| 1, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 99 m² | £194,995 (2016) |
| 2, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 101 m² | £204,995 (2016) |
| 3, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £239,995 (2016) |
| 4, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £187,995 (2016) |
| 5 Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 137 m² | £360,000 (2024) |
| 6, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £229,995 (2016) |
| 7, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £227,995 (2016) |
| 8, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £229,995 (2016) |
| 9, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £227,500 (2021) |
| 10, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 99 m² | £199,496 (2017) |
| 11 Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £229,995 (2016) |
| 12, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £229,995 (2017) |
| 14, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £257,995 (2017) |
| 15 Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 137 m² | £282,995 (2016) |
| 16, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £194,995 (2017) |
| 17 Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 123 m² | £324,995 (2021) |
| 18 Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 101 m² | £219,995 (2017) |
| 19 Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 123 m² | £315,995 (2021) |
| 20, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £274,995 (2018) |
| 21, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £285,495 (2021) |
| 22, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £282,000 (2026) |
| 23, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 101 m² | £279,995 (2021) |
| 24, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 99 m² | £260,000 (2022) |
| 25, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 101 m² | £260,995 (2021) |
| 26, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 136 m² | £304,995 (2018) |
| 27, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £298,995 (2019) |
| 28, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £275,995 (2018) |
| 29, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £264,995 (2019) |
| 30, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £253,995 (2018) |
| 31, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £294,995 (2019) |
| 32, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £289,995 (2019) |
| 33, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £270,995 (2019) |
| 34, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £283,995 (2019) |
| 35, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £289,995 (2019) |
| 36, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £259,995 (2019) |
| 37, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 136 m² | £328,995 (2019) |
| 38, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 100 m² | £242,000 (2019) |
| 39, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £220,000 (2021) |
| 40, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £266,995 (2019) |
| 41, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £219,995 (2019) |
| 42, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 100 m² | £249,995 (2019) |
| 43, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 100 m² | £248,995 (2019) |
| 44, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £340,000 (2026) |
| 45, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £242,000 (2022) |
| 46, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £299,995 (2019) |
| 47, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £303,495 (2019) |
| 48, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 79 m² | £258,500 (2023) |
| 49, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £310,000 (2024) |
| 50, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 99 m² | £257,995 (2019) |
| 51, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 136 m² | £322,995 (2019) |
| 52, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £269,995 (2020) |
| 54, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 106 m² | £273,995 (2019) |
| 56, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 114 m² | £260,000 (2019) |
| 58, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 122 m² | £350,000 (2024) |
| 60, Windwhistle Drive, Grassmoor, Chesterfield | Freehold | 139 m² | £319,495 (2019) |