Stadium: Centre Court Round: 19 Ground: Clay
| WTA Vancouver | 2022/08/15 20:55 | Astra Sharma v Valentini Grammatikopoulou | 2-6,2-6 |
| WTA Budapest | 2023/07/15 11:30 | Valentini Grammatikopoulou v Adrienn Nagy | 6-2,3-6,6-4 |
| WTA Contrexeville | 2023/07/10 13:00 | Aleksandra Krunic v Valentini Grammatikopoulou | 6-2,3-6,6-4 |
| ITF W60 Liepaja | 2023/07/05 10:30 | Dejana Radanovic v Valentini Grammatikopoulou | 7-6,6-2 |
| Wimbledon Women | 2023/06/27 15:45 | Valentini Grammatikopoulou v Natalija Stevanovic | 2-6,1-6 |
| ITF W100 Ilkley | 2023/06/21 13:30 | Valentini Grammatikopoulou v Nao Hibino | 5-7,1-6 |
| ITF W25 Kursumlijska Banja | 2023/06/09 10:05 | Valentini Grammatikopoulou v Dimitra Pavlou | 5-7,3-6 |
| ITF W25 Kursumlijska Banja | 2023/06/08 07:00 | Valentini Grammatikopoulou v Mert, Aysegul | 6-3,6-2 |
| ITF W25 Kursumlijska Banja | 2023/06/07 14:45 | Valentini Grammatikopoulou v Sandra Samir | 6-3,6-1 |
| WTA Budapest | 2023/07/15 12:10 | Stolmar, Rebeka v Astra Sharma | 1-6,0-6 |
| ITF W60 Montpellier | 2023/07/09 15:00 | Clara Burel v Astra Sharma | 6-3,7-5 |
| ITF W60 Montpellier | 2023/07/08 13:00 | Julia Riera v Astra Sharma | 0-6,7-6,3-6 |
| ITF W60 Montpellier | 2023/07/07 09:00 | Astra Sharma v Jenny Lim | 6-0,6-2 |
| ITF W60 Montpellier | 2023/07/06 11:00 | Astra Sharma v Amina Anshba | 7-5,6-3 |
| ITF W60 Montpellier | 2023/07/04 11:20 | Victoria Jimenez Kasintseva v Astra Sharma | 1-6,6-3,5-7 |
| ITF W40 Ystad | 2023/06/25 09:05 | Astra Sharma v Ipek Oz | 1-6,3-6 |
| ITF W40 Ystad | 2023/06/24 08:10 | Astra Sharma v Katarzyna Kawa | 5-7,6-3,6-2 |