| 41 Shepherds Hill, Pickering, YO18 7JQ | Jul 2026 | £176,000 | Terraced | Freehold |
| 11 Shepherds Hill, Pickering, YO18 7JQ | Feb 2026 | £136,000 | Terraced | Leasehold |
| 33 Shepherds Hill, Pickering, YO18 7JQ | Nov 2025 | £120,000 | Semi-detached | Leasehold |
| 6 Shepherds Hill, Pickering, YO18 7JQ | Dec 2024 | £350,000 | Detached | Freehold |
| 43 Shepherds Hill, Pickering, YO18 7JQ | Oct 2024 | £178,000 | Terraced | Freehold |
| 10 Shepherds Hill, Pickering, YO18 7JQ | Oct 2024 | £208,000 | Terraced | Freehold |
| 63 Shepherds Hill, Pickering, YO18 7JQ | Jun 2023 | £198,000 | Semi-detached | Freehold |
| 16 Shepherds Hill, Pickering, YO18 7JQ | Jun 2023 | £200,000 | Semi-detached | Freehold |
| 14 Shepherds Hill, Pickering, YO18 7JQ | Oct 2022 | £340,500 | Detached | Freehold |
| 30 Shepherds Hill, Pickering, YO18 7JQ | Jul 2022 | £345,000 | Detached | Freehold |
| 3 Shepherds Hill, Pickering, YO18 7JQ | May 2022 | £185,000 | Terraced | Freehold |
| 18 Shepherds Hill, Pickering, YO18 7JQ | Nov 2021 | £213,000 | Semi-detached | Freehold |
| 2 Shepherds Hill, Pickering, YO18 7JQ | Sep 2021 | £185,000 | Semi-detached | Freehold |
| 38 Shepherds Hill, Pickering, YO18 7JQ | Mar 2021 | £235,000 | Detached | Freehold |
| 34 Shepherds Hill, Pickering, YO18 7JQ | Mar 2021 | £237,500 | Detached | Freehold |
| 4 Shepherds Hill, Pickering, YO18 7JQ | Dec 2020 | £241,500 | Detached | Freehold |
| 32 Shepherds Hill, Pickering, YO18 7JQ | Aug 2020 | £259,950 | Detached | Freehold |
| 57 Shepherds Hill, Pickering, YO18 7JQ | Jul 2020 | £222,000 | Detached | Freehold |
| 22 Shepherds Hill, Pickering, YO18 7JQ | Aug 2019 | £174,000 | Semi-detached | Freehold |
| 42 Shepherds Hill, Pickering, YO18 7JQ | Jul 2019 | £221,000 | Detached | Freehold |
| 31 Shepherds Hill, Pickering, YO18 7JQ | Feb 2019 | £79,000 | Terraced | Freehold |
| 20 Shepherds Hill, Pickering, YO18 7JQ | Oct 2017 | £270,000 | Detached | Freehold |
| 28 Shepherds Hill, Pickering, YO18 7JQ | Sep 2017 | £241,500 | Detached | Freehold |
| 8 Shepherds Hill, Pickering, YO18 7JQ | Jun 2017 | £180,000 | Terraced | Freehold |
| 26 Shepherds Hill, Pickering, YO18 7JQ | Feb 2017 | £250,000 | Detached | Freehold |
| 24 Shepherds Hill, Pickering, YO18 7JQ | Sep 2016 | £173,500 | Semi-detached | Freehold |
| 44 Shepherds Hill, Pickering, YO18 7JQ | Mar 2015 | £237,000 | Detached | Freehold |
| 2A Shepherds Hill, Pickering, YO18 7JQ | Jun 2014 | £144,999 | Semi-detached | Freehold |
| 37 Shepherds Hill, Pickering, YO18 7JQ | May 2014 | £249,999 | Detached | Freehold |
| 35 Shepherds Hill, Pickering, YO18 7JQ | Mar 2014 | £249,999 | Detached | Freehold |
| 36 Shepherds Hill, Pickering, YO18 7JQ | Mar 2014 | £189,999 | Detached | Freehold |
| 40 Shepherds Hill, Pickering, YO18 7JQ | Dec 2013 | £189,999 | Detached | Freehold |
| 55 Shepherds Hill, Pickering, YO18 7JQ | Aug 2013 | £189,999 | Detached | Freehold |
| 61 Shepherds Hill, Pickering, YO18 7JQ | May 2013 | £144,999 | Semi-detached | Freehold |
| 39 Shepherds Hill, Pickering, YO18 7JQ | Nov 2012 | £136,399 | Terraced | Freehold |
| 5 Shepherds Hill, Pickering, YO18 7JQ | Jun 2012 | £163,999 | Terraced | Freehold |
| 1 Shepherds Hill, Pickering, YO18 7JQ | May 2012 | £163,999 | Terraced | Freehold |
| 12 Shepherds Hill, Pickering, YO18 7JQ | May 2012 | £192,999 | Terraced | Freehold |