| Year | Head Girl: Westcliff | Head Boy: Westcliff | Head Girl: Sutton | Head Boy Sutton |
|---|
| 1980-1981 | Alison Burstin | - | - | - |
| 1981-1982 | Anna Fisher | - | - | - |
| 1982-1983 | Francine Burstin | Paul Skinner | - | - |
| 1983-1984 | Jane Casson | Owen Bullock | - | - |
| 1984-1985 | Lorraine Scudder | Joel Emerson | - | - |
| 1985-1986 | Sarah Whittingham | David Rees | - | - |
| 1986-1987 | Elizabeth Cater | Mark Scudder | - | - |
| 1987-1988 | Caroline Rees-Kyd | Daniel Ager | - | - |
| 1988-1989 | Joanna Rubin | Simon Mills | - | - |
| 1989-1990 | Shanti Velmurugan | David Browne | - | - |
| 1990-1991 | Claire Thornton | Phillip Daniels | - | - |
| 1991-1992 | Sarah Pedgrift | Alexander Pedgrift | Emma Daniel | James Oxley |
| 1992-1993 | Lauren Rubin | Matthew Dias | Joanna Poole | James Fulton |
| 1993-1994 | Susannah Hems | Anthony Pegrum | Liane Short | Thomas Izod |
| 1994-1995 | Gemma Livermore | Andrew Marcus | Charlotte Chapman | James Morley |
| 1995-1996 | Lauren Hems | Ben Foreman | Katheryn Butcher | Paul White |
| 1996-1997 | Samantha Martin | Daniel Thompson | Katie Dear | Anthony Morley |
| 1997-1998 | Shivon George | Joshua Williams | Elise Slater | Luke Campbell |
| 1998-1999 | Jessica Bishop-Laggett | Joseph Martin | Emma Cameron | - |
| 1999-2000 | Fleur Butcher | Andrew Thompson | Katie Burke | Ravi Ladani |
| 2000-2001 | Emily Baker | James Rapkin | Hermione Isaac | Gerge Williamson |
| 2001-2002 | Natasha Martin | Edward Nyman | Trilbie Cook | Oliver Tatton-Bennett |
| 2002-2003 | Abigail Bishop-Laggett and Harriett Sand | Nicholas Cardosi | Chloe Head | Gavin Lewis |
| 2003-2004 | Jennifer Sambridge | Thomas Everett | Caitlin Isaacs | Todd Spiers |
| 2004-2005 | Chloe Martin | Rajab Khan | Kennedy Burrows | Charlie Armstrong |
| 2005-2006 | Charlotte Wharf | Thomas Byford | Pippa Pearce | Laurence Currington |
| 2006-2007 | Evangeline Hunt | Matthew Sand | Laura Orsi | Justin Farrance |
| 2007-2008 | Isabelle Lowe | Chandler Durbidge | Olivia Armstrong | Angus Pettey |
| 2008-2009 | Eden Mackney | Jacob Sand | Bethany Maddy | Nicholas Hobbs |
| 2009-2010 | Bronte Huckett | Matthew Soane | - | - |
| 2010-2011 | Sarah Wheal | - | - | - |
| 2011-2012 | Hafsa Khan | - | - | - |
| - | Daniella Reeve (Deputy) | - | - | - |