Heather Watson defeated Anett Kontaveit 6-4 6-4 in the Luxembourg round of 16 on hard. The upset overturned the form book — Anett Kontaveit came in leading the head-to-head 4–1, defending last year's round of 32. Heather Watson narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-02-08 | Australian Open | R64 | hard | Anett Kontaveit | 6-7 6-4 6-2 |
| 2019-07-01 | Wimbledon | R64 | grass | Anett Kontaveit | 7-5 6-1 |
| 2018-01-01 | Brisbane | R32 | hard | Anett Kontaveit | 6-0 6-3 |
| 2017-04-10 | Biel | R32 | hard | Anett Kontaveit | 7-6 6-2 |
| 2014-05-24 | Roland Garros | Q32 | clay | Heather Watson | 6-1 6-1 |
Averages over each player's completed matches in the selected window (199 vs 198). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About