I've made many mistakes. One of them is particularly relevant because it involved real estate.
About 7 years ago we decided to sell our very large, expensive to maintain home. Our kids were starting to go off on their own and would all eventually be gone and we didn't need a large house.
We wanted a home where we could have all 5 of our dogs and our cats. That is not so easy to find. We found a house in the ideal location. It was close to everything and was unrestricted. The house itself was terrible, over 30 years old and had never been updated. But, it had a roughly acceptable layout (it needed a new master bath). I could envision remodeling it into something that would be exactly right for us. We did get an inspection which didn't turn up anything unexpected in a house of that age.
So, we bought it. I even lived in it awhile with the dogs and tow our kids while we were selling our other house (DH and our other son who was a graduating senior stayed in the house we were selling).
And, I loved the location, I love the outbuilding on the property (great for the dogs). We started slowly replacing things in the house (new kitchen appliances, new hot water heater).
You are probably wondering where the mistake was? Well, I don't like to dwell on it but suffice it to say that underneath it all the house had major problems. The house had had no signs of foundation problem, but one day it started major cracking and shifting. So that was on top of everything else. Ultimately we decided it would be too expensive to try to remodel it and, if we did, it would still be an over 30 year old house if we ever tried to sell it.
Finally, we decided to demolish the house and just build a new house on the land. We loved the location and really wanted to stay there. So, we did that. We started working on a design. And, we eventually worked out that building a new house was going to be very expensive. Far more expensive than it would be to just buy a comparable existing house.
So, we bought the house we are in now (it was a much newer house and in great condition). We sold the land. The land by the way sold instantly for about 50% of what we had paid for the property with the house on it. The value had mostly been in the land which was in a very desirable location.
So, we lost about $100,000 there. But it was really more than that as we had spent probably $20,000 on fencing (1 acre lot) and on appliances.
I really still feel guilty about it because this was all my idea and I made a very bad misjudgment. I realize now that just getting a regular inspection to buy a house was inadequate. I should have had a contractor come in to tell me more about what was involved in remodeling and who maybe would have seen all the potential problems.
And, I sometimes wonder if we shouldn't have just gone ahead and built something there even though it would have more expensive. But, it is easy to second guess myself.
But, I've more or less gotten over it. The thing is that I can't do anything about it. That ship has sailed. I've tried to learn from it. I might buy a house with a plan to remodel in the future. I know that I will never buy a house of that age again and if I plan to remodel I will get a contractor out to talk about it before buying (in fact, we did that when we did buy our next house). I can regret the mistake I made, but I can't be consumed by it because a different outcome is no longer possible. I have to look forward and not backwards.