| 4 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Oct 2025 | £208,750 | Detached | Freehold |
| 26 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Dec 2024 | £127,000 | Terraced | Freehold |
| 8A Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jan 2023 | £148,000 | Detached | Freehold |
| 2C Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Oct 2022 | £195,000 | Semi-detached | Freehold |
| 38 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Sep 2022 | £130,000 | Terraced | Freehold |
| Stewards House, North Wingfield Working Mens Club, 36 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Aug 2022 | £225,505 | Other property | Freehold |
| 6 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Apr 2020 | £180,000 | Detached | Freehold |
| 2B Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Sep 2019 | £145,000 | Semi-detached | Freehold |
| 2A Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jul 2019 | £220,000 | Terraced | Freehold |
| 42 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jan 2019 | £79,000 | Terraced | Freehold |
| 18 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Nov 2018 | £140,000 | Semi-detached | Freehold |
| 40 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | May 2011 | £51,000 | Terraced | Freehold |
| 32 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Dec 2009 | £79,000 | Terraced | Freehold |
| 44 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jul 2007 | £95,000 | Terraced | Freehold |
| 12 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jun 2005 | £85,000 | Semi-detached | Freehold |
| 28 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jun 2003 | £58,950 | Terraced | Freehold |
| 34 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | May 2002 | £34,000 | Terraced | Freehold |
| 24 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Jan 2002 | £30,000 | Terraced | Freehold |
| 20 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Feb 2001 | £25,000 | Semi-detached | Freehold |
| 14 Chesterfield Road, North Wingfield, Chesterfield, S42 5LG | Aug 1998 | £43,000 | Semi-detached | Freehold |