| Redmays, Winterbourne Steepleton, Dorchester, DT2 9LZ | Aug 2025 | £450,000 | Detached | Freehold |
| Alder House, Winterbourne Steepleton, Dorchester, DT2 9LQ | Aug 2025 | £480,000 | Detached | Freehold |
| Steepleton Manor Residential Home, Winterbourne Steepleton, Dorchester, DT2 9LG | Apr 2025 | £2,760,000 | Other property | Freehold |
| Edelweiss, Winterbourne Steepleton, Dorchester, DT2 9LG | Nov 2024 | £795,000 | Detached | Freehold |
| Corydon, Winterbourne Steepleton, Dorchester, DT2 9DX | Oct 2024 | £710,000 | Detached | Freehold |
| 2, Brookside, Winterbourne Steepleton, Dorchester, DT2 9LH | Sep 2024 | £312,500 | Semi-detached | Freehold |
| Ilex Cottage, Winterbourne Steepleton, Dorchester, DT2 9LQ | Sep 2023 | £730,000 | Detached | Freehold |
| The Cottage, Winterbourne Steepleton, Dorchester, DT2 9LG | Jan 2023 | £670,000 | Detached | Freehold |
| Whitway House, Winterbourne Steepleton, Dorchester, DT2 9LG | Apr 2021 | £825,000 | Other property | Freehold |
| Marise, Winterbourne Steepleton, Dorchester, DT2 9LZ | Mar 2021 | £578,000 | Detached | Freehold |
| 6, Bournemead, Winterbourne Steepleton, Dorchester, DT2 9LQ | Oct 2019 | £256,000 | Terraced | Freehold |
| The Maples, Winterbourne Steepleton, Dorchester, DT2 9LG | Jul 2019 | £460,000 | Detached | Freehold |
| Steepleton Farmhouse, Winterbourne Steepleton, Dorchester, DT2 9LQ | Sep 2018 | £475,000 | Other property | Freehold |
| The Old Rectory, Winterbourne Steepleton, Dorchester, DT2 9LG | Jun 2018 | £1,260,000 | Detached | Freehold |
| Lamorna, Winterbourne Steepleton, Dorchester, DT2 9LQ | Dec 2017 | £325,000 | Detached | Freehold |
| Leanada, Winterbourne Steepleton, Dorchester, DT2 9LQ | Aug 2017 | £382,000 | Detached | Freehold |
| Sheraton, Winterbourne Steepleton, Dorchester, DT2 9LH | Mar 2017 | £350,000 | Detached | Freehold |
| Steepleton Lodge, Winterbourne Steepleton, Dorchester, DT2 9LG | Nov 2016 | £532,000 | Detached | Freehold |
| Orchard Cottage, Winterbourne Steepleton, Dorchester, DT2 9LG | May 2016 | £585,000 | Detached | Freehold |
| Garden Cottage, Mill Lane, Winterbourne Steepleton, Dorchester, DT2 9LG | Nov 2015 | £150,000 | Terraced | Freehold |
| Little Park, Winterbourne Steepleton, Dorchester, DT2 9EA | May 2015 | £433,000 | Detached | Freehold |
| Verbourne, Winterbourne Steepleton, Dorchester, DT2 9LQ | Oct 2014 | £445,000 | Detached | Freehold |
| 1, Bournemead, Winterbourne Steepleton, Dorchester, DT2 9LQ | May 2014 | £170,000 | Terraced | Freehold |
| 3, Bournemead, Winterbourne Steepleton, Dorchester, DT2 9LQ | Nov 2013 | £202,000 | Terraced | Freehold |
| Cawsand, Winterbourne Steepleton, Dorchester, DT2 9LQ | Aug 2013 | £210,000 | Detached | Freehold |
| Sunny Bank, Winterbourne Steepleton, Dorchester, DT2 9LQ | Apr 2013 | £215,000 | Detached | Freehold |
| Sunny Acres, Winterbourne Steepleton, Dorchester, DT2 9DX | Jun 2012 | £400,000 | Detached | Freehold |
| Scots Corner, Winterbourne Steepleton, Dorchester, DT2 9LH | Jun 2012 | £230,000 | Detached | Freehold |
| Garden Cottage, Winterbourne Steepleton, Dorchester, DT2 9LG | May 2012 | £135,000 | Terraced | Freehold |
| Willow Cottage, Winterbourne Steepleton, Dorchester, DT2 9LQ | Apr 2009 | £290,000 | Detached | Freehold |
| Rydal Bank, Winterbourne Steepleton, Dorchester, DT2 9LQ | Jun 2007 | £394,500 | Detached | Freehold |
| Watercombe, Winterbourne Steepleton, Dorchester, DT2 9LQ | May 2007 | £405,000 | Detached | Freehold |
| Appletree Cottage, Winterbourne Steepleton, Dorchester, DT2 9LG | Jul 2005 | £230,000 | Detached | Freehold |
| Hengistbury, Winterbourne Steepleton, Dorchester, DT2 9LQ | Jan 2004 | £360,000 | Detached | Freehold |
| 1, Brookside, Winterbourne Steepleton, Dorchester, DT2 9LH | Jun 2001 | £235,000 | Detached | Freehold |
| Old Manor Cottage, Winterbourne Steepleton, Dorchester, DT2 9LG | Sep 1999 | £265,000 | Detached | Freehold |
| 3, Brookside, Winterbourne Steepleton, Dorchester, DT2 9LH | Jun 1999 | £119,950 | Semi-detached | Freehold |
| 5, Bournemead, Winterbourne Steepleton, Dorchester, DT2 9LQ | Aug 1998 | £64,000 | Terraced | Freehold |
| 3, Pond Cottages, Winterbourne Steepleton, Dorchester, DT2 9LH | Jan 1998 | £102,000 | Terraced | Freehold |
| 4, Bournemead, Winterbourne Steepleton, Dorchester, DT2 9LQ | Dec 1997 | £62,000 | Semi-detached | Freehold |