| The Villa, Middleton, Pickering, YO18 8PA | Apr 2026 | £550,000 | Detached | Freehold |
| Haydon Croft, Middleton, Pickering, YO18 8PA | Sep 2025 | £460,000 | Detached | Freehold |
| Prospect House, Middleton, Pickering, YO18 8PA | Jun 2025 | £380,000 | Terraced | Freehold |
| Red House, Middleton, Pickering, YO18 8PA | Apr 2025 | £251,500 | Terraced | Freehold |
| Whalebone Cottage Main Street, Middleton, Pickering, YO18 8PA | Jan 2025 | £595,000 | Terraced | Freehold |
| Pan Cottage, Middleton, Pickering, YO18 8PA | Jan 2022 | £175,000 | Terraced | Freehold |
| Kays Cottage, Middleton, Pickering, YO18 8PA | Oct 2020 | £156,000 | Terraced | Freehold |
| Manor View, Middleton, Pickering, YO18 8PA | Sep 2020 | £260,000 | Detached | Freehold |
| Lilac Cottage, Middleton, Pickering, YO18 8PA | Jun 2020 | £205,000 | Semi-detached | Freehold |
| Beech View, Middleton, Pickering, YO18 8PA | Jul 2019 | £150,000 | Detached | Freehold |
| Manor Close, Middleton, Pickering, YO18 8PA | May 2019 | £250,000 | Detached | Freehold |
| Eden Cottage, Middleton, Pickering, YO18 8PA | Jan 2019 | £150,000 | Terraced | Freehold |
| The Willows, Middleton, Pickering, YO18 8PA | Nov 2016 | £345,000 | Semi-detached | Freehold |
| Ashby, Middleton, Pickering, YO18 8PA | Mar 2016 | £175,000 | Terraced | Freehold |
| Garthside, Middleton, Pickering, YO18 8PA | Oct 2015 | £300,000 | Terraced | Freehold |
| Stoneycroft, Middleton, Pickering, YO18 8PA | Dec 2013 | £247,000 | Detached | Freehold |
| Cherry Trees, Middleton, Pickering, YO18 8PA | Mar 2010 | £236,000 | Semi-detached | Freehold |
| Manor Farm Main Street, Middleton, Pickering, YO18 8PA | Jun 2009 | £305,000 | Detached | Freehold |
| March Cottage, Middleton, Pickering, YO18 8PA | Oct 2007 | £345,000 | Detached | Freehold |
| Orchard House, Middleton, Pickering, YO18 8PA | May 2007 | £290,291 | Semi-detached | Freehold |
| Merrylea, Middleton, Pickering, YO18 8PA | May 2007 | £115,000 | Terraced | Freehold |
| Culleys Cottage, Middleton, Pickering, YO18 8PA | Aug 2006 | £313,000 | Semi-detached | Freehold |
| Whalebone Cottage, Middleton, Pickering, YO18 8PA | Jul 2004 | £340,000 | Detached | Freehold |
| Church View, Middleton, Pickering, YO18 8PA | Jun 1998 | £105,000 | Semi-detached | Freehold |
| Womack, Middleton, Pickering, YO18 8PA | Sep 1997 | £86,000 | Detached | Freehold |
| Lavendel, Middleton, Pickering, YO18 8PA | Aug 1996 | £95,000 | Detached | Freehold |
| Willowdene, Middleton, Pickering, YO18 8PA | Jun 1996 | £110,000 | Semi-detached | Freehold |