I also change all the light fixtures to brushed nickel flush mount lights (Home Depot 2 pack 22 bucks), change all outlets, switches and plate covers to white, replace old and mismatched carpet and put mini-blinds in all windows. 

Many times historic preservation committees are only concerned with the exterior appearance of the building, meaning you may not be allowed do things like add onto the structure, use vinyl siding, and you may be limited on the style of doors and windows that can be installed, etc.

I imagine the worst: a neighbor who is trashy and keeps empty soda cans or water bottles on the lawn, toys strewn about, doesn't cut the grass, smokes, has excessive traffic, vicious dogs, unclean or untidy enough to attract and feed roaches, loud music that disturbs my tenant, or even maintenance like the roof or windows.

We did a lot of things that were not in the original scope of work (roof over the porch, new porch, all new windows, concrete walks instead of gravel).

New windows, paint, carpet ect.

I drove by the property in January and the windows upstairs were open.

This software program isnt peeking in every window in America to find out if there are people sitting in the living room or not.

Or doesn't update the pool or requires specific glass to be used on a broken window that no longer is available.

If it is zoned R2 the next step is to see what the codes are for windows in the bedrooms.

Will most of the large cap ex items be addressed (roof, furnace, windows, hw heater, etc)?