Having an older, mostly reliable but starting to show its age hot tub can easily become a liability. 

Guess, its pandemic shifted everyone to single family residences.As for the age.

At the age of 21, I started investing in real estate in Italy and faced the challenges of the 2011 market crisis.

I cannot afford  and will never want to learn to use The Mortgage Office software.Thanks.BTW, that is ridiculous in this day & age a servicer having a poor portal.

The lure of pickleball is pretty big with all age groups and the property will also be more sharable. 

Not a brand-new build but age-wise it's not even a teenager yet. :-)@Michael S. 

I bought my first place when I was your age and in grad school because it was cheaper to pay a mortgage than rent.

The repair costs will take multiple years to recoup and with the age of the property I'm concerned if it's even worth holding long term or get out while I can before I fall into a money pit and get stuck.  

I think this is a modest goal, in this day and age. 

Moreover, even if you decide to go the commercial route, given your age and current position, I still highly recommend the investment strategy of house hacking.