| 2 New Racecourse Lodge, Cheapside Road, Ascot | Freehold | 95 m² | £1,100,000 (2016) |
| 5, Cheapside Road, Ascot | Freehold | 121 m² | £625,000 (2011) |
| 11, Cheapside Road, Ascot | Freehold | 135 m² | £835,000 (2021) |
| 11C, Cheapside Road, Ascot | Freehold | 189 m² | £900,000 (2015) |
| 21A Cheapside Road, Ascot | Freehold | 184 m² | £700,000 (2013) |
| 23 Cheapside Road, Ascot | - | 93 m² | - |
| 25 Cheapside Road, Ascot, Ascot | Freehold | 162 m² | £795,000 (2021) |
| 29 Cheapside Road, Ascot | Freehold | 124 m² | £750,000 (2024) |
| 31 Cheapside Road, Ascot | Freehold | 138 m² | £535,000 (2005) |
| 33, Cheapside Road, Ascot | Freehold | 81 m² | £375,000 (2012) |
| 35, Cheapside Road, Ascot | Freehold | 84 m² | £400,000 (2018) |
| 37, Cheapside Road, Ascot | Freehold | 112 m² | £600,000 (2017) |
| 39, Cheapside Road, Ascot | Freehold | 90 m² | £348,000 (2006) |
| 43, Cheapside Road, Ascot | Freehold | 100 m² | £705,000 (2017) |
| 45 Cheapside Road, Ascot, Ascot | Freehold | 106 m² | £600,000 (2021) |
| 47, Cheapside Road, Ascot | Freehold | 93 m² | £740,000 (2021) |
| 49 Cheapside Road, Ascot, Ascot | Freehold | 128 m² | £815,000 (2021) |
| 51, Cheapside Road, Ascot | - | 103 m² | - |
| 53, Cheapside Road, Ascot | Freehold | 113 m² | £640,000 (2016) |
| 53A, Cheapside Road, Ascot | - | 84 m² | - |
| 55B Cheapside Road, Ascot, Ascot | - | 44 m² | - |
| 55D, Cheapside Road, Ascot | - | 43 m² | - |
| 57C, Cheapside Road, Ascot | Freehold | 82 m² | £101,500 (2001) |
| 61 Cheapside Road, Ascot | Freehold | 175 m² | £893,000 (2024) |
| 63, Cheapside Road, Ascot | Freehold | 61 m² | £310,000 (2014) |
| 65, Cheapside Road, Ascot | Freehold | 53 m² | £360,000 (2023) |
| 67, Cheapside Road, Ascot | Freehold | 134 m² | £515,000 (2021) |
| 69, Cheapside Road, Ascot | - | 67 m² | - |
