HCE: Do a couple of those 1900 boxes have porcelain bushings installed on them? That would really date this setup. Those wires look like a bunch of knob and tube circuits sleeved with loom.
The detailed circuit directory nomenclature is kinda interesting - "Mark's room...", "Vonnie's room...", "baseboard receptacle to left of dormer window..." etc.
Must be a pretty big old three story house. What were all the tags attached to the wires for?
If all the wiring in the house is as bad as this, it's time for a complete re-do.
Mike (mamills)