@Jim K.
What a great question! But it really depends on a number of factors.
Full disclosure, I consult on this type of thing whether it’s for biz owners or RE investors for more estate planning type situations. In other words, how and what is passed on tot he kids.
Some want RE to pass to the kids as is, and some they want to liquidate because of the headaches you mentioned. It’s somewhat determined by their own experiences.
Also, some kids what the RE/business, and the other kids what cash. Or if there are multiple siblings, we ask which ones want which?
Usually, we’re using different types of trusts and entities structures to help with estate taxes, etc. Some are BDITs, SLATs, Charitable LLCs, etc.
Some help with getting out of the 1031 exchange cycle as well or even pass that to the kids or charities. Sometimes this is used for tax planning strategies as well.
Lots of different planning options for those with the same questions. But a very persona choice because there are sooo many paths.