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| Top Teams | Top Players | |||||||||||
| Team | Year | W | L | Accomplishment | Player | School | Hgt | Year | College | |||
| Poughkeepsie | 1995 | 23 | 4 | State B Champ | Rich Rinaldi | FDR | 6-2 | 1967 | St Peter's / NBA Baltimore | |||
| Poughkeepsie | 1999 | 22 | 5 | State B Semifinals | Wes Bialosuknia | FDR | 6-2 | 1963 | UConn / Oakland Oaks | |||
| Poughkeepsie | 1956 | 16 | 0 | Chose not to compete in Postseason | Greg Kohls | FDR | 6-2 | 1968 | Syracuse | |||
| Poughkeepsie | 1974 | 20 | 2 | Sect 1 A Champs | Scott McCandlish | Arlington | 6-9 | 1968 | Virginia | |||
| Poughkeepsie | 1960 | 18 | 2 | Section 9 A Champs | Monte Stickles | Poughkeepsie | 6-4 | 1956 | NFL 49ers | |||
| Poughkeepsie | 1982 | 20 | 5 | Section 1 B Champs | Jim Runcie | FDR | 6-2 | 1981 | Virginia | |||
| Poughkeepsie | 1963 | 15 | 5 | Sect 9 A Champs | ||||||||
| Poughkeepsie | 1979 | 21 | 2 | Section 1 AA Runnerup | Tom Pottenburg | Rhinebeck | 6-8 | 1950 | Siena | |||
| Poughkeepsie | 1994 | 19 | 2 | Section 1 B Semifinals | Tom Gloede | Poughkeepsie | 6-2 | 1951 | Lehigh Football | |||
| Jim Hubble | Wappingers Falls | C | 1951 | Cornell | ||||||||
| Beacon | 1963 | 21 | 0 | Sect 1 B Champs | Stu Sonne | Poughkeepsie | 6-1 | 1956 | New Mexico | |||
| Beacon | 1973 | 21 | 1 | Section 1 B Champs | Bob Boschen | Poughkeepsie | 6-1 | 1960 | ||||
| Beacon | 1965 | 19 | 3 | Section 1 A Champs | Carl Hulle | Rhinebeck | 6-2 | 1961 | 1000 point scorer | |||
| Beacon | 1968 | 15 | 7 | Sect 1 B Champs | Gary Brown | Wappingers Falls | 5-9 | 1961 | Union | |||
| Beacon | 1966 | 19 | 1 | Sect 1 A Semifinals | Tyrone Elting | Poughkeepsie | 6-1 | 1962 | 1000 point scorer | |||
| Beacon | 1964 | 17 | 1 | Sect 1 A Semifinals | Sid Osofsky | Pine Plains | F | 1963 | Tufts | |||
| Beacon | 1967 | 17 | 3 | Sect 1 A Semifinals | Henry Brown | Poughkeepsie | 6-1 | 1964 | 1000 Point Scorer | |||
| Jim Ruf | RCK | 6-1 | 1966 | 1000 point scorer | ||||||||
| Pine Plains | 1960 | 21 | 0 | Section 1 D Champs | Gary McCray | Beacon | 6-2 | 1967 | 998 point scorer | |||
| Pine Plains | 1961 | 20 | 0 | Section 1 D Champs | Richie Lawrence | Poughkeepsie | 5-10 | 1967 | Marist | |||
| Pine Plains | 1954 | 19 | 1 | Section 1 C Champs | Nate Milligan | Beacon | 5-10 | 1968 | 1000 point scorer | |||
| Pine Plains | 1959 | 17 | 4 | Section 1 D Champs | Ron Blass | FDR | 6-2 | 1969 | Lafayette | |||
| Pine Plains | 1966 | 13 | 6 | Sect 1 D Champs | Michael Eades | Millbrook | 6-0 | 1971 | 1000 point scorer | |||
| Pine Plains | 1963 | 20 | 1 | Sect 1 D Runnerup | Peter Bronson | Oakwood | 6-6 | 1974 | San Jacinto JC | |||
