100 most expensive houses in Sunningdale

Sunningdale, nestled within Windsor and Maidenhead, is home to some truly remarkable properties. The most expensive house sold in this area fetched a staggering £21,000,000 in 2017, while the least expensive on the list was £2,750,000. Notably, 11 of these prestigious homes are located on the same street, Fishers Wood. Since 1995, the area has seen a total of 3,862 sales, with the latest sale recorded in 2025, showcasing the area's vibrant real estate market.

Sold in September 2017

lambourn hall titlarks hill, windsor and maidenhead

£21,000,000

Sold in August 2022

kingsmoor titlarks hill, windsor and maidenhead

£7,300,000

Sold in April 2024

lancaster house fireball hill, windsor and maidenhead

£7,100,000

4.

Sold in February 2022

carolina ridgemount road, windsor and maidenhead

£7,000,000

5.

Sold in November 2007

titlarks titlarks hill, windsor and maidenhead

£6,950,000

6.

Sold in November 2018

gresham house fireball hill, windsor and maidenhead

£6,550,000

7.

Sold in November 2002

kingsmoor titlarks hill, windsor and maidenhead

£6,300,000

8.

Sold in November 2008

st annes titlarks hill, windsor and maidenhead

£6,200,000

9.

Sold in April 2018

hillsend titlarks hill, windsor and maidenhead

£6,000,000

10.

Sold in December 2019

larksmead titlarks hill, windsor and maidenhead

£5,900,000

Most expensive houses in areas around Sunningdale

Shottesbrooke

£2,700,000

-87.14%

Waltham St. Lawrence

£5,850,000

-72.14%

Bisham

£6,400,000

-69.52%

Hurley

£3,740,000

-82.19%

Cookham

£6,189,800

-70.52%

Windsor and Maidenhead

£21,000,000

0.00%

11.

Sold in November 2021

wedgewood fireball hill, windsor and maidenhead

£5,850,000

12.

Sold in December 2018

earleydene orchard earleydene, windsor and maidenhead

£5,770,000

13.

Sold in March 2008

charters charters road, windsor and maidenhead

£5,660,000

Sold for a lower amount since this price

14.

Sold in December 2015

links house fishers wood, windsor and maidenhead

£5,610,000

Sold for a lower amount since this price

15.

Sold in August 2019

hunters moon fishers wood, windsor and maidenhead

£5,500,000

16.

Sold in April 2025

high oaks fishers wood, windsor and maidenhead

£5,500,000

17.

Sold in May 2013

links house fishers wood, windsor and maidenhead

£5,000,000

Sold for a lower amount since this price

18.

Sold in February 2013

wedgewood fireball hill, windsor and maidenhead

£4,850,000

19.

Sold in April 2021

virginia house fishers wood, windsor and maidenhead

£4,840,000

20.

Sold in October 2016

lyndale house devenish lane, windsor and maidenhead

£4,800,000

21.

Sold in October 2019

links house fishers wood, windsor and maidenhead

£4,750,000

22.

Sold in July 2020

the jordans sunning avenue, windsor and maidenhead

£4,750,000

23.

Sold in July 2015

the jordans sunning avenue, windsor and maidenhead

£4,650,000

24.

Sold in August 2020

oakwood bagshot road, windsor and maidenhead

£4,600,000

25.

Sold in September 2015

the willows , windsor and maidenhead

£4,593,000

Sold for a lower amount since this price

26.

Sold in September 2024

the willows , windsor and maidenhead

£4,550,000

27.

Sold in July 2014

holland place bagshot road, windsor and maidenhead

£4,500,000

Sold for a lower amount since this price

28.

Sold in November 2014

oakwood bagshot road, windsor and maidenhead

£4,500,000

29.

Sold in August 2019

amberley house devenish lane, windsor and maidenhead

£4,500,000

30.

Sold in October 2021

milldale priory road, windsor and maidenhead

£4,500,000

31.

Sold in 2014

wensleydale broomhall lane, windsor and maidenhead

£4,400,000

32.

Sold in 2021

byron house fishers wood, windsor and maidenhead

£4,390,000

33.

Sold in April 2022

birchlands shrubbs hill lane, windsor and maidenhead

£4,350,000

34.

Sold in June 2021

sunning house , windsor and maidenhead

£4,350,000

35.

Sold in November 2021

priory lodge priory road, windsor and maidenhead

£4,250,000

36.

Sold in June 2017

virginia house fishers wood, windsor and maidenhead

£4,125,000

37.

Sold in August 2016

holland place bagshot road, windsor and maidenhead

£4,100,000

Sold for a lower amount since this price

38.

Sold in 2024

st charles house titlarks hill, windsor and maidenhead

£3,975,000

39.

Sold in August 2014

holland place bagshot road, windsor and maidenhead

£3,950,000

Sold for a lower amount since this price

40.

Sold in February 2015

titlarks house titlarks hill, windsor and maidenhead

£3,900,000

41.

Sold in September 2022

sandhills cross road, windsor and maidenhead

£3,895,000

42.

Sold in February 2020

boundary house lady margaret road, windsor and maidenhead

£3,875,000

43.

Sold in December 2021

holland place bagshot road, windsor and maidenhead

£3,850,000

44.

Sold in December 2014

11 sunning avenue, windsor and maidenhead

£3,800,000

45.

Sold in September 2021

meadowbrook heather drive, windsor and maidenhead

£3,750,000

46.

Sold in June 2019

dalkeith house shrubbs hill lane, windsor and maidenhead

£3,750,000

47.

Sold in March 2014

holland place bagshot road, windsor and maidenhead

£3,750,000

48.

