Some comments:
Of course it's the streaming device that decides whether you can play 24bit files over a wireless network. Apple's system (AirPort Express, Apple TV) is limited to 16bits. So is most Squeezeboxes -- though I think Transporter might support 24 bit. I don't know about Sonos or more expensive systems. As a rule of thumb, I would say that if the manufacturer does not clearly state that the equipment support 24bits, it's 16bits.
iTunes is 16bit anyway, so imported 24bit files will be converted.
As for hearing the difference, I'm not sure the best of hi-fi systems will help -- most probably your own hearing will be the limitation. There's a Norwegian test showing that no members of a select group of self-appointed audiophiles were able to tell the difference between CD quality (16bits/44.1kHz), high quality MP3, and several other kinds of digital degradation of music files -- not knowing which was which. In this test, there were no difference between people with modestly prized and highly expensive systems (they were all given a CD with the samples, to play on their own systems).
If you want to compare yourself, use a set of good headphones, or a set of monitors in a studio -- with loudspeakers in a normal room, there's simply to much interference from the environment.