| 371 | 1 | James | Kerr | 16:54 | 5:27 | ROXBURY LATIN | 2027 | M |
| 398 | 2 | Hayden | Gobron | 16:59 | 5:28 | ST. MARK'S | 2025 | M |
| 460 | 3 | Aidan | Pearsall | 17:04 | 5:30 | TABOR | 2026 | M |
| 353 | 4 | Henry | McLane | 17:09 | 5:32 | NOBLES | 2027 | M |
| 366 | 5 | Levi | Harrison | 17:10 | 5:32 | ROXBURY LATIN | 2025 | M |
| 564 | 6 | Brody | Richardson | 17:17 | 5:34 | WILLISTON NORTHAMPTON SCHOOL | 2026 | M |
| 458 | 7 | Ben | Hebbel | 17:19 | 5:35 | TABOR | 2025 | M |
| 174 | 8 | Christopher | Hovet | 17:27 | 5:37 | GROTON SCHOOL | 2025 | M |
| 341 | 9 | Noah | Douglas | 17:35 | 5:40 | NOBLES | 2025 | M |
| 339 | 10 | Alex | Cheng | 17:42 | 5:42 | NOBLES | 2026 | M |
| 220 | 11 | Lucas | Llovera | 17:43 | 5:42 | HOPKINS | 2025 | M |
| 378 | 12 | Liam | Walsh | 17:47 | 5:44 | ROXBURY LATIN | 2026 | M |
| 365 | 13 | Richie | Federico | 17:50 | 5:45 | ROXBURY LATIN | 2026 | M |
| 154 | 14 | Jeffrey | Piper | 17:53 | 5:46 | GREENWICH COUNTRY DAY SCHOOL | 2026 | M |
| 462 | 15 | Amaro | Castillo | 18:00 | 5:48 | TABOR | 2028 | M |
| 151 | 16 | Zafran | Kocyba | 18:03 | 5:49 | GREENWICH COUNTRY DAY SCHOOL | 2026 | M |
| 463 | 17 | Nicolas | Huaco | 18:04 | 5:49 | TABOR | 2025 | M |
| 370 | 18 | Lincoln | Hyatt | 18:09 | 5:51 | ROXBURY LATIN | 2026 | M |
| 554 | 19 | James | Courtney | 18:14 | 5:53 | WILLISTON NORTHAMPTON SCHOOL | 2025 | M |
| 464 | 20 | Charlie | Jackivicz | 18:17 | 5:53 | TABOR | 2026 | M |
| 373 | 21 | Ezra | Klauber | 18:21 | 5:55 | ROXBURY LATIN | 2025 | M |
| 267 | 22 | Johnson | Ye | 18:22 | 5:55 | KENT | 2026 | M |
| 356 | 23 | Jonathan | Tillen | 18:26 | 5:56 | NOBLES | 2025 | M |
| 152 | 24 | Charlie | Moloney | 18:36 | 6:00 | GREENWICH COUNTRY DAY SCHOOL | 2026 | M |
| 350 | 25 | Nahman | MacK | 18:42 | 6:02 | NOBLES | 2027 | M |
| 487 | 26 | Brendan | Brosnan | 18:43 | 6:02 | THAYER ACADEMY | 2025 | M |
| 461 | 27 | Cam | Jeppson | 18:43 | 6:02 | TABOR | 2025 | M |
| 37 | 28 | Keenan | Billings | 18:47 | 6:03 | BBN | 2025 | M |
| 377 | 29 | Calvin | Reid | 18:51 | 6:04 | ROXBURY LATIN | 2025 | M |
| 217 | 30 | Daven | Kaphar | 18:55 | 6:06 | HOPKINS | 2027 | M |
| 182 | 31 | Liam | Warren | 18:56 | 6:06 | GROTON SCHOOL | 2025 | M |
| 343 | 32 | Will | Grace | 18:57 | 6:06 | NOBLES | 2027 | M |
| 221 | 33 | Logan | Matthews | 18:58 | 6:07 | HOPKINS | 2025 | M |
| 459 | 34 | Jeremy | Bullock | 19:02 | 6:08 | TABOR | 2025 | M |
