Winkfield Road
Ascot · SL5 7EX, SL5 7EY, SL5 7LP +2 more
Average sold price
£776,218
77 sales since 1995
Median
£610,000
middle of every sale
Last sold
£1.1m
23 Jul 2025
Properties
51
detached most common
Average sold price by year
Properties on Winkfield Road
| Address | Type | Last sold | Price | Sales |
|---|---|---|---|---|
| LANGANO HOUSE, WINKFIELD ROAD SL5 7LP | Detached | 23 Jul 2025 | £1,150,000 | 2 |
| BROOKSIDE HOUSE, WINKFIELD ROAD SL5 7LT | Detached | 18 Jul 2025 | £1,750,000 | 1 |
| NEW MILE HOUSE, WINKFIELD ROAD SL5 7EX | Semi-Detached | 10 Sep 2024 | £1,310,000 | 1 |
| BROOKSIDE LODGE, WINKFIELD ROAD SL5 7LT | Semi-Detached | 31 Jan 2024 | £1,750,000 | 1 |
| OLD BROOKSIDE HOUSE, WINKFIELD ROAD SL5 7LX | Detached | 15 Dec 2023 | £1,075,000 | 1 |
| LITTLE BROOKSIDE HOUSE, WINKFIELD ROAD SL5 7LT | Semi-Detached | 13 Dec 2022 | £1,825,000 | 2 |
| SWINLEY CORNER, WINKFIELD ROAD SL5 7LP | Detached | 25 Nov 2022 | £2,900,000 | 1 |
| OAKDENE, WINKFIELD ROAD SL5 7EX | Semi-Detached | 16 Sep 2022 | £481,300 | 1 |
| ORITZ HOUSE, WINKFIELD ROAD SL5 7EX | Detached | 29 Apr 2022 | £1,950,000 | 2 |
| OSTILIO HOUSE, WINKFIELD ROAD SL5 7EX | Detached | 15 Oct 2021 | £1,250,000 | 1 |
| TALL TREES COTTAGE, WINKFIELD ROAD SL5 7EX | Semi-Detached | 14 Oct 2021 | £1,650,000 | 1 |
| NEW MILE CORNER, WINKFIELD ROAD SL5 7EY | Detached | 5 May 2021 | £1,230,000 | 3 |
| BEECHEN, WINKFIELD ROAD SL5 7EY | Detached | 31 Mar 2021 | £1,100,000 | 2 |
| THE WHITE HOUSE, WINKFIELD ROAD SL5 7LP | Detached | 2 Sep 2019 | £1,300,000 | 2 |
| HURLINGTON LODGE, WINKFIELD ROAD SL5 7LP | Semi-Detached | 29 Mar 2018 | £1,200,000 | 2 |
| SWALLOWS CHASE, WINKFIELD ROAD SL5 7LT | Semi-Detached | 17 Jun 2016 | £527,500 | 3 |
| EYRECOURT, WINKFIELD ROAD SL5 7LP | Detached | 19 Aug 2015 | £1,450,000 | 2 |
| IVYDENE, WINKFIELD ROAD SL5 7EX | Semi-Detached | 30 Jun 2015 | £505,000 | 1 |
| MILESTONE HOUSE, WINKFIELD ROAD SL5 7EX | Detached | 28 May 2013 | £1,080,000 | 1 |
| FOUR FURLONGS HOUSE, WINKFIELD ROAD SL5 7EY | Detached | 15 Dec 2010 | £711,000 | 1 |
| GLEBE HOUSE, WINKFIELD ROAD SL5 7EX | Semi-Detached | 13 Aug 2010 | £1,150,000 | 2 |
| RIDGEFIELD, WINKFIELD ROAD SL5 7EX | Detached | 18 Sep 2009 | £955,000 | 1 |
| SWINLEY CORNER, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 15 Dec 2008 | £1,900,000 | 2 |
| STABLE HOUSE, WINKFIELD ROAD, ASCOT SL5 7LT | Detached | 10 Jun 2008 | £1,800,000 | 1 |
| CONKERS, WINKFIELD ROAD, ASCOT SL5 7LX | Detached | 16 Nov 2007 | £309,000 | 3 |
| 1, WINKFIELD ROAD, ASCOT SL5 7LX | Detached | 3 Aug 2007 | £370,000 | 2 |
| LANGANO HOUSE, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 14 Apr 2007 | £1,362,500 | 1 |
| 5, FLAT 2, WINKFIELD ROAD SL5 7LX | Flat | 1 Feb 2007 | £130,000 | 1 |
| 5, FLAT 1, WINKFIELD ROAD SL5 7LX | Flat | 31 Jan 2007 | £115,000 | 1 |
| NEW MILE HOUSE, WINKFIELD ROAD, ASCOT SL5 7EX | Semi-Detached | 26 Jan 2007 | £915,000 | 2 |
| SUSSEX LODGE, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 25 Aug 2006 | £817,000 | 2 |
| REGNAL COTTAGE, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 28 Jan 2005 | £820,000 | 1 |
| RIDGEFIELD, WINKFIELD ROAD, ASCOT SL5 7EX | Detached | 20 Jan 2005 | £895,000 | 2 |
