If comps vary due to condition rank the condition of the ones that are livable. is it very dated,  needs fresh paint and carpets or is it fully renovated.

As an example, I personally do not care for oil heat:  I do not like the liability of storing several hundred or thousand gallons of fuel oil (effectively diesel) on the property and, do not trust tenants to keep the tank filled.Regardless of the heating solution you choose, your best return comes from the fuel you do not use (Negawatts or Negabarrels).  

They are also a retail store (the only retail in the building) and they have been putting goods for sale out on the sidewalk during the day.I don’t like it, but they are a long term tenant and I don’t want their first impression of me to be a jerk trying to throw my weight around...How should I approach this issue?

If my guys and gals I fund want to use them I don't care I just don't want to deal with them.PS I like the car business if I was not doing this I would own a dealership... and I would finance sub prime auto debt.. big money in that these days.a few of my fishing buddies own big stores like Toyata and Chevey stores they as you well know make bank.. 

Close on the property and start fresh.4.

https://www.biggerpockets.com/store/flipping-physical

This past week, the basement became partially flooded, damaging family stuff I had stored down there and building products we had left over.

Now you can get away with a C2 condition by saying you had a 5 year old furnace serviced and doing roof maintenance on a 7 year old roof, as long as you can show all the other items (cosmetic) have been updated.So you can get the C2 rating with cheap finishes because technically it is still freshly rehabbed.

School bulletin boards are good, as well as other places students go often- laundromats, restaurants, grocery stores, hang out locations. 

You will need a computer or NVR to store recordings.