| 5, The Old School, 38 High Street, Puddletown, Dorchester, DT2 8RY | Aug 2024 | £360,000 | Terraced | Freehold |
| 3, The Old School, 38 High Street, Puddletown, Dorchester, DT2 8RY | Jan 2024 | £375,000 | Terraced | Freehold |
| 38A High Street, Puddletown, Dorchester, DT2 8RY | Oct 2023 | £323,000 | Semi-detached | Freehold |
| The Reading Room High Street, Puddletown, Dorchester, DT2 8RY | Aug 2021 | £443,000 | Semi-detached | Freehold |
| 46A High Street, Puddletown, Dorchester, DT2 8RY | Dec 2018 | £320,000 | Semi-detached | Freehold |
| 2, The Old School, 38 High Street, Puddletown, Dorchester, DT2 8RY | Aug 2017 | £342,500 | Terraced | Freehold |
| 1, The Old School, 38 High Street, Puddletown, Dorchester, DT2 8RY | Jun 2017 | £361,000 | Terraced | Freehold |
| 4, The Old School, 38 High Street, Puddletown, Dorchester, DT2 8RY | May 2017 | £295,000 | Terraced | Freehold |
| Puddletown C Of E First School High Street, Puddletown, Dorchester, DT2 8RY | Sep 2015 | £415,500 | Other property | Freehold |
| 42 High Street, Puddletown, Dorchester, DT2 8RY | Sep 2010 | £236,622 | Terraced | Freehold |
| 46B High Street, Puddletown, Dorchester, DT2 8RY | Feb 2007 | £220,000 | Semi-detached | Freehold |
| 38B High Street, Puddletown, Dorchester, DT2 8RY | Nov 2006 | £235,000 | Semi-detached | Freehold |
| 40 High Street, Puddletown, Dorchester, DT2 8RY | Sep 2005 | £205,000 | Terraced | Freehold |
| 34 High Street, Puddletown, Dorchester, DT2 8RY | Jun 2000 | £87,300 | Terraced | Freehold |
| 44 High Street, Puddletown, Dorchester, DT2 8RY | Nov 1998 | £74,500 | Terraced | Freehold |
| 46 High Street, Puddletown, Dorchester, DT2 8RY | Aug 1995 | £55,500 | Semi-detached | Freehold |