| 1 Cumberland Drive, Chesterfield | Freehold | 166 m² | £495,000 (2024) |
| 2 Cumberland Drive, Chesterfield | Freehold | 81 m² | £219,000 (2021) |
| 3 Cumberland Drive, Chesterfield | Freehold | 137 m² | £362,500 (2021) |
| 4 Cumberland Drive, Chesterfield | Freehold | 65 m² | £190,000 (2021) |
| 5 Cumberland Drive, Chesterfield | Freehold | 91 m² | £261,000 (2021) |
| 6 Cumberland Drive, Chesterfield | Freehold | 96 m² | £275,000 (2021) |
| 7 Cumberland Drive, Chesterfield | Freehold | 65 m² | £190,000 (2021) |
| 8 Cumberland Drive, Chesterfield | Freehold | 127 m² | £290,000 (2021) |
| 9 Cumberland Drive, Chesterfield | Freehold | 65 m² | £210,000 (2026) |
| 10 Cumberland Drive, Chesterfield | Freehold | 127 m² | £287,000 (2022) |
| 11 Cumberland Drive, Chesterfield | Freehold | 82 m² | £149,108 (2021) |
| 12 Cumberland Drive, Chesterfield | Freehold | 96 m² | £275,000 (2021) |
| 14, Cumberland Drive, Chesterfield | Freehold | 124 m² | £352,000 (2021) |
| 15 Cumberland Drive, Chesterfield | Leasehold | 82 m² | £93,150 (2021) |
| 16 Cumberland Drive, Chesterfield | Freehold | 137 m² | £360,000 (2021) |
| 17 Cumberland Drive, Chesterfield | Freehold | 82 m² | £149,108 (2021) |
| 18 Cumberland Drive, Chesterfield | Freehold | 124 m² | £352,000 (2021) |
| 19 Cumberland Drive, Chesterfield | Freehold | 82 m² | £149,108 (2021) |
| 20, Cumberland Drive, Chesterfield | Freehold | 96 m² | £275,000 (2020) |
| 21, Cumberland Drive, Chesterfield | - | 101 m² | - |
| 22, Cumberland Drive, Chesterfield | Freehold | 124 m² | £385,000 (2025) |
| 23 Cumberland Drive, Chesterfield | Freehold | 101 m² | £350,607 (2021) |
| 25 Cumberland Drive, Chesterfield | Freehold | 65 m² | £190,000 (2021) |
| 27 Cumberland Drive, Chesterfield | Freehold | 65 m² | £190,000 (2021) |
| 29 Cumberland Drive, Chesterfield | Freehold | 96 m² | £275,000 (2021) |
| 31 Cumberland Drive, Chesterfield | Freehold | 127 m² | £290,000 (2021) |
| 33 Cumberland Drive, Chesterfield | Freehold | 127 m² | £290,000 (2021) |
| 35 Cumberland Drive, Chesterfield | Freehold | 96 m² | £275,000 (2020) |
| 37, Cumberland Drive, Chesterfield | Freehold | 96 m² | £275,000 (2020) |
| 39, Cumberland Drive, Chesterfield | Freehold | 96 m² | £285,000 (2020) |