Can´t remember the cost but ef-s 10-22 bought refurb. on a trip to London (I´m a Swede). Sold it used with profit 18 months later when I moved to FF. One of the best lenses I´ve owned, and I used it a lot "for free".
ef 85 /1.8 bought used very cheap in perfect condition. About 385 US$. Great great lens.
Then.... 35 L, 135L, 70-200L, 17-40L, 24-105 L IS, all new. They are worth every $. Lenses last.