It's interesting how the right location can feel like "home" almost immediately, while the wrong location can be just soul-crushingly bad.
I had always longed to live in Boston, probably due to reading all of Louisa May Alcott's stories as a young girl, plus "Johnny Tremain," plus being generally enthused about the area, the intellectual vibrancy, the whole "ski New England!" appeal, and other factors. I moved there right after finishing grad school and stayed for nearly 5 years, and absolutely loved it. Right time, right place. I was in my mid-20's when I moved there, just shy of 30 when I left.
I would not be interested in moving back there, have no interest in dealing with New England winters on a constant basis any more, but am so glad I followed my heart at the time and had that experience.
So if there's one place that just calls to you, that is worth a good long look, to see if it can be done. Not so much "if it makes sense," because a lot of things we love don't necessarily make sense to the casual observer, but for yourself, what things would have to work out? What things would you MAKE work out? What sacrifices can you make for your chosen spot, or do you see them as sacrifices?
For instance, even though I had a series of decent jobs in Boston, cost of living was such that I had to share an apartment with roommates. What I could have afforded on my own would have been too depressing.
But that wasn't really a sacrifice. With the roommates, we all had a much broader social circle than we could have had otherwise, we all brought different things to the table (sometimes very literally - I learned how to make some really good traditional Jewish foods from two of the roommates, and they enjoyed the Italian and/or Midwestern things I prepared), and it was just a really good time in our lives to be doing that.
So - what would hold you back from going to Breckenridge, if that's what really appeals to you?