| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 17 | 12 | Sam Burgess | 14:38.9PR | MA | Framingham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 2. | | 12 | David Manfredi | 15:30.3PR | MA | Weymouth | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 3. | 18 | 12 | Tyler Tubman | 15:37.8PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 4. | | 12 | Alexander Hrycyszyn | 15:41.5PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 5. | | 10 | Lysander Duffield | 15:42.2 | MA | Brookline | Oct 29
| League Meet Saturday |
| 6. | | 11 | Kailas Ciatto | 15:42.4 | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 7. | 18 | 12 | Jack Mantell | 15:48.7PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 8. | | 12 | Jacob Zalis | 15:50.6PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 9. | 17 | 11 | Ben Kasen | 15:51.9PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 10. | | 12 | Andrew Cherkasky | 15:56.1PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 11. | 16 | 11 | Argi Protopapadakis | 15:58.4PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 12. | | 12 | Alex Hrycyszyn | 16:00.2PR | MA | Newton North | Sep 24
| MSTCA Frank Kelley Invitational |
| 13. | | 11 | Pablo Tejedor-Meyer... | 16:04.8 | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 14. | | 12 | Declan Mulligan | 16:07.3PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 15. | | 10 | Altamo Aschkenasy | 16:18.7 | MA | Brookline | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 16. | | 11 | Gabe Grove | 16:24.9PR | MA | Newton North | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 17. | | 11 | Max Hammer | 16:29.4 | MA | Needham | Oct 29
| League Meet Saturday |
| 18. | | 12 | Jack Burns | 16:33.7PR | MA | Needham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 19. | | 12 | Erik Magre | 16:38.8PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 20. | | 10 | Nathaniel Hill | 16:40.3PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 21. | | 10 | Nicholas Spinelli | 16:40.8PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 22. | | 11 | Sam Villa | 16:42.6PR | MA | Needham | Oct 29
| League Meet Saturday |
| 23. | | 12 | Christian Baker | 16:43.7PR | MA | Weymouth | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 24. | | 11 | Reeve Derby | 16:52.3PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 25. | | 12 | Daniel Willis | 16:53.0PR | MA | Needham | Oct 29
| League Meet Saturday |
| 26. | | 12 | Andrew Hohenstein | 17:04.5PR | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 27. | | 12 | Roger Blake | 17:05.3PR | MA | Needham | Oct 29
| League Meet Saturday |
| 28. | 16 | 11 | Alex Morrison | 17:08.3PR | MA | Needham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 29. | | 12 | Chris MacNeil | 17:11.0PR | MA | Needham | Oct 29
| League Meet Saturday |
| 30. | | 11 | Hunter Bailey | 17:16.1PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 31. | | 10 | Thomas Ruane | 17:16.5 | MA | Newton North | Oct 29
| League Meet Saturday |
| 32. | | 9 | Luke Mantell | 17:16.6PR | MA | Newton North | Sep 24
| MSTCA Frank Kelley Invitational |
| 33. | | 11 | Aidan Railton | 17:18.8 | MA | Needham | Oct 29
| League Meet Saturday |
| 34. | | 11 | Michael (Mike) Schr... | 17:21.6 | MA | Brookline | Oct 29
| League Meet Saturday |
| 35. | | 12 | Cole Moody | 17:28.1 | MA | Brookline | Oct 29
| League Meet Saturday |
| 36. | | 10 | Theo Kessler | 17:28.7 | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 37. | 18 | 12 | Trevor Lipp | 17:34.2PR | MA | Framingham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 38. | | 9 | Seamus Egan | 17:35.7 | MA | Weymouth | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 39. | | 10 | Henry Powell | 17:38.3 | MA | Brookline | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 40. | | 10 | Mackie Burke | 17:39.8PR | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 41. | 18 | 12 | Andrew Hohenstein | 17:47.0PR | MA | Framingham | Sep 21
| Wellesley vs. Weymouth & Framingham |
| 42. | | 11 | Ben Habeski | 17:53.3 | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 43. | | 12 | Lucas Wong | 17:55.7PR | MA | Needham | Oct 29
| League Meet Saturday |
| 44. | | 10 | Graham Kirby | 17:56.0 | MA | Newton North | Oct 29
| League Meet Saturday |
| 45. | | 10 | Knox Wallask | 17:56.1 | MA | Newton North | Oct 29
| League Meet Saturday |
| 46. | | 10 | Sam Haber | 17:57.6 | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 47. | | 11 | Derrick Yancey Jr | 18:02.0PR | MA | Framingham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 48. | | 10 | Anthony Gryciuk | 18:03.2PR | MA | Braintree | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 49. | | 11 | Ryan Barrett | 18:03.8PR | MA | Needham | Oct 29
| League Meet Saturday |
| 50. | | 10 | William Stone | 18:04.4 | MA | Brookline | Oct 29
