| 1, Hollymead Drive, Guisborough | Freehold | 69 m² | £136,000 (2024) |
| 2, Hollymead Drive, Guisborough | Freehold | 73 m² | £125,000 (2019) |
| 4 Hollymead Drive, Guisborough | Freehold | 79 m² | £125,500 (2025) |
| 5, Hollymead Drive, Guisborough | Freehold | 71 m² | £104,000 (2018) |
| 6 Hollymead Drive, Guisborough | Freehold | 72 m² | £149,000 (2025) |
| 8 Hollymead Drive, Guisborough | Freehold | 71 m² | £77,000 (2003) |
| 9 Hollymead Drive, Guisborough | - | 84 m² | - |
| 10 Hollymead Drive, Guisborough | Freehold | 75 m² | £143,120 (2024) |
| 11, Hollymead Drive, Guisborough | Freehold | 74 m² | £114,000 (2017) |
| 13, Hollymead Drive, Guisborough | Freehold | 100 m² | £107,000 (2014) |
| 16 Hollymead Drive, Guisborough | Freehold | 90 m² | £150,000 (2026) |
| 17 Hollymead Drive, Guisborough | Freehold | 61 m² | £93,000 (2014) |
| 18, Hollymead Drive, Guisborough | Freehold | 90 m² | £136,000 (2025) |
| 19 Hollymead Drive, Guisborough | - | 91 m² | - |
| 20 Hollymead Drive, Guisborough | - | 91 m² | - |
| 22 Hollymead Drive, Guisborough | Freehold | 92 m² | £133,000 (2026) |
| Aimsley House, Hollymead Drive, Guisborough | - | 186 m² | - |
| Glenholm, Hollymead Drive, Guisborough | - | 93 m² | - |
| Greengates, Hollymead Drive, Guisborough | Freehold | 120 m² | £320,000 (2025) |
| Lynthorpe, Hollymead Drive, Guisborough | Freehold | 96 m² | £160,000 (2013) |
| Stonelea, Hollymead Drive, Guisborough | Freehold | 236 m² | £415,000 (2025) |
| Sunnycroft, Hollymead Drive, Guisborough | Freehold | 94 m² | £217,500 (2015) |
| Tudor Cottage, Hollymead Drive, Guisborough | Freehold | 94 m² | £150,000 (2009) |
