| 1 | 4:07.84 | Mike BranniganNorthport | Northport '15 | New York State Track & Field Championships | 2014 |
| 2 | 4:10.84 | Tim McGowanNorthport | Northport '14 | Saint Anthony's Invitational | 2014 |
| 3 | 4:11.47 | Elijah ClaiborneNorthport | Northport '18 | Section XI State Qualifier Championships | 2018 |
| 4 | 4:13.05 | Ryan UdvadiaShoreham-Wading River | Shoreham-Wading River '14 | New York State Track & Field Championships | 2014 |
| 5 | 4:14.59 | Aiden SmythWalt Whitman | Walt Whitman '18 | 47th Saint Anthony's Invitational | 2018 |
| 6 | 4:14.85 | Bobby AndrewsShoreham-Wading River | Shoreham-Wading River '09 | Section XI Individual Championships | 2009 |
| 7 | 4:15.42 | Kal LewisShelter Island | Shelter Island '20 | 47th Saint Anthony's Invitational | 2018 |
| 8 | 4:15.58 | Jack McGowanNorthport | Northport '14 | Saint Anthony's Invitational | 2014 |
| 9 | 4:15.66 | James DickinsonNorthport | Northport '13 | Section XI Individual Championships | 2013 |
| 10 | 4:15.73 | John BadolatoWest Islip | West Islip '07 | Boys State Meet Results | 2006 |
| 11 | 4:15.75 | Isaac Garcia-CassaniSachem North | Sachem North '14 | Saint Anthony's Invitational | 2014 |
| 12 | 4:15.84 | Jess Joe AugustineMt. Sinai | Mt. Sinai '24 | St. Anthony's Invitational | 2024 |
| 13 | 4:16.18 | Kyle MerberHalf Hollow Hills West | Half Hollow Hills West '08 | SA Inv results 2 | |
| 14 | 4:16.20 | Quinn RasemanWard Melville | Ward Melville '10 | Section XI Individual Championships | 2009 |
| 15 | 4:16.24 | Eric ZulkofskeWard Melville | Ward Melville '18 | 47th Saint Anthony's Invitational | 2018 |
| 16 | 4:16.25 | Louis SantelliSt. Anthony's | St. Anthony's '14 | NSCHSAA League Championships | 2013 |
| 17 | 4:16.27 | Kevin TschirhartNorthport | Northport '05 | Suffolk County Boys | 2004 |
| 18 | 4:16.39 | Frederick BuckholtSt. Anthony's | St. Anthony's '16 | Saint Anthony's Invitational | 2016 |
| 19 | 4:16.51 | Justin AlbaneseEastport-South Manor | Eastport-South Manor '25 | North Shore Invitational | 2025 |
| 20 | 4:16.60 | Thomas MeehanEastport-South Manor | Eastport-South Manor '14 | Section XI Individual Championships | 2014 |
| 21 | 4:16.64 | Andre SilvaCentereach | Centereach '04 | Section XI Individual Championships | 2004 |
| 22 | 4:16.75 | Christopher TibbetSachem North | Sachem North '17 | Saint Anthony's Invitational | 2016 |
| 23 | 4:16.77 | Jon SeyfertWard Melville | Ward Melville '25 | St. Anthony's Invitational | 2024 |
| 24 | 4:16.92 | Frank FezzaSachem North | Sachem North '09 | Boys Division Championship Meet | 2009 |
| 25 | 4:17.08 | Christopher LangerSt. Anthony's | St. Anthony's '16 | Saint Anthony's Invitational | 2016 |
| 26 | 4:17.26 | Dan O'ConnorNorthport | Northport '18 | 47th Saint Anthony's Invitational | 2018 |
| 27 | 4:17.33 | Juan LassoWesthampton Beach | Westhampton Beach '19 | 47th Saint Anthony's Invitational | 2018 |
| 28 | 4:17.50 | Kris MoranNorth Babylon | North Babylon '13 | Boys Division Championship Meet | 2012 |
| 29 | 4:17.50 | Anthony CocciaSachem North | Sachem North '14 | Saint Anthony's Invitational | 2014 |
| 30 | 4:17.53 | Collin McLaughlinSt. Anthony's | St. Anthony's '24 | St. Anthony's Invitational | 2024 |
| 31 | 4:17.64 | Dan DenisBayport-Blue Point | Bayport-Blue Point '10 | Saint Anthony's Invitational | 2010 |
| 32 | 4:17.67 | Luke CoulterRiverhead | Riverhead '16 | Massapequa Under the Lights | 2016 |
| 33 | 4:17.86 | Anthony AnatolWard Melville | Ward Melville '26 | Section XI State Qualifer Day 2 | 2026 |
