| 27 Feb 2026 | ASCOT PLACE, APARTMENT 11, WINDSOR ROAD | Flat | Leasehold | £585,000 |
| 8 Dec 2025 | ASCOT TOWERS, APARTMENT 11, WINDSOR ROAD | Flat | Leasehold | £720,000 |
| 4 Dec 2025 | HEATH END PLACE, WINDSOR ROAD | Detached | Freehold | £3,150,000 |
| 24 Sep 2024 | WESTBROOK HOUSE, APARTMENT 2, WINDSOR ROAD | Flat | Leasehold | £975,000 |
| 4 Jan 2024 | KENILWORTH HOUSE, WINDSOR ROAD | Other | Freehold | £7,490,000 |
| 11 Oct 2023 | CONSTABLES, WINDSOR ROAD | Detached | Freehold | £1,370,000 |
| 13 Feb 2023 | WESTBROOK HOUSE, APARTMENT 3, WINDSOR ROAD | Flat | Leasehold | £800,000 |
| 1 Feb 2023 | HEATH END, WINDSOR ROAD | Terraced | Freehold | £1,600,000 |
| 15 Nov 2022 | WESTBROOK HOUSE, APARTMENT 1, WINDSOR ROAD | Flat | Leasehold | £905,000 |
| 20 Apr 2022 | WESTBROOK HOUSE, APARTMENT 8, WINDSOR ROAD | Flat | Leasehold | £830,000 |
| 19 Jan 2022 | WESTBROOK HOUSE, APARTMENT 12, WINDSOR ROAD | Flat | Leasehold | £775,000 |
| 27 Aug 2021 | WESTBROOK HOUSE, APARTMENT 7, WINDSOR ROAD | Flat | Leasehold | £850,000 |
| 28 Apr 2021 | WESTBROOK HOUSE, APARTMENT 6, WINDSOR ROAD | Flat | Leasehold | £867,160 |
| 12 Nov 2020 | ASCOT PLACE, APARTMENT 5, WINDSOR ROAD | Flat | Leasehold | £545,000 |
| 8 Feb 2019 | HEATH END, WINDSOR ROAD | Terraced | Freehold | £1,325,000 |
| 8 Feb 2019 | HEATH END HOUSE, WINDSOR ROAD | Semi-Detached | Freehold | £870,000 |
| 3 Aug 2018 | TREE TOPS, WINDSOR ROAD | Detached | Freehold | £2,225,000 |
| 13 Apr 2018 | KENILWORTH HOUSE, WINDSOR ROAD | Other | Freehold | £1,400,000 |
| 13 Apr 2018 | ELIZABETH HOUSE, WINDSOR ROAD | Other | Freehold | £1,800,000 |
| 4 Aug 2017 | WESTBROOK HOUSE, APARTMENT 8, WINDSOR ROAD | Flat | Leasehold | £830,000 |
| 14 Jul 2017 | WESTBROOK HOUSE, APARTMENT 7, WINDSOR ROAD | Flat | Leasehold | £825,000 |
| 28 Sep 2016 | WESTBROOK HOUSE, APARTMENT 8, WINDSOR ROAD | Flat | Leasehold | £900,000 |
| 22 Sep 2016 | ASCOT PLACE, APARTMENT 8, WINDSOR ROAD | Flat | Leasehold | £665,000 |
| 5 Aug 2016 | ASCOT TOWERS, APARTMENT 15, WINDSOR ROAD | Flat | Leasehold | £450,000 |
| 30 Oct 2015 | ASCOT TOWERS, FLAT 10, WINDSOR ROAD | Flat | Leasehold | £580,000 |
| 21 Apr 2015 | HEATH END HOUSE, WINDSOR ROAD | Semi-Detached | Freehold | £1,050,000 |
| 31 Oct 2014 | WESTBROOK HOUSE, APARTMENT 5, WINDSOR ROAD | Flat | Leasehold | £1,225,000 |
| 6 Oct 2014 | WESTBROOK HOUSE, APARTMENT 10, WINDSOR ROAD | Flat | Leasehold | £1,125,000 |
| 3 Oct 2014 | WESTBROOK HOUSE, APARTMENT 7, WINDSOR ROAD | Flat | Leasehold | £775,000 |
| 1 Oct 2014 | WESTBROOK HOUSE, APARTMENT 13, WINDSOR ROAD | Flat | Leasehold | £1,500,000 |
| 1 Oct 2014 | WESTBROOK HOUSE, APARTMENT 8, WINDSOR ROAD | Flat | Leasehold | £840,000 |
| 19 Aug 2014 | WESTBROOK HOUSE, APARTMENT 9, WINDSOR ROAD | Flat | Leasehold | £1,065,000 |
