| 4 Paddock Gate North Street, Winkfield, Windsor, SL4 4SY | Jul 2026 | £453,000 | Terraced | Leasehold |
| 5A Paddock Gate North Street, Winkfield, Windsor, SL4 4SY | Jul 2026 | £452,000 | Other property | Leasehold |
| Godesia House North Street, Winkfield, Windsor, SL4 4SY | Jun 2026 | £337,000 | Flat / maisonette | Freehold |
| 5 North Street, Winkfield, Windsor, SL4 4SY | Apr 2026 | £852,000 | Detached | Freehold |
| Castle Care-Tech Ltd North Street, Winkfield, Windsor, SL4 4SY | Sep 2025 | £1,000,000 | Other property | Freehold |
| Oaklands North Street, Winkfield, Windsor, SL4 4SY | Apr 2025 | £865,000 | Detached | Freehold |
| Plinket Place North Street, Winkfield, Windsor, SL4 4SY | Aug 2023 | £450,000 | Semi-detached | Freehold |
| Wren House North Street, Winkfield, Windsor, SL4 4SY | Jun 2023 | £1,175,000 | Detached | Freehold |
| Shooters Oak North Street, Winkfield, Windsor, SL4 4SY | Dec 2022 | £2,260,000 | Other property | Freehold |
| Barberry House North Street, Winkfield, Windsor, SL4 4SY | Aug 2022 | £785,000 | Detached | Freehold |
| 1 North Street, Winkfield, Windsor, SL4 4SY | May 2022 | £540,000 | Detached | Freehold |
| Stanley Cottage North Street, Winkfield, Windsor, SL4 4SY | May 2022 | £850,000 | Other property | Freehold |
| The Hernes Oak North Street, Winkfield, Windsor, SL4 4SY | Jan 2022 | £880,000 | Other property | Freehold |
| Willows North Street, Winkfield, Windsor, SL4 4SY | Feb 2020 | £775,000 | Detached | Freehold |
| 1A Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £348,000 | Flat / maisonette | Leasehold |
| 4 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £396,000 | Terraced | Leasehold |
| 3 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £390,000 | Flat / maisonette | Leasehold |
| 7 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £378,000 | Flat / maisonette | Leasehold |
| 1 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £384,000 | Flat / maisonette | Leasehold |
| 2 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £396,000 | Flat / maisonette | Leasehold |
| 8 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £378,000 | Flat / maisonette | Leasehold |
| 6 Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £384,000 | Flat / maisonette | Leasehold |
| 2A Paddock Gate, Winkfield, Windsor, SL4 4SY | Dec 2019 | £342,000 | Other property | Leasehold |
| 4 Homelands North Street, Winkfield, Windsor, SL4 4SY | Mar 2017 | £830,000 | Detached | Freehold |
| West Wing, North Lodge North Street, Winkfield, Windsor, SL4 4SY | Sep 2015 | £1,260,000 | Semi-detached | Freehold |
| 3 Homelands North Street, Winkfield, Windsor, SL4 4SY | Mar 2015 | £870,000 | Detached | Freehold |
| 2 Homelands North Street, Winkfield, Windsor, SL4 4SY | Dec 2014 | £815,000 | Detached | Freehold |
| Jasmine House North Street, Winkfield, Windsor, SL4 4SY | Nov 2014 | £386,000 | Detached | Freehold |
| Hernes Keep North Street, Winkfield, Windsor, SL4 4SY | Dec 2013 | £980,000 | Detached | Freehold |
| Wren Cottage North Street, Winkfield, Windsor, SL4 4SY | Oct 2010 | £400,000 | Detached | Freehold |
| Bearwood North Street, Winkfield, Windsor, SL4 4SY | Jun 2010 | £580,000 | Detached | Freehold |
| Hernes Oak North Street, Winkfield, Windsor, SL4 4SY | May 2008 | £455,000 | Detached | Freehold |
| Bay Tree House North Street, Winkfield, Windsor, SL4 4SY | Jul 2004 | £312,000 | Detached | Freehold |
| Pascoli Verdi North Street, Winkfield, Windsor, SL4 4SY | Jan 2004 | £295,000 | Terraced | Freehold |
| Hernes House North Street, Winkfield, Windsor, SL4 4SY | Jun 2003 | £1,450,000 | Detached | Freehold |
| Sunnyside North Street, Winkfield, Windsor, SL4 4SY | Sep 1999 | £270,000 | Detached | Freehold |
| Lanterns North Street, Winkfield, Windsor, SL4 4SY | Aug 1998 | £309,950 | Detached | Freehold |