| 1A, Gloucester Road, Chesterfield | Freehold | 62 m² | £142,500 (2021) |
| 3, Gloucester Road, Chesterfield | Freehold | 63 m² | £105,000 (2021) |
| 3A, Gloucester Road, Chesterfield | Freehold | 65 m² | £110,000 (2016) |
| 7 Gloucester Road, Chesterfield | Freehold | 88 m² | £195,000 (2024) |
| 9 Gloucester Road, Chesterfield | Freehold | 87 m² | £180,000 (2023) |
| 11, Gloucester Road, Chesterfield | Freehold | 86 m² | £80,000 (2013) |
| 13 Gloucester Road, Stonegravels | - | 84 m² | - |
| 19, Gloucester Road, Chesterfield | Freehold | 102 m² | £179,950 (2021) |
| 23, Gloucester Road, Chesterfield | Freehold | 85 m² | £117,000 (2019) |
| 29, Gloucester Road, Chesterfield | Freehold | 74 m² | £89,950 (2010) |
| 31 Gloucester Road, Chesterfield | Freehold | 72 m² | £125,000 (2024) |
| 35, Gloucester Road, Chesterfield | Freehold | 90 m² | £164,500 (2019) |
| 41, Gloucester Road, Chesterfield | Freehold | 93 m² | £140,000 (2019) |
| 47, Gloucester Road, Chesterfield | Freehold | 82 m² | £59,950 (2003) |
| 49, Gloucester Road, Chesterfield | Freehold | 74 m² | £175,000 (2025) |
| 51, Gloucester Road, Chesterfield | Freehold | 74 m² | £135,000 (2018) |
| 53 Gloucester Road, Chesterfield | Freehold | 72 m² | £157,000 (2022) |
| 57 Gloucester Road, Chesterfield | Freehold | 86 m² | £130,000 (2026) |
| 61 Gloucester Road, Chesterfield | Freehold | 100 m² | £206,000 (2025) |
| 63 Gloucester Road, Chesterfield | Freehold | 81 m² | £174,564 (2022) |
| 65 Gloucester Road, Chesterfield | Freehold | 93 m² | £120,000 (2023) |
| 75, Gloucester Road, Chesterfield | Freehold | 102 m² | £184,950 (2021) |
| 77 Gloucester Road, Chesterfield | - | 87 m² | - |
| 85, Gloucester Road, Chesterfield | Freehold | 103 m² | £150,000 (2006) |
| 93, Gloucester Road, Chesterfield | Freehold | 94 m² | £137,500 (2012) |
| 95, Gloucester Road, Chesterfield | Freehold | 93 m² | £160,000 (2021) |
| 97 Gloucester Road, Chesterfield | Freehold | 100 m² | £196,000 (2026) |
| 101, Gloucester Road, Chesterfield | Freehold | 152 m² | £80,000 (1998) |