| 1 | 16:27.22 | Ryan CorbettEastport-South Manor | Eastport-South Manor '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 2 | 16:30.10 | Liam KellyConnetquot | Connetquot '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 3 | 16:30.66 | Mike WattsIslip | Islip '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 4 | 16:33.85 | James BurkePort Jefferson | Port Jefferson '15 | Section XI Freshmen - Sophomore Championships | 2010 |
| 5 | 16:43.89 | Marius SidlauskasSmithtown East | Smithtown East '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 6 | 16:46.88 | Tyler WolfeHuntington | Huntington '14 | Section XI Freshmen - Sophomore Championships | 2010 |
| 7 | 16:47.87 | Robert KellyConnetquot | Connetquot '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 8 | 16:48.41 | Brandon GuerreraSachem East | Sachem East '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 9 | 16:51.35 | Christopher PenteckSachem North | Sachem North '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 10 | 16:55.52 | Antoine MooreCopiague | Copiague '18 | Section XI Freshmen - Sophomore Championships | 2014 |
| 11 | 16:57.36 | Pat ThallNorthport | Northport '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 12 | 16:58.97 | Timothy MonahanConnetquot | Connetquot '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 13 | 17:06.54 | Kyle KellyWest Islip | West Islip '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 14 | 17:07.66 | Robert VitaleBayport-Blue Point | Bayport-Blue Point '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 15 | 17:08.38 | Justin LeopoldNorthport | Northport '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 16 | 17:09.69 | Robert SanchezWard Melville | Ward Melville '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 17 | 17:11.14 | Daniel SmithBellport | Bellport '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 18 | 17:12.68 | Matthew ViscosiWard Melville | Ward Melville '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 19 | 17:12.97 | Ryan EvansMiddle Country | Middle Country '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 20 | 17:13.36 | Troy OdinNorthport | Northport '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 21 | 17:16.22 | Luis Antonio FernandezMiddle Country | Middle Country '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 22 | 17:16.93 | Matthew GladyszShoreham-Wading River | Shoreham-Wading River '15 | Section XI Freshmen - Sophomore Championships | 2011 |
| 23 | 17:19.59 | Ronnie CavaliereHauppauge | Hauppauge '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 24 | 17:19.79 | Alex PatricolaWesthampton Beach | Westhampton Beach '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 25 | 17:20.13 | Alex KramerNorthport | Northport '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 26 | 17:20.56 | Billy MartinWest Islip | West Islip '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 27 | 17:23.14 | Brandon McCormickConnetquot | Connetquot '18 | Section XI Freshmen - Sophomore Championships | 2014 |
| 28 | 17:24.61 | Charles BurchumHalf Hollow Hills East | Half Hollow Hills East '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 29 | 17:24.80 | Sean InzerilloNorthport | Northport '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 30 | 17:24.91 | Daniel O'DonovanBay Shore | Bay Shore '18 | Section XI Freshmen - Sophomore Championships | 2014 |
| 31 | 17:24.98 | Josh RoilandWalt Whitman | Walt Whitman '15 | Section XI Freshmen - Sophomore Championships | 2011 |
| 32 | 17:27.42 | Cullen ArmstrongHauppauge | Hauppauge '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 33 | 17:28.24 | Xavier GomezIslip | Islip '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 34 | 17:28.48 | Tom ThallNorthport | Northport '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 35 | 17:28.74 | Tim McGowanNorthport | Northport '14 | Section XI Freshmen - Sophomore Championships | 2010 |
| 36 | 17:29.28 | Austin SperlComsewogue | Comsewogue '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 37 | 17:30.68 | Willie CarsonHauppauge | Hauppauge '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 38 | 17:31.04 | RJ AcostaNorthport | Northport '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 39 | 17:32.79 | Emmet FarnanBay Shore | Bay Shore '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 40 | 17:32.83 | Eric MelcerSmithtown East | Smithtown East '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 41 | 17:32.87 | Shawn BofingerBayport-Blue Point | Bayport-Blue Point '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 42 | 17:33.27 | Sebastian Hunter CuyjetSouthampton | Southampton '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 43 | 17:33.57 | Charles HetterichWest Islip | West Islip '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 44 | 17:34.66 | Eddie Obrien-CurcieNorthport | Northport '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 45 | 17:34.76 | DJ BrownCopiague | Copiague '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 46 | 17:35.05 | Jack McGowanNorthport | Northport '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 47 | 17:35.69 | Thomas MeehanEastport-South Manor | Eastport-South Manor '14 | Section XI Freshmen - Sophomore Championships | 2010 |
