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I bought my 08 Synapse 3SL last Fall and gave $1900 for it, full Ultegra with Dura Ace rear Derailleur. Is $1400 hundred a little high?
 

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I think I would go with the 09 also, I like the way they look a little more though I know that's not the most important thing. I am sure there are improvements on the 09 vs. the 08, either way I am sure he will be happy with it. I had bought several other bikes from the shop plus they were getting ready to move to a new location so that probably made a difference. They sell a lot of Cannondales though, I know that for sure.
 
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