Formerly Headmaster’s B and then AA. Once for schools with between 300 and 699 students. Currently, the division is for schools with between 175-599 students.
| YEAR | CHAMPION | COACH | FINAL | RUNNER-UP |
| 50-51 | Mount Carmel | Jack MacKenzie | ||
| 51-52 | ||||
| 52-53 | New Waterford Central | Bob Macdonald | ||
| 53-54 | Liverpool | Foch Seaman | T: 70-67 | Mount Carmel |
| 54-55 | New Waterford Central | Bob Macdonald | 2g-0 | Liverpool |
| 55-56 | New Waterford Central | Bob Macdonald | Lockeport Regional | |
| 56-57 | Lockeport Regional | Percy Millet | 135-122 | New Waterford Central |
| 57-58 | Oxford Regional | Neil Fraser | 92-69 | New Waterford Central |
| 58-59 | New Waterford Central | Bob Macdonald | Bridgetown Regional | |
| 59-60 | New Waterford Central | Bob Macdonald | (3-0) | Windsor King’s College (2-1) |
| 60-61 | Pugwash District | Conrad MacNeil | (5-0) | Lockeport Regional (4-1) |
| 61-62 | Lockeport Regional | (5-0) | Pugwash District (4-1) | |
| 62-63 | Lockeport Regional | Eldon Forbes | 63-57 | New Waterford Central |
| 63-64 | New Waterford Central | Bob MacDonald | 49-38 | Lockeport Regional |
| 64-65 | Shelburne Regional | 33-30 | Kentville Kings County Academy | |
| 65-66 | New Waterford Mount Carmel | Marshall Desveaux/ John Gillis | ||
| 66-67 | Pugwash | |||
| 67-68 | New Waterford Mount Carmel | John Gillis | (3-0) | |
| 68-69 | Shelburne Regional | |||
| 69-70 | Inverness Consolidated | Gary MacInnis | Bridgewater | |
| 70-71 | Lockeport Regional | 38-31 | Bridgetown Regional | |
| 71-72 | Wolfville | MacKay | 40-38 | Bridgetown Regional |
| 72-73 | Centre Consolidated | Kane | ||
| 73-74 | New Ross Consolidated | |||
| 74-75 | Hantsport | |||
| 75-76 | Hantsport | |||
| 76-77 | Annapolis West EC | |||
| 77-78 | Cornwallis District | |||
| 78-79 | Hantsport | Casey Vandertoom | ||
| 79-80 | Cornwallis District | |||
| 80-81 | Bridgewater | |||
| 81-82 | Isle Madame District | |||
| 82-83 | Bridgewater | Shelburne | ||
| 83-84 | Stellarton | |||
| 84-85 | Morrison | Digby Regional | ||
| 85-86 | New Glasgow | Bud White | 61-57 | Bridgewater |
| 86-87 | New Glasgow | Neil MacPhee | Kentville Kings County | |
| 87-88 | New Glasgow | Neil MacPhee | 88-86 | Kentville Kings County |
| 88-89 | Bridgewater | Barrington Passage Municipal | ||
| 89-90 | Barrington Passage Municipal | 62-60 | Musquodoboit Rural | |
| 90-91 | Bridgewater | 91-89 | Digby Regional | |
| 91-92 | Musquodoboit Rural | 56-48 | Barrington Passage Municipal | |
| 92-93 | Milford Hants East Rural | Springhill | ||
| 93-94 | Musquodoboit Rural | 90-76 | Bridgewater | |
| 94-95 | Bridgewater | New Glasgow | ||
| 95-96 | Bridgewater | 89-74 | Amherst Regional | |
| 96-97 | Bridgewater | 73-58 | Berwick Central Kings Rural | |
| 97-98 | Port Hawkesbury SAERC | 65-57 | Amherst Regional | |
| 98-99 | Windsor Regional | Berwick Central Kings Rural | ||
| 99-00 | Auburn West Kings | Wayne Lincoln | 53-48 | Windsor Regional |
| 00-01 | Windsor Regional | Berwick Central Kings Rural | ||
| 01-02 | Shelburne Regional | 68-66 | Windsor Regional | |
| 02-03 | Millwood | Jerome Sparks | Auburn West Kings | |
| 03-04 | Amherst Regional | Reg Caulfield | 110-94 | Auburn West Kings |
| 04-05 | Musquodoboit Harbour E. Shore | Colin Bush | 85-73 | Berwick Central Kings Rural |
| 05-06 | Amherst Regional | Reg Caulfield | 71-68 | Berwick Central Kings Rural |
| 06-07 | Amherst Regional | Reg Caulfield | 45-40 | Berwick Central Kings Rural |
| 07-08 | Bridgewater | Andy Baker | 84-74 | Bersick Central Kings Rural |
| 08-09 | Berwick Central Kings Rural | Stan MacVicar | 70-51 | Breton Education Centre |
| 09-10 | Amherst Regional | Reg Caulfield | 80-59 | Berwick Central Kings Rural |
| 10-11 | Yarmouth Consolidated Memorial | Tom MacMillan | 130-62 | Middleton Regional |
| 11-12 | Yarmouth Consolidated Memorial | Tom MacMillan | 82-81 | Middleton Regional |
| 12-13 | Amherst Regional | Matt Gambling | 52-51 | Berwick Central Kings Rural |
| 13-14 | Amherst Regional | Tom Skaber | 61-49 | Berwick Central Kings Rural |
| 14-15 | Antigonish Dr. John Hugh Gillis | Kyle Barker | 61-55 | Amherst Regional |
| 15-16 | Antigonish Dr. John Hugh Gillis | Kyle Barker | 87-68 | Sydney Academy |
| 16-17 | None held (work-to-rule) | ———— | —– | ——————– |
| 17-18 | Antigonish Dr. John Hugh Gillis | Jason Dayman | 73-60 | Amherst Regional |
| 18-19 | Antigonish Dr. John Hugh Gillis | Jason Dayman | 72-61 | New Waterford Breton EC |
| 19-20 | Middleton Regional | Greg Bower | 76-64 | Canning Northeast Kings EC |
| 20-21 | CANCELLED | (covid-19 pandemic) | —– | ——————– |
| 21-22 | New Waterford Breton EC | Sandy Kearney | 84-40 | Amherst Regional |
| 22-23 | New Waterford Breton EC | Sandy Kearney | 90-59 | Canning Northeast Kings EC |
| 23-24 | Auburn West Kings | Wayne Jones | 72-69 | Chester Basin Forest Heights |