| 1 | 2:30.67 | Michael GradyEast Meadow | East Meadow '15 | Long Island Elite Track Invitational | 2015 |
| 2 | 2:31.24 | Thomas AwadChaminade | Chaminade '12 | Saint Anthony's Boys - Girls Developmental | 2012 |
| 3 | 2:33.1 | Chris HowellSyosset | Syosset '05 | Nassau Coaches Meet | 2004 |
| 4 | 2:33.1 | Dustin EmraniGreat Neck North | Great Neck North '03 | State Qualifier | 2003 |
| 5 | 2:33.25 | Gunnar NolanChaminade | Chaminade '15 | Indoor Track & Field Championships | 2014 |
| 6 | 2:33.4 | Gabriel McLarenFreeport | Freeport '03 | State Qualifier | 2003 |
| 7 | 2:33.96 | Sean KellyChaminade | Chaminade '14 | 86th Annual CHSAA Championships | 2013 |
| 8 | 2:33.98 | William UlrichChaminade | Chaminade '15 | NSCHSAA Indoor League Championships | 2015 |
| 9 | 2:34.5 | Charles WhiteGarden City | Garden City '08 | Nassau County Coaches | 2006 |
| 10 | 2:34.52 | Timothy EulerEast Meadow | East Meadow '17 | Long Island Elite Track Invitational | 2017 |
| 11 | 2:34.60 | Marco BertolottiPort Washington | Port Washington '10 | Friendship Games Championships | 2008 |
| 12 | 2:34.80 | Randall TurnerKellenberg | Kellenberg '13 | 86th Annual CHSAA Championships | 2013 |
| 13 | 2:34.92 | Scott PoursalchiRoslyn | Roslyn '15 | Indoor Track & Field Championships | 2014 |
| 14 | 2:35.35 | Matthew LaudicinaOceanside | Oceanside '25 | SECTION 8 COUNTY CHAMPIONSHIP MEET CLASS A | 2025 |
| 15 | 2:35.46 | Alex CowenGreat Neck South | Great Neck South '14 | Indoor Track & Field Championships | 2014 |
| 16 | 2:35.5 | Kevon CarterValley Stream Central | Valley Stream Central '08 | Nassau Coaches Meet | 2007 |
| 17 | 2:35.69 | Christopher StrzelinskiChaminade | Chaminade '17 | NSCHSAA Indoor League Championships | 2017 |
| 18 | 2:35.69 | Dylan WelchNorth Shore | North Shore '17 | Section VIII County B Championships | 2016 |
| 19 | 2:35.9 | Terrance LivingstonGreat Neck South | Great Neck South '09 | Nassau Coaches Meet | 2007 |
| 20 | 2:35.91 | Riley FunkPaul D. Schrieber / Port Washi | Paul D. Schrieber / Port Washi | SECTION 8 COUNTY CHAMPIONSHIP MEET CLASS A | 2025 |
| 21 | 2:35.99 | Simon NwanaSyosset | Syosset '14 | Section VIII State Qualifier Meet | 2014 |
| 22 | 2:36.10 | Ryan BoldiManhasset | Manhasset '25 | Section 8 State Quals | 2024 |
| 23 | 2:36.12 | Scott PourshalchiRoslyn | Roslyn '15 | Section VIII State Qualifier Meet | 2014 |
| 24 | 2:36.25 | Nicolas KatsoulisManhasset | Manhasset '27 | Section 8 State Qualifier Day 2 | 2026 |
| 25 | 2:36.29 | Kasey GellerKellenberg | Kellenberg '07 | CHSAA SEctional Heats & Flights | 2007 |
| 26 | 2:36.35 | Braeden JackelowManhasset | Manhasset '26 | Section 8 State Qualifier Day 2 | 2026 |
| 27 | 2:36.4 | Adam LampertSyosset | Syosset '05 | Nassau Coaches Meet | 2004 |
| 28 | 2:36.43 | Kevin VanVorstMassapequa | Massapequa '17 | Long Island Elite Track Invitational | 2016 |
| 29 | 2:36.49 | Justin DePintoSyosset | Syosset '20 | Section VIII Conference 1 Championships | 2020 |
| 30 | 2:36.54 | Raul McGeeKellenberg | Kellenberg '12 | NSCHSAA Indoor League Championships | 2012 |
| 31 | 2:36.56 | James MalebrancheKellenberg | Kellenberg '13 | 86th Annual CHSAA Championships | 2013 |
| 32 | 2:36.69 | John HoganManhasset | Manhasset '25 | SECTION 8 COUNTY CHAMPIONSHIP MEET CLASS B | 2025 |
| 33 | 2:36.7 | Sean TullySyosset | Syosset '05 | State Qualifier | 2004 |
| 34 | 2:36.83 | Timmy WeberMacArthur | MacArthur '20 | Section VIII County A Championships | 2020 |
