Ascot Road
Maidenhead · SL6 2HT, SL6 2HX, SL6 2HY +8 more
Average sold price
£609,863
123 sales since 1995
Median
£445,000
middle of every sale
Last sold
£560k
18 Feb 2026
Properties
76
detached most common
Average sold price by year
Properties on Ascot Road
| Address | Type | Last sold | Price | Sales |
|---|---|---|---|---|
| THE BARNS, 3, ASCOT ROAD, HOLYPORT SL6 2HY | Terraced | 18 Feb 2026 | £560,000 | 3 |
| HOLYPORT STORES, ASCOT ROAD, HOLYPORT SL6 2HY | Other | 5 Nov 2025 | £355,000 | 1 |
| CELL SITE 1498959, ASCOT ROAD, HOLYPORT SL6 2HY | Other | 28 Aug 2025 | £100,000 | 1 |
| THE RED HOUSE, ASCOT ROAD SL6 2HT | Detached | 23 May 2025 | £1,000,000 | 1 |
| TRIVENI, ASCOT ROAD SL6 2HT | Detached | 24 Jan 2025 | £1,250,000 | 1 |
| HIGHTOR, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 23 Jan 2025 | £495,000 | 1 |
| SILVER FIRS FARM, ASCOT ROAD SL6 3JX | Detached | 20 Sep 2024 | £1,175,000 | 2 |
| SHAFFELMOOR HOUSE, ASCOT ROAD SL6 2HT | Detached | 24 Jul 2024 | £1,175,000 | 1 |
| COPSE VIEW COTTAGES, 1, ASCOT ROAD SL6 3JY | Semi-Detached | 21 Jun 2024 | £515,000 | 1 |
| CANZONA, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 10 May 2024 | £465,000 | 1 |
| BRAYWOOD ORCHARD, ASCOT ROAD SL6 3SY | Other | 6 Jun 2023 | £32,500 | 3 |
| RED COTTAGE, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 27 Mar 2023 | £865,000 | 3 |
| SCOTTS ORCHARD, ASCOT ROAD SL6 3JY | Detached | 14 Oct 2022 | £1,160,000 | 2 |
| HAY HILL FARM, ASCOT ROAD SL6 3SY | Detached | 29 Jul 2022 | £1,762,500 | 1 |
| BROOKSIDE, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 17 Jun 2022 | £1,065,000 | 3 |
| WOLSEY HOUSE, ASCOT ROAD, HOLYPORT SL6 3LA | Detached | 14 Mar 2022 | £1,285,000 | 1 |
| LONG LANE FARM, THE FARMHOUSE, ASCOT ROAD SL6 3LG | Other | 14 Mar 2022 | £2,200,000 | 1 |
| HAREFIELD FARM, THE LODGE, ASCOT ROAD SL6 3JY | Other | 22 Oct 2021 | £200,000 | 1 |
| WILLOW BROOK COTTAGE, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 21 Jul 2021 | £680,000 | 3 |
| THISTLE COTTAGE, ASCOT ROAD, HOLYPORT SL6 3LD | Semi-Detached | 16 Jul 2021 | £945,000 | 4 |
| THE BARNS, 1, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 30 Jun 2021 | £675,000 | 2 |
| GREENTREE, ASCOT ROAD, HOLYPORT SL6 2JB | Other | 13 May 2021 | £2,550,000 | 2 |
| LONG CHASE LODGE, ASCOT ROAD, HOLYPORT SL6 3LA | Other | 31 Mar 2021 | £2,300,000 | 2 |
| THE POPLARS, 2, ASCOT ROAD, HOLYPORT SL6 3LD | Semi-Detached | 16 Mar 2021 | £756,000 | 1 |
| KEN, ASCOT ROAD SL6 3JX | Detached | 12 Feb 2021 | £650,000 | 1 |
| HOLYPORT STORES, FLAT, ASCOT ROAD, HOLYPORT SL6 2HY | Flat | 18 Dec 2020 | £253,000 | 2 |
| HAZELDENE, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 3 Dec 2020 | £622,800 | 1 |
| GREENBROOK, ASCOT ROAD, HOLYPORT SL6 2HY | Semi-Detached | 27 Feb 2020 | £607,500 | 1 |
| PHILBERDS LODGE, APARTMENT 5, ASCOT ROAD, HOLYPORT SL6 2HX | Flat | 29 Jan 2020 | £392,500 | 3 |
| PLUMTREE COTTAGE, ASCOT ROAD, HOLYPORT SL6 3LD | Semi-Detached | 23 Nov 2018 | £1,030,000 | 2 |
| ELIZABETHAN COTTAGE, ASCOT ROAD, HOLYPORT SL6 2HY | Other | 19 Apr 2018 | £600,000 | 1 |
| MOOR FARM, ASCOT ROAD, HOLYPORT SL6 2HY | Other | 15 Mar 2018 | £2,300,000 | 1 |
