| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 11 | Ben Feldman | 15:49.5 | MA | Natick | Nov 20
| MIAA State Championships |
| 2. | | 10 | Alec Carew | 16:16.8PR | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 3. | | 11 | Dylan Hamway | 16:25.7 | MA | Norwood Senior | Nov 6
| Frank Mooney Coaches Invitational |
| 4. | | 12 | Donovan Murray | 16:29.8PR | MA | Milton | Nov 20
| MIAA State Championships |
| 5. | | 10 | Steven D'Alessandro | 16:33.3 | MA | Natick | Nov 20
| MIAA State Championships |
| 6. | | 12 | Andrew Lynch | 16:40.7PR | MA | Wellesley | Nov 20
| MIAA State Championships |
| 7. | 18 | 12 | John Carew | 16:42.3PR | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 8. | | 12 | Ethan Sewall | 16:43.9PR | MA | Wellesley | Nov 20
| MIAA State Championships |
| 9. | | 12 | Carson Moellering | 16:48.2PR | MA | Natick | Nov 20
| MIAA State Championships |
| 10. | | 10 | Sean Fleming | 16:49.5 | MA | Natick | Nov 20
| MIAA State Championships |
| 11. | | 12 | Wes Serreze | 16:51.2PR | MA | Wellesley | Sep 25
| MSTCA Frank Kelley Invitational |
| 12. | | 10 | Eli Merritt | 16:54.4 | MA | Wellesley | Nov 20
| MIAA State Championships |
| 13. | | 10 | Jacob Tobin | 16:54.9 | MA | Natick | Nov 20
| MIAA State Championships |
| 14. | | 12 | Matthew Gareau | 17:06.4PR | MA | Wellesley | Sep 25
| MSTCA Frank Kelley Invitational |
| 15. | | 10 | Maxwell Hoffman | 17:08.9 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 16. | 15 | 10 | Sean Kerin | 17:09.8 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 17. | | 11 | Michael Bueker | 17:17.4 | MA | Wellesley | Sep 25
| MSTCA Frank Kelley Invitational |
| 18. | 18 | 12 | Alden Huang | 17:20.7PR | MA | Wellesley | Nov 20
| MIAA State Championships |
| 19. | | 11 | Dylan O'Brien | 17:22.1 | MA | Norwood Senior | Nov 20
| MIAA State Championships |
| 20. | | 11 | Ben Scharr-Weiner | 17:24.5PR | MA | Natick | Nov 20
| MIAA State Championships |
| 21. | 16 | 11 | Kieran Stover | 17:27.9 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 22. | | 11 | Maxwell Lin | 17:33.0 | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 23. | | 10 | Reid Dexter | 17:38.6PR | MA | Milton | Nov 20
| MIAA State Championships |
| 24. | | 10 | Nicholas Bianchi | 17:43.4 | MA | Natick | Nov 20
| MIAA State Championships |
| 25. | | 10 | Jackson Massey | 17:49.5 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 26. | | 11 | Tyler Dravenstott | 17:53.3PR | MA | Wellesley | Oct 31
| Bay State Conference Championship |
| 27. | | 10 | Malcolm Frank-McKni... | 18:06.7 | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 28. | | 10 | Liam O'Neill | 18:12.0 | MA | Natick | Sep 14
| Needham v. Natick |
| 29. | | 11 | Cole Wieland | 18:21.0PR | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 30. | | 12 | David Macek | 18:26.0PR | MA | Wellesley | Sep 9
| Brookline & Walpole v. Wellesley |
| 31. | | 11 | Nate Lord | 18:26.3PR | MA | Natick | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 32. | | 10 | Conor Donahue | 18:32.0 | MA | Wellesley | Oct 31
| Bay State Conference Championship |
