The following are the results of the voting for the league Gold Glove Awards. Each league franchise nominates players from their teams. A vote is cast for a player at each position except for outfield where a vote is cast for three players.
First Base
| Player | Team | Total |
|---|---|---|
| Billy Uberti | Brighton Braves | 7 |
| Kenny Luongo | East Boston Knights | 1 |
| Sean Glavin | Revere Rockies | 1 |
| Angelo Colucci | Stoneham Sabers | 1 |
| Jon Argetsinger | Malden Maddogs | 1 |
| Eddie Uong | South End Astros | 1 |
| Luke Bakker | Savin Hill Dodgers | 0 |
| Gordie Gronkowski | Somerville Allibrandis | 0 |
Second Base
| Player | Team | Total |
|---|---|---|
| Mike Oliveria | East Boston Knights | 7 |
| Matt Costanza | McKay Club | 3 |
| Tim Varakis | Brighton Black Sox | 2 |
| Andre Souffrant | Charlestown Townies | 0 |
Third Base
| Player | Team | Total |
|---|---|---|
| Anthony Perry | Somerville Alibrandis | 6 |
| Tommy Lenane | Stoneham Sabers | 6 |
Note:Despite being tied in voting. Perry was awarded the Gold Glove based on his better fielding percentage.
Shortstop
| Player | Team | Total |
|---|---|---|
| Derek Pizarro | Stoneham Sabers | 4 |
| Jose Paulino | East Boston Knights | 3 |
| Mark Addessa | Somerville Alibrandis | 3 |
| PJ McDonald | Malden Maddogs | 1 |
| Hector Coscione | Brighton Braves | 1 |
| Edwin Owolo | Charlestown Townies | 0 |
Catcher
| Player | Team | Total |
|---|---|---|
| Dionys Quezada | Stoneham Sabers | 4 |
| Tony Iafolla | Revere Rockies | 3 |
| Marty Dunlap | Al Thomas Athletics | 2 |
| Geoff Lopes | Malden Maddogs | 2 |
| Cam Owens | Brighton Black Sox | 1 |
| Clifford Guerrero | South End Astros | 0 |
Outfield
| Player | Team | Total |
|---|---|---|
| Juan Parra | Somerville Alibrandis | 9 |
| Pat Yee | Savin Hill Dodgers | 6 |
| Trevor Boyce | South Boston Saints | 6 |
| George Gonzalez | Charlestown Townies | 4 |
| Stephan MacMeans | McKay Club | 4 |
| Bobby Foote | Revere Rockies | 3 |
| Peter Maltzan | Malden Maddens | 2 |
| Kevin Post | Brighton Braves | 1 |
| Chris Santosuosso | Revere Rockies | 1 |
| Liam Moreno | South End Astros | 0 |
| Brad Presler | South End Astros | 0 |
| Ryan O’Connor | Charlestown Townies | 0 |
Pitcher
| Player | Team | Total |
|---|---|---|
| Mike Smith | Brighton Braves | 6 |
| Bill Clang | Al Thomas Athletcis | 5 |