I wouldn't be. Cheaney Imperial Wardour semi brogue retails in Australia for ~ $500, and, at least at McCloud shoes in Melbourne, isn't available in burgundy calf.
I wore my pair once (for one day inside an office), they cost $380 when new from the UK, and I've had no interest dropping the price down as low as $250. I'm no mathematician, but half the Australian RRP for a pair of shoes worn once. That's a steal.
I'd imagine it's also different for some brands. The forum is currently on a Carmina/Meermin kick, similar to the popularity of Alden/C&J, so there may be more love for some things second hand than others. I'll be listing a couple of pairs later this week, so it'll be interesting to see what happens.