| 2 Easter Cottages, Hailes Street, Winchcombe, Cheltenham | Freehold | 73 m² | £235,000 (2013) |
| 2 Hailes Street, Winchcombe, Cheltenham | Freehold | 132 m² | £370,000 (2022) |
| 4 Hailes Street, Winchcombe | - | 115 m² | - |
| 5, Hailes Street, Winchcombe, Cheltenham | Freehold | 68 m² | £230,000 (2013) |
| 6A Hailes Street, Winchcombe, Cheltenham | Freehold | 125 m² | £377,500 (2022) |
| 6B, Hailes Street, Winchcombe, Cheltenham | Freehold | 159 m² | £592,500 (2018) |
| 8, Hailes Street, Winchcombe, Cheltenham | Freehold | 121 m² | £185,000 (2012) |
| 9, Hailes Street, Winchcombe, Cheltenham | Freehold | 266 m² | £499,000 (2011) |
| 10, Hailes Street, Winchcombe, Cheltenham | Freehold | 42 m² | £145,000 (2023) |
| 10A Hailes Street, Winchcombe, Cheltenham | Leasehold | 92 m² | £160,000 (2017) |
| 12, Hailes Street, Winchcombe, Cheltenham | Freehold | 224 m² | £523,000 (2018) |
| 16 Hailes Street, Winchcombe, Cheltenham | Freehold | 196 m² | £580,000 (2024) |
| 20, Hailes Street, Winchcombe, Cheltenham | Freehold | 97 m² | £359,000 (2018) |
| 21 Hailes Street, Winchcombe, Cheltenham | - | 295 m² | - |
| 22 Hailes Street, Winchcombe, Cheltenham | Freehold | 98 m² | £360,000 (2025) |
| 24, Hailes Street, Winchcombe, Cheltenham | Freehold | 52 m² | £270,000 (2019) |
| 25, Hailes Street, Winchcombe, Cheltenham | Freehold | 144 m² | £375,000 (2013) |
| 26 Hailes Street, Winchcombe, Cheltenham | Freehold | 66 m² | £230,000 (2022) |
| 28, Hailes Street, Winchcombe, Cheltenham | Freehold | 79 m² | £360,000 (2023) |
| 30 Hailes Street, Winchcombe, Cheltenham | Freehold | 84 m² | £289,950 (2025) |
| 32, Hailes Street, Winchcombe, Cheltenham | - | 146 m² | - |
| 33 Hailes Street, Winchcombe, Cheltenham | Freehold | 64 m² | £310,000 (2023) |
| 34 Hailes Street, Winchcombe, Cheltenham | Freehold | 76 m² | £319,000 (2022) |
| 36, Hailes Street, Winchcombe, Cheltenham | Freehold | 111 m² | £390,000 (2015) |
| 38, Hailes Street, Winchcombe, Cheltenham | Freehold | 227 m² | £815,000 (2017) |
| 39 Hailes Street, Winchcombe, Cheltenham | Freehold | 55 m² | £367,500 (2026) |
| 41, Hailes Street, Winchcombe, Cheltenham | Freehold | 137 m² | £150,000 (2014) |
| 47 Hailes Street, Winchcombe, Cheltenham | Freehold | 109 m² | £510,000 (2022) |
| 53, Hailes Street, Winchcombe, Cheltenham | Freehold | 121 m² | £500,000 (2021) |
| 55, Hailes Street, Winchcombe, Cheltenham | Freehold | 39 m² | £159,950 (2011) |
| 59 Hailes Street, Winchcombe, Cheltenham | - | 60 m² | - |
| Flat 1, Tudor House, 18 Hailes Street, Cheltenham | - | 81 m² | - |
| Flat 2, Tudor House, 18 Hailes Street, Cheltenham | - | 74 m² | - |
| Flat 3, Tudor House, 18 Hailes Street, Cheltenham | - | 75 m² | - |
| Flat 4, Tudor House, 18 Hailes Street, Cheltenham | Freehold | 66 m² | £272,500 (2022) |
| Flat Bank House, 11, Hailes Street, Winchcombe, Cheltenham | - | 65 m² | - |
| Flat, 4, Hailes Street, Winchcombe, Cheltenham | - | 59 m² | - |
| Flat, 15, Hailes Street, Winchcombe, Cheltenham | Freehold | 55 m² | £182,000 (2019) |
| The Flat, 2 Hailes Street, Winchcombe, Cheltenham | - | 79 m² | - |
| The Flat, 7 Hailes Street, Winchcombe, Cheltenham | Freehold | 109 m² | £270,000 (2004) |
| The Flat, 10 Hailes Street, Winchcombe, Cheltenham | - | 77 m² | - |
| Two Gables, Hailes Street, Winchcombe, Cheltenham | - | 129 m² | - |