| 1 | 13:25.12 | Jordan AltmanSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 2 | 13:34.58 | Brendan ConniffManhasset | Manhasset '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 3 | 13:36.15 | Trevor RinnOceanside | Oceanside '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 4 | 13:47.74 | Kailen McCauleyHerricks | Herricks '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 5 | 13:50.12 | Jariq McNabFreeport | Freeport '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 6 | 14:04.21 | Sebastian Raam RavishankarHerricks | Herricks '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 7 | 14:04.76 | Warren PershadValley Stream Central | Valley Stream Central '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 8 | 14:07.31 | Zachary GopieFloral Park Memorial | Floral Park Memorial '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 9 | 14:16.52 | Zachary SanchezFloral Park Memorial | Floral Park Memorial '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 10 | 14:17.93 | Jack SchmalzleRoslyn | Roslyn '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 11 | 14:18.40 | Steven BergSyosset | Syosset '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 12 | 14:19.42 | Andrey PodskrebkinMassapequa | Massapequa '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 13 | 14:20.26 | Daniel HoffmanOceanside | Oceanside '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 14 | 14:21.93 | Jason KerberOceanside | Oceanside '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 15 | 14:22.42 | GianLuca BerganzaRoslyn | Roslyn '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 16 | 14:22.51 | Alan GuGreat Neck South | Great Neck South '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 17 | 14:24.21 | Jack SchwabeValley Stream North | Valley Stream North '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 18 | 14:28.75 | Nicholas AndrewsBaldwin | Baldwin '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 19 | 14:33.95 | James KinlochManhasset | Manhasset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 20 | 14:34.37 | Michael CassanoMac | Mac '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 21 | 14:35.27 | Jared KimiabakhshGreat Neck North | Great Neck North '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 22 | 14:35.37 | Josh GarelleSouth Side | South Side '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 23 | 14:36.27 | Leo BenaharonRoslyn | Roslyn '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 24 | 14:39.51 | Daniel CzechowskiRoslyn | Roslyn '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 25 | 14:40.33 | Tyler GodfreyManhasset | Manhasset '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 26 | 14:40.80 | Ryan DerasseManhasset | Manhasset '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 27 | 14:41.88 | Noel BonillaRoosevelt UFSD | Roosevelt UFSD '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 28 | 14:42.30 | Stefano SanchezSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 29 | 14:43.05 | Pedro SandovalMacArthur | MacArthur '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 30 | 14:43.23 | Ryan BoldiManhasset | Manhasset '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 31 | 14:45.68 | Edison WonGreat Neck South | Great Neck South '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 32 | 14:46.39 | Dante WhiteBaldwin | Baldwin '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 33 | 14:46.40 | Stije HuininkManhasset | Manhasset '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 34 | 14:47.05 | Zachary CarleFarmingdale | Farmingdale '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 35 | 14:50.81 | Maxwell KrapfFloral Park Memorial | Floral Park Memorial '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 36 | 14:50.90 | Jack FeinbergRoslyn | Roslyn '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 37 | 14:52.25 | Jaden SampsonValley Stream South | Valley Stream South '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 38 | 14:52.40 | Aaron LangstonLong Beach | Long Beach '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 39 | 14:54.22 | Craig PapajohnValley Stream North | Valley Stream North '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 40 | 14:55.06 | Nicholas StiehlerMassapequa | Massapequa '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 41 | 14:56.85 | Danzil Monk JrFreeport | Freeport '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 42 | 14:57.89 | Christopher TardugnoOyster Bay | Oyster Bay '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 43 | 15:03.10 | Luis CruzSyosset | Syosset '26 | Nassau County XC North Shore vs South Shore | 2021 |
