| 19‑Sep‑2003 | Davis Cup WG PO: CAN vs BRA | Carpet | RR | 488 | 17 | Nestor d. Gustavo Kuerten [BRA] | 6-7(7) 7-6(0) 6-3 6-7(7) 7-5 | | | | | | | | | |
| 4‑Aug‑2003 | Canada Masters | Hard | R32 | 885 | 9 | (11)Paradorn Srichaphan [THA] d. (WC)Nestor | 7-5 6-4 | | 0.82 | 12.5% | 9.4% | 51.6% | 78.8% | 51.6% | 3/5 | 1:17 |
| 4‑Aug‑2003 | Canada Masters | Hard | R64 | 885 | 44 | (WC)Nestor d. Robby Ginepri [USA] | 3-6 6-3 6-4 | | 0.98 | 17.8% | 9.3% | 53.3% | 75.4% | 54.0% | 11/12 | 1:59 |
| 23‑Jun‑2003 | Wimbledon | Grass | Q3 | 760 | 160 | (30)Gilles Elseneer [BEL] d. (WC)Nestor | 6-7(9) 6-3 6-3 6-3 | | | | | | | | | |
| 23‑Jun‑2003 | Wimbledon | Grass | Q2 | 760 | 205 | (WC)Nestor d. Jeff Salzenstein [USA] | 6-1 6-4 | | | | | | | | | |
| 23‑Jun‑2003 | Wimbledon | Grass | Q1 | 760 | 245 | (WC)Nestor d. Dmitry Vlasov [RUS] | 6-7(3) 6-4 7-5 | | | | | | | | | |
| 4‑Apr‑2003 | Davis Cup G1 R2: CAN vs PER | Carpet | RR | 746 | 124 | Nestor d. Ivan Miranda [PER] | 6-2 6-2 3-6 6-4 | | | | | | | | | |