| TOUCHEN END HOUSE, ASCOT ROAD SL6 3JY | Detached | 3 Oct 2017 | £672,500 | 3 |
| THE HAWTHORNS, ASCOT ROAD SL6 2HT | Detached | 31 Mar 2016 | £650,000 | 1 |
| LANRIVAIN, ASCOT ROAD SL6 2HT | Detached | 30 Sep 2015 | £665,000 | 1 |
| CORTON, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 10 Jun 2015 | £420,000 | 1 |
| ROSEMARY, ASCOT ROAD, HOLYPORT SL6 3LD | Detached | 22 Aug 2014 | £450,000 | 5 |
| MULBERRY COTTAGE, ASCOT ROAD, HOLYPORT SL6 2HY | Semi-Detached | 29 Oct 2013 | £495,000 | 1 |
| FOLLY COTTAGE, ASCOT ROAD, HOLYPORT SL6 2JB | Detached | 3 Sep 2013 | £1,040,000 | 2 |
| PHILBERDS LODGE, APARTMENT 3, ASCOT ROAD, HOLYPORT SL6 2HX | Flat | 26 Jul 2013 | £250,000 | 4 |
| SEYMOUR HOUSE, ASCOT ROAD, HOLYPORT SL6 3LA | Detached | 11 Feb 2013 | £980,000 | 2 |
| FOXLEY GREEN COTTAGE, ASCOT ROAD, HOLYPORT SL6 3LD | Detached | 17 Dec 2012 | £840,000 | 1 |
| THORNBERRY, ASCOT ROAD, HOLYPORT SL6 3LA | Detached | 25 Sep 2012 | £500,000 | 1 |
| BROOKMEAD, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 19 Sep 2012 | £365,000 | 3 |
| BRACKENHURST, ASCOT ROAD SL6 3JX | Detached | 24 Aug 2012 | £670,000 | 1 |
| OLD CRICKETERS, ASCOT ROAD, HOLYPORT SL6 2JB | Detached | 21 Aug 2012 | £1,075,000 | 1 |
| FOXLEY COTTAGE, ASCOT ROAD, HOLYPORT SL6 3LD | Detached | 9 Sep 2011 | £1,300,000 | 1 |
| PHILBERDS LODGE, APARTMENT 4, ASCOT ROAD, HOLYPORT SL6 2HX | Flat | 28 Jul 2011 | £242,500 | 2 |
| OWLS ROOST, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 20 Dec 2010 | £600,000 | 1 |
| PORTERS COTTAGE, ASCOT ROAD, HOLYPORT SL6 3LD | Semi-Detached | 19 Nov 2010 | £384,000 | 3 |
| ASHLEY, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 5 Aug 2010 | £425,000 | 1 |
| WILLOW HOUSE, ASCOT ROAD, MAIDENHEAD SL6 2HT | Detached | 10 Aug 2007 | £785,000 | 2 |
| THE BOURNE, ASCOT ROAD, HOLYPORT SL6 2JE | Detached | 9 Jul 2007 | £1,600,000 | 1 |
| THE RED HOUSE, ASCOT ROAD, MAIDENHEAD SL6 2HT | Detached new build | 15 Sep 2006 | £695,000 | 1 |
| PHILBERDS LODGE, APARTMENT 8, ASCOT ROAD, HOLYPORT SL6 2HX | Flat new build | 23 Aug 2006 | £184,000 | 3 |
| THE BARNS, 2, ASCOT ROAD, HOLYPORT SL6 2HY | Terraced | 21 Jul 2006 | £445,000 | 2 |
| PHILBERDS LODGE, APARTMENT 1, ASCOT ROAD, HOLYPORT SL6 2HX | Flat new build | 10 Jul 2006 | £257,500 | 1 |
| ROBINA, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 16 Jun 2006 | £345,000 | 2 |
| THE POPLARS, 1, ASCOT ROAD, HOLYPORT SL6 3LD | Semi-Detached | 16 Jun 2006 | £250,000 | 1 |
| PHILBERDS LODGE, APARTMENT 6, ASCOT ROAD, HOLYPORT SL6 2HX | Flat new build | 21 Mar 2006 | £262,000 | 1 |
| PHILBERDS LODGE, APARTMENT 2, ASCOT ROAD, HOLYPORT SL6 2HX | Flat new build | 7 Mar 2006 | £260,000 | 1 |
| CALLEVA HOUSE, ASCOT ROAD, MAIDENHEAD SL6 3JY | Detached | 5 Dec 2005 | £496,000 | 1 |
| RAWDON HALL, ASCOT ROAD, HOLYPORT SL6 2JB | Detached | 19 Aug 2004 | £2,200,000 | 2 |
| TWO TREES, ASCOT ROAD, HOLYPORT SL6 2HY | Semi-Detached | 30 Jul 2004 | £334,000 | 2 |
| ROSE COTTAGE, ASCOT ROAD, MAIDENHEAD SL6 3JY | Detached | 20 Jul 2004 | £402,500 | 2 |
| THE MOAT HOUSE, ASCOT ROAD, HOLYPORT SL6 3LA | Detached | 13 Nov 2003 | £900,000 | 1 |
| LANRIVAIN, ASCOT ROAD, MAIDENHEAD SL6 2HT | Detached | 27 May 2003 | £440,000 | 1 |
