There are no easy answers, Sorry. 

For a more specific answer. 

The original bill, talked about here, would quadruple the property taxes on any home operated as an STR for 90 days or more in a year.

I truly can't give you specific answers that you're looking for.

Most of the time i never even respond to people that ask why they weren't selected, as you open yourself up to possible issues with whatever answer you may give. 

Can you answer the question though?

The woman living there is the original owner and advanced in years.

The breakers were updated from the original without a permit so there is no ability to "grandfather" in the situation.My question is what might happen if I never resolve this? 

It's not possible to answer the question without defining the scope of what you want...a swim spa style system craned in over the roof could be a couple weeks if it's in stock and can be delivered ASAP...then you just complete decking and landscape and it's finished.

This step is critical as it allows you to pull out much of the original capital invested, which you can then use to repeat the process.Repeat: Use the funds from refinancing to invest in additional properties, repeating the BRRRR process.This method could potentially allow you to expand your real estate portfolio more aggressively than simply selling your current property and buying a couple more.