| Holly Cottage, Middleton, Pickering, YO18 8PB | Dec 2025 | £190,000 | Terraced | Freehold |
| Dale View Cottage High Back Side, Middleton, Pickering, YO18 8PB | Dec 2025 | £180,000 | Terraced | Freehold |
| Rose Cottage, Middleton, Pickering, YO18 8PB | Oct 2025 | £443,000 | Detached | Freehold |
| Granary Cottage High Back Side, Middleton, Pickering, YO18 8PB | Sep 2023 | £127,500 | Detached | Freehold |
| Church View Cottage High Back Side, Middleton, Pickering, YO18 8PB | Sep 2023 | £175,000 | Terraced | Freehold |
| Boundary Cottage, Boundary Farm, Middleton, Pickering, YO18 8PB | Jun 2023 | £250,000 | Semi-detached | Freehold |
| Rosevale, Middleton, Pickering, YO18 8PB | Oct 2022 | £180,000 | Semi-detached | Freehold |
| Meadow View High Back Side, Middleton, Pickering, YO18 8PB | Dec 2020 | £180,000 | Terraced | Freehold |
| Nova Cottage Church Lane, Middleton, Pickering, YO18 8PB | Nov 2020 | £210,000 | Semi-detached | Freehold |
| Dale View Cottage, 1 Lundsgarth Cottages, Middleton, Pickering, YO18 8PB | Dec 2019 | £127,500 | Terraced | Freehold |
| Westway, Middleton, Pickering, YO18 8PB | Oct 2018 | £285,000 | Detached | Freehold |
| Bonnybank, Middleton, Pickering, YO18 8PB | Aug 2018 | £350,000 | Detached | Freehold |
| Hobgarth, Middleton, Pickering, YO18 8PB | Jan 2014 | £225,000 | Detached | Freehold |
| Meadow View, 2 Lundsgarth Cottages, Middleton, Pickering, YO18 8PB | Oct 2012 | £135,000 | Terraced | Freehold |
| Church View Cottage, 3 Lundsgarth Cottages, Middleton, Pickering, YO18 8PB | Sep 2011 | £122,500 | Terraced | Freehold |
| Lundsgarth, Middleton, Pickering, YO18 8PB | Apr 2011 | £480,000 | Detached | Freehold |
| The Cottage Church Lane, Middleton, Pickering, YO18 8PB | Apr 2005 | £185,000 | Semi-detached | Freehold |
| The Cottage, Middleton, Pickering, YO18 8PB | Jul 2004 | £136,000 | Semi-detached | Freehold |
| Granary Cottage, 4 Lundsgarth Cottages, Middleton, Pickering, YO18 8PB | Nov 2002 | £75,000 | Detached | Freehold |
| Boundry Farm, Middleton, Pickering, YO18 8PB | Sep 2000 | £100,000 | Detached | Freehold |
| Glenhaven, Middleton, Pickering, YO18 8PB | Jan 1998 | £40,000 | Terraced | Freehold |
| The Hawthorns, Middleton, Pickering, YO18 8PB | Aug 1996 | £137,050 | Detached | Freehold |
| Wranghams, Middleton, Pickering, YO18 8PB | Mar 1996 | £80,000 | Semi-detached | Freehold |