| THE OLD BAKERY, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 25 Jul 2001 | £120,000 | 1 |
| LITTLE ACRE, ASCOT ROAD, HOLYPORT SL6 3LD | Detached | 19 Sep 2000 | £445,000 | 2 |
| LITTLETREES, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 16 Jun 2000 | £212,000 | 1 |
| HAY HILL, ASCOT ROAD SL6 3SY | Detached | 28 Apr 2000 | £500,000 | 1 |
| BROOKFIELD, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 17 Nov 1999 | £210,000 | 1 |
| THE ORCHARD, ASCOT ROAD SL6 2HT | Detached new build | 28 Oct 1999 | £315,000 | 1 |
| LONGCHASE GRANGE, ASCOT ROAD, HOLYPORT SL6 3LA | Detached | 27 Sep 1999 | £400,000 | 1 |
| DEVONIA, ASCOT ROAD, HOLYPORT SL6 2HY | Detached | 10 Aug 1998 | £152,000 | 1 |
| BRAYWOOD ORCHARD, ASCOT ROAD, MAIDENHEAD SL6 3SY | Detached | 23 Jul 1998 | £400,000 | 1 |
Recent sales
| Date | Address | Type | Tenure | Price |
|---|---|---|---|---|
| 18 Feb 2026 | THE BARNS, 3, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £560,000 |
| 5 Nov 2025 | HOLYPORT STORES, ASCOT ROAD, HOLYPORT | Other | Freehold | £355,000 |
| 28 Aug 2025 | CELL SITE 1498959, ASCOT ROAD, HOLYPORT | Other | Freehold | £100,000 |
| 23 May 2025 | THE RED HOUSE, ASCOT ROAD | Detached | Freehold | £1,000,000 |
| 24 Jan 2025 | TRIVENI, ASCOT ROAD | Detached | Freehold | £1,250,000 |
| 23 Jan 2025 | HIGHTOR, ASCOT ROAD, HOLYPORT | Detached | Freehold | £495,000 |
| 20 Sep 2024 | SILVER FIRS FARM, ASCOT ROAD | Detached | Freehold | £1,175,000 |
| 24 Jul 2024 | SHAFFELMOOR HOUSE, ASCOT ROAD | Detached | Freehold | £1,175,000 |
| 21 Jun 2024 | COPSE VIEW COTTAGES, 1, ASCOT ROAD | Semi-Detached | Freehold | £515,000 |
| 10 May 2024 | CANZONA, ASCOT ROAD, HOLYPORT | Detached | Freehold | £465,000 |
| 6 Jun 2023 | BRAYWOOD ORCHARD, ASCOT ROAD | Other | Freehold | £32,500 |
| 27 Mar 2023 | RED COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £865,000 |
| 14 Oct 2022 | SCOTTS ORCHARD, ASCOT ROAD | Detached | Freehold | £1,160,000 |
| 29 Jul 2022 | HAY HILL FARM, ASCOT ROAD | Detached | Freehold | £1,762,500 |
| 17 Jun 2022 | BROOKSIDE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,065,000 |
| 29 Apr 2022 | BRAYWOOD ORCHARD, ASCOT ROAD | Other | Freehold | £1,915,000 |
| 14 Mar 2022 | WOLSEY HOUSE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,285,000 |
| 14 Mar 2022 | LONG LANE FARM, THE FARMHOUSE, ASCOT ROAD | Other | Freehold | £2,200,000 |
| 22 Oct 2021 | HAREFIELD FARM, THE LODGE, ASCOT ROAD | Other | Freehold | £200,000 |
| 21 Jul 2021 | WILLOW BROOK COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £680,000 |
| 16 Jul 2021 | THISTLE COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £945,000 |
| 30 Jun 2021 | THE BARNS, 1, ASCOT ROAD, HOLYPORT | Detached | Freehold | £675,000 |
| 13 May 2021 | GREENTREE, ASCOT ROAD, HOLYPORT | Other | Freehold | £2,550,000 |
| 31 Mar 2021 | LONG CHASE LODGE, ASCOT ROAD, HOLYPORT | Other | Freehold | £2,300,000 |
| 16 Mar 2021 | THE POPLARS, 2, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £756,000 |
| 12 Feb 2021 | KEN, ASCOT ROAD | Detached | Freehold | £650,000 |
| 18 Dec 2020 | HOLYPORT STORES, FLAT, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £253,000 |
