| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 11 | Christopher Sulliva... | 15:29.5PR | MA | Catholic Memorial | Nov 6
| Frank Mooney Coaches Invitational |
| 2. | 17 | 12 | Patrick Healey | 15:54.4PR | MA | Bishop Feehan | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 3. | 18 | 12 | Owen McMorrow | 15:58.9PR | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 4. | 15 | 10 | Ryan Leslie | 15:59.9 | MA | Billerica Memorial | Nov 20
| MIAA State Championships |
| 5. | | 11 | Ryan Sarney | 16:08.7 | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 6. | | 11 | Nathaniel Traut | 16:10.0PR | MA | Sharon | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 7. | | 11 | John Garvey | 16:13.5 | MA | Catholic Memorial | Nov 6
| Frank Mooney Coaches Invitational |
| 8. | | 12 | Nathan Tassey | 16:14.4PR | MA | Whitman-Hanson Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 9. | | 10 | Alec Carew | 16:16.8PR | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 10. | | 12 | Peter Clifford | 16:17.4PR | MA | Marblehead | Oct 2
| Bay State Invitational |
| 11. | | 11 | Dylan Brilliant | 16:19.3 | MA | Plymouth South | Nov 20
| MIAA State Championships |
| 12. | 18 | 12 | Neil Harrington | 16:21.7PR | MA | Malden Catholic | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 13. | 16 | 11 | Casey Gorhan | 16:25.6PR | MA | Bishop Feehan | Nov 20
| MIAA State Championships |
| 14. | 15 | 10 | Brendan Thomas | 16:28.7 | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 15. | | 12 | Donovan Murray | 16:29.8PR | MA | Milton | Nov 20
| MIAA State Championships |
| 16. | 17 | 11 | Aidan Dupill | 16:30.8 | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 17. | | 12 | Jacob Naim | 16:32.1PR | MA | Marlborough | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 18. | | 12 | Bronson Dubey | 16:35.9PR | MA | Shepherd Hill Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 19. | | 11 | Harrison Kee | 16:37.2 | MA | Marblehead | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 20. | 16 | 10 | Isaac Gross | 16:38.8 | MA | Marblehead | Nov 20
| MIAA State Championships |
| 21. | | 12 | Michael Bane | 16:42.2PR | MA | Catholic Memorial | Nov 20
| MIAA State Championships |
| 22. | 18 | 12 | John Carew | 16:42.3PR | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 23. | | 11 | Ryan Thompson | 16:47.7 | MA | Marblehead | Nov 20
| MIAA State Championships |
| 24. | 17 | 11 | Michael LeLacheur | 16:48.9 | MA | Westborough | Nov 20
| MIAA State Championships |
| 25. | | 12 | Will Lamb | 16:49.6PR | MA | Marblehead | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 26. | | 12 | Jack Bernier | 16:50.5PR | MA | Bishop Feehan | Nov 20
| MIAA State Championships |
| | | 12 | Colin Ozturk | 16:50.5PR | MA | Stoughton | Nov 20
| MIAA State Championships |
| 28. | | 12 | Joseph Connolly | 16:54.0PR | MA | Catholic Memorial | Nov 20
| MIAA State Championships |
| 29. | 18 | 12 | Conor Fitzgerald | 16:54.5PR | MA | Shepherd Hill Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 30. | 15 | 10 | Noah Gomes D'Sa | 16:55.7PR | MA | Bishop Feehan | Nov 20
| MIAA State Championships |
| 31. | | 11 | Spencer Cook | 16:56.2PR | MA | Silver Lake Regional | Oct 2
| Bay State Invitational |
| 32. | | 11 | Andrew Trudel | 16:56.3PR | MA | Shepherd Hill Reg | Nov 20
| MIAA State Championships |
| 33. | | 12 | Alexavier Almeida | 16:57.5PR | MA | Bishop Feehan | Nov 20
| MIAA State Championships |
| 34. | | 11 | Dean Simmons | 16:59.2 | MA | Catholic Memorial | Nov 20
| MIAA State Championships |
