| 19 Jan 2026 | 60, CHESIL STREET | Terraced | Freehold | £475,000 |
| 28 Mar 2025 | 36, CHESIL STREET | Terraced | Freehold | £350,000 |
| 5 Nov 2024 | WATERSMEET, FLAT 1, CHESIL STREET | Other | Freehold | £96,000 |
| 23 Oct 2024 | CHESIL LODGE, 29, CHESIL STREET | Flat | Leasehold | £296,250 |
| 20 Dec 2023 | WATERSMEET, FLAT 24, CHESIL STREET | Flat | Leasehold | £175,000 |
| 5 Oct 2023 | WATERSMEET, FLAT 9, CHESIL STREET | Flat | Leasehold | £185,350 |
| 25 Aug 2023 | WATERSMEET, FLAT 17, CHESIL STREET | Flat | Leasehold | £160,000 |
| 18 Nov 2022 | THE WEIRS, 76 - 78, FLAT 5, CHESIL STREET | Flat | Leasehold | £122,000 |
| 25 Oct 2022 | 10, CHESIL STREET | Terraced | Freehold | £1,005,000 |
| 17 Oct 2022 | 16A, CHESIL STREET | Terraced | Freehold | £200,000 |
| 14 Oct 2022 | 27, CHESIL STREET | Detached | Freehold | £1,400,000 |
| 4 Jul 2022 | WATERSMEET, FLAT 19, CHESIL STREET | Flat | Leasehold | £420,000 |
| 21 Apr 2022 | WATERSMEET, FLAT 1, CHESIL STREET | Flat | Leasehold | £100,000 |
| 1 Nov 2021 | 72, CHESIL STREET | Terraced | Freehold | £475,000 |
| 25 Aug 2020 | THE WEIRS, 76 - 78, FLAT 7, CHESIL STREET | Flat | Leasehold | £138,500 |
| 18 Jul 2019 | CHESIL LODGE, 33, CHESIL STREET | Flat | Leasehold | £273,750 |
| 25 Mar 2019 | CHESIL LODGE, 36, CHESIL STREET | Flat | Leasehold | £370,000 |
| 15 Mar 2019 | 6, CHESIL STREET | Detached | Freehold | £1,250,000 |
| 28 Feb 2019 | PENNYFARTHING HOUSE, 3, APARTMENT 1, CHESIL STREET | Flat | Leasehold | £390,000 |
| 9 Nov 2018 | PENNYFARTHING HOUSE, 3, APARTMENT 4, CHESIL STREET | Flat | Leasehold | £502,500 |
| 22 Aug 2018 | PENNYFARTHING HOUSE, 3, APARTMENT 2, CHESIL STREET | Flat | Leasehold | £490,000 |
| 20 Jul 2018 | WATERSMEET, FLAT 15, CHESIL STREET | Flat | Leasehold | £152,500 |
| 6 Jul 2018 | CHESIL LODGE, 51, CHESIL STREET | Flat | Leasehold | £400,000 |
| 29 Jun 2018 | PENNYFARTHING HOUSE, 3, APARTMENT 3, CHESIL STREET | Flat | Leasehold | £575,000 |
| 30 May 2018 | 60, CHESIL STREET | Terraced | Freehold | £425,000 |
| 2 Mar 2018 | WATERSMEET, FLAT 16, CHESIL STREET | Flat | Leasehold | £140,000 |
| 6 Apr 2017 | 38, CHESIL STREET | Terraced | Freehold | £372,500 |
| 8 Feb 2017 | PENNY FARTHING HOUSE, 3, CHESIL STREET | Other | Freehold | £905,000 |
| 9 Jan 2017 | THE WEIRS, 76 - 78, FLAT 4, CHESIL STREET | Flat | Leasehold | £167,000 |
| 6 Jan 2017 | THE WEIRS, 76 - 78, FLAT 5, CHESIL STREET | Flat | Leasehold | £146,000 |
| 31 Oct 2016 | WATERSMEET, FLAT 19/20, CHESIL STREET | Flat | Leasehold | £338,000 |
