| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 12 | Wesley Feldman | 15:41.3PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 2. | | 11 | Luke Armbruster | 16:31.0PR | MD | St. Andrew's Episcopal | Oct 29
| IAC, ISL and MAC Championships |
| 3. | | 11 | Kevin Tsai | 16:36.4PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 4. | | 11 | Arihant Chadda | 16:38.4PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 5. | | 10 | Scott Albertini | 17:08.0 | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |
| 6. | 16 | 10 | Antony Patrinos | 17:11.0 | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |
| 7. | | 11 | Jace Menendez | 17:23.0 | MD | Landon | Oct 29
| IAC, ISL and MAC Championships |
| 8. | 16 | 10 | Sam Beesley | 17:26.0 | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 9. | | 11 | Patrick Howley | 17:32.0 | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 10. | | 11 | Dillon Lue | 17:33.0PR | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 11. | | 12 | William Powell | 17:33.9PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 12. | | 11 | Samuel Hanson | 17:34.7PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 13. | | 9 | Matt Williams | 17:36.3PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 14. | | 11 | Matthew Lowrie | 17:39.0PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 15. | | 12 | Marshall Lieder | 17:52.1 | MD | Sandy Spring Friends | Oct 5
| PVAC Mid-Season Challenge |
| 16. | | 12 | Colin Shreves | 17:54.2PR | MD | Georgetown Prep | Sep 24
| A.J. Everhart Invitational |
| 17. | | 10 | Gray Hall | 18:01.0 | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 18. | | 12 | Miles Oliver | 18:04.0PR | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 19. | | 11 | Colin Hendrie | 18:06.0PR | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 20. | 18 | 12 | Ryan Braun | 18:10.0PR | MD | Bullis | Oct 29
| IAC, ISL and MAC Championships |
| 21. | | 11 | Luke Jordan | 18:12.9PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 22. | | 12 | Teddy Rinaldi | 18:20.0PR | MD | Georgetown Prep | Sep 24
| A.J. Everhart Invitational |
| | 16 | 11 | Andy Carr | 18:20.0 | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 24. | 16 | 10 | Thomas Fagiolo | 18:23.4 | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| | 16 | 10 | Ben Davis | 18:23.4 | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 26. | | 12 | Jack Chlopak | 18:23.8 | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 27. | | 11 | Nicky Borden | 18:29.0PR | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |
| 28. | | 11 | Chris Barclay | 18:30.0PR | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 29. | | 11 | Chris Gutschick | 18:33.0PR | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |
| 30. | | 11 | Andrew Engel | 18:34.8PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 31. | | 11 | Luc Schermer | 18:36.7PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 32. | | 12 | Danny Ramos | 18:42.0PR | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |
| 33. | | 11 | Jack Robertson | 18:46.5PR | MD | Georgetown Prep | Nov 5
| Montgomery County Private School Championship... |
| 34. | | 9 | Thomas Casasola | 18:54.0 | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 35. | | 10 | Trent Schlosser | 18:56.0PR | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 36. | | 11 | Christopher Barclay | 18:58.0 | MD | Georgetown Prep | Oct 22
| 43rd Annual Georgetown Prep Classic |
| 37. | | 12 | Max Slaten | 18:58.2PR | MD | Bullis | Nov 5
| Montgomery County Private School Championship... |
| 38. | | 9 | Michael Gilbert | 18:59.2 | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 39. | | 11 | Eric Fishkin | 19:00.3 | MD | Saint James | Sep 27
| 3rd Annual Progressive Physical Therapy XC In... |
| 40. | | 10 | Michael Amberman | 19:02.0PR | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 41. | | 9 | Brage Hamilton | 19:10.2PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 42. | | 11 | Dash Luo | 19:12.7PR | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 43. | | 10 | Ethan Frye | 19:17.0PR | MD | Bullis | Oct 29
| IAC, ISL and MAC Championships |
| 44. | | 10 | Ryan Frant | 19:22.3PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 45. | | 11 | Quinn Dunigan | 19:23.0PR | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 46. | | 9 | Will Madden | 19:25.0PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 47. | | 10 | Tesfahim Domeville | 19:26.0PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 48. | | 12 | Will Lucas | 19:30.0PR | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 49. | | 11 | Deven Desai | 19:31.9PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 50. | | 9 | Andrew Nguyen | 19:33.0 | MD | Georgetown Prep | Nov 12
| Maryland & DC Private School Championships |
