| Awards | Winner | 2024 | Team |
| MVP | Evan Wilkins | -------- | Kraken |
| CY Young | Anthony Pasqua | -------- | Shock |
| Rookie of the Year | Nick Sabino | -------- | Shock |
| Batting Title | Tommy Peck | -------- | Gladiators |
| Home Run King | Evan Wilkins | -------- | Kraken |
| Comeback Player of the Year | Daniel Cochrane | -------- | Panthers |
| Golden Hands | Victor Cottini | -------- | Braves |
| Silver Slugger | Chris Canno | -------- | Braves |
| Reliever of the Year | Anthony Pasqua | -------- | Shock |
| Manager of the Year | TJ Ciafone | -------- | Shock |
| Game Of The Year | Kraken @ Shock Game 2 | -------- | Kraken/Shock |
| Team of the Year | Brookside Kraken | -------- | Kraken |
| Postseason MVP | Parker Gibbons | -------- | Kraken |
| Awards | Winner | 2023 | Team |
| MVP | Brandon Gibbons | -------- | Gladiators |
| CY Young | Brandon Gibbons | -------- | Gladiators |
| Rookie of the Year | Justin Nardo | -------- | Bananas |
| Batting Title | David Pizzutello | -------- | Dragons |
| Home Run King | David Pizzutello/Chris Canno | -------- | Dragons |
| Comeback Player of the Year | Peter Sposato | -------- | Panthers |
| Golden Hands | Daniel Brady | -------- | Gladiators |
| Silver Slugger | David Pizzutello/James Duffelmeyer | -------- | Dragons/Bananas |
| Reliever of the Year | Peter Fraioli | -------- | Panthers |
| Manager of the Year | Dean Corvino | -------- | Bananas |
| Game Of The Year | Shock @ Bananas Game 1 | -------- | Shock/Bananas |
| Team of the Year | Brentwood Gladiators | -------- | Gladiators |
| Postseason MVP | Brandon Gibbons | -------- | Gladiators |
| Awards | Winner | 2022 | Team |
| MVP | Vinny Spoto | -------- | Panthers |
| CY Young | Brandon Gibbons | -------- | Gladiators |
| Rookie of the Year | Brandon McDowell | -------- | Bananas |
| Batting Title | Victor Cottini | -------- | Shock |
| Home Run King | Chris Canno/Parker Gibbons | -------- | Dragons/Kraken |
| Comeback Player of the Year | Michael Sullivan | -------- | Dragons |
| Golden Hands | Jack Leary | -------- | Shock |
| Silver Slugger | Chris Canno | -------- | Dragons |
| Reliever of the Year | Brandon Gibbons | -------- | Gladiators |
| Manager of the Year | TJ Ciafone | -------- | Shock |
| Game Of The Year | Shock V Bananas | -------- | Shock/Bananas |
| Team of the Year | Brentwood Gladiators | -------- | Gladiators |
| Postseason MVP | Tommy Peck | -------- | Gladiators |
| Awards | Winner | 2021 | Team |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Yuichiro Ochi | -------- | Panthers |
| Batting Title | Peter Fraioli | -------- | Panthers |
| Home Run King | Evan Wilkins | -------- | Process |
| Comeback Player of the Year | Tristan An | -------- | Dragons |
| Golden Hands | Peter Sposato | -------- | Panthers |
| Silver Slugger | Peter Fraioli | -------- | Panthers |
| Reliever of the Year | Brandon Gibbons | -------- | Gladiators |
| Manager of the Year | Austin Corvino | -------- | Gladiators |
| Team of the Year | Brookside Panthers | -------- | Panthers |
| Postseason MVP | Peter Fraioli | -------- | Panthers |
| Awards | Winner | 2020 | Team |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Zach Lieberman | -------- | PawSox |
| Batting Title | Peter Fraioli | -------- | Panthers |
| Home Run King | Evan Wilkins | -------- | Process |
| Comeback Player of the Year | A.J. Cefaloni | -------- | Lavahogs |
