| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 11 | Henry Gartner | 16:03.0PR | MA | Falmouth Academy | Nov 20
| MIAA State Championships |
| 2. | | 11 | Henry Gartner | 16:05.3 | MA | Falmouth | Nov 6
| Frank Mooney Coaches Invitational |
| 3. | 17 | 12 | Zach Utz | 16:06.9PR | MA | Martha's Vineyard Reg | Sep 18
| Vineyard Invitational |
| 4. | 17 | 12 | Jonathan Norton | 16:10.3PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 5. | | 12 | Borja Tolay | 16:27.7PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 6. | | 11 | Daniel da Silva | 16:38.9 | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 7. | | 12 | Maximillian Sulliva... | 16:40.8PR | MA | Sandwich | Nov 6
| Frank Mooney Coaches Invitational |
| 8. | | 10 | Jeremy Bullock | 16:41.5 | MA | Barnstable | Nov 6
| Frank Mooney Coaches Invitational |
| 9. | 15 | 10 | Jaxson Merrill | 16:48.6 | MA | Barnstable | Nov 6
| Frank Mooney Coaches Invitational |
| 10. | 15 | 10 | Shane Stanghellini | 16:48.8 | MA | Sturgis Charter East | Nov 20
| MIAA State Championships |
| 11. | | 12 | Sam Fetters | 16:58.4PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 12. | | 12 | Ben Calsson | 17:06.5PR | MA | Nauset Regional | Nov 20
| MIAA State Championships |
| 13. | | 11 | Daniel Serpa | 17:18.0 | MA | Martha's Vineyard Reg | Oct 5
| MV @ Barnstable |
| 14. | | 12 | Jonathan Ford | 17:18.9PR | MA | Sturgis Charter East | Nov 20
| MIAA State Championships |
| 15. | | 12 | Jack Gamble | 17:27.0PR | MA | Sturgis Charter East | Nov 13
| MIAA Division 3A, 3B, & 3C Championships |
| 16. | | 11 | Keegan Farrenkopf | 17:45.8PR | MA | Barnstable | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 17. | | 10 | Gareth Vos | 17:47.2 | MA | Monomoy Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 18. | | 12 | Duncan Brown | 17:47.6PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 19. | | 10 | Will Crowell | 17:52.8 | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 20. | | 12 | Lucas McCauley | 17:58.1PR | MA | Barnstable | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 21. | | 10 | Nick Terranova | 18:06.2 | MA | Dennis-Yarmouth Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 22. | 15 | 10 | Dylan Moreno | 18:14.4 | MA | Sturgis Charter East | Nov 20
| MIAA State Championships |
| 23. | | 12 | Tarun Gonneea | 18:17.0PR | MA | Falmouth Academy | Oct 15
| Bob McIntyre Twilight invitational |
| 24. | | 11 | James Machnik | 18:18.0PR | MA | Monomoy Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 25. | | 10 | Harry Glover | 18:25.3 | MA | Sandwich | Oct 15
| Bob McIntyre Twilight invitational |
| 26. | | 9 | Gabriel Pichardo | 18:26.8 | MA | Barnstable | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 27. | | 10 | Tanner Agurkis | 18:27.1PR | MA | Dennis-Yarmouth Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 28. | | 12 | Jeremiah Pranga | 18:29.0 | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 29. | | 11 | Linus Munn | 18:30.7PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 30. | | 12 | Calvin Brooks | 18:30.9PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 31. | | 8 | Silas Gartner | 18:32.3 | MA | Falmouth | Nov 13
| MIAA Division 2A, 2B, & 2C Championships |
| 32. | 18 | 12 | Jeremiah Singer | 18:38.9PR | MA | Barnstable | Oct 2
| Bay State Invitational |
| 33. | | 9 | Alex Garron | 18:40.2PR | MA | Rising Tide Charter Public | Oct 15
| Bob McIntyre Twilight invitational |
| 34. | | 9 | Otis Forrester | 18:45.0PR | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 35. | | 10 | Erza Clinton | 19:08.9PR | MA | Sandwich | Nov 6
