Natalia Zvereva defeated Lisa Raymond 6-3 6-2 in the Tokyo round of 16 on hard. Natalia Zvereva extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | Eastbourne | R32 | grass | Natalia Zvereva | 7-5 6-3 |
| 2000-03-10 | Indian Wells | R64 | hard | Natalia Zvereva | 1-6 6-3 6-2 |
| 1999-03-05 | Indian Wells | R64 | hard | Lisa Raymond | 6-4 6-4 |
| 1998-08-31 | US Open | R64 | hard | Lisa Raymond | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.