Random update:
I'm slowly gearing up to eventually tackle rebuilding/shoring up the 1908 barn. This thing doesn't have many more years standing in it's current state without some serious intervention.
I think I posted some of the history on the first page, but here it is again. This was originally built in 1908 as a tomato cannery. I have a write-up from about 10-15 years ago when it was reviewed for the historical register. (Qualified, but never put on and I don't plan to.) Apparently it is the only "industrial barn" of it's style and vintage left in the region. At some point, probably in the 40's or 50's, it was converted to a tobacco barn. That conversion is also what led to some of it's condition problems today. It was also speculated the the front "shed" room was a later addition around the middle of the century.