Hi,Unique scenario.

Unless your deals are particularly complex or unique, why would anyone pay to maintain their loan documents anymore?

I highly recommend working with professionals who understand the unique needs of STR investors—it makes all the difference!

SF is a very unique market, and actually may be a great time to buy right now, especially if they can successfully turn the city around. 

Park Hill has always been sought after, but this will only increase it’s desirability…..

Unique situation that I’d like advice on.

Depends on their health and any desire they may have to simplify.

If Oak Park allows STRs, leveraging that history could make the property stand out.That said, unless the home has been preserved as a landmark or has unique historical features, the value boost may be more about novelty than a significant price increase.

If you are making a unique stay, you can almost 3-4x their estimate in my experience.  

Helping others navigate this unique and impactful business model has been a rewarding part of my journey.Now, I’m looking to scale by incorporating the BRRRR strategy—acquiring undervalued properties, rehabbing them to meet care home standards, and refinancing to reinvest.