| 6, Parklands Close, Chepstow NP16 6JL | Semi_Detached | 3 | £325,000 | 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 |
| 4, The Row, Glyn Wood Road, Tintern NP16 6TT | Terracedd | 2 | £300,000 | 2025-11-18 |
| Westfield Cottage, Old School Hill, Chepstow NP16 6RN | Detached | - | £316,050 | 2025-11-18 |
| 115, St Lawrence Park, Chepstow NP16 6DQ | Detached | 3 | £335,000 | 2025-11-14 |
| Ty Ni, B4293 Nex Common To Cobblers Hill, Chepstow NP16 6NW | Detached | 4 | £565,000 | 2025-11-07 |