A land contract allows you not to reflect the terms sale in the public records. 

I currently have 20+ units that serve short-term, mid-term, and long-term rentals.

I think it depends on your property as to where you put them, but we are thinking of either using a Ring or something near the front door to just monitor number of guests.

Even then, many clients end up finding themselves working with a broker since lenders can change their guidelines, pricing, and terms etc.. at any moments notice.

@Terra Padgett as someone that has retired early off of my rental property cash flow, I will say it is predictable at scale, over time.One property does not provide predictability either on short term, or over the course of one year.

It's great in terms of location, but the main issue that I have is that there is no public trashcan for the bus stop.This means that people are constantly littering around my property, and I am forced to pick up all of their trash.

Especially after you have done a few, you may feel bolder in what you take on in terms of real desaster properties.

You would want a contract spelling out the terms of the deal so everyone is covered. 

My goal is to buy the house, terminate the section 8 lease as soon as possible (at the lease term, to avoid eviction process), and search myself for other better tenants.

Should I discuss some bullet points and do a small contract between me and the buyer or is there a standard contract for such that we can agree up on terms prior to handing the deposit to the title company?