| 44 | 15:08.51 | David LudwigGreat Neck North | Great Neck North '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 45 | 15:10.58 | Joseph AngottiSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 46 | 15:11.68 | Colin GraceSouth Side | South Side '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 47 | 15:13.17 | Elyas LayachiValley Stream North | Valley Stream North '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 48 | 15:13.96 | Alexander WuGreat Neck South | Great Neck South '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 49 | 15:14.34 | Kai RodgerJFK Bellmore | JFK Bellmore '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 50 | 15:14.82 | Jackson MurrayOceanside | Oceanside '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 51 | 15:15.19 | Joel SalazarBaldwin | Baldwin '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 52 | 15:17.96 | Elyias AlawadhiManhasset | Manhasset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 53 | 15:17.98 | Gabriel Bar KochvaIsland Trees | Island Trees '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 54 | 15:18.91 | Ahyaan ViraniGreat Neck South | Great Neck South '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 55 | 15:22.45 | Seth ZimanSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 56 | 15:22.84 | Jaden ByrneDivision Avenue | Division Avenue '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 57 | 15:23.53 | Colin AsherGreat Neck North | Great Neck North '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 58 | 15:24.31 | Dylan GuGreat Neck South | Great Neck South '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 59 | 15:26.70 | Jonathan ChenJericho | Jericho '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 60 | 15:28.55 | Ryan KolinManhasset | Manhasset '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 61 | 15:29.71 | Jake EddelsonWellington C. Mepham | Wellington C. Mepham '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 62 | 15:29.82 | Oliver KeczmerOyster Bay | Oyster Bay '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 63 | 15:32.80 | Zach GreeneOyster Bay | Oyster Bay '26 | Nassau County XC North Shore vs South Shore | 2021 |
| 64 | 15:33.71 | Matthew PollackovEast Rockaway | East Rockaway '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 65 | 15:34.76 | Ethan SchulmanGreat Neck North | Great Neck North '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 66 | 15:35.03 | Anuj PatelSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 67 | 15:35.53 | Jilles HuininkManhasset | Manhasset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 68 | 15:36.20 | Luke MaierSouth Side | South Side '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 69 | 15:36.51 | Vincent VolpeLong Beach | Long Beach '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 70 | 15:36.92 | Ryan KanyaroPlainedge | Plainedge '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 71 | 15:37.64 | Andrew BraunsteinMassapequa | Massapequa '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 72 | 15:37.86 | Patrick PelligriniMassapequa | Massapequa '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 73 | 15:38.51 | Joseph CoriglianoMassapequa | Massapequa '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 74 | 15:39.34 | John MorrowGreat Neck South | Great Neck South '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 75 | 15:39.70 | Dominic SaraceniWellington C. Mepham | Wellington C. Mepham '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 76 | 15:40.78 | Richard VerbouwensBethpage | Bethpage '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 77 | 15:41.40 | Benjamin MasouchOceanside | Oceanside '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 78 | 15:41.51 | Stanley KongManhasset | Manhasset '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 79 | 15:42.38 | Chase HoltFreeport | Freeport '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 80 | 15:42.44 | Benjamin DammersIsland Trees | Island Trees '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 81 | 15:46.73 | Jonathan WuJericho | Jericho '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 82 | 15:47.08 | Corey D'AngeloMassapequa | Massapequa '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 83 | 15:48.61 | Finn MaierSouth Side | South Side '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 84 | 15:48.69 | Junseo DeschenesGreat Neck South | Great Neck South '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 85 | 15:48.84 | David PinosValley Stream North | Valley Stream North '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 86 | 15:49.77 | Domenick MagrinoSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 87 | 15:50.58 | Jason RiveraValley Stream Central | Valley Stream Central '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 88 | 15:51.83 | Brendan CucuzzaRoslyn | Roslyn '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 89 | 15:52.61 | Liam O'NeillEast Rockaway | East Rockaway '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 90 | 15:53.23 | Eric HillBaldwin | Baldwin '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 91 | 15:53.65 | Kenny HeW. Tresper Clarke | W. Tresper Clarke '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 92 | 15:53.82 | Kenneth LeeManhasset | Manhasset '24 | Nassau County XC North Shore vs South Shore | 2021 |
| 93 | 15:54.97 | Nicholas IannelliJFK Bellmore | JFK Bellmore '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 94 | 15:55.05 | Connor GibbonsManhasset | Manhasset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 95 | 15:55.84 | Christopher PrainitoJFK Bellmore | JFK Bellmore '22 | Nassau County XC North Shore vs South Shore | 2021 |
| 96 | 15:55.89 | Christian PrimaveraMassapequa | Massapequa '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 97 | 15:58.07 | Caleb CarleFarmingdale | Farmingdale '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 98 | 15:58.32 | John HernandezSyosset | Syosset '23 | Nassau County XC North Shore vs South Shore | 2021 |
| 99 | 15:58.47 | Cole RinnOceanside | Oceanside '25 | Nassau County XC North Shore vs South Shore | 2021 |
| 100 | 15:58.75 | Joseph PalazzoloOceanside | Oceanside '22 | Nassau County XC North Shore vs South Shore | 2021 |
