Selling a house simplifies life, but I'm not so sure. I'm selling a house I have been renting out for about 8 years. The rental business has had its ups and downs. It requires various amounts of time, without a dependable schedule, but has brought in monthly cash, usually on a regular schedule. Up - my first tenant was a young single woman taking care of 2 small children for a friend who was having problems; and my last was a man who wanted a place to have his 2 teenage daughters stay with him so he could help them graduate from high school, which he (and they) accomplished! Down - I had to evict a family and go all the way through with having the Constable put all their stuff on the lawn, where it sat for days in the rain before I could get enough garbage trucks out to clean it up.
Selling the house will save me the time I have been giving to the rental business and will immediately give us some cash, but to me that adds decisions. Decisions, decisions, decisions! What to do with the cash, and what to do with the time! Nice decision to have, certainly! I do tend to be a "yes, but" person. So, I'll say but will we miss the income and tax advantages from the rental business. And if so, what will we do? To buy a new rental unit, we would have to use the cash from this sale plus incur a new monthly cash debt.
For now, I'm selling. I want to be finished with this old house. It will be good for me to unload it - to downsize!
It's not a done deal, but the house shows well. We have had some offers!