Tzipi Obziler defeated Nadejda Ostrovskaya 6-0 6-1 in the Orbetello 50K round of 32 on clay. Tzipi Obziler extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-04-26 | Fed Cup G1 PO: ISR vs BLR | RR | clay | Nadejda Ostrovskaya | 6-4 6-3 |
| 2002-09-23 | Batumi 75K | SF | hard | Nadejda Ostrovskaya | 6-2 6-2 |
| 1999-08-09 | Istanbul 10K | F | hard | Tzipi Obziler | 6-0 7-5 |
| 1998-03-19 | Jaffa 10K | F | hard | Tzipi Obziler | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.