Some more info, the barn is a gambrel style, and although the dimensions are 12x16, the shed is actualy 16 ft wide at the widest portion of the roof halfway up the side of the building. The shed was stick built on site, however it has a base made of horizontaly placed 4x4's and plywood, and it sits on concrete blocks. The owner jacked up one end and leveled it a couple years ago, and it came through that with flying colors. The road I would be taking it down is a roliling hill rural township chip seal road with a width of 18ft. My biggest concern is it has a small bridge at the bottom of a large ravine,that has gaurd rail on each side of it and no shoulder. The approach and departure of the bridge are opposite bends slightly less than 45 degrees. The length of the bridge is only about 20ft. This will be a tight bend to make. There are lots of overhead wires across the road, however they all appear to be plenty high enough.
I would be moving this on a weekend, preferably just after first light, I would have two escort vehicles, one in front to warn traffic in blind spots ahead of me, and one following me. One of my many day job duties is to drive 48ft carryall hauling all sorts of construction supplies and equipment. I feel confident I could handle it once I got it up on the trailer, it is just getting it on and off without destroying it that concerns me.