| 34 | 4:18.04 | Jake AlbertLindenhurst | Lindenhurst '25 | Section XI State Qualifer | 2025 |
| 35 | 4:18.34 | John RipaWard Melville | Ward Melville '15 | Section XI State Qualifier Championships | 2015 |
| 36 | 4:18.44 | James SnakSmithtown West | Smithtown West '10 | Saint Anthony's Invitational | 2010 |
| 37 | 4:18.44 | Aidan NeilsonDeer Park | Deer Park '22 | North Shore High School Invitational | 2022 |
| 38 | 4:18.47 | Sean RyanNorthport | Northport '19 | Section XI State Qualifier Championships | 2018 |
| 39 | 4:18.57 | Charlie TheissWard Melville | Ward Melville '15 | Section XI State Qualifier Championships | 2015 |
| 40 | 4:18.69 | Brandon CruzNorthport | Northport | Section XI State Qualifier | 2024 |
| 41 | 4:18.85 | Aidan PiracciCommack | Commack '26 | Section XI State Qualifer | 2025 |
| 42 | 4:18.91 | Geary GubbinsSouthampton | Southampton '05 | Suffolk County Boys | 2004 |
| 43 | 4:19.09 | Domenick DeMatteoHalf Hollow Hills West | Half Hollow Hills West '09 | Town of Babylon Championships | 2009 |
| 44 | 4:19.13 | Timothy OdinNorthport | Northport '11 | Saint Anthony's Invitational | 2011 |
| 45 | 4:19.41 | Seamus TaylorNorthport | Northport '27 | Section XI State Qualifer Day 2 | 2026 |
| 46 | 4:19.64 | Ryan ScanlonHarborfields | Harborfields '16 | Boys Division Championship Meet | 2015 |
| 47 | 4:19.64 | Jack MoylanSmithtown East | Smithtown East '26 | Section XI State Qualifer Day 2 | 2026 |
| 48 | 4:19.67 | Douglas ReadSayville | Sayville '18 | 47th Saint Anthony's Invitational | 2018 |
| 49 | 4:19.68 | Thomas CirritoMiller Place | Miller Place '20 | Section XI State Qualifier Championships | 2018 |
| 50 | 4:19.69 | Carlos SantosPatchogue-Medford | Patchogue-Medford '18 | 47th Saint Anthony's Invitational | 2018 |
| 51 | 4:19.77 | Chris OdinNorthport | Northport '13 | Boys Division Championship Meet | 2012 |
| 52 | 4:19.79 | Benjamin WindischWalt Whitman | Walt Whitman '10 | Saint Anthony's Invitational | 2010 |
| 53 | 4:19.85 | Chris SwensonBellport | Bellport '14 | Saint Anthony's Invitational | 2014 |
| 54 | 4:19.90 | Zachary CammerWalt Whitman | Walt Whitman '13 | Saint Anthony's Invitational | 2012 |
| 55 | 4:19.92 | William ReedEast Islip | East Islip '16 | Section XI State Qualifier Championships | 2015 |
| 56 | 4:20.01 | Nicholas DiCaprioMiller Place | Miller Place '27 | East End Classic | 2026 |
| 57 | 4:20.17 | Brian MorrisSachem | Sachem '04 | Section XI Individual Championships | 2004 |
| 58 | 4:20.18 | Douglas AntakySmithtown West | Smithtown West '24 | St. Anthony's Invitational | 2024 |
| 59 | 4:20.26 | Jonathan LauerSachem North | Sachem North '17 | Saint Anthony's Invitational | 2016 |
| 60 | 4:20.33 | Jon CuomoWilliam Floyd | William Floyd '08 | Boys Division Championship Meet | 2008 |
| 61 | 4:20.34 | Sam WalkerPort Jefferson | Port Jefferson '18 | 47th Saint Anthony's Invitational | 2018 |
| 62 | 4:20.44 | Steven SpreizerSmithtown West | Smithtown West '18 | Section XI State Qualifier Championships | 2018 |
| 63 | 4:20.46 | Michael MauroBay Shore | Bay Shore '10 | Boys Division Championship Meet | 2009 |
| 64 | 4:20.49 | Eric CunhaRiverhead | Riverhead '17 | Massapequa Under the Lights | 2016 |
| 65 | 4:20.49 | Nick PandolfoSachem East | Sachem East '16 | Saint Anthony's Invitational | 2016 |
| 66 | 4:20.53 | Scott GulizioHuntington | Huntington '15 | Boys Division Championship Meet | 2014 |
| 67 | 4:20.57 | Brandon CamenzuliSt. John the Baptist | St. John the Baptist '11 | NSCHSAA League Championships | 2011 |
