| 81 Highfield Road, Chesterfield, S41 7HS | Aug 2025 | £185,000 | Semi-detached | Freehold |
| 71 Highfield Road, Chesterfield, S41 7HS | Aug 2025 | £168,000 | Semi-detached | Freehold |
| 79 Highfield Road, Chesterfield, S41 7HS | Jul 2025 | £200,000 | Semi-detached | Freehold |
| 112 Highfield Road, Chesterfield, S41 7HS | Jul 2025 | £160,000 | Semi-detached | Freehold |
| 77 Highfield Road, Chesterfield, S41 7HS | May 2025 | £167,000 | Semi-detached | Freehold |
| 91 Highfield Road, Chesterfield, S41 7HS | May 2024 | £255,000 | Terraced | Freehold |
| 99 Highfield Road, Chesterfield, S41 7HS | Mar 2023 | £240,000 | Terraced | Freehold |
| 93 Highfield Road, Chesterfield, S41 7HS | Mar 2023 | £225,000 | Terraced | Freehold |
| 97 Highfield Road, Chesterfield, S41 7HS | Oct 2022 | £225,000 | Terraced | Freehold |
| 95 Highfield Road, Chesterfield, S41 7HS | Oct 2022 | £225,000 | Terraced | Freehold |
| 85 Highfield Road, Chesterfield, S41 7HS | Nov 2021 | £185,000 | Detached | Freehold |
| 75 Highfield Road, Chesterfield, S41 7HS | Dec 2020 | £143,500 | Semi-detached | Freehold |
| 83 Highfield Road, Chesterfield, S41 7HS | Nov 2018 | £150,000 | Detached | Freehold |
| 109 - 111 Highfield Road, Chesterfield, S41 7HS | Dec 2017 | £3,500 | Other property | Leasehold |
| 96 Highfield Road, Chesterfield, S41 7HS | Dec 2017 | £150,000 | Semi-detached | Freehold |
| 87 Highfield Road, Chesterfield, S41 7HS | May 2017 | £156,000 | Detached | Freehold |
| 69 Highfield Road, Chesterfield, S41 7HS | Sep 2016 | £152,000 | Semi-detached | Freehold |
| 88 Highfield Road, Chesterfield, S41 7HS | Jan 2013 | £81,750 | Semi-detached | Freehold |
| 89 Highfield Road, Chesterfield, S41 7HS | May 2005 | £135,000 | Detached | Freehold |
| 67 Highfield Road, Chesterfield, S41 7HS | Aug 2004 | £75,000 | Semi-detached | Freehold |
| 111 Highfield Road, Chesterfield, S41 7HS | Aug 1999 | £40,000 | Semi-detached | Freehold |
| 116 Highfield Road, Chesterfield, S41 7HS | Jun 1997 | £31,500 | Semi-detached | Freehold |