| Frank Mooney Coaches Invitational |
| 36. | | 11 | Garrett Sheehan | 19:16.2PR | MA | Barnstable | Nov 6
| Frank Mooney Coaches Invitational |
| 37. | | 12 | Milo Van Mooy | 19:20.9PR | MA | Falmouth | Oct 15
| Bob McIntyre Twilight invitational |
| 38. | | 12 | Henry D'Andrea | 19:21.8PR | MA | Martha's Vineyard Reg | Oct 15
| Bob McIntyre Twilight invitational |
| 39. | | 12 | Josiah Dill | 19:23.6PR | MA | Sturgis Charter East | Oct 15
| Bob McIntyre Twilight invitational |
| 40. | | 10 | Adrean Blackwood | 19:24.5 | MA | Falmouth | Nov 6
| Frank Mooney Coaches Invitational |
| | | 10 | Andrew St Jean | 19:24.5PR | MA | Sturgis Charter East | Nov 6
| Frank Mooney Coaches Invitational |
| 42. | | 11 | Lance Camphina | 19:28.7 | MA | Sturgis Charter East | Nov 20
| MIAA State Championships |
| 43. | | 12 | William Mulholland | 19:29.5 | MA | Nauset Regional | Sep 25
| MSTCA Frank Kelley Invitational |
| 44. | | 9 | Robert Domey | 19:31.0PR | MA | Rising Tide Charter Public | Sep 25
| MSTCA Frank Kelley Invitational |
| 45. | | 11 | Jack Yuskaitis | 19:36.2PR | MA | Monomoy Regional | Nov 6
| Frank Mooney Coaches Invitational |
| 46. | | 12 | Soren Peterson | 19:40.0PR | MA | Falmouth Academy | Nov 6
| Frank Mooney Coaches Invitational |
| 47. | | 12 | Mason Bailey | 19:43.1PR | MA | Sturgis Charter East | Nov 6
| Frank Mooney Coaches Invitational |
| 48. | | 10 | Wylie Wakefield | 19:52.3 | MA | Falmouth Academy | Nov 6
| Frank Mooney Coaches Invitational |
| 49. | | 9 | Marco Simonelli | 19:53.2PR | MA | Barnstable | Oct 2
| Bay State Invitational |
| 50. | | 8 | Ryder Tartamella | 20:02.9PR | MA | Nantucket | Oct 15
| Bob McIntyre Twilight invitational |
| 51. | | 9 | Broden Vincent | 20:03.0 | MA | Martha's Vineyard Reg | Oct 5
| MV @ Barnstable |
| 52. | | 12 | Max Dio | 20:13.3 | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 53. | | 11 | Malcom Stewart | 20:16.3 | MA | Nauset Regional | Nov 13
| MIAA Division 2A, 2B, & 2C Championships |
| 54. | | 10 | Gavin Friel | 20:21.5PR | MA | Falmouth | Oct 15
| Bob McIntyre Twilight invitational |
| 55. | | 12 | Andrew Daume | 20:22.9PR | MA | Nantucket | Oct 15
| Bob McIntyre Twilight invitational |
| 56. | | 9 | Rory Murray | 20:32.9 | MA | Nantucket | Oct 15
| Bob McIntyre Twilight invitational |
| 57. | | 9 | Bradford Hagopian | 20:33.4 | MA | Nauset Regional | Nov 13
| MIAA Division 2A, 2B, & 2C Championships |
| 58. | | 11 | Luke Bullock | 20:35.8 | MA | Dennis-Yarmouth Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 59. | | 10 | Cullin Enright | 20:36.0 | MA | Sturgis Charter East | Oct 15
| Bob McIntyre Twilight invitational |
| 60. | | 12 | Gavin Parrott | 20:37.2 | MA | Nauset Regional | Sep 25
| MSTCA Frank Kelley Invitational |
| 61. | | 12 | Yan Mazheika | 20:42.0PR | MA | Barnstable | Oct 5
| MV @ Barnstable |
| 62. | | 10 | Kevin Donahue | 20:43.3 | MA | Sturgis Charter East | Nov 20
| MIAA State Championships |
| 63. | | 12 | Luke McCarthy | 20:57.0PR | MA | Nauset Regional | Nov 13
| MIAA Division 2A, 2B, & 2C Championships |
| 64. | | 11 | jack Crawford | 20:57.1PR | MA | Martha's Vineyard Reg | Oct 15
| Bob McIntyre Twilight invitational |
| 65. | | 10 | Timothy Sanders | 21:04.7 | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 66. | | 11 | Ned Heywood | 21:05.6PR | MA | Falmouth Academy | Oct 15
| Bob McIntyre Twilight invitational |
| 67. | | 11 | Andrew Coombs | 21:06.0PR | MA | Barnstable | Nov 6
| Frank Mooney Coaches Invitational |
| 68. | | 11 | Brody O'Donnell | 21:13.0PR | MA | Sturgis Charter West | Nov 6
