| 2 Orchard Road, Winchcombe, Cheltenham | Freehold | 95 m² | £222,000 (2014) |
| 3, Orchard Road, Winchcombe, Cheltenham | - | 82 m² | - |
| 4, Orchard Road, Winchcombe, Cheltenham | Freehold | 124 m² | £350,000 (2022) |
| 6, Orchard Road, Winchcombe, Cheltenham | Freehold | 150 m² | £525,000 (2023) |
| 9 Orchard Road, Winchcombe, Cheltenham | Freehold | 108 m² | £245,000 (2006) |
| 10 Orchard Road, Winchcombe, Cheltenham | Freehold | 122 m² | £405,000 (2017) |
| 11 Orchard Road, Winchcombe, Cheltenham | Freehold | 120 m² | £272,500 (2013) |
| 12, Orchard Road, Winchcombe, Cheltenham | Freehold | 138 m² | £340,000 (2020) |
| 15, Orchard Road, Winchcombe, Cheltenham | Freehold | 99 m² | £260,000 (2019) |
| 18 Orchard Road, Winchcombe, Cheltenham | - | 61 m² | - |
| 19, Orchard Road, Winchcombe, Cheltenham | Freehold | 122 m² | £365,000 (2020) |
| 21 Orchard Road, Winchcombe, Cheltenham | Freehold | 79 m² | £320,000 (2023) |
| 22, Orchard Road, Winchcombe, Cheltenham | - | 60 m² | - |
| 25 Orchard Road, Winchcombe, Cheltenham | Freehold | 82 m² | £195,000 (2010) |
| 26, Orchard Road, Winchcombe, Cheltenham | - | 60 m² | - |
| 28, Orchard Road, Winchcombe, Cheltenham | - | 61 m² | - |
| 29, Orchard Road, Winchcombe, Cheltenham | Freehold | 98 m² | £521,146 (2022) |
| 30, Orchard Road, Winchcombe, Cheltenham | - | 69 m² | - |
| 31, Orchard Road, Winchcombe, Cheltenham | Freehold | 62 m² | £203,000 (2013) |
| 32, Orchard Road, Winchcombe, Cheltenham | - | 59 m² | - |
| 33, Orchard Road, Winchcombe, Cheltenham | Freehold | 113 m² | £215,000 (2012) |
| 34, Orchard Road, Winchcombe, Cheltenham | - | 61 m² | - |
| 35, Orchard Road, Winchcombe, Cheltenham | Freehold | 166 m² | £330,000 (2013) |
| 37 Orchard Road, Winchcombe, Cheltenham | - | 45 m² | - |
| 38, Orchard Road, Winchcombe, Cheltenham | - | 69 m² | - |
| 39 Orchard Road, Winchcombe, Cheltenham | - | 42 m² | - |
| 45 Orchard Road, Winchcombe, Cheltenham | - | 44 m² | - |