| Pine Plains | 1951 | 20 | 2 | Section 1 C Runnerup | Tony Elting | Oakwood | G | 1974 | 1000 point scorer | |||
| Pine Plains | 1962 | 18 | 1 | Paul Kane | Rhinebeck | 6-1 | 1974 | 1000 point scorer | ||||
| Kevin Barry | FDR | 6-6 | 1974 | Scranton | ||||||||
| Hyde Park Roosevelt | 1967 | 15 | 4 | Rodney Paulin | Beacon | 5-9 | 1974 | Brown | ||||
| Hyde Park Roosevelt | 1998 | 23 | 2 | Section 1 A Champs | Scott Gleckel | Arlington | 6-0 | 1974 | Fordham Baseball | |||
| Hyde Park Roosevelt | 1963 | 18 | 3 | Sect 1 A Champs | George Hughes | Beacon | 6-4 | 1976 | 1000 point scorer / St Lawrence | |||
| Hyde Park Roosevelt | 1962 | 16 | 2 | Section 1 B Champs | Ed Vaughn | Rhinebeck | 6-5 | 1976 | 1000 point scorer | |||
| Hyde Park Roosevelt | 1961 | 14 | 3 | Section 1 B Champs | Dan Marquardt | FDR | 6-3 | 1976 | 1000 point scorer | |||
| Hyde Park Roosevelt | 1981 | 20 | 4 | Section 1 A Runnerup | Dino Larry | Poughkeepsie | 6-5 | 1976 | Manhattan | |||
| Hyde Park Roosevelt | 1955 | 17 | 1 | Section 1 B Semifinals | Matt Kurdziel | Red Hook | 6-2 | 1977 | Clarkson | |||
| Hyde Park Roosevelt | 1969 | 14 | 6 | Section 1 AA Semifinals | Ricky Horton | FDR | 6-2 | 1977 | Baseball St. Louis Cardinals | |||
| Mickey Herzing | Pawling | 6-7 | 1977 | Fairfield | ||||||||
| Red Hook | 1996 | 23 | 2 | State C Semifinals | John Dalzell | Red Hook | 6-3 | 1978 | Eastern New Mexico / Hapoel Israel | |||
| Red Hook | 1997 | 22 | 2 | Section 9 B Champs | Scott Devine | FDR | 6-0 | 1978 | New Brunswick | |||
| Red Hook | 1967 | 16 | 4 | Section 1 C Champs | Mike Silvernale | Webutuck | 5-11 | 1978 | Oneonta St | |||
| Red Hook | 1989 | 18 | 6 | Section 9 C Champs | Jerome Elting | Poughkeepsie | 6-3 | 1979 | 1000 point scorer | |||
| Red Hook | 1956 | 19 | 1 | Section 1 C Runnerup | Pete Gerney | RCK | 6-0 | 1979 | Plattsburgh St | |||
| Red Hook | 1995 | 20 | 1 | Section 9 C Semifinals | Bill Boesch | FDR | 6-3 | 1981 | Lehigh | |||
| Red Hook | 1969 | 16 | 4 | Section 1 B Semifinals | John Sala | Spackenkill | 6-1 | 1981 | 1000 point scorer | |||
| Joe Graziadio | JJEF | 6-2 | 1983 | 1000 point scorer | ||||||||
| Millbrook | 1999 | 18 | 9 | State D Champs | Steve Milton | Dover Plains | 5-8 | 1984 | 1000 point scorer / New Paltz St | |||
| Millbrook | 1950 | 19 | 2 | Section 1 D Champs | Renny Abrams | Dover Plains | 6-2 | 1985 | 1000 point scorer / Norwich | |||
| Millbrook | 1978 | 20 | 2 | Section 1 B Runnerup | Erin Griffin | Red Hook | 6-6 | 1985 | 1000 point scorer | |||
| George Siegrist | FDR | 6-6 | 1987 | Marist | ||||||||
| Arlington | 1996 | 19 | 3 | Section 1 A Runnerup | Mike Teamer | Millbrook | 6-0 | 1988 | 1000 point scorer | |||
