| 1, Middleton Road, Pickering | Freehold | 193 m² | £460,000 (2023) |
| 3, Middleton Road, Pickering | Freehold | 205 m² | £370,000 (2015) |
| 4, Middleton Road, Pickering | Freehold | 213 m² | £350,000 (2017) |
| 5, Middleton Road, Pickering | Freehold | 60 m² | £287,000 (2003) |
| 7, Middleton Road, Pickering | Freehold | 158 m² | £325,000 (2017) |
| 11, Middleton Road, Pickering | Freehold | 102 m² | £228,000 (2011) |
| 17 Middleton Road, Pickering | - | 173 m² | - |
| 43, Middleton Road, Pickering | - | 114 m² | - |
| 45, Middleton Road, Pickering | Freehold | 100 m² | £185,000 (2012) |
| 49, Middleton Road, Pickering | Freehold | 109 m² | £270,000 (2021) |
| 51, Middleton Road, Pickering | Freehold | 99 m² | £325,000 (2024) |
| 53, Middleton Road, Pickering | Freehold | 109 m² | £195,000 (2012) |
| 55, Middleton Road, Pickering | Freehold | 204 m² | £265,000 (2017) |
| 56, Middleton Road, Pickering | Freehold | 141 m² | £325,000 (2016) |
| 63, Middleton Road, Pickering | Freehold | 99 m² | £255,000 (2019) |
| 65, Middleton Road, Pickering | Freehold | 93 m² | £185,000 (2014) |
| 69, Middleton Road, Pickering | Freehold | 154 m² | £272,500 (2016) |
| 71 Middleton Road, Pickering | - | 143 m² | - |
| 75, Middleton Road, Pickering | Freehold | 127 m² | £290,000 (2018) |
| 77 Middleton Road, Pickering | Freehold | 158 m² | £385,000 (2022) |
| Rosemount, 57 Middleton Road, Pickering | - | 75 m² | - |