| 33. | | 11 | Griffin Vella | 18:34.0 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 34. | 17 | 11 | Sahyaditya Panchaks... | 18:37.5 | MA | Walpole | Nov 6
| Frank Mooney Coaches Invitational |
| 35. | | 10 | Thomas Capozzi | 18:39.2 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 36. | | 11 | Adam Juma | 18:40.0 | MA | Wellesley | Sep 9
| Brookline & Walpole v. Wellesley |
| 37. | 18 | 12 | Charles Prus | 18:42.0PR | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 38. | | 12 | Jacob Bodenhofer | 18:44.0 | MA | Norwood Senior | Oct 23
| TVL Classic |
| 39. | | 11 | Ryan Falvey | 18:44.2 | MA | Walpole | Oct 31
| Bay State Conference Championship |
| 40. | | 10 | Emerson Dobrindt | 18:45.1 | MA | Milton | Oct 2
| Bay State Invitational |
| 41. | 18 | 12 | Robert Millette | 18:48.9PR | MA | Walpole | Oct 2
| Bay State Invitational |
| 42. | | 12 | Abhina Mummaneni | 18:51.0PR | MA | Natick | Oct 20
| Natick v Framingham |
| 43. | | 10 | Declan Cunningham | 18:51.8 | MA | Walpole | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 44. | | 11 | Sebastian Papa | 18:54.0 | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 45. | | 11 | William Kidd | 18:56.6 | MA | Natick | Nov 6
| Frank Mooney Coaches Invitational |
| 46. | | 11 | Jonathan Rodrigues | 18:57.0 | MA | Walpole | Nov 6
| Frank Mooney Coaches Invitational |
| 47. | | 12 | Drew Yanovitch | 18:59.0PR | MA | Natick | Sep 3
| Red, White, and Blue Practice Meet |
| 48. | | 10 | Stephen Goehringer | 19:01.0 | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| | | 9 | Corey O'Brien | 19:01.0 | MA | Norwood Senior | Oct 23
| TVL Classic |
| 50. | | 10 | Griffin Jordan | 19:03.0 | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 51. | | 9 | James Vekiarides | 19:04.0PR | MA | Natick | Sep 3
| Red, White, and Blue Practice Meet |
| | | 12 | Matthew Forde | 19:04.0PR | MA | Natick | Sep 14
| Needham v. Natick |
| 53. | | 11 | James Akgonul | 19:04.1 | MA | Wellesley | Oct 31
| Bay State Conference Championship |
| 54. | | 10 | Liam Prentice | 19:07.0 | MA | Wellesley | Oct 6
| Wellesley vs Newton North |
| 55. | | 10 | Carlos Aldecoa | 19:07.9PR | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 56. | | 12 | Cameron Schmottlach | 19:11.0PR | MA | Walpole | Sep 29
| Natick v. Newton North & Walpole |
| 57. | | 10 | Dylan Bent | 19:11.7 | MA | Walpole | Oct 2
| Bay State Invitational |
| 58. | | 12 | Sean McCarthy | 19:12.0PR | MA | Norwood Senior | Oct 23
| TVL Classic |
| 59. | | 11 | James Iorio | 19:13.0 | MA | Wellesley | Sep 9
| Brookline & Walpole v. Wellesley |
| 60. | | 12 | Charles Catching | 19:14.0PR | MA | Natick | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 61. | | 9 | Ryan Murray | 19:17.0 | MA | Norwood Senior | Oct 23
| TVL Classic |
| 62. | | 10 | Brian Arthur | 19:19.7 | MA | Natick | Oct 31
| Bay State Conference Championship |
| 63. | | 11 | Jaron Jacobs | 19:21.7 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 64. | | 9 | Cole Turner | 19:25.0PR | MA | Natick | Oct 20
| Natick v Framingham |
| 65. | | 12 | Thomas Lesser | 19:25.7 | MA | Milton | Nov 6
| Frank Mooney Coaches Invitational |
| 66. | | 11 | Niko Faller | 19:26.0PR | MA | Norwood Senior | Oct 6
| Holliston@Norwood |
