Don't know about the OF but here is the record for most strike outs by 3 players in RR in a season
2006 - 428 (Jimerson 183, Conrad 135, and Gordon 110)
2007 - 389 (Conrad 144, Ransom 131, and Saccomanno 114)
2005 - 311 (Coolbaugh 111, Conrad 104 and Scott 96)
Looking at the top four outfielders each year ...
2000 - 331 (Porter 130, Cole 98, Logan 71, Wesson 32)
2001 - 302 (Wesson 135, Lane 98, Logan 44, Porter 25)
2002 - 398 (Rosamond 120, Jill 105, Topolski 88, Stanley 85)
2003 - 378* (Rosamond 124, Acevedo 101, Wright 78, Landry 75)
* Landry split time between 1B & OF about equally
2004 - 337* (Jimerson 163, Taveras 76, Rodriguez 55, Scott 43)
* + Hill (20 in 22 games) and Topolski (64 in 81 games, about half in the OF)
2005 - 346 (Scott 96, Self 91, Wesson 84, Gipson 75)
2006 - 318* (Jimerson 183, Scott 66, Rodriguez 53, Lane 16)
* Gordon also had 110 in 102 games, 29 in the OF
2007 - 213* (Anderson 75, Wesson 55, Raines 47, Rodriguez 36)
* + Lane (26 in 11 games), Pence (15 in 19 games) and Torbert (21 in 16 games)