We're a couple big manly men so we go upstairs and there's a couple bedrooms and a small bathroom, but it is crazy cold up here, like ten degrees colder than it is outside at least.

Hey @Ignatius Okeke - you're facing the same wall that most newbies face when they enter: everything works to a certain degree. 

We used PropertyZar.com (full disclosure - I am associated with them)

It obviously turned out to be the wrong time for an investment of such a degree.

As for a Home Owner Association (HOA), whether it needs to comply depends on its legal structure and tax status.

When I allowed HH properties at my company, we screened people to the degree we could (credit, background, income, rental history), but you still end up with some percentage of "crazies" who can derail the entire property and force out your other tenants.  

A better approach might be to find a REI Association in the area(s) and ask other investors for their recommendations - it's not uncommon to choose a different appraiser depending on the type of property (residential vs commercial MFH vs. office or industrial) and the objective of the appraisal.

If there’s a lawsuit or financial risk associated with the property, the LLC structure helps limit your personal exposure by acting as a liability shield.

If you sell the property (regardless of whom to), you will pay all the fees and transfer taxes associated with that sale - likely thousands of dollars.  

(source Indiana Association of Realtors).