| 1 Church Cottages, High Street, Cloughton, Scarborough | Freehold | 94 m² | £210,000 (2022) |
| 1 High Street, Cloughton, Scarborough, Scarborough | - | 159 m² | - |
| 2 Church Cottages, High Street, Cloughton, Scarborough | Freehold | 62 m² | £200,000 (2022) |
| 2 High Street, Cloughton, Scarborough | - | 77 m² | - |
| 3 High Street, Cloughton, Scarborough | - | 79 m² | - |
| 4 High Street, Cloughton, Scarborough | Freehold | 150 m² | £470,000 (2024) |
| 5 High Street, Cloughton, Scarborough, Scarborough | - | 78 m² | - |
| 6 High Street, Cloughton, Scarborough | - | 79 m² | - |
| 7, High Street, Cloughton, Scarborough | Freehold | 111 m² | £267,000 (2019) |
| 8, High Street, Cloughton, Scarborough | Freehold | 107 m² | £213,000 (2018) |
| 10, High Street, Cloughton, Scarborough | Freehold | 72 m² | £139,000 (2021) |
| 11 High Street, Cloughton, Scarborough | Freehold | 95 m² | £183,500 (2016) |
| 12 High Street, Cloughton, Scarborough | Freehold | 133 m² | £185,000 (2004) |
| 13 High Street, Cloughton, Scarborough | Freehold | 115 m² | £143,350 (2014) |
| 14 High Street, Cloughton, Scarborough, Scarborough | Freehold | 81 m² | £220,000 (2025) |
| 15 High Street, Cloughton, Scarborough | Freehold | 66 m² | £120,000 (2020) |
| 17, High Street, Cloughton, Scarborough | Freehold | 70 m² | £167,500 (2023) |
| 18 High Street, Cloughton, Scarborough | Freehold | 65 m² | £186,000 (2023) |
| 18B, High Street, Cloughton, Scarborough | Freehold | 171 m² | £265,000 (2004) |
| 19, High Street, Cloughton, Scarborough | - | 82 m² | - |
| 19A, High Street, Cloughton, Scarborough | - | 71 m² | - |
| 19B High Street, Cloughton, Scarborough | Freehold | 119 m² | £204,000 (2017) |
| 20, High Street, Cloughton, Scarborough | Freehold | 193 m² | £250,000 (2006) |
| 21, High Street, Cloughton, Scarborough | Freehold | 60 m² | £160,000 (2012) |
| 23 High Street, Cloughton, Scarborough | Freehold | 56 m² | £98,000 (2019) |
| 24 High Street, Cloughton, Scarborough | Freehold | 58 m² | £177,000 (2021) |
| 25 High Street, Cloughton, Scarborough | - | 77 m² | - |
| 26 High Street, Cloughton, Scarborough | - | 77 m² | - |
| 27 High Street, Cloughton, Scarborough | - | 78 m² | - |
| 29 High Street, Cloughton, Scarborough | Freehold | 90 m² | £196,500 (2012) |
| 31 High Street, Cloughton, Scarborough | Freehold | 114 m² | £165,000 (2022) |
| 32, High Street, Cloughton, Scarborough | Freehold | 166 m² | £295,000 (2011) |
| 33 High Street, Cloughton, Scarborough | Freehold | 163 m² | £160,000 (2013) |
| 34, High Street, Cloughton, Scarborough | Freehold | 152 m² | £220,000 (2014) |
| 35, High Street, Cloughton, Scarborough | Freehold | 123 m² | £205,000 (2005) |
| 36 High Street, Cloughton, Scarborough | - | 199 m² | - |
| 37 High Street, Cloughton, Scarborough | - | 72 m² | - |
| 38 High Street, Cloughton, Scarborough | - | 83 m² | - |
| 41, High Street, Cloughton, Scarborough | Freehold | 78 m² | £175,000 (2014) |
| 43, High Street, Cloughton, Scarborough | Freehold | 147 m² | £247,000 (2010) |
| 44 High Street, Cloughton, Scarborough | - | 108 m² | - |
| 45, High Street, Cloughton, Scarborough | - | 75 m² | - |
| 46, High Street, Cloughton, Scarborough | Freehold | 131 m² | £290,000 (2025) |
| 47, High Street, Cloughton, Scarborough | - | 94 m² | - |
| 48, High Street, Cloughton, Scarborough | - | 349 m² | - |
| 49 High Street, Cloughton, Scarborough | - | 95 m² | - |
| 50 High Street, Cloughton, Scarborough | - | 83 m² | - |
| 51, High Street, Cloughton, Scarborough | - | 158 m² | - |
| The Old School, High Street, Cloughton, Scarborough | Freehold | 224 m² | £230,000 (2003) |