[22] Anett Kontaveit 6-7,6-4,6-2 Heather Watson [60] 2021-02-11 03:30
Stadium: John Cain Arena Round: 24 Ground: Hardcourt outdoor
Head to Head
| Wimbledon Women | 2019/07/03 12:00 | Heather Watson v Anett Kontaveit | 5-7,1-6 |
| WTA Brisbane | 2018/01/01 07:50 | Heather Watson v Anett Kontaveit | 0-6,3-6 |
| WTA Luxembourg | 2017/10/18 08:00 | Anett Kontaveit v Heather Watson | 4-6,4-6 |
| WTA Biel | 2017/04/11 10:30 | Anett Kontaveit v Heather Watson | 7-6,6-2 |
Home History
| Australian Open Women | 2021/02/09 06:10 | Anett Kontaveit v Aliaksandra Sasnovich | 7-5,6-2 |
| WTA Grampians Trophy | 2021/02/07 00:30 | Maria Sakkari v Anett Kontaveit | 6-2,3-6,9-11 |
| WTA Grampians Trophy | 2021/02/05 02:00 | Bethanie Mattek-Sands v Anett Kontaveit | 5-7,5-7 |
| WTA Grampians Trophy | 2021/02/03 01:35 | Christina McHale v Anett Kontaveit | 1-6,3-6 |
| WTA Abu Dhabi | 2021/01/06 08:05 | Veronika Kudermetova v Anett Kontaveit | 7-5,6-1 |
| WTA Ostrava | 2020/10/21 17:30 | Anett Kontaveit v Sara Sorribes Tormo | 1-6,4-6 |
| WTA Ostrava | 2020/10/19 10:00 | Anett Kontaveit v Ekaterina Alexandrova | 4-6,6-2,7-6 |
| French Open Women | 2020/09/27 12:55 | Anett Kontaveit v Caroline Garcia | 4-6,6-3,4-6 |
Away History
| Australian Open Women | 2021/02/09 02:10 | Kristyna Pliskova v Heather Watson | 6-7,6-7 |
| WTA Grampians Trophy | 2021/02/03 04:45 | Heather Watson v Veronika Kudermetova | 2-6,2-6 |
| WTA Abu Dhabi | 2021/01/09 08:35 | Ekaterina Alexandrova v Heather Watson | 7-5,6-7,6-3 |
| WTA Abu Dhabi | 2021/01/07 14:35 | Heather Watson v Jodie Anna Burrage | 4-6,6-2,7-5 |
| Battle of the Brits Women | 2020/12/23 13:40 | Heather Watson v Francesca Jones | 7-6,6-2 |
| Battle of the Brits Women | 2020/12/22 16:50 | Heather Watson v Emma Raducanu | 3-6,6-3,10-2 |
| Battle of the Brits Women | 2020/12/21 13:55 | Heather Watson v Jodie Anna Burrage | 6-1,6-4 |
| Battle of the Brits Women | 2020/12/20 12:20 | Heather Watson v Katy Dunne | 6-2,6-3 |