Malaysia was ranked 16^th and 10^th in mathematics based on the Trends in Mathematics and Science Study (TIMSS) in 1999 and 2003, respectively while its neighbor, Singapore, used to be a part of Malaysia until 1965, was ranked first in both years. Hence, it is the aim of this study to investigate what makes Singaporean students better in mathematics performance compared to Malaysian students using TIMSS data. Factors examined in this analysis include characteristics of students, teachers and schools, educational aids and resources as well as students’ attitudes towards mathematics learning. It is hoped that the findings from this study will provide useful inputs to improve mathematics learning among Malaysian students.