I bought an old steel 3 speed that's perfect for what you describe. They come up frequently on CL and do not seem to be in high demand.
I also like the Schwinn Willy single speed. Easy gear ratio.
I've seen the Windsor in person. Nice bike.
I like steel bikes myself, but wound up with an aluminum one, and it's great. sort of a road-trail hybrid.
I thought I could do the Dutch "slow heavy bike" thing, but I can't resist riding aggressively.