The most pressing, and i cant seem to find a true answer from the the building department OR the utility companies is if I need to have separate meters (Electrical, gas, water) for my ADU and main home. 

Investors made a killing buying homes in 2010 when many companies were going under and everyone in real estate panicked.Tip #2 Only listen to investors who are where you want to be.

I’ve started a real estate investment company, and have my LLC.

Is there any value in continuing to analyze properties utilizing the values on these websites until such time as I am not wasting a realtor's time, just to get used to the process?

If your flexible thats also an option to continue acquiring.

If the cabin were cash-flowing, we might use the excess cash to continue paying the loans over time and bet on the equity growth to continue to be a positive for us.

Once it's determined that a property is eligible for STR usages, an in-depth analysis and Pro Forma should be developed with help from online tools and estimators (such as AirDnA), real world rental experience, local PM companies, lenders and RE Broker.

I would also order a foundation inspection or sinkhole report prior to purchasing, if you don’t that fight with the insurance company is a "No Win" situation!

Normally you will just need to pay the county to transfer the deed and the title company will likely charge a fee to create the quit claim deed.   

With providing some rough numbers, my extended work experience with my company, and my credit to the lender, he informed me that I could potentially qualify for a $250k property with an FHA loan and a conventional down payment assistance loan which would put me with little to no money down out of pocket.