| 27 Jun 2014 | WESTBROOK HOUSE, APARTMENT 1, WINDSOR ROAD | Flat | Leasehold | £995,000 |
| 23 May 2014 | ASCOT TOWERS, FLAT 11, WINDSOR ROAD | Flat | Leasehold | £444,950 |
| 16 May 2014 | WESTBROOK HOUSE, APARTMENT 11, WINDSOR ROAD | Flat | Leasehold | £1,075,000 |
| 30 Apr 2014 | WESTBROOK HOUSE, APARTMENT 6, WINDSOR ROAD | Flat | Leasehold | £1,050,000 |
| 21 Mar 2014 | WESTBROOK HOUSE, APARTMENT 12, WINDSOR ROAD | Flat | Leasehold | £825,000 |
| 19 Mar 2014 | WESTBROOK HOUSE, APARTMENT 2, WINDSOR ROAD | Flat | Leasehold | £950,000 |
| 19 Mar 2014 | HEATH END PLACE, WINDSOR ROAD | Detached | Freehold | £1,490,000 |
| 30 Sep 2013 | ASCOT PLACE, APARTMENT 3, WINDSOR ROAD | Flat | Leasehold | £665,000 |
| 31 Jul 2013 | ASCOT TOWERS, FLAT 9, WINDSOR ROAD | Flat | Leasehold | £467,500 |
| 7 Jun 2013 | ASCOT PLACE, APARTMENT 8, WINDSOR ROAD | Flat | Leasehold | £675,000 |
| 3 Jul 2012 | ASCOT TOWERS, FLAT 17, WINDSOR ROAD | Flat | Leasehold | £442,000 |
| 2 Jul 2012 | CISSBURY, 1, WINDSOR ROAD | Flat | Leasehold | £270,000 |
| 10 Apr 2012 | ASCOT TOWERS, FLAT 16, WINDSOR ROAD | Flat | Leasehold | £445,000 |
| 22 Dec 2011 | ASCOT TOWERS, FLAT 7, WINDSOR ROAD | Flat | Leasehold | £550,000 |
| 21 Oct 2010 | ASCOT TOWERS, FLAT 14, WINDSOR ROAD | Flat | Leasehold | £375,000 |
| 11 Jun 2010 | ASCOT TOWERS, FLAT 6, WINDSOR ROAD | Flat | Leasehold | £489,000 |
| 6 Apr 2009 | ASCOT TOWERS, FLAT 9, WINDSOR ROAD | Semi-Detached | Leasehold | £380,000 |
| 6 Apr 2009 | FLAT 9, ASCOT TOWERS, WINDSOR ROAD, ASCOT | Flat | Leasehold | £380,000 |
| 9 Jan 2009 | ASCOT TOWERS, FLAT 4, WINDSOR ROAD, ASCOT | Flat | Leasehold | £436,500 |
| 26 Nov 2008 | ASCOT TOWERS, FLAT 11, WINDSOR ROAD, ASCOT | Flat | Leasehold | £457,500 |
| 23 May 2008 | ASCOT TOWERS, FLAT 19, WINDSOR ROAD, ASCOT | Flat | Leasehold | £560,000 |
| 28 Feb 2008 | ASCOT PLACE, APARTMENT 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £499,500 |
| 20 Jul 2007 | ASCOT PLACE, APARTMENT 14, WINDSOR ROAD, ASCOT | Flat | Leasehold | £590,000 |
| 16 Jul 2007 | ASCOT PLACE, APARTMENT 13, WINDSOR ROAD, ASCOT | Flat | Leasehold | £530,000 |
| 29 Jun 2007 | ASCOT PLACE, APARTMENT 9, WINDSOR ROAD, ASCOT | Flat | Leasehold | £585,000 |
| 20 Jun 2007 | ASCOT PLACE, APARTMENT 5, WINDSOR ROAD, ASCOT | Flat | Leasehold | £495,000 |
| 3 May 2007 | ASCOT PLACE, APARTMENT 12, WINDSOR ROAD, ASCOT | Flat | Leasehold | £500,000 |
| 23 Apr 2007 | ASCOT PLACE, APARTMENT 8, WINDSOR ROAD, ASCOT | Flat | Leasehold | £561,600 |
| 26 Mar 2007 | ASCOT PLACE, APARTMENT 6, WINDSOR ROAD, ASCOT | Flat | Leasehold | £650,000 |
| 15 Jan 2007 | ASCOT PLACE, APARTMENT 7, WINDSOR ROAD, ASCOT | Flat | Leasehold | £447,500 |
| 5 Jan 2007 | ASCOT PLACE, APARTMENT 11, WINDSOR ROAD, ASCOT | Flat | Leasehold | £613,200 |
