It seems like having the Florida room there should add a significant value, even without AC, but again, I am not a FL market expert.

@Wei Cho is an expert in this and perhaps could shed some light on the first question.With regards to the market value it depends because the appraiser has to substantiate the value add as determined by comps that have recently sold with visable ADU's as well.

From there, the other experts should be able to ask more specific questions and help you (and I) learn how to analyze the property/deal.

Pick one, learn it, improve your skills, become an expert. 

I'm very far from an expert investor and this is simply what has worked for me so please take with a grain of salt.  

It doesn’t sound exciting, but I personally feel that graduating without the burden of student loan debt would be a much better feeling than having a chunk of money in a Roth.I’m not a math expert, but in the short amount of time you’re wanting to buy this property, a Roth isn’t going to produce huge returns within just a few years.

Please check with your own insurance provider as I am no insurance expert.

You can't go into their office saying you want to look at B properties trading at an 8% cap rate when the market cap rate is 4% for those deals.Just from a human psychology perspective, it's always great to give someone the chance to be the expert and teach you.  

You can also network with probate attorneys for leads but you will need to coney you are and expert in the space and have funding in place before they will send you any leads.  

I'm not a foundation expert either so open to suggestions.House needs new flooring throughout, and the slab cracked about 5 feet away from the edge on the downward slope.