We have not moved often but when a 'reassessment' of our lives called for it I have never had any hesitation (my guy has been more reluctant because he is the 'bang your head against the wall' type and does not give up or give in
That balance works for us.
The first move was after living a decade or more in a cabin and five acres in a ravine with no utilities and road accessibility, our children were young then...then we lived in a rented house for a few years before my mom needed full time care and we moved her to live with us for a decade in another house that we bought along with ten acres that was closer to civilization and our sons were in high school. The next move was after her death (and our sons were off to college) to forty acres that would have been our dream place in our twenties but we were in our fifties then so enjoyed for fifteen years but were frustrated with keeping vehicles running over the rough roads and feeling like we were always 'behind' ...we sold that place to a younger couple who had more cash flow and were permies!
Where we have been for the past almost five years is on the edge of a small rural town that our son and his family has lived in for years. We have eyed it for awhile and found the perfect small old house on almost an acre. For us, having less land to focus on has been a blessing. We have planted more perennials than ever and huge gardens....and after forty years of fighting rocks where ever we dig, we have no rocks...I can dig a hole in the ground without a pry bar and pick....and we are actually closer to family.
My point to this long ramble is it's hard to differentiate between feeling stuck and feeling challenged or feeling like a failure. There is nothing wrong with thoughtful life changes...it is not failure or giving up, it can be life changing and open up a whole new world.