Formerly Headmaster’s A. For schools with more than 600 students.
| YEAR | CHAMPION | COACH | FINAL | RUNNER-UP |
| 21-22 | Halifax County Academy | |||
| 22-23 | Halifax County Academy | |||
| 23-24 | Halifax County Academy | |||
| 24-25 | Halifax County Academy | |||
| 25-26 | Halifax County Academy | |||
| 26-27 | Halifax County Academy | |||
| 27-28 | Halifax County Academy | |||
| 28-29 | ||||
| 29-30 | ||||
| 30-31 | ||||
| 31-32 | ||||
| 32-33 | Yarmouth Academy | T:82-46 | Sydney Academy | |
| 33-34 | Halifax County Academy | Harvey Harris | Yarmouth Academy | |
| 34-35 | Halifax County Academy | Yarmouth Academy | ||
| 35-36 | Glace Bay | 26-22 | Yarmouth Academy | |
| 36-37 | ||||
| 37-38 | Yarmouth Academy | |||
| 38-39 | ||||
| 39-40 | Yarmouth Academy | |||
| 40-41 | ||||
| 41-42 | HS play banned (WWII) | ———– | —– | ——————– |
| 42-43 | HS play banned (WWII) | ———– | —– | ——————– |
| 43-44 | Sydney Academy | |||
| 44-45 | Sydney Academy | |||
| 45-46 | Sydney Academy | T:78-29 | Halifax Queen Elizabeth | |
| 46-47 | ||||
| 47-48 | ||||
| 48-49 | Halifax Queen Elizabeth | |||
| 49-50 | Halifax Queen Elizabeth | Frank Baldwin | ||
| 50-51 | Halifax Queen Elizabeth | |||
| 51-52 | Halifax Queen Elizabeth | |||
| 52-53 | Halifax Queen Elizabeth | |||
| 53-54 | Halifax Queen Elizabeth | |||
| 54-55 | Halifax Queen Elizabeth | |||
| 55-56 | Halifax Queen Elizabeth | Alf Johnson | Amherst Regional | |
| 56-57 | Halifax Queen Elizabeth | Alf Johnson | T: 132-60 | Liverpool Regional |
| 57-58 | Halifax Queen Elizabeth | Alf Johnson | T: 148-53 | Sydney Academy |
| 58-59 | Halifax Queen Elizabeth | McVicar | T: 85-75 | Truro Cobequid EC |
| 59-60 | Auburn West Kings | Laing | (4-0) | Halifax-Truro (2-2) |
| 60-61 | Halifax St. Mary’s | Frank Baldwin | (4-0) | Auburn West Kings (3-1) |
| 61-62 | Halifax St. Mary’s | Frank Baldwin | (4-0) | Sydney Academy (3-1) |
| 62-63 | Bridgetown Regional | Jack Walker | 58-45 | Halifax Queen Elizabeth |
| 63-64 | Bridgetown Regional | Jack Walker | 53-37 | Truro Cobequid EC |
| 64-65 | Halifax Queen Elizabeth | Bob Douglas | 47-32 | Truro Cobequid EC |
| 65-66 | ||||
| 66-67 | Greenwich Horton | |||
| 67-68 | Greenwich Horton | |||
| 68-69 | Halifax St. Patrick’s | |||
| 69-70 | Amherst Regional | Andy Kranack | ||
| 70-71 | Amherst Regional | Andy Kranack | Auburn West Kings | |
| 71-72 | Liverpool Regional | Hamlin | Horton District | |
| 72-73 | Halifax West | Ron O’Flaherty | ||
| 73-74 | Lockporte Regional | |||
| 74-75 | Halifax St. Patrick’s | 56-52 | Windsor Regional | |
| 75-76 | Windsor Regional | MacMillan | 60-47 | Truro Cobequid EC |
| 76-77 | Dartmouth | |||
| 77-78 | Truro Cobequid EC | Frank Harlow | 53-45 | Glace Bay St. Michael’s |
| 78-79 | Truro Cobequid EC | Bob Piers Frank Harlow | 56-54 | Halifax Queen Elizabeth |
| 79-80 | Halifax Queen Elizabeth | Bob Douglas | Truro Cobequid EC | |
| 80-81 | Truro Cobequid EC | Bob Gibbs | ||
| 81-82 | Windsor Regional | |||
| 82-83 | Halifax Queen Elizabeth | Bob Douglas | 61-59 | Truro Cobequid EC |