| 31 Mar 2016 | 56, CHESIL STREET | Terraced | Freehold | £360,000 |
| 24 Mar 2016 | WATERSMEET, FLAT 4, CHESIL STREET | Flat | Leasehold | £80,000 |
| 23 Mar 2016 | WATERSMEET, FLAT 14, CHESIL STREET | Flat | Leasehold | £88,000 |
| 26 Feb 2016 | WATERSMEET, FLAT 17, CHESIL STREET | Flat | Leasehold | £128,500 |
| 17 Dec 2015 | WATERSMEET, FLAT 11, CHESIL STREET | Flat | Leasehold | £95,000 |
| 10 Nov 2015 | MARLBOROUGH HOUSE, 2, CHESIL STREET | Other | Leasehold | £250,000 |
| 10 Nov 2015 | 2, FIRST FLOOR FLAT, CHESIL STREET | Flat | Leasehold | £300,000 |
| 13 Jul 2015 | WATERSMEET, FLAT 10, CHESIL STREET | Flat | Leasehold | £100,000 |
| 13 Jul 2015 | 17 - 21, CHESIL STREET | Terraced | Freehold | £415,000 |
| 29 May 2015 | THE WEIRS, 76 - 78, FLAT 8, CHESIL STREET | Flat | Leasehold | £169,000 |
| 22 May 2015 | 2, FIRST FLOOR FLAT, CHESIL STREET | Other | Freehold | £650,000 |
| 21 May 2015 | 72, CHESIL STREET | Terraced | Freehold | £395,000 |
| 26 Feb 2015 | THE WEIRS, 76 - 78, FLAT 4, CHESIL STREET | Flat | Leasehold | £148,000 |
| 25 Feb 2015 | 70, CHESIL STREET | Terraced | Freehold | £360,000 |
| 22 Dec 2014 | 82, CHESIL STREET | Terraced | Freehold | £362,500 |
| 14 Nov 2014 | 17 - 21, CHESIL STREET | Terraced | Freehold | £350,000 |
| 13 Jun 2014 | 58, CHESIL STREET | Terraced | Freehold | £346,000 |
| 31 Mar 2014 | THE WEIRS, 76 - 78, FLAT 2, CHESIL STREET | Flat | Leasehold | £132,500 |
| 6 Jan 2014 | WATERSMEET, FLAT 22, CHESIL STREET | Flat | Leasehold | £125,000 |
| 2 Dec 2013 | 56, CHESIL STREET | Terraced | Freehold | £322,500 |
| 22 Nov 2013 | THE WEIRS, 76 - 78, FLAT 4, CHESIL STREET | Flat | Leasehold | £106,500 |
| 17 May 2013 | THE WEIRS, 76 - 78, FLAT 1, CHESIL STREET | Flat | Leasehold | £182,000 |
| 18 Sep 2012 | 52, CHESIL STREET | Detached | Freehold | £875,000 |
| 9 Mar 2012 | WATERSMEET, FLAT 14, CHESIL STREET | Flat | Leasehold | £87,000 |
| 25 Nov 2011 | 72, CHESIL STREET | Terraced | Freehold | £311,500 |
| 9 Sep 2010 | 36, CHESIL STREET | Terraced | Freehold | £288,350 |
| 18 May 2010 | WATERSMEET, FLAT 12, CHESIL STREET | Flat | Leasehold | £65,000 |
| 16 Nov 2009 | 48, CHESIL STREET | Terraced | Freehold | £484,999 |
| 9 Oct 2009 | 72, CHESIL STREET | Terraced | Freehold | £240,000 |
| 25 Sep 2009 | WATERSMEET, FLAT 21, CHESIL STREET | Flat | Leasehold | £125,000 |
| 10 Sep 2009 | THE WEIRS 76-78, FLAT 8, CHESIL STREET | Flat | Leasehold | £147,000 |
