| 4, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 82 m² | £185,000 (2016) |
| 8 Chartwell Avenue, Wingerworth, Chesterfield | - | 77 m² | - |
| 10, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 84 m² | £220,000 (2016) |
| 12 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 85 m² | £260,000 (2024) |
| 14 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 76 m² | £275,100 (2025) |
| 18, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 71 m² | £165,000 (2011) |
| 20 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 133 m² | £66,500 (1997) |
| 22 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 66 m² | £290,000 (2025) |
| 26 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 78 m² | £290,000 (2022) |
| 28 Chartwell Avenue, Wingerworth, Wingerworth | Freehold | 74 m² | £255,000 (2021) |
| 30, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 79 m² | £210,000 (2020) |
| 32, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 77 m² | £250,000 (2018) |
| 38, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 73 m² | £163,000 (2012) |
| 38A, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 144 m² | £325,000 (2016) |
| 40, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 83 m² | £171,500 (2015) |
| 42, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 81 m² | £175,000 (2007) |
| 48, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 78 m² | £171,000 (2010) |
| 52 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 90 m² | £265,000 (2024) |
| 54 Chartwell Avenue, Wingerworth, Chesterfield | - | 127 m² | - |
| 56 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 83 m² | £280,000 (2024) |
| 60, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 209 m² | £200,000 (2009) |
| 62, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 140 m² | £355,000 (2022) |
| 66, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 115 m² | £249,950 (2014) |
| 70, Chartwell Avenue, Wingerworth, Chesterfield | - | 148 m² | - |
| 72, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 134 m² | £340,000 (2017) |
| 76, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 223 m² | £124,000 (1996) |
| 78, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 147 m² | £435,000 (2015) |
| 84 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 184 m² | £415,000 (2010) |
| 86, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 227 m² | £490,000 (2014) |
| 88, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 132 m² | £625,000 (2024) |
| 94, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 208 m² | £450,000 (2009) |
| 100, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 191 m² | £485,000 (2019) |
| 104 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 208 m² | £594,000 (2024) |
| 108 Chartwell Avenue, Wingerworth, Chesterfield | - | 189 m² | - |
| 110, Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 197 m² | £445,000 (2010) |
| 114 Chartwell Avenue, Wingerworth, Chesterfield | Freehold | 200 m² | £425,000 (2012) |