DH and I were college sweethearts and bought a condo when we got married in our early 20s. It was small and in a noisy area, so we sold that after 6 years (basically breaking even) for a single family home. We’ve been in that house for 2 years now and it’s turned out to be a lemon, and the neighborhood is pretty unfortunate with bad schools. No kids yet but obviously this decision was pretty short sighted, and I’m realizing that by the time we have a school aged kid we will more than likely want to move yet again, so we’ll probably only be in this house for 8 years and will likely lose money when we sell as we’ve had to spend so much on repairs. Are we especially stupid or have others had to buy and sell multiple times before landing on a place you can stay in for a long time?
Where are these places? Why did you buy in those places? How do you know that you will lose money when you sell the house? Nobody has a crystal ball.