| Golden Hands | Kyle Moretzky | -------- | Kraken |
| Silver Slugger | Peter Fraioli | -------- | Panthers |
| Reliever of the Year | Parker Gibbons | -------- | Kraken |
| Manager of the Year | Parker Gibbons | -------- | Kraken |
| Team of the Year | Harris Special K's | -------- | Special K's |
| Postseason MVP | Jason Hegedus | -------- | Special K's |
| -------- | -------- | -------- | -------- |
| Awards | Winner | 2019 | Team |
| MVP | Evan Wilkins | -------- | Process |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Daniel Cochrane | -------- | Panthers |
| Batting Title | Vinny Spoto | -------- | Panthers |
| Home Run King | Evan Wilkins | -------- | Process |
| Comeback Player of the Year | Vinny Spoto | -------- | Panthers |
| Golden Hands | Kyle Moretzky | -------- | Kraken |
| Silver Slugger | Peter Fraioli | -------- | Panthers |
| Reliever of the Year | Daniel Cochrane | -------- | Panthers |
| Manager of the Year | Brandon Gibbons | -------- | Lavahogs |
| Team of the Year | Glenwood Process | -------- | Process |
| Postseason MVP | Evan Wilkins | -------- | Process |
| Awards | Winner | 2018 | Team |
| MVP | Jake Quigley | -------- | Special K's |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Nick Galasso | -------- | Kraken |
| Batting Title | A.J. Cefaloni | -------- | Mustangs&Kraken |
| Home Run King | Evan Wilkins | -------- | Process |
| Comeback Player of the Year | James Choi | -------- | Kraken |
| Golden Hands | Alex Homem | -------- | Special K's |
| Silver Slugger | Peter Fraioli | -------- | Panthers |
| Reliever of the Year | Jake Quigley | -------- | Special K's |
| Manager of the Year | Peter Fraioli | -------- | Panthers |
| Team of the Year | Harris Special K's | -------- | Special K's |
| Postseason MVP | Jake Quigley | -------- | Special K's |
| -------- | -------- | -------- | -------- |
| Awards | Winner | 2017 | Team |
| North | North | North | North |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | Evan Wilkins | -------- | Wildcats |
| Rookie of the Year | Jake Quigley | -------- | Panthers |
| Batting Title | Peter Fraioli | -------- | Panthers |
| Home Run King | Evan Wilkins | -------- | Wildcats |
| Comeback Player of the Year | Griffin Krueger | -------- | Mustangs |
| Golden Hands | Peter, Jake, Alex | -------- | Pan, Pan, Wic |
| Silver Slugger | Peter, Evan, Griffin | -------- | Pan, Wic, Mus |
| Reliever of the Year | Griffin Krueger | -------- | Mustangs |
| Manager of the Year | Peter Fraioli | -------- | Panthers |
| Team of the Year | Brookside Panthers | -------- | Panthers |
| Postseason MVP | Peter Fraioli | -------- | Panthers |
| South | South | South | South |
| MVP | Vinny Spoto | -------- | Dashers |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Bennett Breig | -------- | Hogriders |
| Batting Title | Brandon Gibbons | -------- | Hogriders |
| Home Run King | Parker Gibbons | -------- | Kraken |
| Comeback Player of the Year | James Choi | -------- | Kraken |
| Golden Hands | Victor, Parker, James | -------- | Das, Buf, Buf |
| Silver Slugger | Parker, Vinny, Victor | -------- | Buf, Das, Das |
| Reliever of the Year | Vinny Spoto | -------- | Dashers |
| Manager of the Year | Vinny Spoto | -------- | Dashers |
| Team of the Year | Avondale Dashers | -------- | Dashers |
| -------- | -------- | -------- | -------- |
