| 4 Hillhouse Court, Wingerworth, Chesterfield, S42 6TD | Jul 2026 | £1,015,000 | Detached | Freehold |
| 33 New Road, Wingerworth, Chesterfield, S42 6TD | Nov 2024 | £745,000 | Detached | Freehold |
| 21 New Road, Wingerworth, Chesterfield, S42 6TD | Sep 2022 | £420,000 | Semi-detached | Freehold |
| 25 New Road, Wingerworth, Chesterfield, S42 6TD | Jul 2022 | £570,000 | Detached | Freehold |
| 37 New Road, Wingerworth, Chesterfield, S42 6TD | Feb 2022 | £300,000 | Detached | Freehold |
| 19 New Road, Wingerworth, Chesterfield, S42 6TD | May 2021 | £510,000 | Detached | Freehold |
| The Barn, Hill House Court New Road, Wingerworth, Chesterfield, S42 6TD | May 2021 | £510,000 | Other property | Freehold |
| 5 Hillhouse Court, Wingerworth, Chesterfield, S42 6TD | Jul 2019 | £650,000 | Detached | Freehold |
| 1, Hill House Court New Road, Wingerworth, Chesterfield, S42 6TD | Jan 2019 | £642,000 | Detached | Freehold |
| 29 New Road, Wingerworth, Chesterfield, S42 6TD | Mar 2018 | £290,000 | Detached | Freehold |
| Plot 2, Hillhouse Court New Road, Wingerworth, Chesterfield, S42 6TD | Feb 2018 | £240,000 | Detached | Freehold |
| 27 New Road, Wingerworth, Chesterfield, S42 6TD | Jul 2016 | £247,500 | Detached | Freehold |
| 29A New Road, Wingerworth, Chesterfield, S42 6TD | Sep 2013 | £250,000 | Detached | Freehold |
| Plot 3 New Road, Wingerworth, Chesterfield, S42 6TD | May 2009 | £140,000 | Detached | Freehold |
| 31A New Road, Wingerworth, Chesterfield, S42 6TD | Dec 2008 | £243,000 | Detached | Freehold |
| 33A New Road, Wingerworth, Chesterfield, S42 6TD | May 2002 | £189,000 | Detached | Freehold |
| 23 New Road, Wingerworth, Chesterfield, S42 6TD | Dec 2001 | £138,950 | Semi-detached | Freehold |