It didn't matter so much that I got 10% off ($34k) on the 1st property in 1998 when I am making $1.66 Million above the purchase.

Perhaps we can lament together or better yet, share our solutions.There are many issues and barriers, no matter where we're listing our units.

SHORT THE DOLLAR Both candidates, Trump AND Harris are inflationary... in their own way of course, but I don't care.They and the majority of congress are under a "deficits don't matter" regime.How do I short the dollar?

As mentioned if the holding company is not solely holding or owning assets together funneling monies as a loan would further complicate if there is a default but also cause you to file extra tax returns = $...Yes you are taxed on interest income or any money that you make, does not matter how you structure it, what comes into play is not how much your taxed but how much you pay someone to figure out for you how much you need to pay and each layer is an added cost. 

The insurance, if you can get, would be crazy and its only a matter of time of when a storm is going to take that house out in the next 10 years. 

This is especially true because you're going to be holding onto this property for a very long time so one year of low income is not going to matter.

As long as you meet your reinvestment requirements it doesn't matter how you allocate the proceeds.Now (now not needed) In your case if you"re selling for $800k (after closing costs and commissions) and maybe you decide you would like to purchase two properties for $400k.

Then no matter how you did it, you'll have an answer for the judge. 

Rent really, really is miserable in this area, unfortunately, but it's only a matter of time before it'll be better situated.

Of course, with all things, the answers to all these matters will depend on the circumstances.California tends to have more laws on the books and requirements and restrictions that it can be a good idea to form a CA LLC for out of state property so that you as a CA resident are covered, and to try to have your contracts fall under the purview of CA courts.