Sold in April 2016

13 sunning avenue, windsor and maidenhead

£3,750,000

49.

Sold in April 2022

mariposa house devenish lane, windsor and maidenhead

£3,700,000

50.

Sold in December 2019

heather cottage cross road, windsor and maidenhead

£3,650,000

51.

Sold in February 2021

chadlington house london road, windsor and maidenhead

£3,650,000

52.

Sold in November 2024

woodridge house fireball hill, windsor and maidenhead

£3,600,000

53.

Sold in June 2019

charters charters road, windsor and maidenhead

£3,570,000

Sold for a lower amount since this price

54.

Sold in July 2012

byron house fishers wood, windsor and maidenhead

£3,525,000

55.

Sold in November 2001

broadlands bagshot road, windsor and maidenhead

£3,500,000

56.

Sold in October 2007

sunnyside ridgemount road, windsor and maidenhead

£3,500,000

57.

Sold in April 2016

roundbarrow house ridgemount road, windsor and maidenhead

£3,350,000

58.

Sold in May 2014

hertford house fireball hill, windsor and maidenhead

£3,300,000

Sold for a lower amount since this price

59.

Sold in February 2014

queenswood cross road, windsor and maidenhead

£3,300,000

60.

Sold in February 2021

pinehurst shrubbs hill lane, windsor and maidenhead

£3,275,000

61.

Sold in November 2010

little copse shrubbs hill lane, windsor and maidenhead

£3,250,000

Sold for a lower amount since this price

62.

Sold in July 2010

the grange fireball hill, windsor and maidenhead

£3,250,000

63.

Sold in September 2019

blue ridge priory road, windsor and maidenhead

£3,250,000

64.

Sold in May 2009

dalkeith house shrubs hill lane, windsor and maidenhead

£3,200,000

65.

Sold in August 2008

charters garden house charters road, windsor and maidenhead

£3,200,000

Sold for a lower amount since this price

66.

Sold in November 2001

cedar house devenish road, windsor and maidenhead

£3,200,000

67.

Sold in September 2013

13 richmond wood, windsor and maidenhead

£3,175,000

Sold for a lower amount since this price

68.

Sold in August 2001

titlarks titlarks hill, windsor and maidenhead

£3,150,000

69.

Sold in July 2012

fishers house fishers wood, windsor and maidenhead

£3,136,750

70.

Sold in April 2021

hertford house fireball hill, windsor and maidenhead

£3,110,000

71.

Sold in August 2023

kinloch house devenish road, windsor and maidenhead

£3,100,000

72.

Sold in October 2017

alma house , windsor and maidenhead

£3,050,000

73.

Sold in 2014

hill house cross road, windsor and maidenhead

£3,050,000

74.

Sold in June 2014

king's acre shrubbs hill lane, windsor and maidenhead

£3,000,000

75.

Sold in September 2021

blue moon the asters, windsor and maidenhead

£3,000,000

76.

Sold in February 2020

7 sunning avenue, windsor and maidenhead

£3,000,000

77.

Sold in May 2024

castlereagh devenish lane, windsor and maidenhead

£3,000,000

78.

Sold in May 2008

ballencrief ballencrief road, windsor and maidenhead

£3,000,000

79.

Sold in August 2014

amberley house devenish lane, windsor and maidenhead

£2,975,000

80.

Sold in 2009

fishers house fishers wood, windsor and maidenhead

£2,950,000

81.

Sold in February 2017

heather cottage cross road, windsor and maidenhead

£2,945,000

82.

Sold in September 2024

13 richmond wood, windsor and maidenhead

£2,910,000

83.

Sold in July 2021

mayfair house london road, windsor and maidenhead

£2,900,000

84.

Sold in October 2004

heather cottage cross road, windsor and maidenhead

£2,900,000

85.

Sold in November 2022

priory gardens priory road, windsor and maidenhead

£2,887,500

86.

Sold in December 1999

kingsmoor titlarks hill, windsor and maidenhead

£2,860,000

87.

Sold in October 2005

st annes titlarks hill, windsor and maidenhead

£2,850,000

88.

Sold in July 2012

englefield shrubs hill lane, windsor and maidenhead

£2,850,000

89.

Sold in August 2024

callaly whitmore lane, windsor and maidenhead

£2,850,000

90.

Sold in July 2019

kingsley house , windsor and maidenhead

£2,850,000

91.

Sold in September 2020

10a sunning avenue, windsor and maidenhead

£2,850,000

92.

Sold in October 2015

13 richmond wood, windsor and maidenhead

£2,825,000

93.

Sold in December 2023

the dene devenish road, windsor and maidenhead

£2,800,000

94.

Sold in April 2025

leigh place devenish road, windsor and maidenhead

£2,800,000

95.

Sold in November 2018

queensbury house , windsor and maidenhead

£2,800,000

96.

Sold in July 2014

brampton house charters road, windsor and maidenhead

£2,800,000

97.

Sold in April 2021

little copse shrubbs hill lane, windsor and maidenhead

£2,775,000

98.

Sold in December 2021

willow brook lady margaret road, windsor and maidenhead

£2,767,500

99.

Sold in November 2003

solitaire fireball hill, windsor and maidenhead

£2,750,000

100.

Sold in February 2017

the ridge ridgemount road, windsor and maidenhead

£2,750,000

Sold for a lower amount since this price

Data Source & Update Note:

This list of the 100 most expensive homes sold in Sunningdale is compiled from all-time residential sales recorded by the HM Land Registry. Each entry includes the sale price and transaction date. The dataset was last updated in September 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.