From 1988 till 2020, the GRC was contested in every election in a two way fight by various opposition parties, except in the 1997 general election, when the PAP experienced a walkover. In both the 2015 and 2020 general elections, the PAP outperformed its national vote share in Tampines GRC with 72.06% to 69.9% and 66.41% to 61.2% respectively.
Extramarital affair
On 17 July 2023, it was revealed by Prime MinisterLee Hsien Loong that one of the Tampines GRC's MP Cheng Li Hui had been having an extramarital affair with fellow MP and Speaker of Parliament Tan Chuan-Jin since at least November 2020. This prompted their resignations from Parliament and the PAP on the same day. Masagos became the grassroots adviser for Tampines East division to cover the seat vacated by Cheng.
2025 election
In the leadup to the 2025 general election, the incumbent PAP was expected to be challenged by the Workers' Party (WP), the National Solidarity Party (NSP) and the People's Power Party (PPP) in a four-way fight. On 11 March, the Electoral Boundaries Review Committee (EBRC) released their report on the boundaries changes for the 2025 general election. The Tampines Changkat division was carved out to form a standalone Single Member Constituency (SMC) while polling districts in Aljunied GRC east of Bedok Reservoir were absorbed into Tampines GRC. The changes were intended to keep the number of voters in Tampines GRC consistent while still electing five MPs. Tampines GRC also saw the first four-cornered contest in a constituency since 1997, when the PAP won 61.9% of the vote in Chua Chu Kang SMC against the NSP, an independent candidate and the Democratic Progressive Party (DPP), as well as its first WP contest.
The PAP ended up retaining the GRC with 52% of the vote, a negative swing of over 14%, being its narrowest GRC victory in the election. The WP received more than 47% of the vote, while the NSP and PPP collectively received less than 1%. It was the PAP's toughest contest in the constituency since its creation in 1988. By virtue of having the second highest defeated vote percentage for the opposition, after Jalan Kayu SMC, which was contested by the WP's Andre Low, the second of two Non-constituency Member of Parliament (NCMP) seats was offered to a member of the WP slate that contested in Tampines GRC; the first had been offered to Low. On 19 May, the Elections Department announced that the WP had nominated Eileen Chong, along with Low, as the NCMPs for the 15th Parliament.
Divisions or wards of Tampines GRC as of the 2025 general election:1 Tampines Boulevard 2 Tampines Central 3 Tampines East 4 Tampines North 5 Tampines West
^Cheng Li Hui resigned as Member of Parliament in 2023 due to an affair with party member Tan Chuan Jin.
Electoral results
Note: The Elections Department does not include rejected votes when calculating the vote shares of candidates. Hence, all candidates' vote shares will total to 100% at any given election (may not appear so in multi-way contests due to rounding).
