The problem with Youks is he lost his position at 1b , and there are doubts now of him holding up physically at 3B, after a year of injuries. That decreases his market value. He has to regain his form to have any real trade value, and I'm not sure he can do that playing 3B at 33. This was another one of those misjudgements by Epstein--thinking players could be moved around like a fantasy team. He did the same thing with Ellsbury.
The Red Sox have a potential problem with Youks that isn't discussed much. He is really DH/1B material at this point, but those positions are blocked in Boston. If they trade him, they are losing the one RHd power bat they have outside of Pedey, and he won't bring much coming off an injury at his age. He pretty much has to hold up at 3B, or they will be in trouble. That's another reason why extending Ortiz was unwise. Youks could have filled the DH role, and Aviles or Middlebrook played 3B. They are probably figuring on that scenario next year. I think they were also concerned the Yankees would grab Ortiz this year if the Sox didn't, though I couldn't see even NY paying him the kind of money he'll get in arbitration.