| 20, Badgers Meadow, Chepstow NP16 6UE | Detached | 4 | £820,000 | 2026-08-12 |
| Farriers Barn, Bishops Mead, Chepstow NP16 6JH | Detached | 3 | £484,000 | 2026-07-23 |
| 26, Bayfield Wood Close, Bayfield, Chepstow NP16 6FB | Flat | 1 | £205,000 | 2026-07-17 |
| 4, Model Cottages, Mathern Road, Mathern NP16 6JE | Terracedd | 3 | £330,000 | 2026-07-14 |
| 10, Wesley Gardens, Chepstow NP16 6PZ | Semi_Detached | 2 | £323,000 | 2026-07-01 |
| 77, Woolpitch Wood, Bayfield, Chepstow NP16 6DR | Detached | 2 | £212,500 | 2026-06-29 |
| 116, St Lawrence Park, Chepstow NP16 6DQ | Semi_Detached | 3 | £335,000 | 2026-06-26 |
| Lagreach, Whitelye Road, Botany Bay, Chepstow NP16 6NJ | Detached | 4 | £600,000 | 2026-06-25 |
| 102, St Lawrence Park, Chepstow NP16 6DQ | Detached | 3 | £370,000 | 2026-06-19 |
| 19, Woolpitch Wood, Bayfield, Chepstow NP16 6DR | Detached | 6 | £502,500 | 2026-06-19 |
| 7 Coppers End, Orchard Rise, Chepstow NP16 6JT | Detached | 4 | £520,000 | 2026-06-05 |
| 21, Badgers Meadow, Chepstow NP16 6UE | Detached | 4 | £680,000 | 2026-06-05 |
| Gaerllwyd Bungalow, Earlswood Road, Earlswood, Chepstow NP16 6AS | Detached | - | £1,060,000 | 2026-04-20 |
| 13, Churchfields, Chepstow NP16 6NB | Detached | 4 | £580,000 | 2026-03-27 |
| 11, The Smithy, Chepstow NP16 6QA | Terracedd | 1 | £200,000 | 2026-03-27 |