| Awards | Winner | 2016 | Team |
| North | North | North | North |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Alex Homem | -------- | Kraken |
| Batting Title | Peter Fraioli | -------- | Panthers |
| Home Run King | Parker Gibbons | -------- | Kraken |
| Comeback Player of the Year | Austin Corvino | -------- | Aces |
| Golden Hands | Parker, Peter, Joey | -------- | Eag, Pan, Pan |
| Silver Slugger | Parker, Peter, Joey | -------- | Eag, Pan, Pan |
| Reliever of the Year | Austin Corvino | -------- | Aces |
| Manager of the Year | Peter Fraioli | -------- | Panthers |
| Team of the Year | Brookside Panthers | -------- | Panthers |
| Postseason MVP | Peter Fraioli | -------- | Panthers |
| South | South | South | South |
| MVP | Victor Cottini | -------- | Hotdoggers |
| CY Young | Victor Cottini | -------- | Hotdoggers |
| Rookie of the Year | Evan Wilkins | -------- | Dashers |
| Batting Title | Victor Cottini | -------- | Hotdoggers |
| Home Run King | Evan Wilkins | -------- | Dashers |
| Comeback Player of the Year | Vinny Spoto | -------- | Dashers |
| Golden Hands | Victor C, Evan, Vinny, Griffin | -------- | Hod, Das, Bul |
| Silver Slugger | Victor C, Evan, Vinny, Griffin | -------- | Hod, Das, Bul |
| Reliever of the Year | Vinny Spoto | -------- | Dashers |
| Manager of the Year | Brandon Gibbons | -------- | Hotdoggers |
| Team of the Year | Beaver Brook Hotdoggers | -------- | Hotdoggers |
| -------- | -------- | -------- | -------- |
| Awards | Winner | 2015 | Team |
| North | North | North | North |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | Victor Cottini | -------- | Panthers |
| Rookie of the Year | Victor Cottini | -------- | Panthers |
| Batting Title | Victor Cottini | -------- | Panthers |
| Home Run King | Peter Fraioli | -------- | Panthers |
| Comeback Player of the Year | A.J. Cefaloni | -------- | Aces |
| Golden Hands | Victor, Austin, Peter S, David | -------- | Panthers, Wicked |
| Silver Slugger | Peter, Brandon, Aj, Victor | -------- | Pan, Man, Wia |
| Reliever of the Year | James Choi | -------- | Aces |
| Manager of the Year | A.J. Cefaloni | -------- | Aces |
| Team of the Year | Brentwood Aces | -------- | Aces |
| South | South | South | South |
| MVP | Parker Gibbons | -------- | Kraken |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | T.J. Fuerst | -------- | Kraken |
| Batting Title | Parker Gibbons | -------- | Kraken |
| Home Run King | Parker Gibbons | -------- | Kraken |
| Comeback Player of the Year | Griffin Krueger | -------- | Mustangs |
| Golden Hands | Parker, Tj, Joey, Vinny | -------- | Eagles, Squirrels |
| Silver Slugger | Parker, Joey, Vinny, Griffin | -------- | Eag, Sql, Mus |
| Reliever of the Year | Vinny Spoto | -------- | Squirrels |
| Manager of the Year | Parker Gibbons | -------- | Kraken |
| Team of the Year | Brookside Squirrels | -------- | Squirrels |
| Postseason MVP | Parker Gibbons | -------- | Kraken |
| Awards | Winner | 2014 | Team |
| North | North | North | North |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | Brandon Gibbons | -------- | Hotdoggers |
| Rookie of the Year | Griffin Krueger | -------- | Aces |
| Batting Title | Peter Fraioli | -------- | Panthers |
| Home Run King | Peter Fraioli | -------- | Panthers |
| Comeback Player of the Year | Brandon Gibbons | -------- | Hotdoggers |
