WordNet (r) 3.0 (2006):

streetwise
    adj 1: having the shrewd resourcefulness needed to survive in an
           urban environment [syn: streetwise, street smart,
           with-it]

Moby Thesaurus II by Grady Ward, 1.0:

23 Moby Thesaurus words for "streetwise":
   alive to, appreciative of, apprised of, awake to, aware of,
   behind the curtain, behind the scenes, cognizant of, conscious of,
   hep to, in the know, in the secret, informed of, let into,
   mindful of, no stranger to, on to, privy to, seized of,
   sensible of, sensible to, undeceived, wise to