| 168 | 35 | Thaddaeus | Flatz-Ehrfeld | 19:02 | 6:08 | GROTON SCHOOL | 2027 | M |
| 33 | 36 | Diego | Abadie | 19:03 | 6:08 | BBN | 2026 | M |
| 163 | 37 | Chase | Bellamy | 19:03 | 6:08 | GROTON SCHOOL | 2026 | M |
| 268 | 38 | Sebastian | Yu | 19:04 | 6:09 | KENT | 2027 | M |
| 54 | 39 | David | Xiong | 19:05 | 6:09 | BBN | 2026 | M |
| 389 | 40 | Luke | Lacilla | 19:05 | 6:09 | SALISBURY | 2027 | M |
| 358 | 41 | Jonas | Wilderman | 19:06 | 6:09 | NOBLES | 2026 | M |
| 499 | 42 | Steven | Silvers | 19:07 | 6:10 | THAYER ACADEMY | 2025 | M |
| 593 | 43 | Cavan | Gardner | 19:08 | 6:10 | WORCESTER | 2027 | M |
| 552 | 44 | Jackson | Ayers | 19:10 | 6:10 | WILLISTON NORTHAMPTON SCHOOL | 2025 | M |
| 123 | 45 | Austin | Corbett | 19:26 | 6:16 | THE GOVERNOR'S ACADEMY | 2027 | M |
| 155 | 46 | Landon | Ristau | 19:28 | 6:16 | GREENWICH COUNTRY DAY SCHOOL | 2025 | M |
| 36 | 47 | Andreau | Beltran | 19:29 | 6:16 | BBN | 2025 | M |
| 214 | 48 | William | Davitt | 19:32 | 6:18 | HOPKINS | 2025 | M |
| 40 | 49 | Joshua | Curhan | 19:33 | 6:18 | BBN | 2025 | M |
| 228 | 50 | Lucas | Scheps | 19:34 | 6:18 | HOPKINS | 2025 | M |
| 176 | 51 | Carter | Lightburn | 19:37 | 6:19 | GROTON SCHOOL | 2025 | M |
| 226 | 52 | Julian | Peccia | 19:38 | 6:20 | HOPKINS | 2027 | M |
| 180 | 53 | Henry | Seilheimer | 19:42 | 6:21 | GROTON SCHOOL | 2027 | M |
| 553 | 54 | Carter | Cleary | 19:43 | 6:21 | WILLISTON NORTHAMPTON SCHOOL | 2026 | M |
| 488 | 55 | Dylan | Crawford | 19:46 | 6:22 | THAYER ACADEMY | 2028 | M |
| 565 | 56 | Olin | Rose-Barda | 19:46 | 6:22 | WILLISTON NORTHAMPTON SCHOOL | 2025 | M |
| 515 | 57 | James | O'Connell | 19:47 | 6:22 | WESTMINSTER SCHOOL | 2025 | M |
| 153 | 58 | Jack | Piper | 19:49 | 6:23 | GREENWICH COUNTRY DAY SCHOOL | 2027 | M |
| 263 | 59 | Arthur | Illidge | 19:52 | 6:24 | KENT | 2025 | M |
| 52 | 60 | Eliot | Saad | 19:58 | 6:26 | BBN | 2028 | M |
| 121 | 61 | Jude | Anderson-Song | 20:01 | 6:27 | THE GOVERNOR'S ACADEMY | 2028 | M |
| 282 | 62 | Martin | Erath | 20:02 | 6:27 | MIDDLESEX | 2025 | M |
| 560 | 63 | Casey | Muscato | 20:03 | 6:28 | WILLISTON NORTHAMPTON SCHOOL | 2026 | M |
| 169 | 64 | Mateo | Garciarramos-Petricio | 20:04 | 6:28 | GROTON SCHOOL | 2026 | M |
| 79 | 65 | Gabe | Dahari | 20:04 | 6:28 | BERKSHIRE | 2025 | M |
| 392 | 66 | Will | Qi | 20:06 | 6:29 | SALISBURY | 2025 | M |
