1997
 David Loader OAM, the 15th Principal of Wesley College, served from 1997 to 2002.
David Loader OAM, the 15th Principal of Wesley College, served from 1997 to 2002.
Loader was the driving force behind the introduction of student computer-based learning and also established the Year 9 residential program at Clunes.
2000
 The residential program for Year 9 students opened at Clunes in 2000.
The residential program for Year 9 students opened at Clunes in 2000.
2003
 Dr Helen Drennen AM, the 16th Principal of Wesley College, served from 2003 to 2018.
Dr Helen Drennen AM, the 16th Principal of Wesley College, served from 2003 to 2018.
Drennen, Wesley’s 16th and first female Principal, was appointed in 2003. Her achievements included implementing the International Baccalaureate program across Prep to Year 12, engaging partners in learning through the Yiramalay/Wesley Studio School and the Year 9 program at Clunes, and reintroducing boarding to Wesley in Melbourne through the Learning in Residence program.
Fourth college history publication
 The fourth College history, A Great Australian School: Wesley College examined, by Dr Andrew Lemon was published in 2004.
The fourth College history, A Great Australian School: Wesley College examined, by Dr Andrew Lemon was published in 2004.
2005
 The Wesley College Institute for Innovation in Education was launched by founding patron Sir Gustav Nossal.
The Wesley College Institute for Innovation in Education was launched by founding patron Sir Gustav Nossal.
Fitzroy Valley

A Memorandum of Understanding was signed between the Fitzroy Valley community and Wesley College to work together on educational and other projects.
2009

The redeveloped Coates Pavilion at the Glen Waverley Campus was opened in 2009.
2011
 The Yiramalay/Wesley Studio School, the result of a partnership between the Fitzroy Valley community and Wesley College, was formally opened on 20 May.
The Yiramalay/Wesley Studio School, the result of a partnership between the Fitzroy Valley community and Wesley College, was formally opened on 20 May.
College Sports Centre

The new College Sports Centre at the Glen Waverley Campus was opened.
2014
 The Moubray Street Precinct Redevelopment, featuring a new Music School, refurbished Menzies Wing and Adamson Hall, was opened by Her Excellency, Dame Quentin Bryce AD, CVO, Governor-General of the Commonwealth of Australia.
The Moubray Street Precinct Redevelopment, featuring a new Music School, refurbished Menzies Wing and Adamson Hall, was opened by Her Excellency, Dame Quentin Bryce AD, CVO, Governor-General of the Commonwealth of Australia.
2016
 In 2016 Wesley College celebrated its 150th anniversary with events across the world.
In 2016 Wesley College celebrated its 150th anniversary with events across the world.
Boarding returns
 Boarding returned to Wesley with the opening of Learning in Residence at the Glen Waverley Campus in 2016.
Boarding returned to Wesley with the opening of Learning in Residence at the Glen Waverley Campus in 2016.
2018
The Wells Centre, the first stage of a state-of-the-art redevelopment and expansion of the Middle School at the Glen Waverley Campus, opened for Years 5 and 6 students. Construction of the Drennen Centre, the second stage of the redevelopment, continued in preparation for opening in 2019. The Drennen Centre includes new facilities for Years 7 to 9 students as well as a campus chapel, library and language centre.
2019
 The appointment of Nicholas Evans (OW1985) as the 17th Principal of Wesley College, to commence in July 2019, was announced in 2018, with Deputy Principal Richard Brenker as Acting Principal in the interim.
The appointment of Nicholas Evans (OW1985) as the 17th Principal of Wesley College, to commence in July 2019, was announced in 2018, with Deputy Principal Richard Brenker as Acting Principal in the interim.
