| 16 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Sep 2022 | £555,000 | Detached | Freehold |
| 5 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Feb 2021 | £300,000 | Terraced | Freehold |
| Greensleeves, 39 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Mar 2020 | £930,000 | Detached | Freehold |
| 6 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Nov 2017 | £570,000 | Detached | Freehold |
| 19 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Jul 2017 | £1,000,000 | Detached | Freehold |
| 4 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Mar 2016 | £710,000 | Detached | Freehold |
| 10 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Jan 2016 | £465,000 | Semi-detached | Freehold |
| 9 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Dec 2015 | £440,000 | Detached | Freehold |
| 25 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Dec 2015 | £645,000 | Detached | Freehold |
| 35 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Jul 2015 | £660,000 | Detached | Freehold |
| 8 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Jul 2015 | £350,000 | Detached | Freehold |
| 12C Orchard Road, Old Windsor, Windsor, SL4 2RZ | Mar 2015 | £780,000 | Detached | Freehold |
| 11 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Jan 2015 | £447,000 | Semi-detached | Freehold |
| 12B Orchard Road, Old Windsor, Windsor, SL4 2RZ | May 2014 | £740,000 | Detached | Freehold |
| 2 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Feb 2014 | £675,000 | Detached | Freehold |
| 7 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Aug 2013 | £320,000 | Semi-detached | Freehold |
| 15 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Oct 2010 | £787,500 | Detached | Freehold |
| 29 Orchard Road, Old Windsor, Windsor, SL4 2RZ | May 2010 | £604,000 | Detached | Freehold |
| 17 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Mar 2007 | £480,000 | Detached | Freehold |
| 12 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Dec 2006 | £348,000 | Detached | Freehold |
| 1 Orchard Road, Old Windsor, Windsor, SL4 2RZ | May 2006 | £499,950 | Semi-detached | Freehold |
| 13 Orchard Road, Old Windsor, Windsor, SL4 2RZ | May 2004 | £285,000 | Detached | Freehold |
| 27 Orchard Road, Old Windsor, Windsor, SL4 2RZ | Nov 2000 | £319,950 | Detached | Freehold |