| 20 Mar 2009 | 6, CHESIL STREET | Detached | Freehold | £500,000 |
| 30 Oct 2008 | WATERSMEET, FLAT 3, CHESIL STREET, WINCHESTER | Flat | Leasehold | £85,000 |
| 26 Aug 2008 | 56, CHESIL STREET, WINCHESTER | Terraced | Freehold | £272,500 |
| 4 Apr 2008 | THE WEIRS 76-78, FLAT 10, CHESIL STREET, WINCHESTER | Flat | Leasehold | £154,000 |
| 8 Feb 2008 | WATERSMEET, FLAT 22, CHESIL STREET, WINCHESTER | Flat | Leasehold | £122,500 |
| 1 Nov 2007 | WATERSMEET, FLAT 14, CHESIL STREET, WINCHESTER | Flat | Leasehold | £80,000 |
| 31 Oct 2007 | WATERSMEET, FLAT 2, CHESIL STREET, WINCHESTER | Flat | Leasehold | £75,000 |
| 31 Jul 2007 | 12, CHESIL STREET, WINCHESTER | Terraced | Freehold | £1,875,000 |
| 27 Jun 2007 | 82, CHESIL STREET | Flat | Freehold | £299,950 |
| 29 Mar 2007 | 23, CHESIL STREET, WINCHESTER | Terraced | Freehold | £595,000 |
| 8 Dec 2006 | 74, CHESIL STREET, WINCHESTER | Terraced | Freehold | £195,000 |
| 29 Sep 2006 | 88, CHESIL STREET | Detached | Freehold | £350,000 |
| 28 Jul 2006 | WATERSMEET, FLAT 11, CHESIL STREET, WINCHESTER | Flat | Leasehold | £81,000 |
| 26 Jul 2006 | 27, CHESIL STREET, WINCHESTER | Detached | Freehold | £570,000 |
| 16 Jun 2006 | WATERSMEET, FLAT 18, CHESIL STREET, WINCHESTER | Flat | Leasehold | £95,500 |
| 13 Apr 2006 | 58, CHESIL STREET, WINCHESTER | Terraced | Freehold | £243,500 |
| 25 Nov 2005 | 36, CHESIL STREET, WINCHESTER | Terraced | Freehold | £231,700 |
| 11 Nov 2005 | 84, CHESIL STREET | Terraced | Freehold | £285,000 |
| 30 Sep 2005 | WATERSMEET, FLAT 17, CHESIL STREET, WINCHESTER | Flat | Leasehold | £100,000 |
| 31 Aug 2005 | THE WEIRS 76-78, FLAT 7, CHESIL STREET, WINCHESTER | Flat | Leasehold | £112,500 |
| 26 Aug 2005 | THE WEIRS 76-78, FLAT 8, CHESIL STREET, WINCHESTER | Flat | Leasehold | £145,000 |
| 24 Jun 2005 | WATERSMEET, FLAT 22, CHESIL STREET, WINCHESTER | Flat | Leasehold | £90,000 |
| 26 Oct 2004 | THE WEIRS 76-78, FLAT 5, CHESIL STREET, WINCHESTER | Flat | Leasehold | £89,000 |
| 15 Oct 2004 | 48, CHESIL STREET, WINCHESTER | Terraced | Freehold | £450,000 |
| 15 Oct 2004 | 29, CHESIL STREET, WINCHESTER | Detached | Freehold | £565,000 |
| 9 Jul 2004 | KINGSLAND HOUSE, 54, CHESIL STREET, WINCHESTER | Detached | Freehold | £900,000 |
| 26 Mar 2004 | WATERSMEET, FLAT 10, CHESIL STREET, WINCHESTER | Flat | Leasehold | £76,000 |
| 24 Mar 2004 | 82A, CHESIL STREET, WINCHESTER | Flat | Freehold | £130,000 |
| 24 Mar 2004 | 82A, CHESIL STREET, WINCHESTER | Terraced | Freehold | £130,000 |