| Arlington | 1956 | 18 | 1 | Section 1 A Semifinals | John Smith | RCK | 6-1 | 1988 | 1000 point scorer / Plattsburgh | |||
| Arlington | 1957 | 15 | 3 | Section 1 A Semis | Sean Mabey | FDR | 6-7 | 1988 | Plattsburgh | |||
| Sean Alford | Rhinecliff | 6-2 | 1989 | 1000 point scorer / Bard | ||||||||
| Our Lady of Lourdes | 1972 | 18 | 3 | Sect 1 B Semifinals | Dave Mula | FDR | 5-11 | 1989 | Kings College | |||
| Dover Plains | 1985 | 18 | 6 | Section 1 C Champs | Jeff Gardner | Lourdes | 6-3 | 1989 | Fordham Baseball | |||
| Rhinebeck | 1997 | 22 | 2 | Section 1 C Champs | Dan Funk | Pine Plains | F | 1989 | Slippery Rock Baseball | |||
| John Jay East Fishkill | 1993 | 18 | 2 | Section 1 A Semifinals | Adam Crawford | Lourdes | 6-3 | 1990 | 1000 point scorer / NYU | |||
| Spackenkill | 1998 | 22 | 5 | State C Semifinals | Bo Oshoniyi | RCK | 6-1 | 1990 | Pro Soccer Player | |||
| Oakwood | 1974 | 21 | 1 | Sect 1 C Champs | Ron Winbon | Rhinecliff | 5-11 | 1990 | Bard | |||
| Latwuan Dickens | FDR | 5-11 | 1991 | 1000 Point Scorer | ||||||||
| Adam Clay | Red Hook | 6-7 | 1991 | 1000 point scorer / Skidmore | ||||||||
| Kevin Blue | Millbrook | 6-4 | 1991 | 1000 point scorer | ||||||||
| Shane Abrams | Dover Plains | 5-10 | 1992 | 1000 point scorer / Norwich Football | ||||||||
| David Sigler | Rhinebeck | 5-10 | 1992 | 1000 point scorer | ||||||||
| Joe Navarro | JJEF | 6-4 | 1992 | Potsdam St | ||||||||
| Matt Arrigale | FDR | 6-6 | 1993 | Siena | ||||||||
| Bryan Whittle | Spackenkill | 6-5 | 1994 | 1000 point scorer / Marist | ||||||||
| Erik Nero | Red Hook | 6-5 | 1994 | Siena | ||||||||
| Jason Cragan | RCK | 6-7 | 1994 | LIU | ||||||||
| Nykee Williams | Poughkeepsie | 6-0 | 1995 | 1000 point scorer | ||||||||
| Danny McMaster | RCK | 6-2 | 1996 | 1000 point scorer | ||||||||
| Brock Stortini | Arlington | 6-3 | 1996 | Alfred | ||||||||
| Rob Pisanelli | Lourdes | 6-3 | 1996 | 1000 point scorer / Hobart | ||||||||
| Jamie Nero | Red Hook | 6-6 | 1997 | 1000 point scorer / Navy | ||||||||
| John Van Wormer | Rhinebeck | 6-6 | 1997 | Union | ||||||||
| Patrick Whearty | Lourdes | 6-9 | 1998 | Holy Cross | ||||||||
| Aaron Galletta | FDR | 6-6 | 1998 | 1000 point scorer / Union | ||||||||
| Rob Epps | FDR | 6-6 | 1998 | Helsinki Seagulls | ||||||||
| Jesse Cort | Red Hook | 6-4 | 1998 | 1000 Point Scorer / College of St Rose | ||||||||
| Steven Liptay | Rhinebeck | 5-10 | 1998 | 1000 Point Scorer | ||||||||
| Jason Timm | Spackenkill | 6-6 | 1998 | 1000 point scorer / St Mary's | ||||||||
| Eric Siegrist | Spackenkill | 6-3 | 1999 | 1000 point scorer / St Bonaventure | ||||||||
| Collin Pittman | Poughkeepsie | 6-4 | 1999 | 1000 point scorer | ||||||||