You might be overthinking this. Sheds just aren't that heavy. Around here most people bolt some 4x4 skids to the bottom, maybe taper the ends of the skids, then chain to the skids - NOT to the shed, and just drag it to the new location. I've personally drug sheds that way for half a mile or more. From one end of the property to the other, and no need for roads. Just hook up and do it.
rScotty