MFDUs in high-demand areas like Asheville might be limited, but it’s worth keeping an eye out for smaller duplexes or triplexes that align with your budget.If neither works, continuing to rent while buying a pure investment property in a more affordable nearby market could make sense.

@Katie Miller, I purely entertain referrals from other people who have had great experiences with niche CPAs. 

From a pure "numbers" standpoint, you're correct. 

Should we pivot to focus on purely investment properties like turnkeys or multifamily instead?

This analysis is purely for educational purposes and is for a course capstone project.Any thoughts/feedback would be super helpful.

This is where we will go back to your primary goal (Owning a cool property that you use sometimes vs. a pure investment property). 

Since you've stayed there and the lot is open, I see the lure, but any time I see something like this - "This is a pure emotional type of investment and I want to honor it."

My view it’s that it’s always better building a brand rather then focussing purely on the aggregators (whether Airbnb or otherwise) but it would depend on your objectives as an investor/operator of your own spaces. 

Landlords can enter a tenant's property for a variety of reasons, including: Making repairs or replacements Responding to a tenant's request Removing unauthorized window coverings Preventing waste of utilities Changing filters, testing, or replacing smoke detector batteries Inspections Helping with an emergency inside the unit Posting a notice of eviction"Research your state laws because some of your comments indicate a lack of understanding of the landlord/tenant laws where you are operating (like threatening the tenants to keep the security deposit if they don't respond to you, I doubt that is actually a valid reason to keep their deposit, or evicting for late payments, or charging the tenants for your warranty repairs because you missed your 11 month inspection window which was your responsibility, and it looks like your lease says you can charge up to 18% interest for unpaid fees, is that actually legal?).

Once you have grown to the point where you are beyond house hacking and are purchasing for pure investment, not a place to live, then you can really start using the LLC or other strategies.