| 1 Gladstone Road, Chesterfield | Freehold | 216 m² | £300,000 (2024) |
| 1A Gladstone Road, Chesterfield | - | 44 m² | - |
| 2 Gladstone Road, Chesterfield | Freehold | 149 m² | £300,000 (2025) |
| 3, Gladstone Road, Chesterfield | Freehold | 167 m² | £277,000 (2016) |
| 4, Gladstone Road, Chesterfield | Freehold | 119 m² | £285,000 (2023) |
| 5A Gladstone Road, Chesterfield | - | 138 m² | - |
| 7, Gladstone Road, Chesterfield | Freehold | 155 m² | £245,500 (2013) |
| 10, Gladstone Road, Chesterfield | Freehold | 105 m² | £210,000 (2014) |
| 11, Gladstone Road, Chesterfield | Freehold | 112 m² | £360,000 (2019) |
| 12 Gladstone Road, Chesterfield | Freehold | 101 m² | £260,000 (2022) |
| 14A, Gladstone Road, Chesterfield | - | 109 m² | - |
| 16, Gladstone Road, Chesterfield | Freehold | 239 m² | £165,000 (2025) |
| 17 Gladstone Road, Chesterfield | - | 53 m² | - |
| 17A Gladstone Road, Chesterfield, Chesterfield | - | 67 m² | - |
| 19 Gladstone Road, Chesterfield | - | 54 m² | - |
| 19A, Gladstone Road, Chesterfield | - | 68 m² | - |
| 22, Gladstone Road, Chesterfield | Freehold | 279 m² | £520,000 (2015) |
| 24 Gladstone Road, Chesterfield | Freehold | 269 m² | £630,000 (2022) |
| 26 Gladstone Road, Chesterfield, Chesterfield | - | 233 m² | - |
| 27, Gladstone Road, Chesterfield | Freehold | 236 m² | £365,000 (2018) |
| 28, Gladstone Road, Chesterfield | Freehold | 361 m² | £665,000 (2022) |
| 36 Gladstone Road, Chesterfield | - | 128 m² | - |
| Apartment 2, St Marys House, 5 Gladstone Road, Chesterfield | Leasehold | 78 m² | £90,000 (2019) |
| Flat 1, 5 Gladstone Road, Chestefield | - | 83 m² | - |
| Flat 4, 5 Gladstone Road, Chesterfield | - | 59 m² | - |
| Flat 5, 3-5 Gladstone Road, Chesterfield | - | 38 m² | - |
| Flat 5, 5 Gladstone Road, Chesterfield | - | 48 m² | - |
| Flat 6, 5 Gladstone Road, Chesterfield | - | 48 m² | - |
| Flat 7, 5 Gladstone Road, Chesterfield | - | 52 m² | - |
| Flat 8, 5 Gladstone Road, Chesterfield | - | 63 m² | - |
| Flat 9, 5 Gladstone Road, Chesterfield | - | 51 m² | - |
| Gladstone Court, Gladstone Road, Chesterfield | - | 32 m² | - |
| The Birches Residential Care Home, 18 Gladstone Road, Chesterfield | Freehold | 263 m² | £334,571 (2011) |
| The Coach House, 13 Gladstone Road, Chesterfield | Freehold | 98 m² | £160,000 (2019) |
