Sure - as long as the benefit of the Series is sufficient to cover those costs. 

It could easily sleep 6-8 people with air mattresses. 

Zillow and Redfin should be sufficient for pulling sold data as this is public record and you do not need MLS access to view it.

Nobody has a crystal ball, but I highly doubt there will be technology sufficient enough in the next 20-50 years to replace a real estate specialist completely.

I find lawyers aren't cheap but sure a whole lot better to spend a couple grand today to be able to sleep at night.

Not only is this not correct but I certainly also don't believe that $1200 per year is sufficient.- With ~18K for expenses and ~63K of income, that works out to ~29%; extremely unlikely (to the point that I would buy a lottery ticket first - at least I would know what I am going to loose ;).

Residentshall be responsible, at Resident’s expense, for hauling to the dump those items too large to fit in the trash containers.Resident shall not dispose of any flammable liquids, rags or other items soaked with flammable liquids or any otherhazardous material in trash containers or bins;(b) to properly use and operate all electrical, gas and plumbing fixtures and keep them as clean and sanitary as theircondition permits;(c) to keep the premises and furniture, furnishings and appliances, and fixtures, which are rented for Resident’s exclusiveuse, in good order and condition; that all rooms on the premises and all appliances and fixtures on the premises must beable to be used for their intended purpose(s);(d) not to willfully or wantonly destroy, deface, damage, impair or remove any part of the structure or dwelling unit or thefacilities, equipment, or appurtenances thereto or to permit any person on the premises, to do any such thing;(e) to occupy the premises as a residence, utilizing portions thereof for living, sleeping, cooking or dining purposes only whichwere respectively designed or intended to be used for such purposes.

Honestly I don't see a huge issue with starting your investing career in a different market if you are able to develop sufficient systems.

After you have sufficient equity, you should be able to take out a HELOC on the property to use for your next down payment. 

Is there a form I can get him to sign or just a 3 day notice to vacate is sufficient?