| 67. | | 11 | John Cavanaugh | 19:27.0 | MA | Norwood Senior | Oct 23
| TVL Classic |
| 68. | | 9 | Tobias Herz | 19:27.7PR | MA | Natick | Nov 6
| Frank Mooney Coaches Invitational |
| 69. | 17 | 12 | Josh Harrington | 19:32.0PR | MA | Natick | Sep 29
| Natick v. Newton North & Walpole |
| | | 9 | Joe Vogel | 19:32.0 | MA | Natick | Sep 29
| Natick v. Newton North & Walpole |
| 71. | | 9 | Jay Hu | 19:35.0 | MA | Natick | Oct 20
| Natick v Framingham |
| 72. | | 11 | Andrei Samarin | 19:35.8 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 73. | | 9 | Evan Simon | 19:38.0PR | MA | Natick | Sep 3
| Red, White, and Blue Practice Meet |
| 74. | | 12 | Ajay Bhagavatula | 19:42.0PR | MA | Walpole | Sep 29
| Natick v. Newton North & Walpole |
| 75. | | 11 | Sahya Panchakshari | 19:46.0 | MA | Walpole | Sep 29
| Natick v. Newton North & Walpole |
| 76. | | 9 | Jared Spack | 19:47.8PR | MA | Walpole | Oct 31
| Bay State Conference Championship |
| 77. | | 10 | Jacob Rosenberg | 19:49.0PR | MA | Natick | Sep 3
| Red, White, and Blue Practice Meet |
| 78. | | 11 | Jon Rodrigues | 19:53.0PR | MA | Walpole | Sep 29
| Natick v. Newton North & Walpole |
| 79. | | 11 | Ryan Harding | 19:56.0PR | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 80. | | 11 | Henry MacKinnon | 19:57.0PR | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 81. | | 12 | Brian Dale | 20:01.0PR | MA | Natick | Sep 14
| Needham v. Natick |
| 82. | | 10 | Benjamin Zhao | 20:02.0PR | MA | Wellesley | Oct 20
| Needham v. Wellesley |
| 83. | | 11 | Nicholas Remedios | 20:03.9 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 84. | | 9 | William Catching | 20:10.0 | MA | Natick | Sep 29
| Natick v. Newton North & Walpole |
| | | 10 | Tyler Merritt | 20:10.0PR | MA | Wellesley | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 86. | | 9 | Cole Bowden | 20:11.0 | MA | Walpole | Oct 2
| Bay State Invitational |
| 87. | | 11 | Tyler Lovell | 20:41.0 | MA | Norwood Senior | Oct 23
| TVL Classic |
| 88. | | 9 | Charlie Baltay | 20:41.9PR | MA | Milton | Oct 2
| Bay State Invitational |
| 89. | | 10 | Anthony Cavanaugh | 20:43.0 | MA | Norwood Senior | Oct 23
| TVL Classic |
| 90. | | 10 | Robert Foster | 20:45.7 | MA | Wellesley | Oct 16
| MSTCA Bob McIntyre Twilight Large Schools Inv... |
| 91. | | 10 | Charles Smith | 20:51.0 | MA | Natick | Oct 20
| Natick v Framingham |
| 92. | | 9 | Paul Stafford | 20:55.0 | MA | Natick | Oct 20
| Natick v Framingham |
| | | 10 | Viktor Akhonen | 20:55.0PR | MA | Natick | Oct 20
| Natick v Framingham |
| | | 11 | Dan MacLean | 20:55.0PR | MA | Dedham | Oct 23
| TVL Classic |
| 95. | 15 | 10 | Thomas Trenk | 20:55.9 | MA | Wellesley | Oct 31
| Bay State Conference Championship |
| 96. | | 10 | Burt Ford | 21:00.0 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 97. | | 10 | Brady Miller | 21:04.9 | MA | Natick | Nov 6
| Frank Mooney Coaches Invitational |
| 98. | | 10 | Liam Donlan | 21:05.6 | MA | Wellesley | Nov 6
| Frank Mooney Coaches Invitational |
| 99. | | 9 | Dante Gutierrez | 21:07.0PR | MA | Dedham | Oct 23
| TVL Classic |
| 100. | | 10 | Colin Finkel | 21:10.0 | MA | Dedham | Oct 23
| TVL Classic |