| 35. | | 12 | Cameron Boudrot | 16:59.5PR | MA | Billerica Memorial | Nov 20
| MIAA State Championships |
| 36. | | 12 | Gordon Johnson | 17:04.8PR | MA | Whitman-Hanson Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 37. | | 11 | Alexander Pierce | 17:05.3PR | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 38. | 16 | 10 | Patrick Hall | 17:06.0 | MA | Billerica Memorial | Nov 20
| MIAA State Championships |
| 39. | | 12 | Anthony Kurtzer | 17:07.0PR | MA | Bishop Feehan | Nov 6
| Frank Mooney Coaches Invitational |
| 40. | | 10 | Owen Michelin | 17:08.8 | MA | Plymouth South | Nov 20
| MIAA State Championships |
| 41. | 15 | 10 | Sean Kerin | 17:09.8 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 42. | | 12 | David MacDonald | 17:15.5PR | MA | Billerica Memorial | Nov 20
| MIAA State Championships |
| 43. | | 12 | Wyatt Fritchman | 17:19.0PR | MA | Oliver Ames | Oct 12
| NAHS vs Oliver Ames |
| 44. | | 11 | David Di Costanzo | 17:19.9 | MA | Marblehead | Nov 20
| MIAA State Championships |
| 45. | | 11 | Alex Wilard | 17:21.9 | MA | Central Catholic | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 46. | | 9 | Will Cerrutti | 17:22.3 | MA | Marblehead | Nov 20
| MIAA State Championships |
| 47. | 17 | 12 | Nolan Dickinson | 17:22.9PR | MA | Masconomet Regional | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 48. | 15 | 10 | Scott Canney | 17:23.4 | MA | Billerica Memorial | Nov 20
| MIAA State Championships |
| 49. | | 10 | Logan Bourgelas | 17:23.7PR | MA | Whitman-Hanson Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 50. | | 12 | Evan Kennedy | 17:25.1PR | MA | Minnechaug Reg | Nov 6
| PVIAC Championships |
| 51. | | 12 | Antonio Phaneuf | 17:25.2PR | MA | Westfield Technical Academy | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 52. | | 12 | Griffin Gouck | 17:26.0PR | MA | North Attleborough | Oct 12
| NAHS vs Oliver Ames |
| 53. | 16 | 11 | Kieran Stover | 17:27.9 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 54. | | 12 | Aidan Montag | 17:28.3PR | MA | Somerset Berkley Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 55. | 15 | 9 | Noah Brilliant | 17:29.7 | MA | Plymouth South | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 56. | | 10 | Lucas VanScoy | 17:29.9PR | MA | Plymouth South | Nov 6
| Frank Mooney Coaches Invitational |
| 57. | | 12 | Zachary Capen | 17:32.3PR | MA | Minnechaug Reg | Nov 6
| PVIAC Championships |
| 58. | 18 | 12 | Brandon Leblanc | 17:34.9PR | MA | Bishop Feehan | Nov 6
| Frank Mooney Coaches Invitational |
| 59. | | 11 | Cole Guiliani | 17:35.0 | MA | Plymouth North | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 60. | | 10 | Elaijah Monteiro | 17:35.1 | MA | Dartmouth | Nov 1
| Southeast Conference Championships |
| 61. | | 12 | Cormac Masterson | 17:37.2PR | MA | Bishop Feehan | Nov 6
| Frank Mooney Coaches Invitational |
| 62. | | 10 | Reid Dexter | 17:38.6PR | MA | Milton | Nov 20
| MIAA State Championships |
| 63. | | 12 | Evan Tremblay | 17:43.1PR | MA | Central Catholic | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 64. | | 11 | Jaycob Carpenter | 17:45.5 | MA | Plymouth North | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 65. | | 11 | Adam Lessard | 17:47.0 | MA | Sharon | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 66. | | 11 | Brady Henderson | 17:49.0 | MA | Westborough | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 67. | | 10 | Jackson Massey | 17:49.5 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 68. | 18 | 12 | Jacob Bleecker | 17:53.1PR | MA | Sharon | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 69. | | 12 | Pat Walsh | 17:55.8PR | MA | Central Catholic | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 70. | | 12 | Christopher Galliga... | 17:58.0 | MA | North Attleborough | Sep 28
