| 1, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 75 m² | £128,995 (2011) |
| 2, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £150,000 (2021) |
| 3 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 45 m² | £77,000 (2011) |
| 4 Chestnut Drive, Hollingwood, Hollingwood | Freehold | 113 m² | £145,000 (2016) |
| 5 Chestnut Drive, Hollingwood, Chesterfield | - | 67 m² | - |
| 6, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £128,995 (2011) |
| 7 Chestnut Drive, Hollingwood, Chesterfield | Leasehold | 72 m² | £70,000 (2021) |
| 8, Chestnut Drive, Hollingwood, Chesterfield | - | 71 m² | - |
| 9 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £180,000 (2023) |
| 10 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 44 m² | £92,500 (2019) |
| 11 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 85 m² | £217,000 (2024) |
| 12, Chestnut Drive, Hollingwood, Chesterfield | - | 71 m² | - |
| 14, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £122,000 (2011) |
| 15 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 110 m² | £234,000 (2023) |
| 16 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 104 m² | £139,000 (2011) |
| 17, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 97 m² | £175,000 (2019) |
| 18, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £152,000 (2017) |
| 19, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 97 m² | £180,000 (2021) |
| 20, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 59 m² | £114,000 (2017) |
| 21 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 93 m² | £195,000 (2022) |
| 22 Chestnut Drive, Hollingwood, Hollingwood | Freehold | 72 m² | £155,000 (2021) |
| 23, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £128,995 (2011) |
| 24 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 95 m² | £157,000 (2026) |
| 25 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 76 m² | £198,000 (2024) |
| 26 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 60 m² | £155,000 (2022) |
| 27 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 68 m² | £185,000 (2024) |
| 28, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £123,000 (2011) |
| 29, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 71 m² | £160,000 (2019) |
| 30 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 48 m² | £120,000 (2025) |
| 31 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 66 m² | £157,500 (2018) |
| 32 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 70 m² | £57,053 (2011) |
| 33 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 70 m² | £177,000 (2025) |
| 34, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 68 m² | £162,000 (2021) |
| 35, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 71 m² | £57,053 (2011) |
| 36, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £128,995 (2011) |
| 37, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 71 m² | £57,053 (2011) |
| 38 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 67 m² | £167,500 (2023) |
| 40 Chestnut Drive, Hollingwood, Chesterfield | Freehold | 71 m² | £162,500 (2022) |
| 42, Chestnut Drive, Hollingwood, Chesterfield | Freehold | 79 m² | £128,995 (2011) |