This may be an expense the current owner cannot afford.The auction company charges a Buyer's Premium (typically 10% of the high bid) and it is paid by the buyer.

Is it really possible with current prices and mortgage rates?

Locally land is pretty expensive, might have to look into a little farther than my current area.

On my primary property, I have a second home that I’ve had as a long term rental and currently have as a short term rental.

Is the property currently in a trust? 

I do have a relationship with a few Realtors and that is how I am currently pulling comps.

Of course they can get a higher sale price if they are willing to take on someone who cannot get a loan, or are offering better terms than current loan options.

I made the upstairs unit in a nice Airbnb unit which Iam currently getting around  $2400 monthly average.

For a little background, I have some experience overall...a couple of rentals, LP on a 24 unit currently, a bit of wholesaling, and a decent network of all typically pertinent players in the deal space, and I push my knowledge forward each day. 

If your current practices are not compatible with how your accountant will want you to record your expenses, it will be a major headache down the road.