| 2 Highfield Road, Whitby, Whitby | Freehold | 116 m² | £375,000 (2025) |
| 2A Highfield Road, Whitby | - | 175 m² | - |
| 5 Highfield Road, Whitby | Freehold | 122 m² | £370,000 (2024) |
| 6, Highfield Road, Whitby | Freehold | 104 m² | £227,500 (2009) |
| 8 Highfield Road, Whitby | - | 107 m² | - |
| 12, Highfield Road, Whitby | Freehold | 154 m² | £83,000 (1997) |
| 14, Highfield Road, Whitby | Freehold | 116 m² | £209,500 (2012) |
| 16, Highfield Road, Whitby | - | 116 m² | - |
| 18, Highfield Road, Whitby | Freehold | 110 m² | £255,000 (2019) |
| 22 Highfield Road, Whitby, North Yorkshire | Freehold | 131 m² | £325,000 (2025) |
| 24, Highfield Road, Whitby | Freehold | 131 m² | £350,000 (2022) |
| 26 Highfield Road, Whitby | Freehold | 131 m² | £350,000 (2024) |
| 28 Highfield Road, Whitby, North Yorkshire | - | 131 m² | - |
| 30 Highfield Road, Whitby, North Yorkshire | Freehold | 176 m² | £440,000 (2021) |
| 32 Highfield Road, Whitby, North Yorkshire | Freehold | 95 m² | £245,000 (2021) |
| 34 Highfield Road, Whitby, North Yorkshire | Freehold | 95 m² | £245,000 (2021) |
| 35, Highfield Road, Whitby | Freehold | 128 m² | £215,000 (2018) |
| 36 Highfield Road, Whitby | Freehold | 131 m² | £285,000 (2020) |
| 37, Highfield Road, Whitby | Freehold | 128 m² | £195,000 (2019) |
| 38 Highfield Road, Whitby, North Yorkshire | Freehold | 132 m² | £300,000 (2021) |
| 39, Highfield Road, Whitby | Freehold | 128 m² | £195,000 (2019) |
| 40 Highfield Road, Whitby, North Yorkshire | Freehold | 132 m² | £285,000 (2021) |
| 41, Highfield Road, Whitby | Freehold | 128 m² | £245,000 (2025) |
| 43, Highfield Road, Whitby | Freehold | 128 m² | £210,000 (2018) |
| 45, Highfield Road, Whitby | Freehold | 128 m² | £150,000 (2022) |
| 47, Highfield Road, Whitby | Freehold | 128 m² | £263,000 (2026) |
| 49, Highfield Road, Whitby | Freehold | 128 m² | £250,000 (2021) |
| 51, Highfield Road, Whitby | Freehold | 128 m² | £207,250 (2019) |
| 53, Highfield Road, Whitby | Freehold | 128 m² | £215,000 (2019) |
| 55, Highfield Road, Whitby | Freehold | 126 m² | £245,000 (2019) |
| 57, Highfield Road, Whitby | Freehold | 126 m² | £240,000 (2018) |
| 59, Highfield Road, Whitby | Freehold | 126 m² | £230,000 (2018) |
| 61, Highfield Road, Whitby | Freehold | 126 m² | £245,000 (2018) |
| 63 Highfield Road, Whitby, North Yorkshire | Freehold | 95 m² | £248,000 (2025) |
| 65 Highfield Road, Whitby, North Yorkshire | Freehold | 95 m² | £232,500 (2024) |
| 67 Highfield Road, Whitby | Freehold | 95 m² | £195,000 (2020) |
| 69 Highfield Road, Whitby, North Yorkshire | Freehold | 131 m² | £310,000 (2021) |
| 71 Highfield Road, Whitby, North Yorkshire | Freehold | 131 m² | £300,000 (2020) |
| 73 Highfield Road, Whitby, North Yorkshire | Freehold | 131 m² | £295,000 (2021) |
| Flat 1, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | Freehold | 52 m² | £725,000 (2023) |
| Flat 2, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 52 m² | - |
| Flat 3, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 52 m² | - |
| Flat 4, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 60 m² | - |
| Flat 5, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 60 m² | - |
| Flat 6, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 67 m² | - |
| Flat 7, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 67 m² | - |
| Flat 8, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 56 m² | - |
| Flat 9, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 56 m² | - |
| Flat 10, Highfield House, 7 Highfield Road, Whitby, North Yorkshire | - | 56 m² | - |
