| Flat 1, Watersmeet Chesil Street, Winchester, SO23 0HU | Nov 2024 | £96,000 | Other property | Freehold |
| Flat 24, Watersmeet Chesil Street, Winchester, SO23 0HU | Dec 2023 | £175,000 | Flat / maisonette | Leasehold |
| Flat 9, Watersmeet Chesil Street, Winchester, SO23 0HU | Oct 2023 | £185,350 | Flat / maisonette | Leasehold |
| Flat 17, Watersmeet Chesil Street, Winchester, SO23 0HU | Aug 2023 | £160,000 | Flat / maisonette | Leasehold |
| 10 Chesil Street, Winchester, SO23 0HU | Oct 2022 | £1,005,000 | Terraced | Freehold |
| 16A Chesil Street, Winchester, SO23 0HU | Oct 2022 | £200,000 | Terraced | Freehold |
| 27 Chesil Street, Winchester, SO23 0HU | Oct 2022 | £1,400,000 | Detached | Freehold |
| Flat 19, Watersmeet Chesil Street, Winchester, SO23 0HU | Jul 2022 | £420,000 | Flat / maisonette | Leasehold |
| 6 Chesil Street, Winchester, SO23 0HU | Mar 2019 | £1,250,000 | Detached | Freehold |
| Apartment 1, Pennyfarthing House, 3 Chesil Street, Winchester, SO23 0HU | Feb 2019 | £390,000 | Flat / maisonette | Leasehold |
| Apartment 4, Pennyfarthing House, 3 Chesil Street, Winchester, SO23 0HU | Nov 2018 | £502,500 | Flat / maisonette | Leasehold |
| Apartment 2, Pennyfarthing House, 3 Chesil Street, Winchester, SO23 0HU | Aug 2018 | £490,000 | Flat / maisonette | Leasehold |
| Flat 15, Watersmeet Chesil Street, Winchester, SO23 0HU | Jul 2018 | £152,500 | Flat / maisonette | Leasehold |
| Apartment 3, Pennyfarthing House, 3 Chesil Street, Winchester, SO23 0HU | Jun 2018 | £575,000 | Flat / maisonette | Leasehold |
| Flat 16, Watersmeet Chesil Street, Winchester, SO23 0HU | Mar 2018 | £140,000 | Flat / maisonette | Leasehold |
| Penny Farthing House, 3 Chesil Street, Winchester, SO23 0HU | Feb 2017 | £905,000 | Other property | Freehold |
| Flat 19/20, Watersmeet Chesil Street, Winchester, SO23 0HU | Oct 2016 | £338,000 | Flat / maisonette | Leasehold |
| Flat 4, Watersmeet Chesil Street, Winchester, SO23 0HU | Mar 2016 | £80,000 | Flat / maisonette | Leasehold |
| Flat 14, Watersmeet Chesil Street, Winchester, SO23 0HU | Mar 2016 | £88,000 | Flat / maisonette | Leasehold |
| Flat 11, Watersmeet Chesil Street, Winchester, SO23 0HU | Dec 2015 | £95,000 | Flat / maisonette | Leasehold |
| First Floor Flat, 2 Chesil Street, Winchester, SO23 0HU | Nov 2015 | £300,000 | Flat / maisonette | Leasehold |
| Marlborough House, 2 Chesil Street, Winchester, SO23 0HU | Nov 2015 | £250,000 | Other property | Leasehold |
| 17 - 21 Chesil Street, Winchester, SO23 0HU | Jul 2015 | £415,000 | Terraced | Freehold |
| Flat 10, Watersmeet Chesil Street, Winchester, SO23 0HU | Jul 2015 | £100,000 | Flat / maisonette | Leasehold |
| Flat 22, Watersmeet Chesil Street, Winchester, SO23 0HU | Jan 2014 | £125,000 | Flat / maisonette | Leasehold |
| Flat 12, Watersmeet Chesil Street, Winchester, SO23 0HU | May 2010 | £65,000 | Flat / maisonette | Leasehold |
| Flat 21, Watersmeet Chesil Street, Winchester, SO23 0HU | Sep 2009 | £125,000 | Flat / maisonette | Leasehold |
| Flat 3, Watersmeet Chesil Street, Winchester, SO23 0HU | Oct 2008 | £85,000 | Flat / maisonette | Leasehold |
| Flat 2, Watersmeet Chesil Street, Winchester, SO23 0HU | Oct 2007 | £75,000 | Flat / maisonette | Leasehold |
| 12 Chesil Street, Winchester, SO23 0HU | Jul 2007 | £1,875,000 | Terraced | Freehold |
| 23 Chesil Street, Winchester, SO23 0HU | Mar 2007 | £595,000 | Terraced | Freehold |
| Flat 18, Watersmeet Chesil Street, Winchester, SO23 0HU | Jun 2006 | £95,500 | Flat / maisonette | Leasehold |
| 29 Chesil Street, Winchester, SO23 0HU | Oct 2004 | £565,000 | Detached | Freehold |
| Flat 7, Watersmeet Chesil Street, Winchester, SO23 0HU | Oct 2003 | £52,000 | Flat / maisonette | Leasehold |
| Flat 5, Watersmeet Chesil Street, Winchester, SO23 0HU | Aug 2003 | £70,000 | Flat / maisonette | Leasehold |
| Flat 13, Watersmeet Chesil Street, Winchester, SO23 0HU | Jul 2003 | £59,000 | Flat / maisonette | Leasehold |
| 14 Watersmeet, Station Road, Winchester, SO23 0HU | Aug 2001 | £48,500 | Flat / maisonette | Leasehold |
| 10A Chesil Street, Winchester, SO23 0HU | Nov 1999 | £100,000 | Terraced | Leasehold |
| 10B Chesil Street, Winchester, SO23 0HU | Nov 1999 | £100,000 | Flat / maisonette | Leasehold |
| 1 Chesil Street, Winchester, SO23 0HU | Oct 1998 | £19,750 | Detached | Leasehold |
| Flat 6, Watersmeet Chesil Street, Winchester, SO23 0HU | Oct 1995 | £46,000 | Flat / maisonette | Leasehold |