| Golden Hands | Peter, Peter S, Vinny, Victor | -------- | Pan, Dev, Hot, Ace |
| Silver Slugger | Peter, Brandon, Vinny, Victor | -------- | Pan, Hot, Ace |
| Reliever of the Year | Anthony Castellano | -------- | Devils |
| Manager of the Year | Brandon Gibbons | -------- | Hotdoggers |
| Team of the Year | Beaver Brook Hotdoggers | -------- | Hotdoggers |
| Postseason MVP | Peter Fraioli | -------- | Panthers |
| South | South | South | South |
| MVP | Parker Gibbons | -------- | Kraken |
| CY Young | Kodai Tachimoto | -------- | Squirrels |
| Rookie of the Year | Ryota Otara | -------- | Squirrels |
| Batting Title | Parker Gibbons | -------- | Kraken |
| Home Run King | Parker Gibbons | -------- | Kraken |
| Comeback Player of the Year | Sean Walther | -------- | Kings |
| Golden Hands | Parker, Shintaro, Joey, Masayuki | -------- | Eag, Sql, Kig |
| Silver Slugger | Parker, Joey, Kodai, Darien | -------- | Eag, Sql, Kig |
| Reliever of the Year | Tochi Onwuasoanya | -------- | Angels |
| Manager of the Year | Darien Sharpe | -------- | Kings |
| Team of the Year | Brookside Kings | -------- | Kings |
| Awards | Winner | 2013 | Team |
| North | North | North | North |
| MVP | Peter Fraioli | -------- | Panthers |
| CY Young | A.J. Cefaloni | -------- | Aces |
| Rookie of the Year | Vinny Spoto | -------- | Aces |
| Batting Title | Peter Fraioli | -------- | Panthers |
| Home Run King | A.J. Cefaloni | -------- | Aces |
| Comeback Player of the Year | A.J. Cefaloni | -------- | Aces |
| Golden Hands | Peter, Vinny, Peter S, Jonathan | -------- | Pan, Hot, Dev |
| Silver Slugger | Peter, Brandon, AJ, Jonathan | -------- | Pan, Hot, Ace, Dev |
| Reliever of the Year | Vinny Spoto | -------- | Aces |
| Manager of the Year | A.J. Cefaloni | -------- | Aces |
| Team of the Year | Brentwood Aces | -------- | Aces |
| South | South | South | South |
| MVP | Parker Gibbons | -------- | Kraken |
| CY Young | Parker Gibbons | -------- | Kraken |
| Rookie of the Year | Tochi Onwuasoanya | -------- | Angels |
| Batting Title | Parker Gibbons | -------- | Kraken |
| Home Run King | Parker Gibbons | -------- | Kraken |
| Comeback Player of the Year | Joey Cardascia | -------- | Squirrels |
| Golden Hands | Parker, Davis, Joey, Darien | -------- | Kra, Sql, Kin |
| Silver Slugger | Parker, Joey, Tochi, Darien | -------- | Kra, Sql, Kin |
| Reliever of the Year | Kodai Tachimoto | -------- | Squirrels |
| Manager of the Year | Parker Gibbons | -------- | Kraken |
| Team of the Year | Brookside Kraken | -------- | Kraken |
| Postseason MVP | Parker Gibbons | -------- | Kraken |
| -------- | -------- | -------- | -------- |
| Awards | Winner | 2012 | Team |
| MVP | Kento Kamezaki | -------- | Soxs |
| CY Young | Darien Sharpe | -------- | Kings |
| Rookie of the Year | Kento Kamezaki | -------- | Soxs |
| Batting Title | Kento Kamezaki | -------- | Soxs |
| Home Run King | Kento Kamezaki | -------- | Soxs |
| Comeback Player of the Year | Peter Fraioli | -------- | Panthers |
| Golden Hands | Peter, Kento | -------- | Panthers, Soxs |
| Silver Slugger | Kento, Parker | -------- | Soxs, Kraken |
| Reliever of the Year | | -------- | |
| Manager of the Year | Kento Kamezaki | -------- | Soxs |
| Team of the Year | Davenport Soxs | -------- | Soxs |
| Postseason MVP | Kento Kamezaki | -------- | Soxs |
| -------- | -------- | -------- | -------- |
