The reason I ask if it used to ascertain damage to something on the lot (water/sewer/utilities hookups or something) and you don't have pics and mutually signed documentation from the lessor/lessee upon each tenant's move in prior to your ownership, would you be able to justify a charge upon move out?

You will have more bookings and less chance of damage/code enforcement calls with the smaller properties. 

Your price point of $1,100 puts you below nearly all of the competition mitigating that.The Philly L&I department has a terrible reputation.

I’m also having the termite damaged wood removed and replaced with new wood when I redo the back siding in the next 4 weeks.  

A slow leak has caused $2.5K damage to a rental property of mine.

I believe this may have been passed down to them prior and they don’t really do this often based on the condition of the home, and lack of communication.The back yard is overgrown with weeds, the sidewalk has been damaged and rubble for years now.

The seller has an obligation to minimize his damages, but he might be able to sue for the difference after he closes on the contract with the person whose word is good.

My recommended next step is to reach out in your local network (probably folks here on BP) and attempt to find a reputable lawyer with specific RE/LLC experience in your state/area.  

I recently put my Pensacola house up for rent on Zillow, and I received an email from a company that specializes in temporarily relocating families displaced by damages to their home.

They did a lot of damage.