I would probably add a garbage disposal to prevent clogged sink and would go with durable granite/quartz to prevent wear and tear.

Maybe it will last another 8 years before needing a tear off?

Might be more worthwhile to tear down and put up new construction.- Not sure if title is free and clear.

As well as floor boards and step treads at the deck need replaced COMPLETE TEAR-DOWN Mortar Joints in front porch steps Front sidewalk is spalling.

They won't loan on complete tear downs or really bad places but otherwise they seem pretty reasonable.

The village the house is located in requires an occupancy inspection prior to sale, when the inspector viewed the property, they issued a non-occupancy permit for me to sell the property, but they also want me or the next buyer to pay for 3 permits and fines for work not done without a permit totaling 1k.Several investors talked with the village inspector and they reportedly will work with the next owner to resolve the permit issues without forcing them to tear out the existing work.

Most trailers that age can't be moved, so your only choice is to tear them down and put something new in. 

., etc.Yes, a new foundation (among other things) is required.There is a very real cost to the developer in tearing down and disposing of the existing house (tipping fees can add up to a tidy sum).  

This number will likely be more but depends on the condition of the property and type of wear and tear that can be expected from tenants. 

Needs so much work - plumbing, windows, roof, a/c, floors, kitchen, bathroom, siding. total gut, we would probably just tear it down and use the land for a pool ;)