| 1 Jackson Drive, Stokesley, Middlesbrough | Freehold | 63 m² | £178,000 (2010) |
| 2 Jackson Drive, Stokesley, Middlesbrough | Freehold | 70 m² | £190,000 (2022) |
| 3 Jackson Drive, Stokesley, Middlesbrough | Freehold | 63 m² | £150,000 (2017) |
| 4 Jackson Drive, Stokesley, Middlesbrough | Freehold | 63 m² | £63,500 (1999) |
| 5 Jackson Drive, Stokesley, Middlesbrough | Freehold | 65 m² | £177,759 (2016) |
| 7, Jackson Drive, Stokesley, Middlesbrough | Freehold | 58 m² | £185,500 (2021) |
| 8 Jackson Drive, Stokesley, Middlesbrough | Freehold | 63 m² | £215,000 (2025) |
| 10, Jackson Drive, Stokesley, Middlesbrough | Freehold | 64 m² | £190,000 (2024) |
| 11 Jackson Drive, Stokesley, Middlesbrough | Freehold | 64 m² | £220,000 (2026) |
| 12, Jackson Drive, Stokesley, Middlesbrough | Freehold | 92 m² | £210,000 (2020) |
| 13 Jackson Drive, Stokesley, Middlesbrough | Freehold | 73 m² | £80,000 (2000) |
| 14, Jackson Drive, Stokesley, Middlesbrough | Freehold | 65 m² | £225,000 (2022) |
| 15 Jackson Drive, Stokesley, Middlesbrough | Freehold | 63 m² | £210,000 (2026) |
| 18, Jackson Drive, Stokesley, Middlesbrough | Freehold | 64 m² | £225,000 (2026) |
| 20 Jackson Drive, Stokesley, Middlesbrough | Freehold | 71 m² | £247,500 (2023) |
| 24 Jackson Drive, Stokesley, Middlesbrough | Freehold | 58 m² | £205,000 (2020) |
| 28 Jackson Drive, Stokesley, Middlesbrough | - | 65 m² | - |
| 30, Jackson Drive, Stokesley, Middlesbrough | Freehold | 65 m² | £202,000 (2022) |
| 32 Jackson Drive, Stokesley, Middlesbrough | Freehold | 68 m² | £190,000 (2024) |
| 34, Jackson Drive, Stokesley, Middlesbrough | Freehold | 46 m² | £164,500 (2006) |
| 36, Jackson Drive, Stokesley, Middlesbrough | Freehold | 38 m² | £180,000 (2014) |