2001 Season: Then known as Charlie's Bar, the Red Sox were one of four teams in the GPMABL's inaugural season of 2001. The 2001 season saw Charlie's Bar finish 8-9, good enough for third place.

2002 Season: Several players remaining from the 2001 Charlie's Bar team were joined by a talented group of new players that formed the 2002 team. After splitting the first doubleheader, Charlie's Bar ran off eleven straight wins on the way to a 16-3 record and a first place finish. The team battled injuries and the brutal August heat during the league playoffs, winning the league championship in a best of three series against the Blue Rocks. Individually, Charlie's Bar players led the league in virtually every offensive and pitching category.

2003 Season: During the off-season Charlie's Bar decided to change uniforms and became the GPMABL Red Sox. With the loss of a few key players, including the 2002 GPMABL MVP, the Red Sox finished the regular season at 9-10. The Red Sox season concluded with a close seventh inning first-round playoff loss to the Fishtown Phillies. Individually, strong pitching and great defense earned many Red Sox players an opportunity to play at Veteran's Stadium for the GPMABL All-Star Game.

2004 Season: In their first season as managers, Jason Hale and Mike Newman lead the Red Sox to a 12-7 record and a second-place finish losing to the Blue Rocks in the Best-of-3 Championship Series. Lead offensively by MVP Candidate and 4-year All Star Greg Thompson the Red Sox put up some staggering offensive numbers behind some quality pitching and good defense. With players placing in the top two or three almost every offensive and defensive category the Red Sox look forward to continuing the momentum in 2005 and regaining the GPMABL Championship.

2005 Season: The Red Sox finished the 2005 season at 8-13 after a first-round playoff loss to the Fishtown Phillies 3-2.

2006 Season: The Red Sox finished the 2006 season at 10-9 and a second place finish in the Franklin Division. The Red Sox lost a tough first-round playoff game to the rival Blue Rocks. Led on the mound by Don Peterson (7-2) the Red Sox improved its defense from 2005. Along with the solid defense led by Brett Hiett (SS), Steve McDermot (2B), Bryan Withrow (LF), and Jason Williams (RF) the Red Sox gained some power in the line up.

2007 Season: The Red Sox finished the 2007 season with a 14-12 record and second place in the Franklin Division. The Sox had a first round bye in the playoffs and managed to beat the Reds 5 -3 in the second round before losing a tough 8 - 4 game to the rival Blue Rocks in the third round. Along with veteran leaders Brett Hiett (SS), Bret Binder (P), Steve McDermott (2B), Bryan Withrow (LF), and Jason Williams (RF) the Red Sox welcomed some talented rookies in 2007. Brian Freiland (3B) and Doug Kugler (1B) helped lead the Red Sox to another outstanding offensive season. At the end of the season, Jason Hale hung up his managing spikes and handed over team duties to Brett Hiett.

2008 Season: The Red Sox finished the 2008 season with a 13-10 record and third place finish in the Penn division. In the first round of the playoffs, the Sox were humbled by a shutout at the hands of the Blue Rocks to end their season. Newcomers Eric Guise (P/CF) and Craig Denlinger (OF/SS) added extra offense and solid pitching to the squad.

2009 Season: The Red Sox agreed to join the Havertown Eagles after half their team split to form the Drexel Hill Dodgers.

2010 Season: Brett Hiett gets the band back together and the Red Sox return to the field.  They had their best season ever with a combined 26-4 record as they earned the title of 2010 GPMABL champions.  Led by solid pitching and endless offense, the Red Sox swept the A's 2-0 in the championship series.  Eric Guise led the pitching staff and won the Cy Young award. He was a perfect 12-0 on the season, with a 1.48 ERA and league leading 105 strikeouts in 75.2 innings.  Cleanup hitter Jason Williams took home the 2010 GPMABL MVP Honors with a career season. He lead the league in Batting Average (0.492), Doubles (10), Triples (5), Slugging Percentage (0.857) and OPS (1.385).  The Red Sox sent seven players to the All-star game: Brett Hiett, Craig Denlinger, Steve McDermet, Matt Altomare, Bill Johnson, and of course, Eric Guise and Jason Williams.

2011 Season:  Brett Hiett led the Red Sox to a 15-8 regular season record, which had them tied for first with the A's at the end of the regular season.  Despite being no-hit in their first round playoff matchup with the Mustangs, the Red Sox earned a win with some agressive baserunning.  With an extremely wet August, the 2nd round wasn't played until after Labor Day.  The rust showed with the Sox, as they fell to the Colt 45's in their semi-final matchup.  No repeat was in store for the 2011 Red Sox.

2012 Season:  Brian Freiland takes over as manager of the Red Sox as they rebuilt the team after lots of turnover from the past off-season.  With a solid draft and good free agent additions, the Red Sox fielded another competitive team, although they finished a disappointing 9-17.  They saved their best for the playoffs, as they knocked off the #2 seed and defending champion A's with a nifty no-hitter by Red Sox veteran Bret Binder.  However, the joy was short-lived as they were knocked out of the playoffs the following week by the Mustangs.  

2013 Season:  The Red Sox showed improvement in Skipper Brian Freiland's second season as manager while finishing with a 12-13 record.  The team was second in the league in runs scored with key offensive contributions from newcomers Pat Armor and Ryan Foreman, and also Red Sox veteran Steve McDermet, while the Red Sox hurlers led the league in hit batsmen.  The Sox left the playoffs early due to a first round loss to the eventual league runners-up, the Mustangs.