| 2, Highland Road, New Whittington, Chesterfield | Freehold | 62 m² | £95,250 (2005) |
| 4, Highland Road, New Whittington, Chesterfield | Freehold | 63 m² | £123,000 (2015) |
| 6, Highland Road, New Whittington, Chesterfield | Freehold | 88 m² | £182,500 (2017) |
| 10, Highland Road, New Whittington, Chesterfield | Freehold | 54 m² | £112,000 (2014) |
| 11, Highland Road, New Whittington, Chesterfield | Freehold | 82 m² | £163,000 (2016) |
| 14, Highland Road, New Whittington, Chesterfield | Freehold | 70 m² | £40,950 (1996) |
| 15, Highland Road, New Whittington, Chesterfield | Freehold | 45 m² | £133,000 (2017) |
| 16, Highland Road, New Whittington, Chesterfield | Freehold | 68 m² | £95,000 (2005) |
| 18, Highland Road, New Whittington, Chesterfield | Freehold | 66 m² | £130,000 (2018) |
| 21, Highland Road, New Whittington, Chesterfield | Freehold | 54 m² | £114,000 (2014) |
| 23, Highland Road, New Whittington, Chesterfield | Freehold | 44 m² | £159,000 (2019) |
| 24 Highland Road, New Whittington, Chesterfield | Freehold | 60 m² | £152,000 (2018) |
| 26, Highland Road, New Whittington, Chesterfield | - | 46 m² | - |
| 30, Highland Road, New Whittington, Chesterfield | Freehold | 59 m² | £200,000 (2019) |
| 32, Highland Road, New Whittington, Chesterfield | Freehold | 56 m² | £205,000 (2017) |
| 33, Highland Road, New Whittington, Chesterfield | Freehold | 74 m² | £108,000 (2011) |
| 34 Highland Road, New Whittington, Chesterfield | Freehold | 56 m² | £180,000 (2022) |
| 35, Highland Road, New Whittington, Chesterfield | Freehold | 67 m² | £120,000 (2014) |
| 36, Highland Road, New Whittington, Chesterfield | Freehold | 57 m² | £147,000 (2019) |
| 38 Highland Road, New Whittington, Chesterfield | Freehold | 70 m² | £295,000 (2025) |
| 41, Highland Road, New Whittington, Chesterfield | Freehold | 44 m² | £158,000 (2021) |
| 44, Highland Road, New Whittington, Chesterfield | Freehold | 108 m² | £290,000 (2024) |
| 46, Highland Road, New Whittington, Chesterfield | Freehold | 101 m² | £185,000 (2015) |
| 48 Highland Road, New Whittington, Chesterfield | Freehold | 78 m² | £280,000 (2024) |
| 49, Highland Road, New Whittington, Chesterfield | Freehold | 43 m² | £54,000 (2001) |
| 50 Highland Road, New Whittington, Chesterfield | Freehold | 76 m² | £300,000 (2025) |
| 51, Highland Road, New Whittington, Chesterfield | Freehold | 48 m² | £125,000 (2018) |
| 53, Highland Road, New Whittington, Chesterfield | - | 63 m² | - |
| 54, Highland Road, New Whittington, Chesterfield | Freehold | 97 m² | £235,000 (2018) |
| 55, Highland Road, New Whittington, Chesterfield | Freehold | 61 m² | £150,000 (2019) |
| 56 Highland Road, New Whittington, Chesterfield | Freehold | 111 m² | £350,000 (2026) |
| 57, Highland Road, New Whittington, Chesterfield | Freehold | 79 m² | £49,000 (1998) |
| 58, Highland Road, New Whittington, Chesterfield | Freehold | 123 m² | £200,000 (2015) |
| 59 Highland Road, New Whittington, Chesterfield | Freehold | 64 m² | £40,250 (1997) |
| 60, Highland Road, New Whittington, Chesterfield | - | 117 m² | - |
| 62, Highland Road, New Whittington, Chesterfield | Freehold | 104 m² | £196,000 (2021) |
| 64 Highland Road, New Whittington, Chesterfield | Freehold | 95 m² | £244,000 (2021) |
| 65 Highland Road, New Whittington, Chesterfield | Freehold | 68 m² | £170,000 (2022) |
| 67 Highland Road, New Whittington, Chesterfield | Freehold | 92 m² | £68,995 (2000) |
| 68 Highland Road, New Whittington, Chesterfield | Freehold | 92 m² | £171,000 (2014) |
| 69 Highland Road, New Whittington, Chesterfield | Freehold | 50 m² | £247,500 (2024) |
| 70, Highland Road, New Whittington, Chesterfield | - | 72 m² | - |
| 71, Highland Road, New Whittington, Chesterfield | - | 79 m² | - |
| 73, Highland Road, New Whittington, Chesterfield | Freehold | 99 m² | £179,950 (2005) |
| 74, Highland Road, New Whittington, Chesterfield | Freehold | 58 m² | £125,000 (2003) |
| 75, Highland Road, New Whittington, Chesterfield | Freehold | 127 m² | £296,500 (2020) |
| 76, Highland Road, New Whittington, Chesterfield | - | 62 m² | - |
| 88, Highland Road, New Whittington, Chesterfield | Freehold | 80 m² | £202,000 (2018) |
| 90, Highland Road, New Whittington, Chesterfield | Freehold | 134 m² | £280,000 (2018) |
| 92 Highland Road, New Whittington, Chesterfield | Freehold | 150 m² | £220,000 (2015) |
| 94 Highland Road, New Whittington, Chesterfield | Freehold | 49 m² | £238,000 (2025) |
| 106 Highland Road, New Whittington, Chesterfield | Freehold | 121 m² | £287,500 (2017) |