| League Meet Saturday |
| 51. | | 10 | Kaj Snyder | 18:07.1PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 52. | | 10 | Jake Mund | 18:08.9PR | MA | Brookline | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 53. | | 10 | Matteo Fucentese | 18:09.6 | MA | Needham | Oct 29
| League Meet Saturday |
| 54. | | 10 | Felix Nash | 18:12.0PR | MA | Newton North | Sep 28
| Newton vs. Wellesley |
| 55. | | 12 | Alex Cooke | 18:13.5PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 56. | | 12 | Micah Mayborn | 18:14.2PR | MA | Framingham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 57. | | 10 | Leo Winston | 18:15.2 | MA | Needham | Oct 29
| League Meet Saturday |
| 58. | | 11 | Cameron Walter | 18:21.5PR | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 59. | | 12 | Leo Frail | 18:22.6PR | MA | Needham | Oct 29
| League Meet Saturday |
| 60. | | 9 | John Dennison | 18:22.8 | MA | Weymouth | Oct 29
| League Meet Saturday |
| 61. | | 12 | James Vickers | 18:23.1 | MA | Brookline | Oct 29
| League Meet Saturday |
| 62. | | 11 | Owen Cox | 18:23.3 | MA | Newton North | Oct 29
| League Meet Saturday |
| 63. | 16 | 10 | Andrew Feinblatt | 18:29.7 | MA | Framingham | Oct 29
| League Meet Saturday |
| 64. | | 11 | Nate Flaherty | 18:30.2 | MA | Braintree | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 65. | | 11 | Eli Galdston | 18:31.0 | MA | Newton North | Sep 28
| Newton vs. Wellesley |
| 66. | | 12 | Matthew Murphy | 18:32.8PR | MA | Braintree | Oct 29
| League Meet Saturday |
| 67. | | 11 | Zach Galdston | 18:33.0PR | MA | Newton North | Sep 28
| Newton vs. Wellesley |
| 68. | 14 | 9 | Colin Geagan | 18:37.6 | MA | Weymouth | Oct 29
| League Meet Saturday |
| 69. | | 11 | Enzo Scippa | 18:38.5 | MA | Brookline | Oct 29
| League Meet Saturday |
| 70. | 17 | 12 | Otis Nash | 18:39.0 | MA | Newton North | Sep 7
| Needham and Newton North @ Framingham |
| 71. | | 10 | Lloyd Feng | 18:40.2 | MA | Brookline | Oct 29
| League Meet Saturday |
| 72. | | 10 | Julian Hughes | 18:41.3 | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 73. | | 10 | Sam Cooperman | 18:45.5 | MA | Needham | Oct 29
| League Meet Saturday |
| 74. | | 9 | Aidan McIntyre | 18:51.1 | MA | Weymouth | Oct 29
| League Meet Saturday |
| 75. | | 10 | Asher Salmon Hansen | 18:58.6 | MA | Newton North | Oct 29
| League Meet Saturday |
| 76. | | 11 | Alex Elvin | 19:00.0 | MA | Newton North | Sep 28
| Newton vs. Wellesley |
| 77. | | 10 | Amir Bahador | 19:00.1 | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 78. | | 11 | Matthew Vilela | 19:03.1 | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 79. | | 11 | Cameron Markowitz | 19:04.0 | MA | Needham | Sep 7
| Needham and Newton North @ Framingham |
| 80. | | 10 | Jesse Givens | 19:04.3PR | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| | | 10 | Oliver Bredfeldt | 19:04.3 | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 82. | | 10 | Sean Dowd | 19:09.3 | MA | Braintree | Oct 29
| League Meet Saturday |
| 83. | | 10 | Marco Zavala | 19:10.6PR | MA | Braintree | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 84. | | 10 | Michael Casanova | 19:12.8 | MA | Braintree | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 85. | | 12 | Alessandro Monti Gu... | 19:16.0 | MA | Newton North | Sep 28
| Newton vs. Wellesley |
| 86. | | 12 | Josh MacNeill | 19:16.4PR | MA | Weymouth | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 87. | 16 | 10 | Pedro Oliveira | 19:17.1PR | MA | Framingham | Oct 29
| League Meet Saturday |
| 88. | | 11 | Michael Golden | 19:18.0 | MA | Newton North | Sep 28
| Newton vs. Wellesley |
| 89. | | 10 | Benjamin DeGroat | 19:20.7 | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 90. | | 9 | Evan Harris | 19:25.5 | MA | Framingham | Oct 29
| League Meet Saturday |
| 91. | | 10 | Ilan Luszczynski-Wi... | 19:28.7 | MA | Brookline | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 92. | | 12 | Derick Christensen | 19:28.8PR | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 93. | | 12 | Peter Powers | 19:35.1PR | MA | Needham | Oct 29
| League Meet Saturday |
| 94. | | 11 | Louis Gee | 19:35.8PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 95. | 15 | 10 | Cameron Currier | 19:39.3 | MA | Braintree | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 96. | | 10 | Dane Robinson | 19:40.0PR | MA | Newton North | Sep 7
| Needham and Newton North @ Framingham |
| 97. | | 10 | Harrison Barnett | 19:47.2PR | MA | Framingham | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 98. | | 10 | Ezra Kleinbaum | 19:49.4 | MA | Brookline | Oct 29
| League Meet Saturday |
| 99. | | 9 | Sam Gustat | 19:52.0 | MA | Needham | Oct 19
| Wellesley @ Needham |
| | | 11 | Mateo Soriano | 19:52.0 | MA | Framingham | Oct 29
| League Meet Saturday |