| 24 Mar 2004 | 82, CHESIL STREET, WINCHESTER | Flat | Leasehold | £130,000 |
| 17 Oct 2003 | WATERSMEET, FLAT 1, CHESIL STREET, WINCHESTER | Flat | Leasehold | £50,000 |
| 10 Oct 2003 | WATERSMEET, FLAT 24, CHESIL STREET, WINCHESTER | Flat | Leasehold | £82,500 |
| 9 Oct 2003 | 44, CHESIL STREET, WINCHESTER | Terraced | Freehold | £249,750 |
| 9 Oct 2003 | WATERSMEET, FLAT 7, CHESIL STREET, WINCHESTER | Flat | Leasehold | £52,000 |
| 13 Aug 2003 | WATERSMEET, FLAT 5, CHESIL STREET, WINCHESTER | Flat | Leasehold | £70,000 |
| 25 Jul 2003 | THE WEIRS 76-78, FLAT 8, CHESIL STREET, WINCHESTER | Flat | Leasehold | £128,000 |
| 7 Jul 2003 | WATERSMEET, FLAT 13, CHESIL STREET, WINCHESTER | Flat | Leasehold | £59,000 |
| 9 May 2003 | 56, CHESIL STREET, WINCHESTER | Terraced | Freehold | £220,000 |
| 4 Apr 2003 | 60, CHESIL STREET, WINCHESTER | Terraced | Freehold | £209,000 |
| 14 Mar 2003 | WATERSMEET, FLAT 4, CHESIL STREET, WINCHESTER | Flat | Leasehold | £46,000 |
| 12 Mar 2003 | 36, CHESIL STREET, WINCHESTER | Terraced | Freehold | £175,000 |
| 22 Jan 2003 | WATERSMEET, FLAT 16, CHESIL STREET, WINCHESTER | Flat | Leasehold | £77,000 |
| 31 Dec 2002 | 70, CHESIL STREET, WINCHESTER | Terraced | Freehold | £190,000 |
| 18 Oct 2002 | WATERSMEET, FLAT 10, CHESIL STREET, WINCHESTER | Flat | Leasehold | £43,000 |
| 23 Sep 2002 | WATERSMEET, FLAT 13, CHESIL STREET, WINCHESTER | Flat | Leasehold | £53,500 |
| 23 Aug 2002 | THE WEIRS 76-78, FLAT 5, CHESIL STREET, WINCHESTER | Flat | Leasehold | £69,950 |
| 1 Mar 2002 | WATERSMEET, FLAT 9, CHESIL STREET, WINCHESTER | Flat | Leasehold | £83,000 |
| 10 Dec 2001 | WATERSMEET, FLAT 7, CHESIL STREET, WINCHESTER | Flat | Leasehold | £47,500 |
| 28 Sep 2001 | 82, CHESIL STREET, WINCHESTER | Flat | Leasehold | £91,500 |
| 31 Aug 2001 | THE WEIRS 76-78, FLAT 4, CHESIL STREET, WINCHESTER | Flat | Leasehold | £68,500 |
| 19 Jul 2001 | WATERSMEET, FLAT 11, CHESIL STREET, WINCHESTER | Flat | Leasehold | £50,000 |
| 5 Jan 2001 | 82A, CHESIL STREET, WINCHESTER | Flat | Leasehold | £96,000 |
| 21 Dec 2000 | 58, CHESIL STREET | Terraced | Freehold | £132,000 |
| 8 Dec 2000 | 36, CHESIL STREET | Terraced | Freehold | £165,500 |
| 13 Nov 2000 | WATERSMEET, FLAT 7, CHESIL STREET | Flat | Leasehold | £37,500 |
| 29 Feb 2000 | 44, CHESIL STREET | Terraced | Freehold | £157,500 |
| 26 Nov 1999 | 10B, CHESIL STREET | Flat | Leasehold | £100,000 |
| 26 Nov 1999 | 10A, CHESIL STREET | Terraced | Leasehold | £100,000 |
| 15 Nov 1999 | 72, CHESIL STREET | Terraced | Freehold | £147,500 |
