1992 Summer Olympics |
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| Half-Heavyweight, Men | Indrek Pertelson | =5 | |
1996 Summer Olympics |
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| Heavyweight, Men | Indrek Pertelson | =21 | |
2000 Summer Olympics |
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| Half-Middleweight, Men | Aleksei Budõlin | =3 | Bronze |
| Heavyweight, Men | Indrek Pertelson | =3 | Bronze |
2004 Summer Olympics |
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| Half-Middleweight, Men | Aleksei Budõlin | AC | |
| Heavyweight, Men | Indrek Pertelson | =3 | Bronze |
2008 Summer Olympics |
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| Heavyweight, Men | Martin Padar | =17 | |
2010 Summer Youth Olympics |
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| ≤63 kilograms, Girls | Natalia Rak | =9 | |
2012 Summer Olympics |
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| Heavyweight, Men | Martin Padar | =17 | |
2014 Summer Youth Olympics |
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| ≤81 kilograms, Boys | Mattias Kuusik | =17 | |
2016 Summer Olympics |
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| Half-Heavyweight, Men | Grigori Minaškin | =17 | |
2020 Summer Olympics |
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| Half-Heavyweight, Men | Grigori Minaškin | =17 | |