| 3 Dec 2020 | HAZELDENE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £622,800 |
| 27 Feb 2020 | GREENBROOK, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £607,500 |
| 29 Jan 2020 | PHILBERDS LODGE, APARTMENT 5, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £392,500 |
| 23 Nov 2018 | PLUMTREE COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £1,030,000 |
| 19 Apr 2018 | ELIZABETHAN COTTAGE, ASCOT ROAD, HOLYPORT | Other | Freehold | £600,000 |
| 15 Mar 2018 | MOOR FARM, ASCOT ROAD, HOLYPORT | Other | Freehold | £2,300,000 |
| 3 Oct 2017 | TOUCHEN END HOUSE, ASCOT ROAD | Detached | Freehold | £672,500 |
| 31 Aug 2017 | TOUCHEN END HOUSE, ASCOT ROAD | Detached | Freehold | £672,500 |
| 31 Aug 2017 | TOUCHEN END HOUSE, ASCOT ROAD | Detached | Freehold | £672,500 |
| 18 Apr 2016 | PHILBERDS LODGE, APARTMENT 5, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £380,000 |
| 31 Mar 2016 | THE HAWTHORNS, ASCOT ROAD | Detached | Freehold | £650,000 |
| 30 Sep 2015 | LANRIVAIN, ASCOT ROAD | Detached | Freehold | £665,000 |
| 10 Jun 2015 | CORTON, ASCOT ROAD, HOLYPORT | Detached | Freehold | £420,000 |
| 26 Sep 2014 | GREENTREE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,775,000 |
| 22 Aug 2014 | ROSEMARY, ASCOT ROAD, HOLYPORT | Detached | Freehold | £450,000 |
| 29 Oct 2013 | MULBERRY COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £495,000 |
| 22 Oct 2013 | SCOTTS ORCHARD, ASCOT ROAD | Detached | Freehold | £545,000 |
| 3 Sep 2013 | FOLLY COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,040,000 |
| 26 Jul 2013 | PHILBERDS LODGE, APARTMENT 3, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £250,000 |
| 28 Mar 2013 | BRAYWOOD ORCHARD, ASCOT ROAD | Detached | Freehold | £925,000 |
| 11 Feb 2013 | SEYMOUR HOUSE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £980,000 |
| 17 Dec 2012 | FOXLEY GREEN COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £840,000 |
| 25 Sep 2012 | THORNBERRY, ASCOT ROAD, HOLYPORT | Detached | Freehold | £500,000 |
| 19 Sep 2012 | BROOKMEAD, ASCOT ROAD, HOLYPORT | Detached | Freehold | £365,000 |
| 24 Aug 2012 | BRACKENHURST, ASCOT ROAD | Detached | Freehold | £670,000 |
| 21 Aug 2012 | OLD CRICKETERS, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,075,000 |
| 23 Jul 2012 | THISTLE COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £605,000 |
| 14 Mar 2012 | ROSEMARY, ASCOT ROAD, HOLYPORT | Detached | Freehold | £402,000 |
| 9 Sep 2011 | FOXLEY COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,300,000 |
| 28 Jul 2011 | PHILBERDS LODGE, APARTMENT 4, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £242,500 |
| 20 May 2011 | HOLYPORT STORES, FLAT, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £189,950 |
| 20 Dec 2010 | OWLS ROOST, ASCOT ROAD, HOLYPORT | Detached | Freehold | £600,000 |
| 19 Nov 2010 | PORTERS COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £384,000 |
| 5 Nov 2010 | FOLLY COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £875,000 |
| 5 Aug 2010 | ASHLEY, ASCOT ROAD, HOLYPORT | Detached | Freehold | £425,000 |
| 5 Mar 2010 | PHILBERDS LODGE, APARTMENT 3, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £240,000 |
