I think the 5D2 is good bang for buck, even though it's getting old. A nice one can be had for $1200-ish on POTN. If you have enough cash, the 6D has a very good centre AF point that is better than anything else that Canon offers.
The classic street focal length is a fast 35 mm but if you want to be a bit more discrete, a 135 mm allows you to get some separation from your subject. If you're looking for a 35 lens, the new Sigma 35/1.4 runs rings around everything else. Among 135's, it is the Canon 135L.