| THE OAKS, WINKFIELD ROAD, ASCOT SL5 7LT | Semi-Detached | 4 Jun 2004 | £411,000 | 1 |
| GRASMERE, WINKFIELD ROAD, ASCOT SL5 7LT | Semi-Detached | 1 Dec 2003 | £295,000 | 2 |
| IVYDENE, WINKFIELD ROAD, ASCOT SL5 7EX | Semi-Detached | 28 Nov 2003 | £247,000 | 1 |
| EYRECOURT, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 17 Oct 2003 | £655,000 | 2 |
| OAKDENE, WINKFIELD ROAD, ASCOT SL5 7EX | Semi-Detached | 19 Sep 2003 | £235,000 | 1 |
| MILTON, WINKFIELD ROAD SL5 7LP | Detached | 14 Apr 2003 | £750,000 | 2 |
| INISFREE, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 28 Feb 2002 | £685,000 | 2 |
| HUNTERS DAWN, WINKFIELD ROAD, ASCOT SL5 7LX | Semi-Detached | 23 Nov 2001 | £235,000 | 2 |
| 5, WINKFIELD ROAD, ASCOT SL5 7LX | Detached | 1 May 2001 | £135,000 | 1 |
| INISFREE, WINKFIELD ROAD SL5 7LP | Detached | 16 Sep 1999 | £500,000 | 1 |
| BEECHEN, WINKFIELD ROAD, ASCOT SL5 7EY | Detached | 27 Nov 1998 | £280,000 | 1 |
| FOUR FURLONGS HOUSE, WINKFIELD ROAD, ASCOT SL5 7EY | Detached | 27 Nov 1998 | £415,000 | 1 |
| NEW MILE CORNER, WINKFIELD ROAD, ASCOT SL5 7EY | Detached | 27 Nov 1998 | £405,000 | 1 |
| OAKMEAD, WINKFIELD ROAD, ASCOT SL5 7LT | Detached | 21 Aug 1998 | £160,000 | 1 |
| TALL TREES HOUSE, WINKFIELD ROAD, ASCOT SL5 7EX | Detached | 14 Mar 1997 | £395,000 | 1 |
| FOREST VIEW, WINKFIELD ROAD, ASCOT SL5 7LP | Detached | 17 Dec 1996 | £610,000 | 2 |
| MILESTONE HOUSE, WINKFIELD ROAD, ASCOT SL5 7EX | Detached new build | 27 Sep 1996 | £395,000 | 2 |
| GLEBE HOUSE, WINKFIELD ROAD, ASCOT SL5 7EX | Semi-Detached | 31 May 1995 | £235,000 | 1 |
Recent sales
| Date | Address | Type | Tenure | Price |
|---|---|---|---|---|
| 23 Jul 2025 | LANGANO HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,150,000 |
| 18 Jul 2025 | BROOKSIDE HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,750,000 |
| 10 Sep 2024 | NEW MILE HOUSE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,310,000 |
| 31 Jan 2024 | BROOKSIDE LODGE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,750,000 |
| 15 Dec 2023 | OLD BROOKSIDE HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,075,000 |
| 13 Dec 2022 | LITTLE BROOKSIDE HOUSE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,825,000 |
| 25 Nov 2022 | SWINLEY CORNER, WINKFIELD ROAD | Detached | Freehold | £2,900,000 |
| 16 Sep 2022 | OAKDENE, WINKFIELD ROAD | Semi-Detached | Freehold | £481,300 |
| 29 Apr 2022 | ORITZ HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,950,000 |
| 15 Oct 2021 | OSTILIO HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,250,000 |
| 14 Oct 2021 | TALL TREES COTTAGE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,650,000 |
| 5 May 2021 | NEW MILE CORNER, WINKFIELD ROAD | Detached | Freehold | £1,230,000 |
| 31 Mar 2021 | BEECHEN, WINKFIELD ROAD | Detached | Freehold | £1,100,000 |
| 19 Sep 2019 | LITTLE BROOKSIDE HOUSE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,600,000 |
| 2 Sep 2019 | THE WHITE HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,300,000 |
| 29 Mar 2018 | HURLINGTON LODGE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,200,000 |
| 24 Mar 2017 | ORITZ HOUSE, WINKFIELD ROAD | Other | Freehold | £910,000 |
