Either of the first two Treks would be on my short list.
#3 Cannondale is a transitional disc brake bike which should be under 1k. I would pay more to get a post 2018 road bike that uses modern standards. #4 Specialized similar transitional bike I think, though black bikes can be hard to date without closeups. #5 2010ish Trek too expensive. #6 Orbea 2010ish Dura Ace, meh and too expensive.
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Either of the first two Treks would be on my short list.
#3 Cannondale is a transitional disc brake bike which should be under 1k. I would pay more to get a post 2018 road bike that uses modern standards. #4 Specialized similar transitional bike I think, though black bikes can be hard to date without closeups. #5 2010ish Trek too expensive. #6 Orbea 2010ish Dura Ace, meh and too expensive.