House Price Watch

100 most expensive houses in Prestbury

In the charming area of Prestbury, located within Cheshire East, the real estate market has seen some remarkable transactions. The most expensive house sold for an impressive £7,000,000 in 2023, while the least expensive on the list was £1,785,000. Notably, 12 of these luxurious homes are situated on the same street, Collar House Drive. Since 1995, there have been 2,149 sales in this desirable area, showcasing its appeal and vibrant community. The latest sale recorded was in 2025, indicating a continually active market.

Sold in August 2023

33 heybridge lane, cheshire east

£7,000,000

Sold in October 2019

withinlee house withinlee road, cheshire east

£6,250,000

Sold in August 2017

alderwood hill withinlee road, cheshire east

£5,625,000

4.

Sold in September 2017

pennsylvania , cheshire east

£5,000,000

5.

Sold in April 2022

normans hall chelford road, cheshire east

£5,000,000

6.

Sold in September 2022

9 summerhill road, cheshire east

£4,500,000

7.

Sold in July 2021

92 macclesfield road, cheshire east

£3,500,000

8.

Sold in December 2011

collar house collar house drive, cheshire east

£3,500,000

Sold for a lower amount since this price

9.

Sold in March 2019

asana collar house drive, cheshire east

£3,500,000

10.

Sold in December 2022

highfield withinlee road, cheshire east

£3,500,000

Most expensive houses in areas around Prestbury

Peover Inferior

£2,525,000

-63.93%

Bexton

£3,000,000

-57.14%

Ollerton

£7,500,000

7.14%

Lower Withington

£2,100,000

-70.00%

Bridgemere

£1,800,000

-74.29%

Haughton

£2,400,000

-65.71%

Cheshire East

£8,826,063

26.09%

11.

Sold in September 2019

72c macclesfield road, cheshire east

£3,500,000

12.

Sold in December 2023

56 heybridge lane, cheshire east

£3,500,000

13.

Sold in March 2024

fern gully prestbury lane, cheshire east

£3,500,000

Sold for a lower amount since this price

14.

Sold in November 2023

73 macclesfield road, cheshire east

£3,300,000

15.

Sold in 2013

29 castle hill, cheshire east

£3,250,000

16.

Sold in April 2022

collar house collar house drive, cheshire east

£3,200,000

17.

Sold in September 2011

high trees withinlee road, cheshire east

£3,200,000

Sold for a lower amount since this price

18.

Sold in 2010

43 castle hill, cheshire east

£3,150,000

Sold for a lower amount since this price

19.

Sold in March 2021

granta house , cheshire east

£3,100,000

20.

Sold in October 2003

thieves hollow chelford road, cheshire

£3,100,000

21.

Sold in September 2006

11 castle hill, cheshire

£3,000,000

Sold for a lower amount since this price

22.

Sold in April 2020

foxcote , cheshire east

£3,000,000

23.

Sold in September 2025

high trees withinlee road, cheshire east

£3,000,000

24.

Sold in December 2009

herons brook chelford road, cheshire east

£3,000,000

25.

Sold in May 2008

grenaway chelford road, cheshire

£3,000,000

26.

Sold in November 2020

fairview , cheshire east

£2,975,000

27.

Sold in October 2019

37 heybridge lane, cheshire east

£2,950,000

Sold for a lower amount since this price

28.

Sold in June 2023

wildacre withinlee road, cheshire east

£2,950,000

29.

Sold in May 2015

chenies chelford road, cheshire east

£2,900,000

30.

Sold in March 2025

fern gully prestbury lane, cheshire east

£2,850,047

31.

Sold in July 2021

amberley collar house drive, cheshire east

£2,850,000

32.

Sold in July 2007

11 castle hill, cheshire

£2,850,000

33.

Sold in September 2018

23 castle hill, cheshire east

£2,825,000

34.

Sold in May 2025

tree tops chelford road, cheshire east

£2,800,000

35.

Sold in August 2018

56 heybridge lane, cheshire east

£2,750,000

36.

Sold in 2020

fern gully prestbury lane, cheshire east

£2,750,000

37.

Sold in March 2024

37 heybridge lane, cheshire east

£2,650,000

38.

Sold in June 2022

walnut tree farm , cheshire east

£2,600,000

39.

Sold in 2021

sunnyhill , cheshire east

£2,600,000

40.

Sold in December 2010

56 heybridge lane, cheshire east

£2,575,000

41.

Sold in August 2008

longcroft withinlee road, cheshire east

£2,550,000

Sold for a lower amount since this price

42.

Sold in May 2006

meadowstream collar house drive, cheshire

£2,500,000

Sold for a lower amount since this price

43.

Sold in June 2022

owls hoot collar house drive, cheshire east

£2,500,000

44.

Sold in February 2018

foxcote , cheshire east

£2,500,000

45.

Sold in August 2008

32 heybridge lane, cheshire

£2,475,000

46.