| 48 | 17:35.70 | Kyle McGlynnBellport | Bellport '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 49 | 17:36.42 | Alex RussoSmithtown West | Smithtown West '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 50 | 17:37.18 | Matt BenseMiddle Country | Middle Country '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 51 | 17:37.56 | Gerard ConnellySmithtown East | Smithtown East '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 52 | 17:37.90 | Jonny PerrierHalf Hollow Hills East | Half Hollow Hills East '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 53 | 17:38.17 | Jake EtheHalf Hollow Hills East | Half Hollow Hills East '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 54 | 17:38.76 | John KaplanBayport-Blue Point | Bayport-Blue Point '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 55 | 17:42.58 | Sean GrossmanHalf Hollow Hills East | Half Hollow Hills East '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 56 | 17:42.59 | Christian PatrizioComsewogue | Comsewogue '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 57 | 17:43.28 | Ian SullivanCenter Moriches | Center Moriches '12 | Section XI Freshmen - Sophomore Championships | 2011 |
| 58 | 17:44.09 | Connor BehrRiverhead | Riverhead '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 59 | 17:44.56 | Andrew GruberHalf Hollow Hills East | Half Hollow Hills East '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 60 | 17:44.80 | Austin BatesConnetquot | Connetquot '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 61 | 17:44.83 | Connor MontgomeryNorthport | Northport '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 62 | 17:45.10 | Jake RussoConnetquot | Connetquot '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 63 | 17:45.15 | Juan TaverasCopiague | Copiague '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 64 | 17:45.44 | Leo ChenMiddle Country | Middle Country '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 65 | 17:46.30 | Joe WetzelNorthport | Northport '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 66 | 17:46.59 | Michael BoydIslip | Islip '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 67 | 17:46.60 | Parker SchochPort Jefferson | Port Jefferson '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 68 | 17:47.50 | Jared GershowitzHalf Hollow Hills East | Half Hollow Hills East '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 69 | 17:47.80 | Ajay PersaudBellport | Bellport '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 70 | 17:48.52 | Matthew FischerNorthport | Northport '14 | Section XI Freshmen - Sophomore Championships | 2010 |
| 71 | 17:50.09 | Nicholas SabiaSmithtown West | Smithtown West '15 | Section XI Freshmen - Sophomore Championships | 2010 |
| 72 | 17:50.21 | Eric CunhaRiverhead | Riverhead '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 73 | 17:50.32 | Patrick TeeseSmithtown East | Smithtown East '15 | Section XI Freshmen - Sophomore Championships | 2011 |
| 74 | 17:50.49 | Chad FieldsIslip | Islip '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 75 | 17:50.74 | Thomas McNameeConnetquot | Connetquot '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 76 | 17:50.91 | Michael GrabowskiSmithtown West | Smithtown West '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 77 | 17:51.20 | Joe PrattConnetquot | Connetquot '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 78 | 17:51.33 | Gareth SchaeferNorthport | Northport '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 79 | 17:51.34 | Tom MakinNorthport | Northport '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 80 | 17:51.71 | Ian BerryIslip | Islip '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 81 | 17:51.72 | Glen PinkavaWard Melville | Ward Melville '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 82 | 17:52.50 | Nick DiazHauppauge | Hauppauge '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 83 | 17:52.63 | Dylan McGovernBayport-Blue Point | Bayport-Blue Point '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 84 | 17:52.95 | Trevor WillsWest Islip | West Islip '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 85 | 17:53.74 | Evan AthertonNorthport | Northport '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 86 | 17:53.93 | Connor RileyWard Melville | Ward Melville '18 | Section XI Freshmen - Sophomore Championships | 2014 |
| 87 | 17:54.06 | Matthew BlauveltSmithtown East | Smithtown East '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 88 | 17:54.28 | Derek KlingelConnetquot | Connetquot '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 89 | 17:54.32 | Liam AndersonNorth Babylon | North Babylon '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 90 | 17:54.98 | Omer AtaseverHauppauge | Hauppauge '14 | Section XI Freshmen - Sophomore Championships | 2011 |
| 91 | 17:55.32 | Edmund CarrollSachem East | Sachem East '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 92 | 17:55.80 | Ethan BellanteBellport | Bellport '15 | Section XI Freshmen - Sophomore Championships | 2012 |
| 93 | 17:55.87 | Matthew KrompierBellport | Bellport '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 94 | 17:56.07 | Christopher WeiderSmithtown West | Smithtown West '15 | Section XI Freshmen - Sophomore Championships | 2011 |
| 95 | 17:56.12 | Richard ArcuriBay Shore | Bay Shore '13 | Section XI Freshmen - Sophomore Championships | 2010 |
| 96 | 17:56.75 | Daniel SuchoparConnetquot | Connetquot '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 97 | 17:57.26 | Brandon TurbushEastport-South Manor | Eastport-South Manor '16 | Section XI Freshmen - Sophomore Championships | 2012 |
| 98 | 17:58.05 | Thomas BrockBellport | Bellport '18 | Section XI Freshmen - Sophomore Championships | 2014 |
| 99 | 17:58.25 | Shane McGuireHuntington | Huntington '17 | Section XI Freshmen - Sophomore Championships | 2014 |
| 100 | 17:58.34 | Eric ZulkofskeWard Melville | Ward Melville '18 | Section XI Freshmen - Sophomore Championships | 2014 |
