| 1, Wolsingham Drive, Middlesbrough | Freehold | 81 m² | £132,500 (2021) |
| 3, Wolsingham Drive, Middlesbrough | Freehold | 105 m² | £119,999 (2005) |
| 4, Wolsingham Drive, Middlesbrough | Freehold | 114 m² | £141,500 (2016) |
| 5, Wolsingham Drive, Middlesbrough | Freehold | 76 m² | £130,000 (2019) |
| 7, Wolsingham Drive, Middlesbrough | Freehold | 75 m² | £125,000 (2013) |
| 8, Wolsingham Drive, Middlesbrough | - | 109 m² | - |
| 9, Wolsingham Drive, Middlesbrough | Freehold | 75 m² | £125,000 (2013) |
| 10, Wolsingham Drive, Middlesbrough | Freehold | 116 m² | £149,500 (2015) |
| 12 Wolsingham Drive, Middlesbrough | Freehold | 105 m² | £170,000 (2022) |
| 15 Wolsingham Drive, Middlesbrough | Freehold | 82 m² | £135,000 (2012) |
| 17, Wolsingham Drive, Middlesbrough | - | 88 m² | - |
| 21, Wolsingham Drive, Middlesbrough | Freehold | 81 m² | £120,000 (2019) |
| 22, Wolsingham Drive, Middlesbrough | Freehold | 75 m² | £128,000 (2011) |
| 23 Wolsingham Drive, Middlesbrough | Freehold | 54 m² | £122,000 (2006) |
| 26, Wolsingham Drive, Middlesbrough | Freehold | 83 m² | £52,000 (1996) |
| 27, Wolsingham Drive, Middlesbrough | Freehold | 55 m² | £100,000 (2010) |
| 28, Wolsingham Drive, Middlesbrough | Freehold | 83 m² | £130,000 (2009) |
| 29, Wolsingham Drive, Middlesbrough | - | 60 m² | - |
| 31, Wolsingham Drive, Middlesbrough | Freehold | 76 m² | £123,000 (2016) |
| 33, Wolsingham Drive, Middlesbrough | Freehold | 54 m² | £135,000 (2019) |
| 34, Wolsingham Drive, Middlesbrough | Freehold | 77 m² | £124,999 (2013) |
| 36, Wolsingham Drive, Middlesbrough | - | 71 m² | - |
| 42, Wolsingham Drive, Middlesbrough | - | 75 m² | - |
| 50, Wolsingham Drive, Middlesbrough | - | 79 m² | - |
| 52 Wolsingham Drive, Middlesbrough | - | 101 m² | - |
