| 01 | Alex SignorovitchClass 2029 | 2029 | 17:50.00 | 17:20.24 | NEPSTAs · Nov 8, 2025 |
| 02 | Griffin KelleherClass 2027 | 2027 | 17:58.00 | 17:28.02 | NEPSTAs · Nov 8, 2025 |
| 03 | Jace LivingiClass 2027 | 2027 | 17:47.00 | 17:53.82 | Milton vs. BB&N boys · Oct 25, 2025 |
| 04 | Grant WheelanClass 2029 | 2029 | 17:59.00 | 18:05.90 | Milton vs. BB&N boys · Oct 25, 2025 |
| 05 | Emmett BurghardtClass 2027 | 2027 | 18:29.00 | 18:09.36 | Milton, Nobles, Tabor at St. George's · Oct 11, 2025 |
| 06 | Emlyn JosephClass 2027 | 2027 | 18:16.00 | 18:23.00 | Milton vs. BB&N boys · Oct 25, 2025 |
| 07 | Will FrazierClass 2028 | 2028 | 18:17.00 | 18:24.01 | Milton vs. BB&N boys · Oct 25, 2025 |
| 08 | Alex ShermanClass 2027 | 2027 | 19:07.00 | 18:46.69 | Milton, Nobles, Tabor at St. George's · Oct 11, 2025 |
| 09 | Armand MatijasevicClass 2028 | 2028 | 18:58.00 | 19:05.27 | Milton vs. BB&N boys · Oct 25, 2025 |
| 10 | Theo EdgarClass 2028 | 2028 | 19:46.00 | 19:53.58 | Milton vs. BB&N boys · Oct 25, 2025 |
| 11 | Hunter CaggianoClass 2027 | 2027 | 20:01.00 | 20:08.67 | Milton vs. BB&N boys · Oct 25, 2025 |
| 12 | Hudson TulmanClass 2029 | 2029 | 20:22.00 | 20:29.81 | Milton vs. BB&N boys · Oct 25, 2025 |
| 13 | Owen ChrisensenClass 2029 | 2029 | 20:50.00 | 20:57.99 | Milton vs. BB&N boys · Oct 25, 2025 |
| 14 | Joe JiaClass 2027 | 2027 | 20:54.00 | 21:02.01 | Milton vs. BB&N boys · Oct 25, 2025 |
| 15 | Felix StuartClass 2027 | 2027 | 21:03.00 | 21:11.07 | Milton vs. BB&N boys · Oct 25, 2025 |
| 16 | Zifu SongClass 2027 | 2027 | 21:31.00 | 21:39.25 | Milton vs. BB&N boys · Oct 25, 2025 |
| 17 | Daniyal MianClass 2028 | 2028 | 21:36.00 | 21:44.28 | Milton vs. BB&N boys · Oct 25, 2025 |
| 18 | Michael RosaClass 2028 | 2028 | 21:44.00 | 21:52.33 | Milton vs. BB&N boys · Oct 25, 2025 |
| 19 | Ryan XuClass 2029 | 2029 | 23:16.00 | 23:24.92 | Milton vs. BB&N boys · Oct 25, 2025 |
| 20 | Henry LinClass 2028 | 2028 | 23:18.00 | 23:26.93 | Milton vs. BB&N boys · Oct 25, 2025 |
| 21 | Alex NingClass 2027 | 2027 | 19:09.60 | 19:38.42 | ISLs · Nov 3, 2023 |
| 22 | Ernesto OrtizClass 2027 | 2027 | 19:51.00 | 20:51.82 | NEPSTAs · Nov 11, 2023 |
| 23 | True BraunClass 2028 | 2028 | 20:02.00 | 20:09.68 | Tabor at Milton · Oct 14, 2023 |
| 24 | Isaac WuClass 2028 | 2028 | 20:25.23 | 20:55.94 | ISLs · Nov 1, 2024 |
| 25 | Anthony WuClass 2027 | 2027 | 20:31.80 | 21:02.68 | ISLs · Nov 3, 2023 |
| 26 | Jason WuClass 2028 | 2028 | 20:33.00 | 20:40.88 | BH, Nobles, Thayer at Milton · Oct 7, 2023 |
| 27 | Ezra ChenClass 2027 | 2027 | 20:44.50 | 21:15.69 | ISLs · Nov 3, 2023 |
| 28 | G LeeClass 2028 | 2028 | 21:17.00 | 20:47.10 | Middlesex, Milton, Rivers at Brooks · Oct 21, 2023 |
| 29 | Grant KimClass 2028 | 2028 | 21:30.00 | 21:16.28 | St. Mark's vs. Belmont Hill vs. Thayer vs. Milton JV Boys · Oct 26, 2024 |
| 30 | Jeff SongClass 2027 | 2027 | 21:46.40 | 22:19.15 | ISLs · Nov 3, 2023 |
| 31 | Leo WanClass 2028 | 2028 | 22:21.00 | 22:06.74 | St. Mark's vs. Belmont Hill vs. Thayer vs. Milton JV Boys · Oct 26, 2024 |
| 32 | Gordon YuClass 2027 | 2027 | 22:36.20 | 23:10.19 | ISLs · Nov 3, 2023 |
| 33 | Arsen ShymonClass 2027 | 2027 | 22:36.30 | 23:10.30 | ISLs · Oct 31, 2025 |
| 34 | Chris PengClass 2028 | 2028 | 22:52.00 | 22:37.41 | St. Mark's vs. Belmont Hill vs. Thayer vs. Milton JV Boys · Oct 26, 2024 |
| 35 | Mike GaoClass 2028 | 2028 | 23:00.00 | 22:45.32 | St. Mark's vs. Belmont Hill vs. Thayer vs. Milton JV Boys · Oct 26, 2024 |
| 36 | Wesley XueClass 2028 | 2028 | 23:00.42 | 23:35.02 | ISLs · Nov 1, 2024 |
| 37 | Zarak AhmadClass 2027 | 2027 | 23:36.90 | 24:12.42 | ISLs · Nov 3, 2023 |
| 38 | Edward QiuClass 2028 | 2028 | 25:49.00 | 25:58.90 | BH, Nobles, Thayer at Milton · Oct 7, 2023 |
