I'm a young Xer but I fit more of the millennial tropes, and our house is my biggest life regret. It wasn't my goal or dream that I bought into.
We bought at the bottom of the market in 2009, which didn't bottom out as much in eastern WA as it did elsewhere, but it did mean that within 2 years our house was worth quite a bit more than we paid.
BUT...
1) We bought in the wrong part of the state. We never had any intention of living in Eastern WA for as long as we have. It's not a good fit for us culturally, although the area has been improving (and local grumbling increasing) in the past two years. It's also way too close to my family. (Granted, they moved to WA after we bought, but I should have seen it coming.) We haven't been miserable, per se, but we haven't been happy in this area.
2) The house was a killer deal, but only for the right people. The payment is higher than we should have taken on. It's old and needs constant maintenance (although no major problems), too big for our needs, and too much in a neighborhood without nearby natural areas.
3) We hate, hate, hate yard work. We keep it mowed and reasonably green, and this is a much despised chore. It's nowhere near the level of our neighbor's yards. I don't care, I have a life to live. If the neighbor's have an issue, they can start paying my mortgage.
4) And...neighbor's always have issues. Always. "Could you maybe do this or that? Can we block your driveway? Could you have your kids keep it down when they play outside? Do you mind if we host a Christian rock concert in our backyard at 9:00 am on a Sunday? Yes? Well, we're going to do it anyway and you can't complain because half the neighborhood belongs to the same cult-like mega-church, and the police department is run by a good 'ol boy that won't even enforce state laws if he disagrees with them, let alone local codes!"
We're in the process of selling. We're likely going to profit quite a bit as houses have more than doubled in value in our area from the price we paid, so financially it wasn't really a mistake. We may buy again at some point, but it won't be a traditional house in a traditional neighborhood, nor will we have a mortgage. Could be vanlife, tinyhomelife, boatlife, yurtlife, cabinlife, RVlife, condolife or any one of the many #life options available ;P
Life quality-wise, though, it was a huge mistake. We bought someone else's American dream and pissed away the last 10 years of our lives. I went from being the type of person that would voluntarily live out of my car so I could explore to the type that spent weekends figuring out whether we needed a radon detector or new attic insulation. Yuck. Live and learn. At least we figured it out before it was too late.