| 51. | | 10 | John Psillas | 19:39.0PR | MD | Georgetown Prep | Oct 29
| IAC, ISL and MAC Championships |
| 52. | | 12 | Richard Zhao | 19:41.7PR | MD | Georgetown Prep | Sep 21
| Georgetown Prep, Boys Latin at Landon |
| 53. | | 11 | Kejin Du | 19:47.0PR | MD | Sandy Spring Friends | Oct 26
| PVAC Meet |
| 54. | | 11 | Tianfang Cui | 19:48.5PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 55. | | 11 | Parker Lotstein | 19:49.0 | MD | Landon | Oct 29
| IAC, ISL and MAC Championships |
| 56. | | 11 | Harrison Smith | 19:59.0PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| | 17 | 11 | Henry Nichols | 19:59.0PR | MD | Sandy Spring Friends | Oct 26
| PVAC Meet |
| 58. | | 10 | Allen Madarang | 20:20.2PR | MD | Georgetown Prep | Oct 8
| Wolverine Run |
| 59. | 17 | 11 | Gordon Reeves | 20:21.0PR | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 60. | | 12 | Eddie Mikkelson | 20:23.3 | MD | Sandy Spring Friends | Nov 5
| Montgomery County Private School Championship... |
| 61. | | 10 | Neil Whalen | 20:23.6PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 62. | | 10 | Jacob Kaufmann | 20:23.8 | MD | Georgetown Prep | Sep 10
| Track and Trail Invitational |
| 63. | | 9 | Bruce Shen | 20:26.0 | MD | Georgetown Prep | Oct 29
| IAC, ISL and MAC Championships |
| 64. | | 9 | Declan Keating | 20:34.0PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 65. | | 9 | Jack Standefar | 20:39.3PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 66. | | 12 | Brian Long | 20:40.7PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 67. | | 9 | Alex Romine | 20:41.0 | MD | Saint James | Oct 29
| IAC, ISL and MAC Championships |
| | | 12 | Ely Sibarium | 20:41.0PR | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 69. | | 9 | Alexander Mearns | 20:42.3 | MD | Landon | Sep 21
| Georgetown Prep, Boys Latin at Landon |
| 70. | | 9 | Langston Williams | 20:43.0PR | MD | Bullis | Oct 29
| IAC, ISL and MAC Championships |
| 71. | 14 | 9 | Alex Fendig | 20:43.2 | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 72. | | 10 | Francis Lavoie | 20:48.4PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 73. | | 12 | Robert Walker | 20:50.0PR | MD | Saint James | Sep 17
| The Mercersburg Invitational |
| 74. | | 9 | Kang Kuang | 20:53.9PR | MD | Georgetown Prep | Sep 17
| Covenant Life XC Invitational |
| 75. | | 10 | Peter Van Allen | 21:05.8PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 76. | | 11 | James Swanson | 21:12.6PR | MD | Saint James | Sep 27
| 3rd Annual Progressive Physical Therapy XC In... |
| 77. | | 10 | YuKi Cui | 21:13.0PR | MD | Georgetown Prep | Oct 29
| IAC, ISL and MAC Championships |
| 78. | | 11 | Haoran Zhu | 21:15.0 | MD | Sandy Spring Friends | Oct 26
| PVAC Meet |
| 79. | | 11 | Josh Margolis | 21:15.7 | MD | St. Andrew's Episcopal | Oct 5
| Landon Home Meet (Churchill, B-CC, St. Andrew... |
| 80. | | 12 | Josh Dickey | 21:17.0PR | MD | Sandy Spring Friends | Oct 26
| PVAC Meet |
| 81. | 15 | 10 | Jacob Orloff | 21:20.0PR | MD | Sandy Spring Friends | Oct 26
| PVAC Meet |
| 82. | | 11 | Brendan Grimes | 21:29.0PR | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |
| 83. | | 10 | Gus Andrews | 21:32.2PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 84. | | 9 | Evan Fulmer | 21:32.9PR | MD | Saint James | Sep 10
| Rebel Invitational |
| 85. | | 9 | Tony Zhai | 21:38.0PR | MD | Georgetown Prep | Oct 29
| IAC, ISL and MAC Championships |
| 86. | | 11 | Harry Shi | 21:42.0PR | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 87. | | 10 | Joseph Koegel | 21:48.6PR | MD | Landon | Oct 21
| EHS Parents Weekend Meet |
| 88. | 17 | 11 | Jeremy Mednik | 21:55.6PR | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 89. | | 10 | Dara Dilmaghani | 22:00.5 | MD | Landon | Sep 24
| Landon Invitational |
| 90. | | 10 | Jeremy Huang | 22:04.0 | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 91. | | 12 | Jude Hathway | 22:06.3PR | MD | Georgetown Prep | Oct 8
| Wolverine Run |
| 92. | | 9 | Walter Miller | 22:07.2PR | MD | Georgetown Prep | Oct 8
| Wolverine Run |
| 93. | | 12 | Quentin Thomas | 22:18.1PR | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 94. | | 10 | Rodrigo Pedraza Gar... | 22:20.4 | MD | Landon | Oct 5
| Landon Home Meet (Churchill, B-CC, St. Andrew... |
| 95. | | 9 | Jalen Miller | 22:21.4 | MD | Saint James | Sep 10
| Rebel Invitational |
| 96. | | 10 | Zakareeya Zaid | 22:22.0PR | MD | Landon | Oct 29
| IAC, ISL and MAC Championships |
| | | 9 | Nick Tsintolas | 22:22.0 | MD | St. Andrew's Episcopal | Nov 12
| Maryland & DC Private School Championships |
| 98. | | 10 | Jordan Miller | 22:23.0PR | MD | Saint James | Sep 17
| The Mercersburg Invitational |
| 99. | | 12 | Andrew Sun | 22:34.5PR | MD | Sandy Spring Friends | Nov 2
| PVAC Championship |
| 100. | | 11 | Ian Tabor | 22:35.0PR | MD | Bullis | Nov 12
| Maryland & DC Private School Championships |