Do they own rentals and have an owner mentality, or are they just going to try to make a sale, no matter the house.

Buy a new one and spend your mental energy and time on a more productive activity. 

I just closed on my first 2-unit property out of state, and the sale triggered an inspection from the County Health Department.

From my perspective, it was more of a Field of Dreams mentality, "If you build it they will come." 

After turning 30 and having our first daughter, I flipped my mental state 180° and began obsessing over my health and future.I've been scouring these forums and listening to the Bigger Pockets podcast.

So now my father is all by himself in a house which is two hours away from myself,  everyone else that he knows, and all of his doctors (he is not in the best health).

Age, tobacco usage, and health impact this a little bit.You really have to look at the policy fees and expenses report to see the itemization of all of the internal costs.

This is a sticky issue but I have spent hours looking online and have found that (apparently) an ESA "certification" must be signed by a mental health professional IN THE STATE OF THE RENTAL PROPERTY. 

Move on mentally, it’s done.

Condos generally don't appreciate as quickly as single-family or multi-family properties.Condos are sometimes easier to rent because they are low-maintenance but they are sometimes harder to rent because the HOA can be invasive.HOA dues will always go up.The value of your property can be affected by the health of the HOA.