State Champions
2009 | The girls brought home our 1st State Championship with a 2-1 win over #1 undefeated Sauquoit Valley
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Team Champions
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NYSPHSAA Champions
- 2021 | Sailing
- 2012 | Taylor Colucci, Mark Brathwaite, Ed Kim, Austin Sutton/4x100m Relay
- 2009 | Girls Soccer
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- 1966 | Boys Cross Country^
^ In 1966 the 9 best teams in New York were invited to run in the prestigious Dudley Hare Memorial Invitational hosted by Ossining High School, the public school State Champion that year. The boys took home the title 39-40 over their hosts. Ossining was named the top cross country team in America that season by Track and Field News.
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Individual Champions
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New York State Federation Champions
- 2016 | Jyles Etienne/High Jump
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- 1979 | Laura Whitney/Cross Country
- 1979 | Andy Whitney/2 Mile
- 1977 | Laura Whitney/Cross Country
NYSAIS Champions
- 2020 | Eze Barrah/Wrestling (195 lbs)
- 2019 | Colin Scanlon/400 Hurdles
NYSPHSAA Champions
- 2016 | Jyles Etienne/High Jump
- 2012 | Taylor Colucci/200m
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- 1983 | Roger Wycoff/500 Freestyle
- 1981 | Laura Whitney/Cross Country
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- 1979 | Andy Whitney/2 Mile
- 1979 | Laura Whitney/Cross Country
- 1978 | Laura Whitney/Cross Country
- 1978 | Andy Whitney/Cross Country
- 1977 | Laura Whitney/Cross Country
- 1977 | Mark Whitney/Cross Country
- 1975 | Kevin Lockerbie/Section XI Sprint Medley Relay Team
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