| 01 | James Mccarron IIIClass 2024 | 2024 | 16:21.00 | 16:07.74 | St. George's at BH · Oct 22, 2022 |
| 02 | Oscar KingClass 2022 | 2022 | 18:02.00 | 17:36.67 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 03 | Will HusbandClass 2025 | 2025 | 17:13.83 | 17:39.74 | ISLs · Nov 1, 2024 |
| 04 | Peter DuhamelClass 2027 | 2027 | 17:58.00 | 17:59.85 | NEPSTAs · Nov 9, 2024 |
| 05 | Owen RicherClass 2027 | 2027 | 17:49.00 | 18:02.22 | XC at Tabor · Oct 26, 2024 |
| 06 | Cole MillerGraduation year unknown | — | 18:26.00 | 18:06.42 | Milton, Nobles, Tabor at St. George's · Oct 11, 2025 |
| 07 | Henry WelchClass 2021 | 2021 | 18:46.00 | 18:24.03 | RL, St. George's, Nobles at Middlesex · Oct 26, 2019 |
| 08 | J. BlissGraduation year unknown | — | 18:52.00 | 18:31.96 | Boys Combined V & JV · Oct 5, 2019 |
| 09 | William WilsonClass 2021 | 2021 | 17:13.00 | 18:33.16 | NEPSTAs · Nov 9, 2019 |
| 10 | James OldershawClass 2025 | 2025 | 18:55.00 | 18:34.90 | PA, Tabor at St. George's · Sep 25, 2021 |
| 11 | Cj BriereClass 2026 | 2026 | 18:34.00 | 18:35.91 | NEPSTAs · Nov 9, 2024 |
| 12 | Ryan GrowneyClass 2024 | 2024 | 18:58.00 | 18:42.62 | St. George's at BH · Oct 22, 2022 |
| 13 | Thaddeus Putz-DiazGraduation year unknown | — | 18:30.00 | 18:42.71 | Groton vs. St. George's · Oct 25, 2025 |
| 14 | Charlie SorensonClass 2020 | 2020 | 18:56.00 | 18:43.92 | ISLs · Nov 1, 2019 |
| 15 | Luke RoosaClass 2020 | 2020 | 17:35.00 | 18:56.87 | NEPSTAs · Nov 9, 2019 |
| 16 | Jg Hill-EdgarClass 2021 | 2021 | 19:25.00 | 18:57.72 | Brooks vs St. George's, Thayer, St. Sebastian's · Oct 19, 2019 |
| 17 | Zach QuintalClass 2025 | 2025 | 19:07.00 | 19:08.97 | NEPSTAs · Nov 9, 2024 |
| 18 | Jonathan CajamarcaClass 2023 | 2023 | 19:30.00 | 19:14.18 | St. George's at BH · Oct 22, 2022 |
| 19 | Aristo WangClass 2020 | 2020 | 19:50.00 | 19:26.78 | RL, St. George's, Nobles at Middlesex · Oct 26, 2019 |
| 20 | Nick DoanClass 2020 | 2020 | 19:51.00 | 19:29.91 | Boys Combined V & JV · Oct 5, 2019 |
| 21 | Grant VenselClass 2026 | 2026 | 19:59.00 | 19:35.60 | Varsity Boys · Oct 11, 2024 |
| 22 | C. FedericoGraduation year unknown | — | 20:22.00 | 20:00.36 | Boys Combined V & JV · Oct 5, 2019 |
| 23 | C. DheneGraduation year unknown | — | 19:53.00 | 20:00.62 | Milton vs Rivers, St. George's, Lawrence · Oct 5, 2024 |
| 24 | Van CrockerClass 2024 | 2024 | 20:25.00 | 20:03.31 | Brooks, Groton, Lawrence at St. George's · Oct 7, 2023 |
| 25 | Riley EymanClass 2024 | 2024 | 20:30.00 | 20:08.22 | Govs at St. George's · Oct 14, 2023 |
| 26 | Percy GaoClass 2027 | 2027 | 19:56.00 | 20:10.79 | XC at Tabor · Oct 26, 2024 |
| 27 | Chase FarrickClass 2023 | 2023 | 20:27.00 | 20:13.95 | ISLs · Nov 1, 2019 |
| 28 | Andy ChenClass 2027 | 2027 | 20:19.00 | 20:21.10 | NEPSTAs · Nov 9, 2024 |
| 29 | Peter YuClass 2022 | 2022 | 20:49.00 | 20:26.89 | Boys Combined V & JV · Oct 5, 2019 |
| 30 | Quinn MasonGraduation year unknown | — | 20:05.76 | 20:35.98 | ISLs · Oct 31, 2025 |