| 17 Jun 2016 | SWALLOWS CHASE, WINKFIELD ROAD | Semi-Detached | Freehold | £527,500 |
| 19 Aug 2015 | EYRECOURT, WINKFIELD ROAD | Detached | Freehold | £1,450,000 |
| 30 Jun 2015 | IVYDENE, WINKFIELD ROAD | Semi-Detached | Freehold | £505,000 |
| 21 Oct 2014 | HURLINGTON LODGE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,380,000 |
| 9 May 2014 | NEW MILE CORNER, WINKFIELD ROAD | Detached | Freehold | £1,230,000 |
| 28 May 2013 | MILESTONE HOUSE, WINKFIELD ROAD | Detached | Freehold | £1,080,000 |
| 29 Mar 2012 | THE WHITE HOUSE, WINKFIELD ROAD | Detached | Freehold | £900,000 |
| 6 Jan 2012 | EYRECOURT, WINKFIELD ROAD | Detached | Freehold | £1,050,000 |
| 25 Feb 2011 | BEECHEN, WINKFIELD ROAD | Detached | Freehold | £550,000 |
| 11 Feb 2011 | NEW MILE CORNER, WINKFIELD ROAD | Detached | Freehold | £715,000 |
| 15 Dec 2010 | FOUR FURLONGS HOUSE, WINKFIELD ROAD | Detached | Freehold | £711,000 |
| 13 Aug 2010 | GLEBE HOUSE, WINKFIELD ROAD | Semi-Detached | Freehold | £1,150,000 |
| 23 Apr 2010 | SWALLOWS CHASE, WINKFIELD ROAD | Semi-Detached | Freehold | £375,000 |
| 18 Sep 2009 | RIDGEFIELD, WINKFIELD ROAD | Detached | Freehold | £955,000 |
| 15 Dec 2008 | SWINLEY CORNER, WINKFIELD ROAD, ASCOT | Detached | Freehold | £1,900,000 |
| 10 Jun 2008 | STABLE HOUSE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £1,800,000 |
| 16 Nov 2007 | CONKERS, WINKFIELD ROAD, ASCOT | Detached | Freehold | £309,000 |
| 3 Aug 2007 | 1, WINKFIELD ROAD, ASCOT | Detached | Freehold | £370,000 |
| 14 Apr 2007 | LANGANO HOUSE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £1,362,500 |
| 1 Feb 2007 | 5, FLAT 2, WINKFIELD ROAD | Flat | Leasehold | £130,000 |
| 31 Jan 2007 | 5, FLAT 1, WINKFIELD ROAD | Flat | Leasehold | £115,000 |
| 26 Jan 2007 | NEW MILE HOUSE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £915,000 |
| 25 Aug 2006 | SUSSEX LODGE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £817,000 |
| 16 Jun 2006 | SWINLEY CORNER, WINKFIELD ROAD, ASCOT | Detached | Freehold | £585,000 |
| 28 Jan 2005 | REGNAL COTTAGE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £820,000 |
| 20 Jan 2005 | RIDGEFIELD, WINKFIELD ROAD, ASCOT | Detached | Freehold | £895,000 |
| 8 Oct 2004 | 1, WINKFIELD ROAD, ASCOT | Detached | Freehold | £304,000 |
| 4 Jun 2004 | THE OAKS, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £411,000 |
| 1 Dec 2003 | GRASMERE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £295,000 |
| 28 Nov 2003 | IVYDENE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £247,000 |
| 17 Oct 2003 | EYRECOURT, WINKFIELD ROAD, ASCOT | Detached | Freehold | £655,000 |
| 19 Sep 2003 | OAKDENE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £235,000 |
| 14 Apr 2003 | MILTON, WINKFIELD ROAD | Detached | Freehold | £750,000 |
| 28 Feb 2002 | INISFREE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £685,000 |
| 23 Nov 2001 | HUNTERS DAWN, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £235,000 |
| 8 Nov 2001 | NEW MILE HOUSE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £625,000 |
| 31 Jul 2001 | GRASMERE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £239,950 |
| 1 May 2001 | 5, WINKFIELD ROAD, ASCOT | Detached | Freehold | £135,000 |
