homegrown, I'd say Lester & Pedroia, if Lester keeps improving, or performs at the same level, he could get into the 3,000 Ks club which is a lock for HOF, he could get around 260 wins, or if he ages well, he could even win 300, career ERA might be around 3.2-3.4
Pedroia could get into the 3,000 hits club, but his value is more than just that, he's an elite run producer, his career total might hover around 2,000 (which is a pretty rare feat), he could steal around 250 SBs, collect 200-300 homeruns, his BB totals could be between 1,600-1,800, career average around .310, & career OBP around .370, I think of all the Red Sox roster, Pedroia has the highest chance of making it to the HOF.
with the acquired players, both have a chance of making it to the HOF, if Crawford performs his career norms throughout the rest of his contract, he's a lock for HOF, if Gonzalez could hit 500 homeruns, he would be a lock as well.
Ortiz is a tough case, but I don't think he'd make it, unless he produces at the same level he did last year for 5 more seasons, which is unlikely, but possible, not to mention the PED scandal.
if Varitek pursues a coaching career, & then develop into a good manager, he might get in, but with his career numbers as of now, he's not gonna make it.
thoughts?