| 3 Cumberland Drive, Chessington, KT9 1HQ | May 2026 | £690,000 | Detached | Freehold |
| 88 Cumberland Drive, Chessington, KT9 1HH | Feb 2026 | £620,000 | Detached | Freehold |
| 26 Cumberland Drive, Chessington, KT9 1HQ | Jan 2026 | £640,000 | Semi-detached | Freehold |
| 28 Cumberland Drive, Chessington, KT9 1HQ | Nov 2024 | £515,000 | Terraced | Freehold |
| 24 Cumberland Drive, Chessington, KT9 1HQ | Sep 2022 | £580,000 | Semi-detached | Freehold |
| 17 Cumberland Drive, Chessington, KT9 1HQ | Mar 2022 | £625,000 | Semi-detached | Freehold |
| 60 Cumberland Drive, Chessington, KT9 1HH | Jan 2021 | £517,500 | Semi-detached | Freehold |
| 66 Cumberland Drive, Chessington, KT9 1HH | May 2019 | £450,000 | Semi-detached | Freehold |
| 94 Cumberland Drive, Chessington, KT9 1HH | Feb 2019 | £420,000 | Semi-detached | Freehold |
| 8 Cumberland Drive, Chessington, KT9 1HQ | Jan 2015 | £395,000 | Semi-detached | Freehold |
| 12 Cumberland Drive, Chessington, KT9 1HQ | Apr 2010 | £305,000 | Semi-detached | Freehold |
| 2 Cumberland Drive, Chessington, KT9 1HQ | Aug 2008 | £249,950 | Detached | Freehold |
| 6 Cumberland Drive, Chessington, KT9 1HQ | Oct 2006 | £290,000 | Semi-detached | Freehold |
| 68 Cumberland Drive, Chessington, KT9 1HH | May 2006 | £200,000 | Semi-detached | Freehold |
| 74 Cumberland Drive, Chessington, KT9 1HH | Apr 2006 | £234,950 | Semi-detached | Freehold |
| 52 Cumberland Drive, Chessington, KT9 1HH | May 2004 | £233,000 | Semi-detached | Freehold |
| 70 Cumberland Drive, Chessington, KT9 1HH | Mar 2004 | £238,000 | Semi-detached | Freehold |
| 98 Cumberland Drive, Chessington, KT9 1HH | Nov 2003 | £217,000 | Semi-detached | Freehold |
| 62 Cumberland Drive, Chessington, KT9 1HH | Mar 2003 | £249,950 | Semi-detached | Freehold |
| 40 Cumberland Drive, Chessington, KT9 1HH | Feb 2003 | £288,000 | Semi-detached | Freehold |
| 14 Cumberland Drive, Chessington, KT9 1HQ | Dec 2002 | £184,000 | Semi-detached | Freehold |
| 58 Cumberland Drive, Chessington, KT9 1HH | Mar 2002 | £187,000 | Semi-detached | Freehold |
| 84 Cumberland Drive, Chessington, KT9 1HH | Feb 2002 | £190,000 | Semi-detached | Freehold |