| 1 Lower Church Street, Chepstow | Freehold | 84 m² | £245,000 (2024) |
| 3, Lower Church Street, Chepstow | - | 21 m² | - |
| 4, Lower Church Street, Chepstow | - | 29 m² | - |
| 5, Lower Church Street, Chepstow | Freehold | 59 m² | £136,000 (2015) |
| 7, Lower Church Street, Chepstow | Freehold | 91 m² | £240,000 (2024) |
| 8 Lower Church Street, Chepstow | Freehold | 97 m² | £340,000 (2026) |
| 9 Lower Church Street, Chepstow | Freehold | 92 m² | £135,000 (2002) |
| 10, Lower Church Street, Chepstow | Freehold | 118 m² | £200,000 (2011) |
| 12 Lower Church Street, Chepstow | Freehold | 264 m² | £165,000 (2000) |
| 15, Lower Church Street, Chepstow | Freehold | 167 m² | £450,000 (2018) |
| 16, Lower Church Street, Chepstow | Freehold | 150 m² | £435,000 (2021) |
| 17, Lower Church Street, Chepstow | Freehold | 150 m² | £437,500 (2024) |
| 18, Lower Church Street, Chepstow | Freehold | 104 m² | £375,000 (2022) |
| 19, Lower Church Street, Chepstow | Freehold | 114 m² | £339,950 (2020) |
| 23, Lower Church Street, Chepstow | Freehold | 98 m² | £293,000 (2020) |
| 24, Lower Church Street, Chepstow | Freehold | 75 m² | £164,000 (2016) |
| 25 Lower Church Street, Chepstow | Freehold | 86 m² | £260,000 (2024) |
| 27, Lower Church Street, Chepstow | Freehold | 48 m² | £170,000 (2019) |
| 28 Lower Church Street, Chepstow | Freehold | 66 m² | £168,500 (2024) |
| 29 Lower Church Street, Chepstow, Chepstow | - | 51 m² | - |
| 30, Lower Church Street, Chepstow | Freehold | 50 m² | £158,500 (2016) |
| 31, Lower Church Street, Chepstow | Freehold | 94 m² | £275,950 (2014) |
| 32, Lower Church Street, Chepstow | Freehold | 110 m² | £163,500 (2014) |
| 32A, Lower Church Street, Chepstow | - | 84 m² | - |
| 32B, Lower Church Street, Chepstow | - | 87 m² | - |
| 32C, Lower Church Street, Chepstow | - | 90 m² | - |
| 33 Lower Church Street, Chepstow | Freehold | 69 m² | £218,500 (2021) |
| 34 Lower Church Street, Chepstow | Freehold | 94 m² | £258,000 (2026) |
| 35, Lower Church Street, Chepstow | Freehold | 87 m² | £200,000 (2022) |
| 37, Lower Church Street, Chepstow | Freehold | 110 m² | £190,000 (2019) |
| 39, Lower Church Street, Chepstow | Freehold | 73 m² | £125,000 (2009) |
| 40, Lower Church Street, Chepstow | Freehold | 66 m² | £237,000 (2024) |
| 41 Lower Church Street, Chepstow | Freehold | 76 m² | £210,000 (2021) |
| Blakes Cottage, 26 Lower Church Street, Chepstow, Chepstow | Freehold | 61 m² | £107,000 (2004) |
| Hope Cottage, Lower Church Street, Chepstow | Freehold | 87 m² | £140,000 (2008) |