| 19 Nov 2009 | SILVER FIRS FARM, ASCOT ROAD | Detached | Freehold | £540,000 |
| 1 Dec 2008 | PHILBERDS LODGE, APARTMENT 3, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £250,000 |
| 11 Oct 2007 | ROSEMARY, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £310,500 |
| 10 Aug 2007 | WILLOW HOUSE, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £785,000 |
| 9 Jul 2007 | THE BOURNE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £1,600,000 |
| 10 Nov 2006 | PHILBERDS LODGE, APARTMENT 5, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £325,000 |
| 15 Sep 2006 | THE RED HOUSE, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £695,000 |
| 23 Aug 2006 | PHILBERDS LODGE, APARTMENT 8, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £184,000 |
| 28 Jul 2006 | WILLOW BROOK COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £388,000 |
| 21 Jul 2006 | THE BARNS, 2, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £445,000 |
| 10 Jul 2006 | PHILBERDS LODGE, APARTMENT 1, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £257,500 |
| 7 Jul 2006 | PLUMTREE COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £539,950 |
| 16 Jun 2006 | ROBINA, ASCOT ROAD, HOLYPORT | Detached | Freehold | £345,000 |
| 16 Jun 2006 | THE POPLARS, 1, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £250,000 |
| 9 Jun 2006 | PHILBERDS LODGE, APARTMENT 3, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £260,000 |
| 21 Mar 2006 | PHILBERDS LODGE, APARTMENT 6, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £262,000 |
| 17 Mar 2006 | PHILBERDS LODGE, APARTMENT 4, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £250,000 |
| 7 Mar 2006 | PHILBERDS LODGE, APARTMENT 2, ASCOT ROAD, HOLYPORT | Flat | Leasehold | £260,000 |
| 5 Dec 2005 | CALLEVA HOUSE, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £496,000 |
| 24 Mar 2005 | THE BARNS, 3, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £380,000 |
| 13 Jan 2005 | BROOKMEAD, ASCOT ROAD, HOLYPORT | Detached | Freehold | £279,950 |
| 13 Oct 2004 | PHILBERDS LODGE, APARTMENT 8, ASCOT ROAD, HOLYPORT | Detached | Freehold | £350,000 |
| 7 Oct 2004 | SEYMOUR HOUSE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £750,000 |
| 19 Aug 2004 | RAWDON HALL, ASCOT ROAD, HOLYPORT | Detached | Freehold | £2,200,000 |
| 30 Jul 2004 | TWO TREES, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £334,000 |
| 20 Jul 2004 | ROSE COTTAGE, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £402,500 |
| 17 May 2004 | THISTLE COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £372,000 |
| 13 Nov 2003 | THE MOAT HOUSE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £900,000 |
| 27 May 2003 | LANRIVAIN, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £440,000 |
| 25 Nov 2002 | BROOKSIDE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £490,000 |
| 26 Jul 2002 | THISTLE COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £290,000 |
| 26 Apr 2002 | ROBINA, ASCOT ROAD, HOLYPORT | Detached | Freehold | £249,995 |
| 5 Apr 2002 | PORTERS COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £250,000 |