| 83-84 | Halifax Queen Elizabeth | Bob Douglas | ||
| 84-85 | Halifax Queen Elizabeth | Bob Douglas | Halifax West | |
| 85-86 | Halifax Queen Elizabeth | Bob Douglas | Bridgewater Park View EC | |
| 86-87 | Windsor Regional | Roger Caulfield | 65-61 | Halifax West |
| 87-88 | Truro Cobequid | Dartmouth Prince Andrew | ||
| 88-89 | Halifax Queen Elizabeth | Bob Douglas | Halifax West | |
| 89-90 | Bridgewater Park View EC | 83-78 | Dartmouth Cole Harbour | |
| 90-91 | Dartmouth Cole Harbour | Reg Bezanson | 83-78 | Bridgewater Park View EC |
| 91-92 | Bridgewater Park View EC | Tom Thompson | 89-63 | Coxheath Riverview Rural |
| 92-93 | Halifax St. Patrick’s | Hugh MacDonald | 75-62 | Halifax Queen Elizabeth |
| 93-94 | Halifax Queen Elizabeth | Bob Douglas | 69-58 | Halifax West |
| 94-95 | Halifax West | Mark Parker | 57-56 | Halifax Queen Elizabeth |
| 95-96 | Halifax Queen Elizabeth | Mike Tanner | 101-56 | Truro Cobequid EC |
| 96-97 | Dartmouth | Darryl Johnson | 90-76 | Truro Cobequid EC |
| 97-98 | Halifax West | Mark Parker | 86-61 | Coxheath Riverview Rural |
| 98-99 | Bridgewater Park View EC | 68-62 | Halifax Queen Elizabeth | |
| 99-00 | Halifax Queen Elizabeth | Mike Tanner | 61-49 | Halifax West |
| 00-01 | Halifax West | Mark Parker | 66-60 | Halifax Grammar |
| 01-02 | Dartmouth Cole Harbour | Darryl Johnson | 100-83 | Dartmouth |
| 02-03 | Halifax St. Patrick’s | Irvine Carvery | 80-68 | Greenwich Horton |
| 03-04 | Halifax St. Patrick’s | Irvine Carvery | 85-78 | Millwood |
| 04-05 | Halifax St. Patrick’s | Irvine Carvery | 89-82 | Truro Cobequid EC |
| 05-06 | Dartmouth Cole Harbour | Jerome Sparks | 89-62 | Greenwich Horton |
| 06-07 | Greenwich Horton | Tim Kendrick | 77-61 | Sackville |
| 07-08 | Greenwich Horton | Tim Kendrick | 78-76 | Halifax Citadel |
| 08-09 | Halifax Citadel | Mark Parker | 83-76 | Cole Harbour Auburn Drive |
| 09-10 | Upper Tantalon Sir John A. Macdonald | Colin Brien | 90-86 | Dartmouth Cole Harbour |
| 10-11 | Cole Harbour Auburn Drive | Lance Sparks | 121-92 | Greenwich Horton |
| 11-12 | Dartmouth | Bruce McLaughlin | 93-59 | Greenwich Horton |
| 12-13 | Cole Harbour Auburn Drive | Lance Sparks | 81-76 | Dartmouth |
| 13-14 | Cole Harbour Auburn Drive | Jim Bowes | 90-66 | Halifax Prince Andrew |
| 14-15 | Cole Harbour Auburn Drive | 104-101 | Halifax Citadel | |
| 15-16 | Greenwich Horton | Kevin Veinot | 84-75 | Sackville |
| 16-17 | None held (work-to-rule) | ———— | —– | ——————– |
| 17-18 | Cole Harbour Auburn Drive | Colter Simmonds | 89-68 | Bedford C.P. Allen |
| 18-19 | Dartmouth | Lance Sparks | 89-73 | Halifax Grammar |
| 19-20 | Dartmouth | Lance Sparks | 96-82 | Halifax Grammar |
| 20-21 | CANCELLED | (covid-19 pandemic) | —– | ——————– |
| 21-22 | Bedford Charles P. Allen | Steve Harris | 78-75 | Halifax Grammar |
| 22-23 | Bedford Charles P. Allen | Steve Harris | 87-81 | Halifax Citadel |
| 23-24 | Bedford Charles P. Allen | Steve Harris | 84-68 | Halifax Citadel |