| 3 Oct 2025 | WAYSIDE, MIDDLESBROUGH ROAD | Detached | Freehold | £460,000 |
| 9 Dec 2024 | CROSSWAYS, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £285,000 |
| 30 Nov 2023 | GUISBOROUGH MANOR CARE HOME, MIDDLESBROUGH ROAD | Other | Leasehold | £3,105,000 |
| 15 Jul 2022 | WAYSIDE, MIDDLESBROUGH ROAD | Detached | Freehold | £461,000 |
| 17 Dec 2021 | EAST UPSALL FARM, THE ARCHES, MIDDLESBROUGH ROAD | Terraced | Freehold | £485,000 |
| 22 Mar 2021 | THE WILLOWS, MIDDLESBROUGH ROAD | Detached | Freehold | £465,000 |
| 29 Mar 2020 | CROSS KEYS, MIDDLESBROUGH ROAD | Other | Freehold | £2,395,000 |
| 18 Dec 2019 | HIGH BARNABY FARM, THE COTTAGE, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £761,000 |
| 26 Sep 2019 | BARNABY SIDE FARM, MIDDLESBROUGH ROAD | Other | Freehold | £3,622,242 |
| 8 Feb 2019 | WINDLEBRIDGE GARDEN NURSERY, MIDDLESBROUGH ROAD | Other | Freehold | £380,000 |
| 25 Jan 2019 | MILLSTREAM BARN, MIDDLESBROUGH ROAD | Detached | Freehold | £550,000 |
| 25 Jan 2019 | TREETOPS, MIDDLESBROUGH ROAD | Detached | Freehold | £355,000 |
| 31 Aug 2018 | HEMBLE HILL FARM, COURTYARD COTTAGE, MIDDLESBROUGH ROAD | Terraced | Freehold | £170,000 |
| 7 Sep 2017 | GABAURIAS, MIDDLESBROUGH ROAD | Detached | Freehold | £320,000 |
| 11 Aug 2017 | WAYSIDE, MIDDLESBROUGH ROAD | Detached | Freehold | £320,000 |
| 23 Jun 2017 | HEMBLE HILL FARM, GARDEN COTTAGE, MIDDLESBROUGH ROAD | Terraced | Freehold | £300,000 |
| 4 Aug 2016 | HEMBLE HILL FARM, OAK HOUSE, MIDDLESBROUGH ROAD | Other | Freehold | £385,000 |
| 8 Jul 2016 | CROSSWAYS, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £188,000 |
| 20 Oct 2015 | SILVERGATES, MIDDLESBROUGH ROAD | Detached | Freehold | £320,000 |
| 6 Nov 2014 | EAST UPSALL FARM, THE STABLES, MIDDLESBROUGH ROAD | Detached | Freehold | £225,000 |
| 14 Feb 2014 | HEMBLE HILL FARM, THE BARN, MIDDLESBROUGH ROAD | Terraced | Freehold | £200,000 |
| 7 Feb 2014 | EAST UPSALL FARM, THE GRANARY, MIDDLESBROUGH ROAD | Terraced | Freehold | £575,000 |
| 11 Oct 2013 | WAYSIDE, MIDDLESBROUGH ROAD | Detached | Freehold | £285,000 |
| 9 Oct 2013 | EAST UPSALL FARM, THE STABLES, MIDDLESBROUGH ROAD | Other | Freehold | £100,000 |
| 4 May 2012 | EAST UPSALL FARM, THE ARCHES, MIDDLESBROUGH ROAD | Terraced | Freehold | £375,000 |
| 3 Jun 2011 | EAST UPSALL FARM, UNIT 2, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £120,000 |
| 11 Feb 2011 | HIGH BARNABY FARM, THE COTTAGE, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £250,000 |
| 23 Sep 2010 | HEMBLE HILL FARM, THE BARN, 4, MIDDLESBROUGH ROAD | Terraced | Freehold | £110,000 |
| 12 Nov 2009 | HEMBLE HILL COTTAGES, 1, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £209,490 |
| 22 Oct 2009 | HEMBLE HILL COTTAGES, 2, MIDDLESBROUGH ROAD | Semi-Detached | Freehold | £181,000 |
| 6 Sep 2007 | SILVERGATES, MIDDLESBROUGH ROAD, GUISBOROUGH | Detached | Freehold | £290,000 |
| 12 May 2000 | GREYSTONES, MIDDLESBROUGH ROAD | Detached | Freehold | £130,000 |
| 3 Sep 1998 | SILVERGATES, MIDDLESBROUGH ROAD, GUISBOROUGH | Detached | Freehold | £135,000 |
| 27 Feb 1998 | TARA, MIDDLESBROUGH ROAD, GUISBOROUGH | Detached | Freehold | £105,000 |