| 409 | 67 | Henry | Wang | 20:09 | 6:29 | ST. MARK'S | 2025 | M |
| 566 | 68 | Kamal | Sergeev | 20:11 | 6:30 | WILLISTON NORTHAMPTON SCHOOL | 2026 | M |
| 287 | 69 | Daghan | Konur | 20:12 | 6:30 | MIDDLESEX | 2026 | M |
| 120 | 70 | Peter | Abenante | 20:13 | 6:31 | THE GOVERNOR'S ACADEMY | 2025 | M |
| 394 | 71 | Lorenzo | Rizzieri | 20:14 | 6:31 | SALISBURY | 2025 | M |
| 405 | 72 | Ollie | Seed | 20:20 | 6:33 | ST. MARK'S | 2025 | M |
| 283 | 73 | Dylan | Fu | 20:21 | 6:33 | MIDDLESEX | 2027 | M |
| 596 | 74 | Harry | Martel | 20:21 | 6:33 | WORCESTER | 2025 | M |
| 225 | 75 | Matthew | Palsa | 20:22 | 6:34 | HOPKINS | 2027 | M |
| 95 | 76 | Lorenzo | Johnson | 20:26 | 6:35 | BROOKS | 2026 | M |
| 44 | 77 | Amory | Forman | 20:26 | 6:35 | BBN | 2027 | M |
| 491 | 78 | Luke | Driscoll | 20:28 | 6:36 | THAYER ACADEMY | 2025 | M |
| 280 | 79 | Casey | Coleman | 20:32 | 6:37 | MIDDLESEX | 2028 | M |
| 275 | 80 | Sebastian | Aubourg | 20:34 | 6:37 | MIDDLESEX | 2027 | M |
| 449 | 81 | Ronan | Sullivan | 20:34 | 6:38 | SUFFIELD | 2026 | M |
| 521 | 82 | Nick | Lopriore | 20:34 | 6:38 | WESTMINSTER SCHOOL | 2026 | M |
| 22 | 83 | Thomas | Casale | 20:36 | 6:38 | AUSTIN PREP | 2026 | M |
| 490 | 84 | Theo | Dowd | 20:36 | 6:38 | THAYER ACADEMY | 2025 | M |
| 294 | 85 | Terry | Qi | 20:36 | 6:38 | MIDDLESEX | 2026 | M |
| 17 | 86 | Ariel | Aguilo | 20:38 | 6:39 | AUSTIN PREP | 2027 | M |
| 32 | 87 | Andrew | Skeirik | 20:38 | 6:39 | AUSTIN PREP | 2027 | M |
| 92 | 88 | Armaun | Dehpanah | 20:41 | 6:40 | BROOKS | 2026 | M |
| 18 | 89 | Kendryk | Aquino | 20:45 | 6:41 | AUSTIN PREP | 2025 | M |
| 83 | 90 | Trevor | Sullivan Weinstein | 20:46 | 6:41 | BERKSHIRE | 2025 | M |
| 292 | 91 | Henry | Orraca-Cecil | 20:46 | 6:41 | MIDDLESEX | 2027 | M |
| 82 | 92 | Jack | Stone | 20:47 | 6:42 | BERKSHIRE | 2028 | M |
| 132 | 93 | Ryan | Sullivan | 20:48 | 6:42 | THE GOVERNOR'S ACADEMY | 2027 | M |
| 261 | 94 | Ben | Baird | 20:49 | 6:42 | KENT | 2028 | M |
| 264 | 95 | Edward | Lilly | 20:52 | 6:43 | KENT | 2025 | M |
| 80 | 96 | Finn | Gibbons | 20:56 | 6:44 | BERKSHIRE | 2026 | M |
| 25 | 97 | Jaxson | Graham | 20:57 | 6:45 | AUSTIN PREP | 2027 | M |
| 517 | 98 | Sam | Hyde | 21:03 | 6:47 | WESTMINSTER SCHOOL | 2025 | M |
| 498 | 99 | Evan | Schneider | 21:10 | 6:49 | THAYER ACADEMY | 2025 | M |
| 496 | 100 | Oliver | Massey | 21:15 | 6:51 | THAYER ACADEMY | 2028 | M |