| Frank Mooney Coaches Invitational |
| 69. | | 7 | Dylan Vaughn | 21:16.8 | MA | Rising Tide Charter Public | Sep 25
| MSTCA Frank Kelley Invitational |
| 70. | | 11 | Nathan Stanley | 21:18.9PR | MA | Barnstable | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 71. | | 12 | James Mack | 21:20.5PR | MA | Nantucket | Oct 15
| Bob McIntyre Twilight invitational |
| 72. | | 10 | Connor Bruni | 21:21.8 | MA | Sandwich | Oct 15
| Bob McIntyre Twilight invitational |
| 73. | | 11 | Maddux Hinson | 21:22.4 | MA | Nantucket | Oct 15
| Bob McIntyre Twilight invitational |
| 74. | | 12 | Graham Taggart | 21:26.2PR | MA | Sturgis Charter East | Oct 15
| Bob McIntyre Twilight invitational |
| 75. | | 11 | Casey Holland | 21:30.3 | MA | Barnstable | Nov 6
| Frank Mooney Coaches Invitational |
| 76. | | 11 | Brody ODonnell | 21:33.0PR | MA | Sturgis Charter East | Nov 13
| MIAA Division 3A, 3B, & 3C Championships |
| 77. | | 12 | John Fettig | 21:33.9PR | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 78. | | 10 | Charles Smith | 21:36.2PR | MA | Sturgis Charter East | Oct 15
| Bob McIntyre Twilight invitational |
| 79. | | 11 | Ryan Whelden | 21:40.3 | MA | Nantucket | Sep 25
| MSTCA Frank Kelley Invitational |
| 80. | | 11 | Zachary Caruso | 21:55.0PR | MA | Sturgis Charter East | Nov 13
| MIAA Division 3A, 3B, & 3C Championships |
| 81. | | 12 | Sean Singh | 22:01.0PR | MA | Barnstable | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 82. | | 11 | Simon Kuehn | 22:19.0PR | MA | Sturgis Charter East | Nov 13
| MIAA Division 3A, 3B, & 3C Championships |
| 83. | | 12 | Seamus Jones | 22:21.7 | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 84. | | 11 | Zach Drouillard | 22:29.4PR | MA | Nauset Regional | Oct 15
| Bob McIntyre Twilight invitational |
| 85. | | 9 | Harrison Webb | 22:30.0 | MA | Falmouth Academy | Nov 13
| MIAA Division 3A, 3B, & 3C Championships |
| 86. | | 11 | Zachary Caruso | 22:30.1PR | MA | Sturgis Charter West | Oct 15
| Bob McIntyre Twilight invitational |
| 87. | | 12 | Zach Crampton | 22:32.0PR | MA | Falmouth Academy | Nov 6
| Frank Mooney Coaches Invitational |
| 88. | | 11 | Simon Kuehn | 22:34.6PR | MA | Sturgis Charter West | Oct 15
| Bob McIntyre Twilight invitational |
| 89. | | 8 | Ryan Wolfe | 22:37.0 | MA | Barnstable | Oct 5
| MV @ Barnstable |
| 90. | | 12 | Owen Ball | 22:38.3 | MA | Sturgis Charter West | Sep 25
| MSTCA Frank Kelley Invitational |
| 91. | | 12 | Chris Vnlossnitzer | 22:42.0PR | MA | Sturgis Charter East | Nov 13
| MIAA Division 3A, 3B, & 3C Championships |
| 92. | | 10 | Caleb Guerrero | 22:43.9 | MA | Martha's Vineyard Reg | Nov 6
| Frank Mooney Coaches Invitational |
| 93. | | 12 | Raymond McClure | 22:57.6 | MA | Nantucket | Sep 25
| MSTCA Frank Kelley Invitational |
| 94. | | 10 | Noah Travers | 22:57.8PR | MA | Falmouth | Oct 15
| Bob McIntyre Twilight invitational |
| 95. | | 12 | Chris Vnlossnitzer | 23:05.9PR | MA | Sturgis Charter West | Oct 15
| Bob McIntyre Twilight invitational |
| 96. | | 6 | Matthew Franklin | 23:07.3PR | MA | Rising Tide Charter Public | Sep 25
| MSTCA Frank Kelley Invitational |
| 97. | | 8 | Trevor Yeton | 23:19.0 | MA | Rising Tide Charter Public | Oct 15
| Bob McIntyre Twilight invitational |
| 98. | | 7 | Chester Ohiwa | 23:30.1PR | MA | Rising Tide Charter Public | Oct 15
| Bob McIntyre Twilight invitational |
| 99. | | 9 | Van Jones | 23:42.4PR | MA | Falmouth | Nov 13
| MIAA Division 2A, 2B, & 2C Championships |
| 100. | | 9 | Conor Furey | 23:57.8 | MA | Falmouth | Oct 2
| Bay State Invitational |