| 35 | 2:36.89 | Cole ThalheimerManhasset | Manhasset | Section 8 State Quals | 2024 |
| 36 | 2:36.95 | Oliver Melara-PerezPort Washington | Port Washington '21 | Section VIII Conference 1 Championships | 2020 |
| 37 | 2:36.96 | Anthony FioreSyosset | Syosset '26 | Section 8 Class A Champs | 2026 |
| 38 | 2:36.99 | Ross WallaceUniondale | Uniondale '26 | Section 8 Class A Champs | 2026 |
| 39 | 2:37.05 | Luis CruzSyosset | Syosset '26 | SECTION 8 COUNTY CHAMPIONSHIP MEET CLASS A | 2025 |
| 40 | 2:37.07 | Brian SchmidtKellenberg | Kellenberg '07 | NSCHSAA League Championships | 2005 |
| 41 | 2:37.11 | Peter WilkValley Stream North | Valley Stream North '15 | Section VIII State Qualifier Meet | 2015 |
| 42 | 2:37.26 | Luke FerraioloFarmingdale | Farmingdale '25 | Section 8 State Quals | 2024 |
| 43 | 2:37.36 | Aaron Siff-ScherrPort Washington | Port Washington '17 | Section VIII State Qualifier Meet | 2015 |
| 44 | 2:37.52 | Lucas AguilarDivision Avenue | Division Avenue '27 | Section 8 State Qualifier Day 2 | 2026 |
| 45 | 2:37.55 | Clayton SantiagoBethpage | Bethpage '18 | Long Island Elite Track Invitational | 2018 |
| 46 | 2:37.58 | James MoehringerMepham | Mepham '17 | Section VIII Winter Track & Field | 2016 |
| 47 | 2:37.6 | Jordan AshleyJFK Bellmore | JFK Bellmore '09 | Nassau Coaches Meet | 2007 |
| 48 | 2:37.64 | Thomas SlatteryChaminade | Chaminade '14 | NSCHSAA Christmas Classic | 2012 |
| 49 | 2:37.76 | William SalmonBaldwin | Baldwin '17 | Section VIII Winter Track & Field | 2016 |
| 50 | 2:37.90 | Michael SchieckChaminade | Chaminade '08 | CHSAA SEctional Heats & Flights | 2007 |
| 51 | 2:37.96 | Luke JarskiMassapequa | Massapequa '20 | Section VIII Conference 1 Championships | 2020 |
| 52 | 2:37.96 | Maxwell KrapfFloral Park Memorial | Floral Park Memorial '25 | SECTION 8 COUNTY CHAMPIONSHIP MEET CLASS C | 2025 |
| 53 | 2:38.21 | John RogersChaminade | Chaminade '16 | NSCHSAA Indoor League Championships | 2016 |
| 54 | 2:38.26 | Daren ZhongFriends Academy (Li) | Friends Academy (Li) '26 | SECTION 8 CONF 6 CHAMPIONSHIP MEET | 2025 |
| 55 | 2:38.3 | Conor LanzValley Stream Central | Valley Stream Central '03 | Class A County | 2003 |
| 56 | 2:38.47 | Ryan DepintoSyosset | Syosset '14 | Section VIII State Qualifier Meet | 2014 |
| 57 | 2:38.5 | Ryan SerkesMassapequa | Massapequa '04 | State Qualifier | 2004 |
| 58 | 2:38.57 | Landi ChristopherCalhoun | Calhoun '13 | Section VIII Class A County Championships | 2013 |
| 59 | 2:38.62 | Jason LinzerSeaford | Seaford '20 | Section VIII Crossover Meet D | 2019 |
| 60 | 2:38.65 | Brent HarrisonChaminade | Chaminade '12 | Saint Anthony's Boys - Girls Developmental | 2012 |
| 61 | 2:38.67 | Mathew MarroneValley Stream North | Valley Stream North '20 | Long Island Elite Track Invitational | 2019 |
| 62 | 2:38.71 | Tyler ItalianoSyosset | Syosset '15 | Section VIII County A Championships | 2015 |
| 63 | 2:38.80 | Tyler BookerSanford H. Calhoun | Sanford H. Calhoun '27 | Section 8 Conference 3 Championships | 2026 |
| 64 | 2:38.87 | Harshil PatelHoly Trinity | Holy Trinity '19 | NSCHSAA Christmas Classic | 2018 |
| 65 | 2:38.92 | Michael RaverChaminade | Chaminade '15 | NSCHSAA Indoor League Championships | 2015 |
| 66 | 2:39.18 | Daniel MaassManhasset | Manhasset '20 | Section VIII County B Championships | 2020 |
