I think you're in the ballpark. I live in Westchester and have been looking for a sport-touring/commuting bike, and so far, I've looked at a 2002 R1150RT with 24k for $4000 and a 2011 Triumph Sprint GT with 22k for $5500. For a well-kept bike with the Givi rack/case, I think $5000 is a fair ask.
How is the Norge as a daily rider? Do the side bags hold a full-faced helmet?
There's a dealer in Pleasantville, NY, but they are brand new, and there's Hamlin in Bethel, CT -- not so worried about working on it, but ready availability of parts etc. is important on a commuter. That's the only reason I've been leaning toward a FJR or Connie.