Re: ID this old shaft drive bike?
Appears to be a Columbia Chainless built by Pope Manufacturing around the turn of the century. I believe there was an episode of "American Pickers" were they purchased one. $1000-1200 is about retail, But this one seems to be sporting a pretty thick coat of black paint. Inspect it really well before making any decision. I'd start at $400 and work towards $600. But I hope you aren't planning on motoring it. I have bought a few vintage bikes nothing of this level so do some checking to check me I am by no means an expert. Good luck!
35 mph club!