2024-2025 Season
- Creighty Dickson – Varsity Maine All-State
- Creighty Dickson – Varsity Maine All Region
- Creighty Dickson – First Team All AA North
- Creighty Dickson – Bangor Daily News All-State Third Team
- Creighty Dickson – McDonald’s All Star
- Creighty Dickson – Mr. Maine Basketball Semifinalist
- Creighty Dickson – Hoops 8 All Tourney Team – AA North
- Creighty Dickson – 92.9 The Ticket Second Team All State
- Creighty Dickson – 500 Career Rebound Club
- Tyrie James – First Team All AA North
- Tryie James – Hoops 8 All Tourney Team – AA North
- Tyrie James – 92.9 The Ticket All State Honorable Mention
- Tyrie James – Varsity Maine All Region
- AJ Moody – Second Team All AA North
- Colin Janvrin – AA North Rookie of The Year
- Colin Janvrin – AA North All Rookie Team
- Colin Janvrin – SMAA Rookie of The Year
- Colin Janvrin – AA North All Defensive Team
- Colin Janvrin – Hoops 8 All Tourney Team – AA North
- Braycen Freese – McDonalds All Academic Team
- Coach Pulkkinen – MABC AA North Coach of The Year
- Coach Pulkkinen – Varsity Maine All State Coach of The Year
- Team – 2025 AA State Champion (Back to Back)
- Team – 2025 AA North Regional Champion
- Team – Ranked #1 Team in the State (All 5 Classes)
- Team – Regional Tournament Records:
- Most Total Points in Regional Tournament – 196 Windham
- Most Free Throws in Regional Tournament – 39 Windham
- Most Free Throws 1 Game – 17 Windham
- Team – MVP – Creighty Dickson
- Team – MIP – Braycen Freese
- Team – Coaches Award – Grant Coppi
- Team – Keith Taylor Rebounding Champion – Creighty Dickson
2023-2024 Season
- Quinton Lindsay – First Team All AA North
- Quinton Lindsay – Bangor Daily All-Maine Honorable Mention
- Blake McPherson – First Team All AA North
- Blake McPherson – AA North Regional Tournament MVP
- Blake McPherson – Hoops 8 All Tourney Team – AA North
- Blake McPherson – Bangor Daily All Maine Honorable Mention
- Creighty Dickson – Second Team All AA North
- Creighty Dickson – Hoops 8 All Tourney Team – AA North
- Creighty Dickson – 92.9 The Ticket – All State Honorable Mention
- AJ Moody – Honorable Mention All AA North
- Tyrie James – All Rookie Team AA North
- Tyrie James – Hoops 8 All Tourney Team – AA North
- Erik Bowen – McDonald’s All Academic All Star
- Erik Bowen – All Defensive Team AA North
- Erik Bowen – Defensive Player of the Year AA North
- Erik Bowen – SMAA Gary Randall Award Winner
- Coach Pulkkinen – AA North Coach of The Year
- Coach Pulkkinen – MABC AA North Coach of The Year
- Coach Pulkkinen – Varsity Maine All-State Boy’s Coach of The Year
- Chad Pulkkinen – 92.9 The Ticket – All-State Boy’s Coach of The Year
- Team – 2024 AA State Champion (1st in School History)
- Team – 2024 AA North Regional Champion (1st in School History)
- Team – State Championship Game Records:
- Most Points Scored 1st Quarter – 23 Windham
- Most Points Scored in a Game – 62 Windham
- Most Free Throws Made as a Team – 21 Windham
- Most Free Throws Made Individual – 11 – Tyrie James Windham
- Team – Most wins in school history – 19
- Team – Ranked #1 Team in the State (All 5 Classes)
- Team – MVP – Quinton Lindsay and Blake McPherson
- Team – MIP – Matthew Searway
- Team – Coaches Award – Erik Bowen
- Team – Keith Taylor Rebounding Champion – Creighty Dickson
2022-2023 Season
- Quinton Lindsay – Honorable Mention AA North
- Blake McPherson – Honorable Mention AA North
- AJ Moody – AA North All Rookie Team
- Team – MVP – Quinton Lindsay
- Team – MIP – Blake McPherson
- Team – Coaches Award – Owen Combes
- AA North Sportsmanship Award
