| Flat 5, Chancery House, 11 Upper High Street, Winchester, SO23 8UT | Jun 2026 | £375,000 | Flat / maisonette | Leasehold |
| 9 Upper High Street, Winchester, SO23 8UT | May 2026 | £430,000 | Semi-detached | Freehold |
| 17 Upper High Street, Winchester, SO23 8UT | Apr 2026 | £605,000 | Terraced | Freehold |
| Flat 3, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Feb 2026 | £510,000 | Flat / maisonette | Leasehold |
| Flat 4, Chancery House, 11 Upper High Street, Winchester, SO23 8UT | Dec 2025 | £208,500 | Flat / maisonette | Leasehold |
| Flat 3, Chancery House, 11 Upper High Street, Winchester, SO23 8UT | Sep 2025 | £200,000 | Flat / maisonette | Leasehold |
| Sherwood House 2, 8A Upper High Street, Winchester, SO23 8UT | Dec 2024 | £1,500,000 | Other property | Freehold |
| 8 Upper High Street, Winchester, SO23 8UT | Nov 2024 | £465,000 | Terraced | Freehold |
| Monument House, 5 Upper High Street, Winchester, SO23 8UT | Aug 2024 | £800,000 | Terraced | Freehold |
| 10 Upper High Street, Winchester, SO23 8UT | May 2024 | £365,000 | Flat / maisonette | Leasehold |
| Flat 2, Chancery House, 11 Upper High Street, Winchester, SO23 8UT | Aug 2023 | £141,000 | Flat / maisonette | Leasehold |
| 18 Upper High Street, Winchester, SO23 8UT | Jan 2023 | £565,000 | Terraced | Freehold |
| Flat 4, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Dec 2022 | £357,500 | Flat / maisonette | Leasehold |
| 3 - 4 Upper High Street, Winchester, SO23 8UT | Sep 2022 | £772,949 | Other property | Freehold |
| 14 Upper High Street, Winchester, SO23 8UT | Sep 2021 | £307,500 | Flat / maisonette | Leasehold |
| 18B Upper High Street, Winchester, SO23 8UT | Sep 2021 | £425,000 | Terraced | Freehold |
| Flat 2, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Jan 2021 | £272,500 | Flat / maisonette | Leasehold |
| 10A Upper High Street, Winchester, SO23 8UT | Sep 2016 | £347,250 | Flat / maisonette | Leasehold |
| 7 Upper High Street, Winchester, SO23 8UT | Aug 2013 | £500,000 | Terraced | Freehold |
| Flat 5, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Jul 2012 | £265,000 | Flat / maisonette | Leasehold |
| 18C Upper High Street, Winchester, SO23 8UT | Oct 2011 | £225,000 | Terraced | Freehold |
| Flat 7, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Sep 2011 | £292,000 | Flat / maisonette | Leasehold |
| Flat 6, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Jan 2009 | £230,000 | Flat / maisonette | Leasehold |
| Flat 1, Chancery House, 11 Upper High Street, Winchester, SO23 8UT | Aug 2007 | £140,000 | Flat / maisonette | Leasehold |
| Flat 1, Wessex Court, 4A Upper High Street, Winchester, SO23 8UT | Sep 2001 | £250,000 | Flat / maisonette | Leasehold |