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 |
| 49-50 | ||||
| 50-51 | ||||
| 51-52 | ||||
| 52-53 | ||||
| 53-54 | New Waterford St. Agnes | Jeannette MacNeil | 2g-0 | Lockeport Regional |
| 54-55 | ||||
| 55-56 | Antigonish | Lorne Whalen | 67-53 | New Waterford St. Agnes |
| 56-57 | Antigonish | Eugene Swartzack | 58-48 | Shelburne Regional |
| 57-58 | Antigonish | Eugene Swartzack | 50-37 | Caledonia North Queens |
| 58-59 | Caledonia North Queen’s | Eleanor Hollet | 53-35 | Antigonish |
| 59-60 | New Waterford Central | MacVicar | 33-32 | Shelburne Regional |
| 60-61 | Lockeport Regional | (4-0) | New Waterford St Agnes (3-1) | |
| 61-62 | Musquodoboit Rural | Keith Kerr | (4-0) | New Waterford St Agnes (3-1) |
| 62-63 | Lockeport Regional | Eldon Forbes | 29-12 | Pugwash District |
| 63-64 | Lockeport Regional | 49-29 | New Waterford St. Agnes | |
| 64-65 | New Waterford St. Agnes | James Chiasson | 43-25 | Oxford Regional |
| 65-66 | Musquodoboit Rural | 37-32 | Berwick | |
| 66-67 | Berwick | John Prall | 2g-0 | New Waterford St. Agnes |
| 67-68 | New Waterford St. Agnes | James Chiasson | (2-1) | New Ross Consolidated (2-1) |
| 68-69 | Brookfield South Colchester | |||
| 69-70 | Musquodoboit Rural | 39-17 | New Waterford St. Agnes | |
| 70-71 | New Ross Consolidated | Gladwin | 35-28 | Musquodoboit |
| 71-72 | Wolfville | 44-18 | Pictou | |
| 72-73 | Wolfville | Belmore | ||
| 73-74 | Lockeport Regional | Kent Balish | ||
| 74-75 | Lockeport Regional | Kent Balish | 86-39 | Musquodoboit Rural |
| 75-76 | Lockeport Regional | Kent Balish | ||
| 76-77 | Lockeport Regional | Kent Balish | ||
| 77-78 | Brookfield South Colchester | |||
| 78-79 | Brookfield South Colchester | John Matheson | ||
| 79-80 | Oxford Regional | Al Hart? | ||
| 80-81 | Middleton Regional | Brent Baker | 52-47 | Digby Regional |
| 81-82 | Oxford Regional | Al Hart? | ||
| 82-83 | Oxford Regional | Al Hart? | North Colchester | |
| 83-84 | Cornwallis District | |||
| 84-85 | Oxford Regional | Al Hart? | New Glasgow | |
| 85-86 | Brookfield South Colchester | Digby Regional | ||
| 86-87 | Digby Regional | Kentville Kings County | ||
| 87-88 | Digby Regional | Oxford Regional | ||
| 88-89 | Springhill | New Glasgow | ||
| 89-90 | New Glasgow | Gary Fraser | Digby Regional | |
| 90-91 | Digby Regional | 66-64 | Milford Hants East Rural | |
| 91-92 | New Glasgow | 51-42 | Brookfield South Colchester | |
| 92-93 | Digby Regional | Brookfield South Colchester | ||
| 93-94 | Milford Hants East Rural | 71-58 | Middleton Regional | |
| 94-95 | Lyons Brook West Pictou | New Glasgow | ||
| 95-96 | New Glasgow | Musquodoboit Rural | ||
| 96-97 | Hants West Rural | 55-50 | Milford Hants East Rural | |
| 97-98 | New Glasgow | 67-59 | Hants West Rural | |
| 98-99 | New Glasgow | Amherst Regional | ||
| 99-00 | Halifax Grammar | Patti Meehan Kathy Spurr | 80-47 | Amherst Regional |
| 00-01 | Lyons Brook West Pictou | Amherst Regional | ||
| 01-02 | Amherst Regional | 58-56 | Lyons Brook West Pictou | |
| 02-03 | Amherst Regional | New Glasgow | ||
| 03-04 | Middleton Regional | 70-67 | Amherst Regional | |
| 04-05 | Amherst Regional | Fred Gould | 53-37 | Middleton Regional |
| 05-06 | Amherst Regional | Fred Gould | 44-32 | Middleton Regional |
| 06-07 | Amherst Regional | Fred Gould | 48-37 | Brookfield South Colchester |
| 07-08 | New Waterford Breton EC | Justin Kavanaugh | 73-67 | Amherst Regional |
| 08-09 | Middleton Regional | Greg Bower | 62-61 | Canning Northeast Kings EC |
| 09-10 | Canning Northeast Kings EC | Gary Harris | 57-46 | Middleton Regional |
| 10-11 | Yarmouth Consolidated | Kelly Lacroix | 53-51 | Canning Northeast Kings EC |
| 11-12 | Amherst Regional | Gillian Ellis | 64-59 | Middleton Regional |
| 12-13 | Amherst Regional | Gillian Ellis | 70-28 | Canning Northeast Kings EC |
| 13-14 | Amherst Regional | Gillian Ellis | 61-38 | Berwick Central Kings Rural |
| 14-15 | Windsor Avon View | Jim Bryan | 56-53 | Berwick Central Kings Rural |
| 15-16 | Berwick Central Kings Rural | Ben Hachey | 59-53 | Glace Bay |
| 16-17 | None held (work-to-rule) | ———— | —– | ——————– |
| 17-18 | Dartmouth Carrefour | 86-53 | Milford Hants East | |
| 18-19 | Milford Station Hants East | Chris Trainor | 102-70 | New Waterford Breton EC |
| 19-20 | Milford Station Hants East | Chris Trainor | 76-59 | Canning Northeast Kings EC |
| 20-21 | CANCELLED | (covid-19 pandemic) | —– | ——————– |
| 21-22 | Canning Northeast Kings EC | Ross Bentley | 71-50 | New Waterford Breton EC |
| 22-23 | Canning Northeast Kings EC | Ross Bentley | 84-49 | Auburn West Kings |
| 23-24 | Auburn West Kings | Tammy Ramsey | 69-55 | Amherst Regional |