| 4, Woolpitch Wood, Chepstow | Freehold | 151 m² | £275,000 (2016) |
| 6, Woolpitch Wood, Chepstow | Freehold | 107 m² | £277,500 (2019) |
| 8 Woolpitch Wood, Chepstow | Freehold | 108 m² | £295,000 (2023) |
| 12, Woolpitch Wood, Chepstow | Leasehold | 50 m² | £189,950 (2019) |
| 16 Woolpitch Wood, Bayfield, Chepstow, Chepstow | - | 154 m² | - |
| 18 Woolpitch Wood, Chepstow | Freehold | 67 m² | £163,000 (2004) |
| 20, Woolpitch Wood, Chepstow | Freehold | 59 m² | £160,000 (2004) |
| 22, Woolpitch Wood, Chepstow | Freehold | 111 m² | £218,000 (2014) |
| 24, Woolpitch Wood, Chepstow | Freehold | 156 m² | £278,000 (2008) |
| 28, Woolpitch Wood, Chepstow | Freehold | 155 m² | £400,000 (2019) |
| 30 Woolpitch Wood, Chepstow | Freehold | 138 m² | £422,500 (2023) |
| 32, Woolpitch Wood, Chepstow | Freehold | 107 m² | £211,950 (2004) |
| 36, Woolpitch Wood, Chepstow | Freehold | 82 m² | £299,950 (2022) |
| 38 Woolpitch Wood, Chepstow | Leasehold | 48 m² | £131,250 (2005) |
| 40 Woolpitch Wood, Chepstow | - | 55 m² | - |
| 42, Woolpitch Wood, Chepstow | Leasehold | 50 m² | £220,000 (2024) |
| 44 Woolpitch Wood, Bayfield, Chepstow, Chepstow | Freehold | 72 m² | £290,000 (2024) |
| 46 Woolpitch Wood, Chepstow | Freehold | 107 m² | £256,500 (2021) |
| 48, Woolpitch Wood, Chepstow | Freehold | 109 m² | £260,000 (2018) |
| 50, Woolpitch Wood, Chepstow | Freehold | 149 m² | £237,600 (2003) |
| 52, Woolpitch Wood, Chepstow | Freehold | 107 m² | £320,000 (2022) |
| 54, Woolpitch Wood, Chepstow | Freehold | 177 m² | £325,000 (2017) |
| 56 Woolpitch Wood, Chepstow | Freehold | 121 m² | £515,000 (2025) |
| 58, Woolpitch Wood, Chepstow | Freehold | 64 m² | £175,000 (2009) |
| 60, Woolpitch Wood, Chepstow | Freehold | 82 m² | £210,000 (2007) |
| 62 Woolpitch Wood, Chepstow | Freehold | 108 m² | £164,500 (2003) |
| 64, Woolpitch Wood, Chepstow | Freehold | 150 m² | £250,000 (2012) |
| 66 Woolpitch Wood, Chepstow | Leasehold | 50 m² | £134,000 (2016) |
| 72 Woolpitch Wood, Chepstow | Freehold | 188 m² | £525,000 (2024) |