Stefano Napolitano leads 2 to 1 over 3 singles meetings since 2023. Last meeting on 17/07/2026 at Cordenons Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 17/07/2026 | Cordenons Challenger | Quarter-final | clay | Villanueva | 3-6 6-7(2) |
| 24/07/2023 | Verona Challenger | Qualifiers | clay | Napolitano | 7-6(5) 4-6 4-6 |
| 17/07/2023 | Trieste Challenger | Qualifiers | clay | Napolitano | 6-7(5) 6-2 6-3 |
| clay | Napolitano 2 - 1 Villanueva |
| 2026 | Napolitano 0 - 1 Villanueva |
| 2023 | Napolitano 2 - 0 Villanueva |
139 wins, 117 losses since 2021 (54.3%).
Last matches: D D D D D
222 wins, 185 losses since 2021 (54.5%).
Last matches: D V V V D
Stefano Napolitano leads 2 to 1 over 3 singles meetings since 2023.
On 17/07/2026, at Cordenons Challenger (Quarter-final): Gonzalo Villanueva won 3-6 6-7(2).