This is the third of three structures along Overlook Road/De Garmo Road in Poughkeepsie (See also An old mill? and Lewis Country Farms). In the first post I mentioned that there was a ‘Dutchess County Historic Site’ marker on the road outside. Of the three structures I’m guessing that the historic marker referred to this one.
The facade has a very interesting set of ornate windows and doors, which was once repeated on the rear too (see final picture below). For some reason the rear windows have been replaced with a more modern equivalent. Since the modern windows are much smaller the outline of the old windows can clearly be seen in the brickwork.
I still have no idea what the building is/was though.
Taken with a Sony RX-100 M3.