| 15 Nov 2000 | GLEBE HOUSE, WINKFIELD ROAD | Semi-Detached | Freehold | £795,000 |
| 13 Nov 2000 | SWALLOWS CHASE, WINKFIELD ROAD | Semi-Detached | Freehold | £234,500 |
| 17 Dec 1999 | LANGANO HOUSE, WINKFIELD ROAD | Detached | Freehold | £540,000 |
| 16 Sep 1999 | INISFREE, WINKFIELD ROAD | Detached | Freehold | £500,000 |
| 27 Nov 1998 | BEECHEN, WINKFIELD ROAD, ASCOT | Detached | Freehold | £280,000 |
| 27 Nov 1998 | FOUR FURLONGS HOUSE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £415,000 |
| 27 Nov 1998 | NEW MILE CORNER, WINKFIELD ROAD, ASCOT | Detached | Freehold | £405,000 |
| 21 Aug 1998 | OAKMEAD, WINKFIELD ROAD, ASCOT | Detached | Freehold | £160,000 |
| 20 Mar 1998 | HUNTERS DAWN, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £170,000 |
| 19 Dec 1997 | CONKERS, WINKFIELD ROAD, ASCOT | Detached | Freehold | £158,000 |
| 1 May 1997 | EYRECOURT, WINKFIELD ROAD, ASCOT | Detached | Freehold | £300,000 |
| 14 Mar 1997 | TALL TREES HOUSE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £395,000 |
| 17 Dec 1996 | FOREST VIEW, WINKFIELD ROAD, ASCOT | Detached | Freehold | £610,000 |
| 14 Nov 1996 | INISFREE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £375,000 |
| 4 Oct 1996 | RIDGEFIELD, WINKFIELD ROAD, ASCOT | Detached | Freehold | £385,000 |
| 4 Oct 1996 | MILTON, WINKFIELD ROAD | Detached | Freehold | £365,000 |
| 27 Sep 1996 | MILESTONE HOUSE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £395,000 |
| 21 Feb 1996 | MILESTONE HOUSE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £330,000 |
| 23 Nov 1995 | CONKERS, WINKFIELD ROAD, ASCOT | Detached | Freehold | £120,000 |
| 31 May 1995 | GLEBE HOUSE, WINKFIELD ROAD, ASCOT | Semi-Detached | Freehold | £235,000 |
| 31 Jan 1995 | SUSSEX LODGE, WINKFIELD ROAD, ASCOT | Detached | Freehold | £251,000 |
| 27 Jan 1995 | FOREST VIEW, WINKFIELD ROAD, ASCOT | Detached | Freehold | £505,000 |
Other streets in Ascot
Frequently asked questions
What is the average house price on Winkfield Road, Ascot?
The average sold price on Winkfield Road is £776,218, across 77 sales since 1995. The median is £610,000 — the middle price, which a few unusually expensive sales cannot pull upward.
When did a property on Winkfield Road last sell?
The most recent recorded sale on Winkfield Road was LANGANO HOUSE, WINKFIELD ROAD, which sold for £1,150,000 on 23 Jul 2025.
How many properties are there on Winkfield Road?
51 separate addresses have sold on Winkfield Road since 1995, across 5 postcodes (SL5 7EX, SL5 7EY, SL5 7LP, SL5 7LT, …). That is not the same as the number of homes on the street — a property that has never changed hands since 1995 does not appear in Land Registry records.
About this data
Every figure on this page is calculated from the 77 sales HM Land Registry has recorded on Winkfield Road since 1995 — what buyers actually paid, not asking prices or estimates. A home that has not changed hands since records began in 1995 will not appear. Sales are matched to this street by postcode and by the street component of the registered address, so a neighbouring street with a similar name is not counted. The Price Paid dataset covers England and Wales only; see Scotland and Northern Ireland.