2021-2022 Season
- Matthew Fox – McDonalds All Academic
- Matthew Fox – AA North Defensive Team
- Matthew Fox – Honorable Mention AA North
- Nick Garrison – Second Team All AA North
- Nick Garrison – Third Team All SMAA
- Team – MVP – Nick Garrison
- Team – MIP – Matthew Fox
- Team – Coaches Award – Jakob Emery
2020-2021 Season*
- Team – MVP – Kaleb Cidre
- Team – MIP – Sean Cunniffe
- Team – Coaches Award – Nuar Bol
*Covid Season, no league play or awards
2019-2020 Season
- Chris Naylor – AA North Honorable Mention
- Chris Naylor – SMAA Honorable Mention
- Chris Naylor – SMAA Senior All-Star Game
- Eric Weisser – AA North All Defensive Team
- Kaleb Cidre – AA North All Defensive Team
- Will Mannette – AA North All Rookie Team
- Will Mannette – SMAA All Rookie Team
- Team – MVP – Chris Naylor
- Team – MIP – Kaleb Cidre
- Team – Coaches Award – Anthony Gugliuzza
2018-2019 Season
- Dierhow Bol – Second Team All AA North
- Dierhow Bol – Defensive Team All AA North
- Dierhow Bol – Third Team All SMAA
- Dierhow Bol – SMAA Senior All Star Game
- Andrew Wing – SMAA Senior All Star Game
- Kaleb Cidre – Rookie Team All AA North
- Team – MVP – Dierhow Bol
- Team – MIP – Kaleb Cidre
- Team – Coaches Award – Andrew Wing
2017-2018 Season
- Nick Curtis – Hoops8 First Team All State
- Nick Curtis – Maine Sunday Telegram 2018 All-State Team
- Nick Curtis – USA Today All-USA Maine Boys Second Team
- Nick Curtis – Bangor Daily News All-State Second Team
- Nick Curtis – Hoops8 All-Tournament Team
- Nick Curtis – First Team All SMAA
- Nick Curtis – First Team All AA North
- Nick Curtis – McDonald’s All Star
- Nick Curtis – Top 10 Finalist for Mr. Basketball
- Nick Curtis – SMAA Leading Scorer and Leading Assists Per Game
- Nick Curtis – 1,000 Point Club
- Nick Curtis – Preseason First Team All State
- Nick Curtis – Preseason Top 10 Player to Watch
- Mike Gilman – Varsity Maine Awards – Play of the Year Finalist
- Mike Gilman – Hoops8 Third Team All State
- Mike Gilman – Bangor Daily News All-State Honorable Mention
- Mike Gilman – Hoops8 All-Tournament Team
- Mike Gilman – Second Team All SMAA
- Mike Gilman – First Team All AA North
- Mike Gilman – McDonald’s All Star
- Mike Gilman – 1,000 Point Club
- Mike Gilman – Preseason All State Honorable Mention
- Mike Gilman – Preseason Top 10 Player to Watch
- Cory Hutchison – AA North Honorable Mention
- Cory Hutchison – SMAA All Academic
- Nathan Watson – SMAA All Academic
- Cameron Brown – AA North All Rookie Team
- Team – AA North Regional Final Runner Up
- Team – Most wins in school history (15)
- Team – Preseason Top 10 Team to Watch
- Team – MVP – Nick Curtis and Mike Gilman
- Team – MIP – Cory Hutchison
- Team – Coaches Award – Andrew Wing
2016-2017 Season
- Chris Brown – Maine McDonald All State Academic Team
- Chris Brown – Gary Randall Award winner for the SMAA
- Chris Brown – SMAA All Academic Team
- Chris Brown – SMAA Senior All Star Game
- Dierhow Bol – SMAA All Rookie Team
- Mike Gilman – Honorable Mention AA North All Tournament Team
- Mike Gilman – SMAA 2nd Team
- Nick Curtis – SMAA Preseason Top Ten Players to Watch
- Nick Curtis – AA North All Tournament Team
- Nick Curtis – SMAA 1st Team
- Coach Pulkkinen – SMAA Coach of The Year
- Team – AA North Regional Semifinalist
- Team – MVP – Nick Curtis and Mike Gilman
- Team – MIP – Orion Beers
- Team – Coaches Award – Chris Brown
2015-2016 Season
- SMAA Sportsmanship Award
- Nick Curtis – SMAA 2nd Team
- Team – MVP – Nick Curtis
- Team – MIP – Hunter Coffin
- Team – Coaches Award – Zach LaCombe
