I was a kid and since it's a quicker drive than Steamboat to the Front Range for big city things one might need including specialized health care. Not that I need specialized health care but some do.
Oh and the elevation in Steamboat is about the same as Colorado Springs (north end of C Springs that is) so for those with certain health concerns, it's a relatively low altitude - kind of.
Like I said, probably the biggest drawback in my eyes is the isolation from the Front Range but honestly, that's the beauty of it too. If I had the income, the ability to buy a home, I'd look further into it myself.
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