| 7, Usk Road, Earlswood, Chepstow NP16 6RY | Semi_Detached | 4 | £360,000 | 2026-03-27 |
| 11, The Smithy, Chepstow NP16 6QA | Terracedd | 1 | £200,000 | 2026-03-27 |
| 13, Churchfields, Chepstow NP16 6NB | Detached | 4 | £580,000 | 2026-03-27 |
| 6, Parklands Close, Chepstow NP16 6JL | Semi_Detached | 3 | £325,000 | 2026-03-20 |
| 2, School Cottages, Mathern Road, Mathern NP16 6JG | Semi_Detached | 3 | £475,000 | 2026-03-20 |
| 21, Woolpitch Wood, Bayfield, Chepstow NP16 6DR | Flat | 0 | £207,500 | 2026-03-13 |
| 25, The Smithy, Chepstow NP16 6QA | Semi_Detached | 2 | £230,000 | 2026-03-11 |
| Willowbrook House, A48 Chepstow Garden Centre To Pwllmeyric Hill, Chepstow NP16 6LE | Detached | - | £302,366 | 2026-02-27 |
| Pwllmeyric House (west), Pwllmeyric NP16 6LE | Detached | 4 | £470,000 | 2026-02-27 |
| 109, Woolpitch Wood, Bayfield, Chepstow NP16 6DR | Terracedd | 3 | £300,000 | 2026-02-02 |
| Brook Villa, Trellech Road, Chepstow NP16 6SN | Detached | 4 | £500,000 | 2026-01-30 |
| Greystones, Trellech Road, Chepstow NP16 6SN | Detached | 2 | £315,000 | 2025-12-12 |
| 1, Wyelands View, Chepstow NP16 6HN | Detached | 4 | £580,000 | 2025-12-05 |
| 81, Woolpitch Wood, Bayfield, Chepstow NP16 6DR | Terracedd | 3 | £316,000 | 2025-11-27 |
| 78, St Lawrence Park, Chepstow NP16 6DQ | Detached | 4 | £442,500 | 2025-11-27 |