| 12 Jul 1999 | WATERSMEET, FLAT 2, CHESIL STREET | Flat | Leasehold | £36,000 |
| 21 Jun 1999 | 56, CHESIL STREET | Terraced | Freehold | £106,000 |
| 26 Feb 1999 | THE WEIRS 76-78, FLAT 9, CHESIL STREET | Flat | Leasehold | £45,000 |
| 22 Jan 1999 | THE WEIRS 76-78, FLAT 4, CHESIL STREET | Flat | Leasehold | £40,000 |
| 1 Dec 1998 | THE WEIRS 76-78, FLAT 2, CHESIL STREET, WINCHESTER | Flat | Leasehold | £51,000 |
| 1 Oct 1998 | 1, CHESIL STREET | Detached | Leasehold | £19,750 |
| 24 Sep 1998 | 70, CHESIL STREET, WINCHESTER | Terraced | Freehold | £101,000 |
| 28 Aug 1998 | 60, CHESIL STREET, WINCHESTER | Terraced | Freehold | £105,000 |
| 17 Jul 1998 | 10A, CHESIL STREET, WINCHESTER | Terraced | Leasehold | £87,500 |
| 1 Jul 1998 | 48, CHESIL STREET, WINCHESTER | Terraced | Freehold | £185,000 |
| 29 Jun 1998 | WATERSMEET, FLAT 24, CHESIL STREET, WINCHESTER | Flat | Leasehold | £49,000 |
| 25 Jun 1998 | 36, CHESIL STREET, WINCHESTER | Terraced | Freehold | £92,000 |
| 4 Feb 1998 | WATERSMEET, FLAT 21, CHESIL STREET, WINCHESTER | Flat | Leasehold | £49,000 |
| 22 Dec 1997 | 10B, CHESIL STREET, WINCHESTER | Flat | Leasehold | £85,000 |
| 1 Dec 1997 | THE WEIRS 76-78, FLAT 7, CHESIL STREET, WINCHESTER | Flat | Leasehold | £45,000 |
| 28 Nov 1997 | PENNY FARTHING HOUSE, 3, CHESIL STREET | Semi-Detached | Freehold | £345,000 |
| 24 Nov 1997 | THE WEIRS 76-78, FLAT 8, CHESIL STREET, WINCHESTER | Flat | Leasehold | £59,500 |
| 1 Nov 1997 | 36, CHESIL STREET, WINCHESTER | Terraced | Freehold | £84,750 |
| 9 Jul 1997 | THE WEIRS 76-78, FLAT 6, CHESIL STREET, WINCHESTER | Flat | Leasehold | £37,500 |
| 4 Jul 1997 | 82A, CHESIL STREET, WINCHESTER | Flat | Leasehold | £70,000 |
| 16 May 1997 | WATERSMEET, FLAT 15, CHESIL STREET, WINCHESTER | Flat | Leasehold | £48,000 |
| 31 May 1996 | 86, CHESIL STREET, WINCHESTER | Terraced | Freehold | £90,000 |
| 9 May 1996 | WATERSMEET, FLAT 5, CHESIL STREET, WINCHESTER | Flat | Leasehold | £38,500 |
| 20 Oct 1995 | WATERSMEET, FLAT 6, CHESIL STREET, WINCHESTER | Flat | Leasehold | £46,000 |
| 29 Sep 1995 | 56, CHESIL STREET, WINCHESTER | Terraced | Freehold | £74,000 |
| 1 Sep 1995 | 74, CHESIL STREET, WINCHESTER | Terraced | Freehold | £67,000 |
| 29 Jun 1995 | THE WEIRS 76-78, FLAT 6, CHESIL STREET, WINCHESTER | Flat | Leasehold | £35,000 |
| 31 Mar 1995 | 82A, CHESIL STREET, WINCHESTER | Flat | Leasehold | £18,750 |
| 31 Mar 1995 | 82, CHESIL STREET, WINCHESTER | Flat | Leasehold | £49,995 |