| 1 Bridge House, 24 Bridge Street, Chepstow | - | 31 m² | - |
| 13 Bridge Street, Chepstow | - | 75 m² | - |
| 14, Bridge Street, Chepstow | Freehold | 63 m² | £276,000 (2016) |
| 15 Bridge Street, Chepstow | Freehold | 91 m² | £342,000 (2023) |
| 16A Bridge Street, Chepstow | - | 60 m² | - |
| 18A Bridge Street, Chepstow | Leasehold | 50 m² | £155,000 (2023) |
| 19 Bridge Street, Chepstow | - | 63 m² | - |
| 19A Bridge Street, Chepstow | Leasehold | 64 m² | £177,500 (2023) |
| 20, Bridge Street, Chepstow | Freehold | 85 m² | £150,000 (2015) |
| 21, Bridge Street, Chepstow | - | 51 m² | - |
| 21A Bridge Street, Chepstow | - | 54 m² | - |
| 22A Bridge Street, Chepstow | Leasehold | 52 m² | £86,750 (2006) |
| 22B Bridge Street, Chepstow | Leasehold | 50 m² | £103,000 (2014) |
| 23 Bridge Street, Chepstow | Freehold | 114 m² | £470,000 (2021) |
| 24A Bridge Street, Chepstow | - | 104 m² | - |
| 26 Bridge Street, Chepstow | Freehold | 149 m² | £407,500 (2011) |
| 27, Bridge Street, Chepstow | Freehold | 192 m² | £380,000 (2014) |
| 30, Bridge Street, Chepstow | Freehold | 132 m² | £387,000 (2022) |
| Flat 1, 21A Bridge Street, Chepstow | - | 60 m² | - |
| Flat 1, Tintern House, 18 Bridge Street, Chepstow | Leasehold | 42 m² | £180,000 (2023) |
| Flat 2, 21A Bridge Street, Chepstow | Leasehold | 44 m² | £147,500 (2024) |
| Flat 2, Bridge House, 24 Bridge Street, Chepstow | - | 30 m² | - |
| Flat 2, Tintern House, 18 Bridge Street, Chepstow | Leasehold | 36 m² | £160,000 (2024) |
| Flat 3, Bridge House, 24 Bridge Street, Chepstow | - | 29 m² | - |
| Flat 3, Tintern House, 18 Bridge Street, Chepstow | Leasehold | 32 m² | £150,000 (2023) |
| Flat 4, Bridge House, 24 Bridge Street, Chepstow | - | 25 m² | - |
| Flat 4, Tintern House, 18 Bridge Street, Chepstow | Leasehold | 35 m² | £175,000 (2022) |
| Flat 5, Bridge House, 24 Bridge Street, Chepstow | - | 27 m² | - |
| Flat 5, Tintern House, 18 Bridge Street, Chepstow | Leasehold | 32 m² | £175,000 (2022) |
| Flat 7, Bridge House, 24 Bridge Street, Chepstow | - | 45 m² | - |
| Garden House, Rear Of 16 Bridge Street, Chepstow | - | 98 m² | - |
| Top Floor Flat, Bridge Inn, Bridge Street, Chepstow | Leasehold | 45 m² | £88,000 (2008) |