Are there any questions one could ask that could at least give one enough of a feel for the condition of the property to be able to make an educated guess, make the offer, and then adjust from there if necessary after I DO pay a professional to inspect the property?

@David Hume I have done and am doing exactly that.

I would read the other gazillion threads that are the exact same.I would also not advertise having $200k on a public forum.

I'm not sure exactly how these introductions are supposed to be formatted, but I'm very social and I love meeting new people, especially anyone who can entertain my real estate investment conversations!

Home is in good condition just minor cosmetics if I choose to touch up on he says.

Exactly the strategy that @Zack P. is advocating for.People always focus on replicating the hyper-aggressive acquisition strategies and always forget about making sure their portfolios are also built for wealth preservation.

Some areas have very tough permitting conditions which take a long time to navigate.

That fact alone astounds him and his colleagues (his colleagues are not immigrants) because they have been conditioned to work, work, work. 

I've seen a few posts on this topic but none with exact answers.  

I have a rental house in the Pensacola area (Avalon Beach, Milton to be exact).