| 1, Shepherd'S Way, South Chailey, Lewes | Freehold | 63 m² | £118,500 (2000) |
| 2, Shepherd'S Way, South Chailey, Lewes | Freehold | 65 m² | £130,000 (2002) |
| 3, Shepherd'S Way, South Chailey, Lewes | Freehold | 80 m² | £199,950 (2014) |
| 4, Shepherd'S Way, South Chailey, Lewes | Freehold | 77 m² | £248,500 (2015) |
| 5, Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £301,000 (2024) |
| 6, Shepherd'S Way, South Chailey, Lewes | Freehold | 102 m² | £245,000 (2012) |
| 7, Shepherd'S Way, South Chailey, Lewes | Freehold | 90 m² | £299,950 (2015) |
| 8 Shepherd'S Way, South Chailey, Lewes | Freehold | 89 m² | £365,000 (2026) |
| 9, Shepherd'S Way, South Chailey, Lewes | Freehold | 80 m² | £227,000 (2015) |
| 10, Shepherd'S Way, South Chailey, Lewes | - | 81 m² | - |
| 12, Shepherd'S Way, South Chailey, Lewes | Freehold | 41 m² | £280,000 (2021) |
| 16, Shepherd'S Way, South Chailey, Lewes | Freehold | 79 m² | £350,000 (2023) |
| 17 Shepherd'S Way, South Chailey, Lewes | Freehold | 71 m² | £307,000 (2021) |
| 18 Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £338,000 (2024) |
| 19, Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £265,000 (2018) |
| 20, Shepherd'S Way, South Chailey, Lewes | Freehold | 83 m² | £275,515 (2016) |
| 21, Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £276,000 (2016) |
| 22, Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £295,000 (2021) |
| 23 Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £327,000 (2025) |
| 24, Shepherd'S Way, South Chailey, Lewes | Freehold | 72 m² | £298,000 (2019) |
| 25, Shepherd'S Way, South Chailey, Lewes | Freehold | 56 m² | £195,000 (2005) |
| 26 Shepherd'S Way, South Chailey, Lewes | Freehold | 59 m² | £298,000 (2021) |
| 27, Shepherd'S Way, South Chailey, Lewes | Freehold | 59 m² | £286,000 (2017) |
| 28 Shepherd'S Way, South Chailey, Lewes | Freehold | 61 m² | £340,000 (2022) |
| 29 Shepherd'S Way, South Chailey, Lewes | Freehold | 73 m² | £250,000 (2014) |
| 30, Shepherd'S Way, South Chailey, Lewes | Freehold | 89 m² | £330,000 (2019) |
| 31, Shepherd'S Way, South Chailey, Lewes | Freehold | 65 m² | £68,000 (1997) |
| 32, Shepherd'S Way, South Chailey, Lewes | Freehold | 70 m² | £300,000 (2020) |
| 33 Shepherd'S Way, South Chailey, Lewes | Freehold | 62 m² | £321,000 (2023) |
| 34 Shepherd'S Way, South Chailey, Lewes | Freehold | 78 m² | £345,000 (2025) |
| 37 Shepherd'S Way, South Chailey, Lewes | Freehold | 74 m² | £72,000 (1997) |
| 40, Shepherd'S Way, South Chailey, Lewes | Freehold | 78 m² | £300,000 (2018) |
