Uncle can sell one as is, take the proceeds and fix the other one up, and take the $250k capital gains credit on top of the reduced long tern capital gains.He dies, kids get the stepped-up basis.He could also look into a 1031 exchange, but at his age, that's a lot of work.Your off the cuff remark raised a host of issues, and tells me that you're not giving us the full monty when it comes to relevant facts. 

Quote from @Jason Anderson: "I'm late to the real estate game at my age."

No doubt he thought that he would tap into some vein of anti-government indignation.Didn't work.

Meanwhile, an anti-travel sentiment is soaking in.

The uncertainty, unfairness and anti investor mindset of the court is going away. 

Their business had lots of things going against it, anti-STR legislation was popping up everywhere, rents were rising fast, AirBnB revenue was down.

At age 38!

How to accurately find the age of the roof.

Hunter gatherer, farmer,  horse age, industrial age, steam power, oil, computers, internet, AI.  

The next things I’d dig into are tenant quality, age of major systems, and whether there’s any upside (light value-add, rent bumps, etc.)