| 43, Windsor Drive, Wingerworth, Chesterfield | Freehold | 141 m² | £260,000 (2018) |
| 47, Windsor Drive, Wingerworth, Chesterfield | Freehold | 84 m² | £329,000 (2017) |
| 49, Windsor Drive, Wingerworth, Chesterfield | Freehold | 88 m² | £199,950 (2015) |
| 51, Windsor Drive, Wingerworth, Chesterfield | Freehold | 87 m² | £285,000 (2023) |
| 53, Windsor Drive, Wingerworth, Chesterfield | Freehold | 87 m² | £228,000 (2021) |
| 57, Windsor Drive, Wingerworth, Chesterfield | Freehold | 84 m² | £227,600 (2018) |
| 59, Windsor Drive, Wingerworth, Chesterfield | Freehold | 86 m² | £195,575 (2018) |
| 61 Windsor Drive, Wingerworth, Wingerworth | Freehold | 91 m² | £225,000 (2021) |
| 75, Windsor Drive, Wingerworth, Chesterfield | Freehold | 86 m² | £156,000 (2013) |
| 77, Windsor Drive, Wingerworth, Chesterfield | Freehold | 91 m² | £257,000 (2025) |
| 81, Windsor Drive, Wingerworth, Chesterfield | Freehold | 88 m² | £150,000 (2014) |
| 85 Windsor Drive, Wingerworth, Chesterfield | Freehold | 90 m² | £300,000 (2025) |
| 87, Windsor Drive, Wingerworth, Chesterfield | Freehold | 89 m² | £130,000 (2014) |
| 91, Windsor Drive, Wingerworth, Chesterfield | Freehold | 88 m² | £225,000 (2020) |
| 93, Windsor Drive, Wingerworth, Chesterfield | Freehold | 90 m² | £160,000 (2015) |
| 95, Windsor Drive, Wingerworth, Chesterfield | Freehold | 140 m² | £415,000 (2025) |
| 101 Windsor Drive, Wingerworth, Chesterfield | Freehold | 90 m² | £275,000 (2022) |
| 103, Windsor Drive, Wingerworth, Chesterfield | Freehold | 132 m² | £355,000 (2022) |