| 8 Dec 2006 | ASCOT PLACE, APARTMENT 10, WINDSOR ROAD, ASCOT | Flat | Leasehold | £477,500 |
| 1 Dec 2006 | ASCOT PLACE, APARTMENT 11, WINDSOR ROAD, ASCOT | Flat | Leasehold | £650,000 |
| 28 Nov 2006 | ASCOT PLACE, APARTMENT 4, WINDSOR ROAD, ASCOT | Flat | Leasehold | £585,000 |
| 20 Nov 2006 | ASCOT PLACE, APARTMENT 3, WINDSOR ROAD, ASCOT | Flat | Leasehold | £545,000 |
| 13 Nov 2006 | ASCOT PLACE, APARTMENT 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £440,000 |
| 19 May 2006 | TREE TOPS, WINDSOR ROAD, ASCOT | Detached | Freehold | £1,700,000 |
| 5 Aug 2005 | SPRINGMEAD LODGE, WINDSOR ROAD | Detached | Freehold | £351,000 |
| 17 Jan 2005 | ASCOT TOWERS, FLAT 18, WINDSOR ROAD, ASCOT | Flat | Leasehold | £290,000 |
| 29 Oct 2004 | CISSBURY, 4, WINDSOR ROAD, ASCOT | Flat | Leasehold | £330,000 |
| 14 Jul 2004 | ASCOT TOWERS, FLAT 17, WINDSOR ROAD, ASCOT | Flat | Leasehold | £250,000 |
| 17 Jun 2004 | ASCOT TOWERS, FLAT 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £292,000 |
| 28 Nov 2003 | TREE TOPS, WINDSOR ROAD, ASCOT | Detached | Freehold | £700,000 |
| 22 Aug 2003 | CISSBURY, 4, WINDSOR ROAD, ASCOT | Flat | Leasehold | £237,500 |
| 14 Apr 2003 | ASCOT TOWERS, FLAT 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £248,000 |
| 12 Sep 2002 | CISSBURY, THE GARDEN FLAT, WINDSOR ROAD, ASCOT | Flat | Leasehold | £80,000 |
| 7 Dec 2001 | ASCOT TOWERS, FLAT 10, WINDSOR ROAD, ASCOT | Flat | Leasehold | £210,000 |
| 15 Nov 2001 | ST. MARTINS STABLE, THE COTTAGE, WINDSOR ROAD, ASCOT | Detached | Freehold | £925,000 |
| 14 Aug 2001 | CISSBURY, 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £89,394 |
| 4 May 2001 | ASCOT TOWERS, FLAT 19, WINDSOR ROAD, ASCOT | Flat | Leasehold | £375,000 |
| 12 Jan 2001 | CISSBURY, 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £175,000 |
| 15 Aug 2000 | ASCOT TOWERS, FLAT 5, WINDSOR ROAD | Flat | Leasehold | £212,000 |
| 5 Mar 1999 | ASCOT TOWERS, FLAT 19, WINDSOR ROAD | Flat | Leasehold | £210,000 |
| 6 Aug 1998 | ASCOT TOWERS, FLAT 2, WINDSOR ROAD, ASCOT | Flat | Leasehold | £243,000 |
| 18 Feb 1998 | HEATH END PLACE, WINDSOR ROAD, ASCOT | Detached | Freehold | £55,000 |
| 30 May 1997 | TREE TOPS, WINDSOR ROAD, ASCOT | Detached | Freehold | £435,000 |
| 2 Jul 1996 | ASCOT TOWERS, FLAT 17, WINDSOR ROAD, ASCOT | Flat | Leasehold | £142,000 |
| 5 Mar 1996 | THETFORD, WINDSOR ROAD, ASCOT | Detached | Freehold | £430,000 |
| 12 Feb 1996 | ASCOT TOWERS, FLAT 19, WINDSOR ROAD, ASCOT | Flat | Leasehold | £176,000 |
| 31 Jan 1996 | ASCOT TOWERS, FLAT 14, WINDSOR ROAD, ASCOT | Flat | Leasehold | £111,000 |
| 28 Nov 1995 | ASCOT TOWERS, FLAT 15, WINDSOR ROAD, ASCOT | Flat | Leasehold | £145,000 |
| 23 May 1995 | ASCOT TOWERS, FLAT 18, WINDSOR ROAD, ASCOT | Flat | Leasehold | £172,000 |