| 5 Chanctonbury Drive, Ascot, SL5 9PT | Oct 2025 | £1,500,000 | Detached | Freehold |
| 3 Chanctonbury Drive, Ascot, SL5 9PT | Aug 2025 | £2,410,000 | Detached | Freehold |
| 12 Chanctonbury Drive, Ascot, SL5 9PT | Feb 2025 | £1,565,000 | Detached | Freehold |
| Charlecombe Hall Chanctonbury Drive, Ascot, SL5 9PT | Aug 2023 | £2,700,000 | Other property | Freehold |
| 17 Chanctonbury Drive, Ascot, SL5 9PT | Jun 2023 | £2,375,000 | Detached | Freehold |
| 7 Chanctonbury Drive, Ascot, SL5 9PT | Jul 2022 | £1,750,000 | Detached | Freehold |
| 2 Chanctonbury Drive, Ascot, SL5 9PT | Jun 2021 | £1,975,000 | Detached | Freehold |
| 9 Chanctonbury Drive, Ascot, SL5 9PT | Mar 2021 | £1,270,000 | Detached | Freehold |
| 10 Chanctonbury Drive, Ascot, SL5 9PT | Oct 2019 | £1,200,000 | Detached | Freehold |
| Chanctonbury House, 1 Chanctonbury Drive, Ascot, SL5 9PT | Oct 2013 | £1,545,000 | Detached | Freehold |
| 20 Chanctonbury Drive, Ascot, SL5 9PT | Nov 2012 | £1,137,500 | Detached | Freehold |
| 19 Chanctonbury Drive, Ascot, SL5 9PT | Nov 2010 | £1,095,500 | Detached | Freehold |
| Woodpeckers Chanctonbury Drive, Ascot, SL5 9PT | Jul 2010 | £2,200,000 | Detached | Freehold |
| 6 Chanctonbury Drive, Ascot, SL5 9PT | Dec 2006 | £825,000 | Detached | Freehold |
| 18 Chanctonbury Drive, Ascot, SL5 9PT | Nov 2001 | £780,000 | Semi-detached | Freehold |
| Pinelawns Chanctonbury Drive, Ascot, SL5 9PT | May 2001 | £1,135,000 | Detached | Freehold |
| 4 Chanctonbury Drive, Ascot, SL5 9PT | Apr 2000 | £585,000 | Detached | Freehold |