| 1, Chestnut Drive, Hassocks | Freehold | 84 m² | £380,000 (2020) |
| 3, Chestnut Drive, Hassocks | Freehold | 77 m² | £272,500 (2012) |
| 5, Chestnut Drive, Hassocks | Freehold | 77 m² | £300,000 (2015) |
| 7, Chestnut Drive, Hassocks | Freehold | 77 m² | £269,995 (2012) |
| 9 Chestnut Drive, Hassocks, Hassocks | Freehold | 65 m² | £390,000 (2026) |
| 11, Chestnut Drive, Hassocks | Freehold | 67 m² | £241,996 (2010) |
| 13, Chestnut Drive, Hassocks | Freehold | 77 m² | £243,995 (2010) |
| 15, Chestnut Drive, Hassocks | Freehold | 77 m² | £270,000 (2011) |
| 17 Chestnut Drive, Hassocks | Freehold | 76 m² | £275,995 (2011) |
| 19 Chestnut Drive, Hassocks | Freehold | 78 m² | £465,000 (2025) |
| 21, Chestnut Drive, Hassocks | Freehold | 79 m² | £372,500 (2017) |
| 23 Chestnut Drive, Hassocks, Hassocks | Freehold | 78 m² | £285,995 (2010) |
| 25, Chestnut Drive, Hassocks | Freehold | 102 m² | £425,000 (2020) |
| 27 Chestnut Drive, Hassocks | Freehold | 77 m² | £271,700 (2010) |
| 29 Chestnut Drive, Hassocks, Hassocks | Freehold | 69 m² | £447,500 (2022) |
| 31, Chestnut Drive, Hassocks | Freehold | 77 m² | £242,500 (2013) |
| 33, Chestnut Drive, Hassocks | Freehold | 77 m² | £245,000 (2013) |
| 35, Chestnut Drive, Hassocks | Freehold | 103 m² | £412,300 (2016) |
| 37 Chestnut Drive, Hassocks | - | 53 m² | - |
| 39 Chestnut Drive, Hassocks | - | 53 m² | - |
| 41 Chestnut Drive, Hassocks | - | 53 m² | - |
| 43 Chestnut Drive, Hassocks | - | 53 m² | - |
| 45, Chestnut Drive, Hassocks | Leasehold | 51 m² | £120,000 (2021) |
| 47 Chestnut Drive, Hassocks | Freehold | 52 m² | £290,000 (2022) |
| 49 Chestnut Drive, Hassocks | Leasehold | 53 m² | £70,000 (2011) |
| 51 Chestnut Drive, Hassocks | Leasehold | 53 m² | £84,000 (2018) |
| 53 Chestnut Drive, Hassocks | - | 53 m² | - |
| 55 Chestnut Drive, Ditchling, Hassocks | - | 53 m² | - |
| 57 Chestnut Drive, Hassocks | - | 53 m² | - |
| 59 Chestnut Drive, Hassocks | - | 52 m² | - |
| 61, Chestnut Drive, Hassocks | Freehold | 103 m² | £300,000 (2010) |
| 63, Chestnut Drive, Hassocks | Freehold | 132 m² | £515,000 (2023) |
| 65 Chestnut Drive, Hassocks | Freehold | 110 m² | £530,000 (2023) |
| 67 Chestnut Drive, Hassocks | Freehold | 124 m² | £543,500 (2022) |
| 69, Chestnut Drive, Hassocks | Freehold | 123 m² | £435,000 (2020) |
| 71, Chestnut Drive, Hassocks | Freehold | 122 m² | £465,000 (2017) |
| 73, Chestnut Drive, Hassocks | Freehold | 122 m² | £430,000 (2017) |
| 75 Chestnut Drive, Hassocks | Freehold | 77 m² | £279,995 (2010) |
| 77 Chestnut Drive, Hassocks | Freehold | 103 m² | £525,000 (2024) |
| 79 Chestnut Drive, Hassocks | Leasehold | 76 m² | £110,000 (2010) |
| 81 Chestnut Drive, Hassocks | Leasehold | 87 m² | £87,500 (2011) |
| 83 Chestnut Drive, Hassocks | Freehold | 77 m² | £335,000 (2016) |