Athletes from Singapore have won a total of 6 medals at the Olympics including 1 gold
The country has won six Olympic medals, the first was at the 1960 Summer Olympics, the second at the 2008 Summer Olympics and the third and fourth at the 2012 Summer Olympics. At the 2016 Summer Olympics Singapore won their first ever gold medal and the fifth overall. At the 2024 Summer Olympics, Singapore won their third bronze medal, bringing the total number of Olympic medals won to six:
- Singapore's first Olympic medal was won by Tan Howe Liang, who won silver in lightweight weightlifting in 1960 Summer Olympics. The first and to date only Olympic gold medal was won by Joseph Schooling in the men's 100 metre butterfly at the 2016 Summer Olympics. In table tennis, Jing Junhong, Li Jiawei and Yu Mengyu came close to winning medals by finishing in fourth place for the women's singles events at the 2000 Sydney Olympics, 2004 Athens Olympics and 2020 Tokyo Olympics respectively.
- During the 2008 Beijing Olympics, Singapore sent its largest contingent at that time, since it first participated, and was considered the best prepared to win a medal. Li Jiawei, together with Feng Tianwei and Wang Yuegu, beat the South Korea Women's Table Tennis team, composed of Dang Ye-Seo, Kim Kyung-Ah and Park Mi-Young 3–2 in the semi-finals, assuring Singapore of at least a silver medal and ending Singapore's 48-year Olympic medal drought. Singapore faced host China in the gold medal final and lost in straight sets but won the silver medal.
- In the 2012 London Olympics, Feng beat Kasumi Ishikawa from Japan 4–0 in the table tennis women's singles bronze medal match, winning Singapore's first individual Olympic medal in 52 years since Tan won the silver medal at the 1960 Rome Games. In the table tennis women's team bronze medal match, Li, together with Feng and Wang, beat the South Korea team composing Dang Ye-Seo, Kim Kyung-Ah and Seok Ha-Jung 3–0, winning another bronze medal. The two bronze medals won at the 2012 London Summer Olympics marked the first time that Singapore won more than one medal in an Olympiad
- In the 2016 Rio Olympics, Olympic swimmer Joseph Schooling won a gold medal in the Men's 100 metre butterfly in an Olympics record of 50.39 seconds, becoming the first gold Olympic medallist of Singapore. This was also the first gold medal by a Southeast Asian male swimmer and the first Olympic gold that Singapore achieved. During the 2020 Summer Olympics held in Tokyo, Japan, Singapore sent 23 athletes to the Games but did not manage to win any medals.
- In the 2024 Summer Olympics in Paris, kitefoiler Maximilian Maeder won a bronze medal in the Men’s Kite category at the age of only 17, coming behind second place Toni Vodišek from Slovenia and first place Valentin Bontus from Austria. This makes Maximilian Maeder the youngest individual to win a medal in the Olympics from Singapore.