| 67 | 2:39.28 | John MeahEast Meadow | East Meadow '19 | Section VIII County A Championships | 2019 |
| 68 | 2:39.29 | Ryan WorkmanMassapequa | Massapequa '28 | Section 8 Class A Champs | 2026 |
| 69 | 2:39.35 | Eugene LeaseIsland Trees | Island Trees '15 | Section VIII County B Championships | 2014 |
| 70 | 2:39.38 | Daniel BostromFloral Park Memorial | Floral Park Memorial '14 | Section VIII County B Championships | 2014 |
| 71 | 2:39.39 | Jeremy ErmanEast Meadow | East Meadow '18 | Long Island Elite Track Invitational | 2017 |
| 72 | 2:39.42 | Christian CiciliaValley Stream North | Valley Stream North '20 | Section VIII State Qualifier Meet | 2019 |
| 73 | 2:39.49 | Ryan CooneyMassapequa | Massapequa '13 | Section VIII Class A County Championships | 2013 |
| 74 | 2:39.53 | Harrison MautePaul D. Schrieber / Port Washi | Paul D. Schrieber / Port Washi | Section 8 State Quals | 2024 |
| 75 | 2:39.56 | Austin MituniewiczHoly Trinity | Holy Trinity '11 | NSCHSAA Christmas Classic | 2010 |
| 76 | 2:39.58 | Grant KrawiecGarden City | Garden City '20 | Section VIII County B Championships | 2020 |
| 77 | 2:39.61 | Colin FunkPort Washington | Port Washington '22 | Section VIII Conference 1 Championships | 2020 |
| 78 | 2:39.7 | Dan TullySyosset | Syosset '05 | Class A County | 2005 |
| 79 | 2:39.7 | Thomas LipariRoslyn | Roslyn '08 | Nassau Coaches Meet | 2007 |
| 80 | 2:39.77 | William AndersonSyosset | Syosset '15 | Section VIII County A Championships | 2015 |
| 81 | 2:39.78 | Daniel DeLunaMassapequa | Massapequa '13 | Section VIII Class A County Championships | 2013 |
| 82 | 2:39.80 | Darell HandlerNorth Shore | North Shore '07 | Friendship Games #2 | 2007 |
| 83 | 2:39.91 | Elijah MaduroCalhoun | Calhoun '16 | Section VIII County A Championships | 2016 |
| 84 | 2:40.00 | Matthew RonanMassapequa | Massapequa '17 | Long Island Elite Track Invitational | 2017 |
| 85 | 2:40.02 | Myles MunroSeaford | Seaford '25 | SECTION 8 CONF 6 CHAMPIONSHIP MEET | 2025 |
| 86 | 2:40.04 | Kevin BeltranVal Stream North | Val Stream North | Section 8 State Quals | 2024 |
| 87 | 2:40.05 | William ShuartJFK Bellmore | JFK Bellmore '28 | Section 8 Conference 3 Championships | 2026 |
| 88 | 2:40.06 | Shane JohnsonValley Stream North | Valley Stream North '18 | Long Island Elite Track Invitational | 2018 |
| 89 | 2:40.08 | Riley KefferOyster Bay | Oyster Bay '21 | Section VIII County C Championships | 2020 |
| 90 | 2:40.09 | Ross ReddockSyosset | Syosset '18 | Section VIII State Qualifier Meet | 2018 |
| 91 | 2:40.1 | Brendan BrethelLynbrook | Lynbrook '07 | Crossover #1 | 2006 |
| 92 | 2:40.10 | Richard SchmitzPort Washington | Port Washington '07 | Friendship Games #2 | 2007 |
| 93 | 2:40.2 | Jacob TobolNorth Shore | North Shore '08 | Nassau Coaches Meet | 2007 |
| 94 | 2:40.2 | Daniel GidasiCalhoun | Calhoun '07 | Nassau County Coaches | 2006 |
| 95 | 2:40.2 | Caleb OlsenJFK Bellmore | JFK Bellmore '06 | Class A County | 2005 |
| 96 | 2:40.21 | Ben ReillyManhasset | Manhasset '19 | Section VIII County A Championships | 2019 |
| 97 | 2:40.22 | Kevin BrownHoly Trinity | Holy Trinity '07 | CHSAA SEctional Heats & Flights | 2007 |
| 98 | 2:40.24 | Andrew LaffertySyosset | Syosset '18 | Section VIII State Qualifier Meet | 2018 |
| 99 | 2:40.25 | Christopher CourtManhasset | Manhasset '19 | Section VIII State Qualifier Meet | 2019 |
| 100 | 2:40.3 | Justin AppelCalhoun | Calhoun '05 | Nassau Coaches Meet | 2004 |
