| 6, Plough Cottages Main Road, Osmington, Weymouth, DT3 6EE | Aug 2026 | £300,000 | Terraced | Freehold |
| Treehaven Main Road, Osmington, Weymouth, DT3 6EE | Dec 2025 | £495,000 | Detached | Freehold |
| Sunray Cottage Main Road, Osmington, Weymouth, DT3 6EE | May 2025 | £500,000 | Detached | Freehold |
| Rowans Main Road, Osmington, Weymouth, DT3 6EE | Aug 2024 | £650,000 | Detached | Freehold |
| 7, Plough Cottages Main Road, Osmington, Weymouth, DT3 6EE | Jun 2021 | £290,000 | Detached | Freehold |
| 1 Sunny Hill, Osmington, Weymouth, DT3 6EE | Aug 2019 | £390,000 | Detached | Freehold |
| Sunnyhill Cottage Main Road, Osmington, Weymouth, DT3 6EE | Aug 2019 | £442,500 | Terraced | Freehold |
| 4, Plough Cottages Main Road, Osmington, Weymouth, DT3 6EE | Oct 2018 | £225,000 | Terraced | Freehold |
| De La Westley House Main Road, Osmington, Weymouth, DT3 6EE | Jul 2018 | £355,000 | Detached | Freehold |
| Windymere Main Road, Osmington, Weymouth, DT3 6EE | Mar 2016 | £420,000 | Semi-detached | Freehold |
| Fieldfare Main Road, Osmington, Weymouth, DT3 6EE | Feb 2016 | £266,000 | Semi-detached | Freehold |
| Bagend Main Road, Osmington, Weymouth, DT3 6EE | May 2015 | £180,000 | Semi-detached | Freehold |
| 3, Plough Cottages Main Road, Osmington, Weymouth, DT3 6EE | Jan 2013 | £195,000 | Terraced | Freehold |
| School House Main Road, Osmington, Weymouth, DT3 6EE | Jun 2011 | £267,000 | Detached | Freehold |
| Windyridge Main Road, Osmington, Weymouth, DT3 6EE | Mar 2001 | £157,000 | Detached | Freehold |
| Postbox Cottage Main Road, Osmington, Weymouth, DT3 6EE | Feb 2001 | £119,500 | Terraced | Freehold |
| 5, Plough Cottages Main Road, Osmington, Weymouth, DT3 6EE | Aug 1997 | £66,000 | Terraced | Freehold |
| Hill Cottage Main Road, Osmington, Weymouth, DT3 6EE | May 1997 | £96,500 | Detached | Freehold |
| Purbeck Cottage Main Road, Osmington, Weymouth, DT3 6EE | Feb 1996 | £71,500 | Semi-detached | Freehold |