I don't believe the osc CCD will teach you anything the DSLR hasn't already. Unfortunately, going to mono and filterwheel is going to be tough to do for under 1k. But as others have pointed out you don't need to buy new.
One thing you might consider if you're into non-astro photography as well: instead of a cooled osc CCD is to buy a new DSLR, and get your old one modified for better h-alpha transmission.
Cheers,
Andrew.
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