Although, I would like to get more in-depth like understanding where to ball-park for numbers and to know if I’m under or over pricing.

The only people making money wholesaling are the guys selling you all of that education.To be successful connecting buyers and sellers you need to haveAn in depth knowledge of the market.Marketing skills.Sales skills.Negotiation skills.Accurately estimate rehab costs.Understand how to much time it would cost to run a renovation on the properties you are presenting.My advice get a real estate license.

Go in depth. 

Either way the inspection should have been much more in depth, but that is not your fault.

But that's why we do ballpark estimates based on an in-depth series of questions we ask.

If you're really building an in-depth list, get back to me again and I'll update you on their(Isbell) performance.

I like using the MLS better than Redfin personally in my market so I can see more agent's notes and comments, have access to showing info, get more in-depth info on properties than what Redfin shows, see upcoming listings before they're listed, set more granular search parameters, pull comps/create CMA's more easily and accurately, view info on past listings, see archived photos, access documents, schedule showings, etc. 

They will dig down around your footer or slab to see if it is the correct thickness or depth to support the 2nd floor. 

You will need to go far more in depth if you decide to move forward.

Either way, I would talk to vacation property managers in both places and really get in depth info as much as possible and then weigh it from there.