| 68 | 4:20.69 | Ryan ScarpelliSachem East | Sachem East '12 | Saint Anthony's Invitational | 2012 |
| 69 | 4:20.75 | Jack RyanWesthampton Beach | Westhampton Beach '17 | Saint Anthony's Invitational | 2016 |
| 70 | 4:20.86 | Thomas AutinoComsewogue | Comsewogue '25 | Section XI State Qualifer | 2025 |
| 71 | 4:20.93 | Chris HaysShoreham-Wading River | Shoreham-Wading River '06 | Saint Anthony’s Invitational | |
| 72 | 4:20.94 | Derek PalafoxBellport | Bellport '12 | Boys Division Championship Meet | 2012 |
| 73 | 4:20.94 | Isaiah ClaiborneNorthport | Northport '18 | Saint Anthony's Invitational | 2016 |
| 74 | 4:21.47 | Greg PerrierHalf Hollow Hills East | Half Hollow Hills East '11 | Boys Division Championship Meet | 2011 |
| 75 | 4:21.47 | Conner FarrellBayport-Blue Point | Bayport-Blue Point '04 | Section XI Boys Team Championships | 2004 |
| 76 | 4:21.63 | Timothy DoddEastport-South Manor | Eastport-South Manor '27 | Section XI State Qualifer Day 2 | 2026 |
| 77 | 4:21.64 | Joseph BelfordBay Shore | Bay Shore '25 | Section XI State Qualifer | 2025 |
| 78 | 4:21.77 | Thomas DilibertoSt. Anthony's | St. Anthony's '12 | NSCHSAA League Championships | 2011 |
| 79 | 4:21.86 | Nick CrociataHauppauge | Hauppauge '18 | Massapequa Under the Lights | 2018 |
| 80 | 4:22.04 | Joe ParksDeer Park | Deer Park '06 | Saint Anthony’s Invitational | |
| 81 | 4:22.16 | Alex FitzgeraldWard Melville | Ward Melville '13 | Saint Anthony's Invitational | 2012 |
| 82 | 4:22.38 | Kevin KreiderSt. Anthony's | St. Anthony's '12 | NSCHSAA League Championships | 2012 |
| 83 | 4:22.47 | Jake GogartyBay Shore | Bay Shore '24 | St. Anthony's Invitational | 2024 |
| 84 | 4:22.50 | Trevor HayesWesthampton Beach | Westhampton Beach '24 | Section XI County 3A Championships 2024 | 2024 |
| 85 | 4:22.50 | Ryan HaysShoreham-Wading River | Shoreham-Wading River '05 | Saint Anthony's Invitational | 2005 |
| 86 | 4:22.57 | Michael ReillyWard Melville | Ward Melville '16 | Saint Anthony's Invitational | 2016 |
| 87 | 4:22.69 | Ryan DearieSt. Anthony's | St. Anthony's '16 | NSCHSAA League Championships | 2015 |
| 88 | 4:22.79 | Colin AndersonNorthport | Northport '09 | Saint Anthony's Invitational | 2009 |
| 89 | 4:22.88 | Brendan MartinSmithtown West | Smithtown West '07 | SA Inv results 2 | |
| 90 | 4:22.88 | Michael EmersonSmithtown West | Smithtown West '12 | Saint Anthony's Invitational | 2012 |
| 91 | 4:22.88 | Joseph TuckerSt. Anthony's | St. Anthony's '15 | Saint Anthony's Invitational | 2015 |
| 92 | 4:22.92 | Robert DohertySt. Anthony's | St. Anthony's '21 | NSCHSAA Varsity Spring Track Track & Field Championship | 2021 |
| 93 | 4:22.97 | Michael O'LearySt. Anthony's | St. Anthony's '15 | Suffolk Coaches Meet | 2015 |
| 94 | 4:23.04 | Shamar PowellWalt Whitman | Walt Whitman '15 | Boys Division Championship Meet | 2015 |
| 95 | 4:23.10 | Will KearnsWesthampton Beach | Westhampton Beach '08 | SA Inv results 2 | |
| 96 | 4:23.14 | Luciano FioreBay Shore | Bay Shore '15 | Boys Division Championship Meet | 2014 |
| 97 | 4:23.16 | Sam ByrdCommack | Commack '24 | Section XI State Qualifier | 2024 |
| 98 | 4:23.17 | Michael HuebnerShoreham-Wading River | Shoreham-Wading River | Section XI State Qualifer | 2025 |
| 99 | 4:23.25 | Paolo FioreSt. John the Baptist | St. John the Baptist '13 | NSCHSAA League Championships | 2013 |
| 100 | 4:23.27 | Keith PecoraNorthport | Northport '17 | Saint Anthony's Invitational | 2015 |
