Tottenham Hotspur Player of the Year Awards 1987 to 2017  
  Year  Winner    Year  Winner   
  1987   Gary Mabbutt   2004   Jermain Defoe  
  1988   Chris Waddle   2005   No Award (Annual to Seasonal)  
  1989   Erik Thorstvedt   2006   Robbie Keane  
  1990   Paul Gascoigne   2007   Dimitar Berbatov  
  1991   Paul Allen   2008   Robbie Keane  
  1992   Gary Lineker   2009   Aaron Lennon  
  1993   Darren Anderton   2010   Michael Dawson  
  1994   Jurgen Klinsmann   2011   Luka Modric  
  1995   Teddy Sheringham   2012   Scott Parker  
  1996   Sol Campbell   2013   Gareth Bale  
  1997   Sol Campbell   2014   Christian Eriksen  
  1998   David Ginola   2015   Harry Kane  
  1999   Stephen Carr   2016   Toby Alderweireld  
  2000   Stephen Carr   2017   Christian Eriksen  
  2001   Neil Sullivan   2018      
  2002   Simon Davies   2019      
  2003   Robbie Keane   2020