There is a local dealer that has a number of Crossfires . His asking prices tend to be in line with what you are seeing. For example:
05 Convertible $24,998 16,818 Km
08 Convertible $31,495 No KM given

The dealers in Canada still seem to feel that they can get top $ for Crossfires which seems to be at odds with the situation in the US.
As you are in Ont you might think about bringing a unit up from the US. While the number of people doing this have decreased it is still something to look into on a unit like the Crossfire / Boxter etc.