| 1 Cumberland Drive, Chessington, Chessington | Freehold | 118 m² | £540,000 (2021) |
| 3 Cumberland Drive, Chessington | Freehold | 148 m² | £690,000 (2026) |
| 5 Cumberland Drive, Chessington, Chessington | Freehold | 105 m² | £500,000 (2021) |
| 6, Cumberland Drive, Chessington | Freehold | 31 m² | £290,000 (2006) |
| 7 Cumberland Drive, Chessington | - | 82 m² | - |
| 8, Cumberland Drive, Chessington | Freehold | 83 m² | £395,000 (2015) |
| 9 Cumberland Drive, Chessington | - | 83 m² | - |
| 11 Cumberland Drive, Chessington | Freehold | 115 m² | £630,000 (2023) |
| 12, Cumberland Drive, Chessington | Freehold | 98 m² | £305,000 (2010) |
| 14 Cumberland Drive, Chessington | Freehold | 67 m² | £184,000 (2002) |
| 17 Cumberland Drive, Chessington | Freehold | 108 m² | £625,000 (2022) |
| 18 Cumberland Drive, Chessington | Freehold | 96 m² | £577,000 (2024) |
| 20 Cumberland Drive, Chessington | Freehold | 94 m² | £575,000 (2024) |
| 22, Cumberland Drive, Chessington | Freehold | 81 m² | £539,950 (2021) |
| 24, Cumberland Drive, Chessington | Freehold | 82 m² | £580,000 (2022) |
| 26 Cumberland Drive, Chessington | Freehold | 135 m² | £640,000 (2026) |
| 28 Cumberland Drive, Chessington | Freehold | 79 m² | £515,000 (2024) |
| 30, Cumberland Drive, Chessington | Freehold | 80 m² | £515,000 (2020) |
| 32 Cumberland Drive, Chessington | Freehold | 109 m² | £480,000 (2024) |
| 36 Cumberland Drive, Chessington | Freehold | 84 m² | £410,000 (2019) |
| 38 Cumberland Drive, Chessington | - | 99 m² | - |