I'm in the Toronto area....You should be able to do better than 55K for a used '11. Even a low mileage truck should run you between 38-41K for a Laredo and under 50K for a Limited or overland.
Good Luck, as I'm in the same boat.
2012 Grand Cherokee Overland, 4x4, V6, Polished 'Summit' 20" wheels, Stone White w/Saddle.
2012 Ford Escape XLT, 4 cyl, AWD, Blue w/Black leather (wife's).