| 1 Bennison Street, Guisborough | Freehold | 84 m² | £124,950 (2025) |
| 2A, Bennison Street, Guisborough | - | 54 m² | - |
| 2B, Bennison Street, Guisborough | - | 71 m² | - |
| 3 Bennison Street, Guisborough | Freehold | 103 m² | £107,000 (2022) |
| 4, Bennison Street, Guisborough | Freehold | 99 m² | £76,000 (2020) |
| 5 Bennison Street, Guisborough | Freehold | 101 m² | £125,000 (2007) |
| 6 Bennison Street, Guisborough | Freehold | 88 m² | £80,500 (2006) |
| 7, Bennison Street, Guisborough | Freehold | 80 m² | £42,500 (2001) |
| 8, Bennison Street, Guisborough | Freehold | 99 m² | £52,000 (2015) |
| 9, Bennison Street, Guisborough | Freehold | 87 m² | £67,500 (2019) |
| 12, Bennison Street, Guisborough | Freehold | 93 m² | £79,000 (2013) |
| 13 Bennison Street, Guisborough | Freehold | 103 m² | £38,250 (2001) |
| 14 Bennison Street, Guisborough | Freehold | 89 m² | £100,500 (2025) |
| 15, Bennison Street, Guisborough | Freehold | 87 m² | £60,000 (2014) |
| 17, Bennison Street, Guisborough | Freehold | 88 m² | £75,000 (2017) |
| 18, Bennison Street, Guisborough | Freehold | 83 m² | £90,000 (2016) |
| 23, Bennison Street, Guisborough | Freehold | 87 m² | £97,500 (2024) |
| 24, Bennison Street, Guisborough | Freehold | 102 m² | £115,000 (2010) |
| 26 Bennison Street, Guisborough | Freehold | 101 m² | £86,000 (2022) |
| 27, Bennison Street, Guisborough | Freehold | 89 m² | £105,000 (2010) |
| 28, Bennison Street, Guisborough | Freehold | 112 m² | £53,000 (2002) |
| 29, Bennison Street, Guisborough | Freehold | 95 m² | £58,000 (2019) |
| 30, Bennison Street, Guisborough | Freehold | 107 m² | £67,500 (2016) |
| 31 Bennison Street, Guisborough | Freehold | 91 m² | £88,000 (2024) |
| 32, Bennison Street, Guisborough | Freehold | 111 m² | £74,000 (2015) |
| 36 Bennison Street, Guisborough | Freehold | 93 m² | £85,000 (2021) |
| 37, Bennison Street, Guisborough | Freehold | 93 m² | £83,500 (2015) |
| 38, Bennison Street, Guisborough | Freehold | 97 m² | £90,000 (2024) |
| 39 Bennison Street, Guisborough | Freehold | 111 m² | £95,000 (2022) |
| 40, Bennison Street, Guisborough | - | 69 m² | - |
| 42, Bennison Street, Guisborough | Freehold | 56 m² | £66,000 (2019) |
| 45 Bennison Street, Guisborough | Freehold | 107 m² | £132,500 (2024) |
| 47 Bennison Street, Guisborough, Guisborough | Freehold | 96 m² | £61,000 (2020) |