| 16, Main Road, Portskewett, Caldicot | Freehold | 93 m² | £175,000 (2012) |
| 24 Main Road, Portskewett | Freehold | 97 m² | £385,000 (2025) |
| 25 Main Road, Portskewett, Caldicot | Freehold | 149 m² | £467,500 (2024) |
| 29, Main Road, Portskewett, Caldicot | Freehold | 178 m² | £450,000 (2013) |
| 29A, Main Road, Portskewett, Caldicot | - | 41 m² | - |
| 30, Main Road, Portskewett, Caldicot | Freehold | 81 m² | £395,000 (2024) |
| 31 Main Road, Portskewett, Portskewett | Freehold | 174 m² | £480,000 (2022) |
| 32, Main Road, Portskewett, Caldicot | Freehold | 119 m² | £379,000 (2022) |
| 33, Main Road, Portskewett, Caldicot | - | 254 m² | - |
| 34, Main Road, Portskewett, Caldicot | Freehold | 217 m² | £390,000 (2004) |
| 36, Main Road, Portskewett, Caldicot | Freehold | 182 m² | £395,000 (2016) |
| 37 Main Road, Portskewett, Caldicot | Freehold | 214 m² | £140,000 (2002) |
| 37A Main Road, Portskewett, Caldicot | - | 106 m² | - |
| 38, Main Road, Portskewett, Caldicot | Freehold | 228 m² | £433,000 (2021) |
| 40, Main Road, Portskewett, Caldicot | Freehold | 109 m² | £400,000 (2017) |
| 40A, Main Road, Portskewett, Caldicot | - | 199 m² | - |
| 40B Main Road, Portskewett, Caldicot | Freehold | 199 m² | £472,500 (2020) |
| 42, Main Road, Portskewett, Caldicot | Freehold | 123 m² | £180,000 (2016) |
| 43, Main Road, Portskewett, Caldicot | Freehold | 138 m² | £375,000 (2018) |
| 45A, Main Road, Portskewett, Caldicot | - | 100 m² | - |
| 46 Main Road, Portskewett, Caldicot | - | 160 m² | - |
| 47, Main Road, Portskewett, Caldicot | Freehold | 320 m² | £515,000 (2016) |
| 47A, Main Road, Portskewett, Caldicot | Freehold | 119 m² | £325,000 (2017) |
| 48 Main Road, Portskewett, Caldicot | Freehold | 117 m² | £340,000 (2025) |
| 49, Main Road, Portskewett, Caldicot | - | 143 m² | - |
| 53 Main Road, Portskewett, Caldicot | - | 82 m² | - |
| 54, Main Road, Portskewett, Caldicot | Freehold | 119 m² | £367,500 (2021) |
| 55 Main Road, Portskewett, Caldicot | - | 197 m² | - |
| 56, Main Road, Portskewett, Caldicot | Freehold | 138 m² | £255,000 (2016) |
| Flat 1, 10, Main Road, Portskewett, Caldicot | - | 113 m² | - |
| Greystones, Main Road, Portskewett, Caldicot | Freehold | 167 m² | £395,000 (2017) |
| Heston Brake, Main Road, Portskewett, Caldicot | Freehold | 201 m² | £485,000 (2021) |
| High Orchard, Main Road, Portskewett, Caldicot | Freehold | 157 m² | £445,000 (2012) |
| School House, Main Road, Portskewett, Caldicot | - | 117 m² | - |