Sold in 2016

camps mount , cheshire east

£2,450,000

Sold for a lower amount since this price

47.

Sold in August 2012

1 summerhill road, cheshire east

£2,400,000

Sold for a lower amount since this price

48.

Sold in June 2017

water side collar house drive, cheshire east

£2,400,000

49.

Sold in August 2016

72 macclesfield road, cheshire east

£2,350,000

50.

Sold in September 2018

3 squirrels chase, cheshire east

£2,320,000

51.

Sold in October 2023

6 summerhill road, cheshire east

£2,310,000

52.

Sold in October 2017

12 heybridge lane, cheshire east

£2,310,000

53.

Sold in July 2016

sunnyhill , cheshire east

£2,300,000

54.

Sold in 2017

6 dale head road, cheshire east

£2,300,000

Sold for a lower amount since this price

55.

Sold in March 2003

prestbury hall macclesfield road, cheshire

£2,300,000

56.

Sold in March 2024

10 summerhill road, cheshire east

£2,280,000

57.

Sold in August 2010

summerhill manor , cheshire east

£2,250,000

Sold for a lower amount since this price

58.

Sold in December 2013

the heights , cheshire east

£2,250,000

59.

Sold in June 2021

spencers fallow chelford road, cheshire east

£2,250,000

60.

Sold in December 2021

70 macclesfield road, cheshire east

£2,200,000

61.

Sold in December 2018

43 castle hill, cheshire east

£2,192,500

62.

Sold in December 2023

chantry house , cheshire east

£2,175,000

63.

Sold in March 2015

wentworth cottage collar house drive, cheshire east

£2,153,000

64.

Sold in September 2019

laurel house withinlee road, cheshire east

£2,150,000

65.

Sold in October 2017

1 summerhill road, cheshire east

£2,100,000

66.

Sold in December 2022

pendle house , cheshire east

£2,100,000

67.

Sold in March 2024

longcroft withinlee road, cheshire east

£2,100,000

68.

Sold in September 2019

14 heybridge lane, cheshire east

£2,100,000

69.

Sold in September 2007

1 yew tree way, cheshire

£2,095,000

Sold for a lower amount since this price

70.

Sold in April 2021

meadowstream collar house drive, cheshire east

£2,075,000

71.

Sold in August 2017

fairview , cheshire east

£2,000,000

72.

Sold in December 2006

14 summerhill road, cheshire

£2,000,000

73.

Sold in February 2009

wood view withinlee road, cheshire

£2,000,000

74.

Sold in March 2016

50 macclesfield road, cheshire east

£2,000,000

75.

Sold in August 2018

73 macclesfield road, cheshire east

£2,000,000

76.

Sold in April 2016

26 heybridge lane, cheshire east

£2,000,000

77.

Sold in May 2025

34a heybridge lane, cheshire east

£2,000,000

78.

Sold in September 2022

1 yew tree way, cheshire east

£2,000,000

79.

Sold in March 2004

willott hall wilmslow road, cheshire

£2,000,000

80.

Sold in May 2014

ivy cottage bonis hall lane, cheshire east

£1,995,000

Sold for a lower amount since this price

81.

Sold in November 2006

owls hoot collar house drive, cheshire

£1,960,000

82.

Sold in September 2009

1 yew tree way, cheshire east

£1,950,000

83.

Sold in November 2023

greenedge scott road, cheshire east

£1,940,000

84.

Sold in November 2017

breeze hill chelford road, cheshire east

£1,925,000

85.

Sold in November 2004

80 macclesfield road, cheshire

£1,900,000

86.

Sold in May 2005

76 macclesfield road, cheshire

£1,900,000

87.

Sold in July 2021

longcroft withinlee road, cheshire east

£1,900,000

88.

Sold in July 2014

heywood house prestbury lane, cheshire east

£1,900,000

89.

Sold in December 2009

willows withinlee road, cheshire east

£1,850,000

90.

Sold in July 2015

tall trees , cheshire east

£1,850,000

91.

Sold in April 2017

6 dale head road, cheshire east

£1,850,000

92.

Sold in October 2006

49 heybridge lane, cheshire

£1,850,000

Sold for a lower amount since this price

93.

Sold in December 2006

1 heybridge lane, cheshire

£1,850,000

94.

Sold in September 2011

owls hoot collar house drive, cheshire east

£1,835,000

95.

Sold in December 2015

amberley collar house drive, cheshire east

£1,800,000

96.

Sold in February 2016

52 macclesfield road, cheshire east

£1,800,000

97.

Sold in October 2021

49 heybridge lane, cheshire east

£1,800,000

98.

Sold in September 2017

camps mount , cheshire east

£1,800,000

99.

Sold in November 2024

29 meadow drive, cheshire east

£1,795,000

100.

Sold in June 2022

93 macclesfield road, cheshire east

£1,785,000

Data Source & Update Note:

This list of the 100 most expensive homes sold in Prestbury 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.