| Stoughton at N.A. |
| 71. | | 12 | Jason McGettrick | 17:59.0PR | MA | Plymouth North | Oct 2
| Bay State Invitational |
| 72. | | 9 | Adriano Sousa | 17:59.5PR | MA | Dartmouth | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 73. | | 12 | Christopher Davis | 17:59.6PR | MA | Bishop Feehan | Nov 6
| Frank Mooney Coaches Invitational |
| 74. | | 12 | Jacob Turgeon | 18:01.6PR | MA | Chicopee Comprehensive | Nov 6
| PVIAC Championships |
| 75. | | 10 | Gavin McCarthy | 18:04.1PR | MA | Whitman-Hanson Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 76. | | 12 | Jacob Nipoti | 18:05.5PR | MA | Oliver Ames | Nov 6
| Frank Mooney Coaches Invitational |
| | | 10 | Aiden Dowd | 18:05.5PR | MA | Central Catholic | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 78. | | 10 | Malcolm Frank-McKni... | 18:06.7 | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 79. | | 12 | Andrew McDevitt | 18:07.1PR | MA | Bishop Feehan | Nov 6
| Frank Mooney Coaches Invitational |
| 80. | | 12 | William Atwood | 18:08.0PR | MA | North Attleborough | Oct 12
| NAHS vs Oliver Ames |
| 81. | | 12 | Andrew Kubaska | 18:08.3 | MA | Bishop Feehan | Oct 2
| Bay State Invitational |
| | | 9 | Andrew Naim | 18:08.3 | MA | Marlborough | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 83. | | 10 | Declan Shannon | 18:10.7 | MA | Bishop Feehan | Nov 6
| Frank Mooney Coaches Invitational |
| 84. | | 11 | Drew Bartram | 18:11.0 | MA | Masconomet Regional | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 85. | | 12 | Barry Spoto | 18:11.4PR | MA | Sharon | Oct 5
| Oliver Ames vs. Sharon |
| 86. | | 12 | Ryan Nealon | 18:13.0 | MA | Bishop Feehan | Oct 20
| Catholic Central League Championship |
| 87. | | 10 | David Hilfinger | 18:13.8 | MA | Westborough | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 88. | | 10 | Matthew Lally | 18:17.3 | MA | Sharon | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 89. | | 10 | Alexander Kehayias | 18:20.0 | MA | Whitman-Hanson Regional | Nov 1
| Patriot League Boys Cross Country Championshi... |
| | | 11 | Jack Hansen | 18:20.0PR | MA | Somerset Berkley Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 91. | | 10 | Cooper Ogden | 18:20.3 | MA | Masconomet Regional | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 92. | | 11 | Samuel Shrestha | 18:20.4 | MA | Dartmouth | Nov 6
| Frank Mooney Coaches Invitational |
| 93. | | 12 | Tim McGinley | 18:21.4PR | MA | Masconomet Regional | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 94. | | 10 | Joshua Bryant | 18:21.5PR | MA | Plymouth North | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 95. | | 12 | Allan Kafig | 18:22.8PR | MA | Westborough | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 96. | | 12 | Michael Creutz | 18:24.3PR | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 97. | | 12 | Eli Westfort | 18:26.2PR | MA | Westborough | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 98. | | 12 | Owen Murphy | 18:26.9PR | MA | Marblehead | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 99. | | 11 | Robert Hackley | 18:29.9PR | MA | Malden Catholic | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 100. | | 11 | Vincent Chen | 18:31.7 | MA | Sharon | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |