That kind of reminds me of when my husband and I sold our starter home and bought a much bigger house in a nicer neighborhood for ourselves and our two daughters, who were toddlers at the time. I often say that if I could go back in time, I wouldn't have done it. The new house had a lot more room for all of us, true, and we loved it (still do) - but it ate up every last cent we had for a long time and put us into severe debt. It's now paid off (thanks in large part to some help from my parents), but I would never do that again.
To add insult to injury, when we sold our starter home, we got less than we'd originally paid for it. When the buyer sold it himself a few years later, he got double what we'd got. Sigh!