| 1 | 4:47.93 | James ConigliaroWesthampton Beach | Westhampton Beach '23 | Catholic Middle School Race | 2016 |
| 2 | 4:53.05 | Liam SaboMount Sinai | Mount Sinai '21 | Catholic Middle School Race | 2016 |
| 3 | 4:57.01 | Thomas BarricelleSt. Anthony's | St. Anthony's '23 | Catholic Middle School Race | 2016 |
| 4 | 5:06.77 | Fernando SanchezSt. John the Baptist | St. John the Baptist '21 | Catholic Middle School Race | 2016 |
| 5 | 5:08.98 | Austin EppSt. John the Baptist | St. John the Baptist '21 | Catholic Middle School Race | 2016 |
| 6 | 5:09.55 | Hector MaldonadoEast Hampton | East Hampton '22 | Catholic Middle School Race | 2016 |
| 7 | 5:14.49 | Justin KirshnerSt. Anthony's | St. Anthony's '21 | Catholic Middle School Race | 2016 |
| 8 | 5:15.07 | Paul HollandSt. Anthony's | St. Anthony's '21 | Catholic Middle School Race | 2016 |
| 9 | 5:15.78 | Charles WhitcombSt. Anthony's | St. Anthony's '21 | Catholic Middle School Race | 2016 |
| 10 | 5:16.49 | Jack WardSt. Anthony's | St. Anthony's '23 | Catholic Middle School Race | 2016 |
| 11 | 5:17.65 | Sean DearieSt. Anthony's | St. Anthony's '23 | Catholic Middle School Race | 2016 |
| 12 | 5:18.63 | Luke ConnollySt. Anthony's | St. Anthony's '21 | Catholic Middle School Race | 2016 |
| 13 | 5:20.72 | Mikey DelcoreSt. John the Baptist | St. John the Baptist '21 | Catholic Middle School Race | 2016 |
| 14 | 5:21.04 | Liam MitchellSt. John the Baptist | St. John the Baptist '21 | Catholic Middle School Race | 2016 |
| 15 | 5:35.03 | Joseph O'NeillCenter Moriches | Center Moriches '21 | Catholic Middle School Race | 2016 |
| 16 | 5:35.87 | Luke BeaumanSt. John the Baptist | St. John the Baptist '21 | Catholic Middle School Race | 2016 |
| 17 | 5:40.78 | Thaddaeus HillWesthampton Beach | Westhampton Beach '23 | Catholic Middle School Race | 2016 |
| 18 | 5:45.00 | Ivan GarciaSt. John the Baptist | St. John the Baptist '21 | Catholic Middle School Race | 2016 |
| 19 | 5:51.72 | Joseph EgerSt. Anthony's | St. Anthony's '23 | Catholic Middle School Race | 2016 |
| 20 | 6:03.27 | Jack VivonaSt. John the Baptist | St. John the Baptist '22 | Catholic Middle School Race | 2016 |
| 21 | 6:16.38 | Justin LuftSt. Anthony's | St. Anthony's '21 | Catholic Middle School Race | 2016 |
| 22 | 6:21.89 | Andrew McKennaSt. John the Baptist | St. John the Baptist '22 | Catholic Middle School Race | 2016 |
| 23 | 6:25.08 | Brandon GraffSt. John the Baptist | St. John the Baptist '22 | Catholic Middle School Race | 2016 |
| 24 | 6:48.77 | Tyler YoungCommack | Commack '17 | Catholic Middle School Race | 2016 |
| 25 | 7:10.30 | Michael HoffmannSt. John the Baptist | St. John the Baptist '22 | Catholic Middle School Race | 2016 |
| 26 | 7:17.68 | Aidan O'NeillCenter Moriches | Center Moriches '21 | Catholic Middle School Race | 2016 |
| 27 | 7:31.24 | Sean FitzgeraldSt. John the Baptist | St. John the Baptist '22 | Catholic Middle School Race | 2016 |
