'i'm 65 and have always paid cash for my cars. Obviously I have limited myself to nice used cars. Leasing or car payments means your wasting money just to be able to have something now that you would have to wait a long time to buy outright. You have to decide if it is worth it.
Car dealers, with few exceptions, will give you HALF of what they will resell your trade-in. In your case, $6800 is about right or even generous, from my experience. Mentally deduct the $8500, you felt your Crossfire was worth, from the c55 price and see if you feel comfortable with the deal. Remember, this is before dealer "fees" and taxes. I assume when you lease or buy on payments this money is somehow factored in?
Good luck on whatever you decide.
I just searched for c class 55 AMG and could not find many. With the low milage The price may be reasonable. I found more SRT 6's for sale!