| 25 Jul 2001 | THE OLD BAKERY, ASCOT ROAD, HOLYPORT | Detached | Freehold | £120,000 |
| 8 Jun 2001 | BROOKMEAD, ASCOT ROAD, HOLYPORT | Detached | Freehold | £180,000 |
| 25 May 2001 | LONG CHASE LODGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £600,000 |
| 23 Mar 2001 | PHILBERDS LODGE, APARTMENT 8, ASCOT ROAD, HOLYPORT | Detached | Freehold | £775,000 |
| 19 Sep 2000 | LITTLE ACRE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £445,000 |
| 16 Jun 2000 | LITTLETREES, ASCOT ROAD, HOLYPORT | Detached | Freehold | £212,000 |
| 28 Apr 2000 | HAY HILL, ASCOT ROAD | Detached | Freehold | £500,000 |
| 17 Nov 1999 | BROOKFIELD, ASCOT ROAD, HOLYPORT | Detached | Freehold | £210,000 |
| 28 Oct 1999 | THE ORCHARD, ASCOT ROAD | Detached | Freehold | £315,000 |
| 27 Oct 1999 | ROSEMARY, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £165,000 |
| 27 Sep 1999 | LONGCHASE GRANGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £400,000 |
| 10 Sep 1999 | THE BARNS, 3, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £275,000 |
| 20 Aug 1999 | RED COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £245,000 |
| 25 Jun 1999 | BROOKSIDE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £314,000 |
| 18 Dec 1998 | RAWDON HALL, ASCOT ROAD, HOLYPORT | Detached | Freehold | £740,000 |
| 10 Aug 1998 | DEVONIA, ASCOT ROAD, HOLYPORT | Detached | Freehold | £152,000 |
| 23 Jul 1998 | BRAYWOOD ORCHARD, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £400,000 |
| 27 Nov 1997 | THE BARNS, 1, ASCOT ROAD, HOLYPORT | Detached | Freehold | £220,000 |
| 31 Oct 1997 | WILLOW BROOK COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £136,000 |
| 4 Aug 1997 | ROSE COTTAGE, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £144,000 |
| 18 Jun 1997 | LITTLE ACRE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £232,000 |
| 20 Dec 1996 | TWO TREES, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £140,000 |
| 4 Dec 1996 | WILLOW HOUSE, ASCOT ROAD, MAIDENHEAD | Detached | Freehold | £232,000 |
| 22 Jul 1996 | ROSEMARY, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £45,000 |
| 23 Oct 1995 | PORTERS COTTAGE, ASCOT ROAD, HOLYPORT | Semi-Detached | Freehold | £96,000 |
| 7 Jul 1995 | THE BARNS, 2, ASCOT ROAD, HOLYPORT | Terraced | Freehold | £192,000 |
| 28 Feb 1995 | RED COTTAGE, ASCOT ROAD, HOLYPORT | Detached | Freehold | £154,000 |
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Frequently asked questions
What is the average house price on Ascot Road, Maidenhead?
The average sold price on Ascot Road is £609,863, across 123 sales since 1995. The median is £445,000 — the middle price, which a few unusually expensive sales cannot pull upward.
When did a property on Ascot Road last sell?
The most recent recorded sale on Ascot Road was THE BARNS, 3, ASCOT ROAD, HOLYPORT, which sold for £560,000 on 18 Feb 2026.
How many properties are there on Ascot Road?
76 separate addresses have sold on Ascot Road since 1995, across 11 postcodes (SL6 2HT, SL6 2HX, SL6 2HY, SL6 2JB, …). 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 123 sales HM Land Registry has recorded on Ascot 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.