| 1, Shepherds Hill, Pickering | Freehold | 70 m² | £163,999 (2012) |
| 2 Shepherds Hill, Pickering | Freehold | 67 m² | £185,000 (2021) |
| 2A Shepherds Hill, Pickering | Freehold | 67 m² | £144,999 (2014) |
| 3, Shepherds Hill, Pickering | Freehold | 70 m² | £185,000 (2022) |
| 4, Shepherds Hill, Pickering | Freehold | 142 m² | £241,500 (2020) |
| 5, Shepherds Hill, Pickering | Freehold | 70 m² | £163,999 (2012) |
| 6 Shepherds Hill, Pickering | Freehold | 112 m² | £350,000 (2024) |
| 7, Shepherds Hill, Pickering | - | 65 m² | - |
| 8, Shepherds Hill, Pickering | Freehold | 91 m² | £180,000 (2017) |
| 9 Shepherds Hill, Pickering | - | 62 m² | - |
| 10 Shepherds Hill, Pickering | Freehold | 89 m² | £208,000 (2024) |
| 11 Shepherds Hill, Pickering | Leasehold | 62 m² | £136,000 (2026) |
| 12, Shepherds Hill, Pickering | Freehold | 91 m² | £192,999 (2012) |
| 14, Shepherds Hill, Pickering | Freehold | 118 m² | £340,500 (2022) |
| 15, Shepherds Hill, Pickering | - | 65 m² | - |
| 16 Shepherds Hill, Pickering | Freehold | 68 m² | £200,000 (2023) |
| 17, Shepherds Hill, Pickering | - | 65 m² | - |
| 18, Shepherds Hill, Pickering | Freehold | 70 m² | £213,000 (2021) |
| 19, Shepherds Hill, Pickering | - | 65 m² | - |
| 20, Shepherds Hill, Pickering | Freehold | 142 m² | £270,000 (2017) |
| 21, Shepherds Hill, Pickering | - | 65 m² | - |
| 22, Shepherds Hill, Pickering | Freehold | 70 m² | £174,000 (2019) |
| 24, Shepherds Hill, Pickering | Freehold | 70 m² | £173,500 (2016) |
| 25, Shepherds Hill, Pickering | - | 65 m² | - |
| 26, Shepherds Hill, Pickering | Freehold | 76 m² | £250,000 (2017) |
| 27, Shepherds Hill, Pickering | - | 65 m² | - |
| 28, Shepherds Hill, Pickering | Freehold | 118 m² | £241,500 (2017) |
| 29 Shepherds Hill, Pickering | - | 68 m² | - |
| 30, Shepherds Hill, Pickering | Freehold | 142 m² | £345,000 (2022) |
| 31, Shepherds Hill, Pickering | Freehold | 70 m² | £79,000 (2019) |
| 32, Shepherds Hill, Pickering | Freehold | 123 m² | £259,950 (2020) |
| 33 Shepherds Hill, Pickering | Leasehold | 69 m² | £120,000 (2025) |
| 34, Shepherds Hill, Pickering | Freehold | 70 m² | £237,500 (2021) |
| 35 Shepherds Hill, Pickering | Freehold | 115 m² | £249,999 (2014) |
| 36, Shepherds Hill, Pickering | Freehold | 123 m² | £189,999 (2014) |
| 37, Shepherds Hill, Pickering | Freehold | 118 m² | £249,999 (2014) |
| 38, Shepherds Hill, Pickering | Freehold | 112 m² | £235,000 (2021) |
| 39, Shepherds Hill, Pickering | Freehold | 57 m² | £136,399 (2012) |
| 40, Shepherds Hill, Pickering | Freehold | 112 m² | £189,999 (2013) |
| 41 Shepherds Hill, Pickering | Freehold | 57 m² | £176,000 (2026) |
| 42, Shepherds Hill, Pickering | Freehold | 112 m² | £221,000 (2019) |
| 43 Shepherds Hill, Pickering | Freehold | 56 m² | £178,000 (2024) |
| 44, Shepherds Hill, Pickering | Freehold | 112 m² | £237,000 (2015) |
| 45 Shepherds Hill, Pickering | - | 68 m² | - |
| 47, Shepherds Hill, Pickering | - | 70 m² | - |
| 49, Shepherds Hill, Pickering | - | 70 m² | - |
| 51, Shepherds Hill, Pickering | - | 57 m² | - |
| 53 Shepherds Hill, Pickering | - | 58 m² | - |
| 55, Shepherds Hill, Pickering | Freehold | 91 m² | £189,999 (2013) |
| 57, Shepherds Hill, Pickering | Freehold | 91 m² | £222,000 (2020) |
| 61, Shepherds Hill, Pickering | Freehold | 57 m² | £144,999 (2013) |
| 63 Shepherds Hill, Pickering | Freehold | 57 m² | £198,000 (2023) |