| 31 | Branford ChenGraduation year unknown | — | 20:43.00 | 20:57.23 | Groton vs. St. George's · Oct 25, 2025 |
| 32 | Preston SpaanClass 2021 | 2021 | 19:18.00 | 20:57.36 | NEPSTAs · Nov 9, 2019 |
| 33 | Howard WuClass 2026 | 2026 | 21:08.00 | 21:10.18 | NEPSTAs · Nov 9, 2024 |
| 34 | Harry WuClass 2028 | 2028 | 20:57.00 | 21:12.55 | XC at Tabor · Oct 26, 2024 |
| 35 | Leo GuClass 2026 | 2026 | 21:37.00 | 21:19.47 | St. George's at BH · Oct 22, 2022 |
| 36 | Bric RidderClass 2024 | 2024 | 20:53.40 | 21:24.82 | ISLs · Nov 5, 2021 |
| 37 | Brewster WorthClass 2028 | 2028 | 20:55.78 | 21:27.26 | ISLs · Nov 1, 2024 |
| 38 | Lucas LuClass 2023 | 2023 | 21:53.00 | 21:29.75 | Boys Combined V & JV · Oct 5, 2019 |
| 39 | Jason LeeClass 2021 | 2021 | 21:57.00 | 21:31.30 | JV Boys at Middlesex vs. Roxbury Latin, St. George's, Nobles · Oct 26, 2019 |
| 40 | Andy ZengClass 2023 | 2023 | 22:48.00 | 21:50.00 | Middlesex, St. George's, Thayer at Latin · Sep 30, 2023 |
| 41 | Allen XiaClass 2022 | 2022 | 22:23.00 | 21:51.56 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 42 | Naji KaramClass 2020 | 2020 | 22:17.00 | 21:53.33 | St. George's vs Belmont Hill Boys Combined V & JV · Oct 11, 2019 |
| 43 | Nathan AnClass 2021 | 2021 | 22:27.00 | 22:03.15 | Boys Combined V & JV · Oct 5, 2019 |
| 44 | A LontocClass 2027 | 2027 | 21:38.90 | 22:11.46 | ISLs · Nov 3, 2023 |
| 45 | Patricio TroopClass 2020 | 2020 | 22:38.00 | 22:13.96 | St. George's vs Belmont Hill Boys Combined V & JV · Oct 11, 2019 |
| 46 | Ethan ChoungClass 2022 | 2022 | 22:47.00 | 22:20.32 | JV Boys at Middlesex vs. Roxbury Latin, St. George's, Nobles · Oct 26, 2019 |
| 47 | W LanphreGraduation year unknown | — | 22:45.00 | 22:20.83 | Tabor, Lawrence at St. George's · Sep 20, 2025 |
| 48 | Troop NullClass 2023 | 2023 | 23:12.00 | 22:57.20 | St. George's at St. Mark's · Sep 14, 2019 |
| 49 | James AntoneClass 2020 | 2020 | 23:27.00 | 23:12.04 | ISLs · Nov 1, 2019 |
| 50 | Ray OttianoClass 2022 | 2022 | 23:49.00 | 23:21.11 | JV Boys at Middlesex vs. Roxbury Latin, St. George's, Nobles · Oct 26, 2019 |
| 51 | Jaiden ZhuClass 2024 | 2024 | 22:51.00 | 23:25.37 | ISLs · Nov 3, 2023 |
| 52 | Miles JohnsonClass 2028 | 2028 | 23:16.00 | 23:31.98 | Groton vs. St. George's · Oct 25, 2025 |
| 53 | Austin BoardoClass 2023 | 2023 | 23:41.00 | 23:43.44 | NEPSTAs · Nov 12, 2022 |
| 54 | John O'BrienClass 2023 | 2023 | 25:15.00 | 24:48.18 | St. George's vs Belmont Hill Boys Combined V & JV · Oct 11, 2019 |
| 55 | Winston YeungClass 2025 | 2025 | 25:35.00 | 25:37.64 | NEPSTAs · Nov 12, 2022 |
| 56 | Christopher LawrenceClass 2022 | 2022 | 26:13.00 | 25:42.30 | JV Boys at Middlesex vs. Roxbury Latin, St. George's, Nobles · Oct 26, 2019 |
| 57 | Jiaming XuClass 2027 | 2027 | 26:27.00 | 26:29.73 | NEPSTAs · Nov 9, 2024 |
| 58 | Jerry HuClass 2027 | 2027 | 30:19.00 | 30:22.13 | NEPSTAs · Nov 9, 2024 |
| 59 | Henry LiuClass 2026 | 2026 | 31:00.00 | 30:27.07 | Brooks, Groton, Lawrence at St. George's · Oct 7, 2023 |
