House Price Watch

100 most expensive houses in Cheselbourne

Cheselbourne, nestled in West Dorset, is home to a remarkable range of properties. The most expensive house sold for an impressive £1,500,000 back in 2001, while the least expensive found a new owner for £220,000. With 149 sales recorded since 1995, the real estate market here has seen significant activity. Notably, 27 of these homes are located on the same street, Drake's Lane, Streetway Lane. The latest transaction on the list occurred in 2025, indicating ongoing interest in this charming area.

Sold in September 2001

cheselbourne manor , dorset

£1,500,000

Sold in November 1999

cheselbourne manor , dorset

£1,200,000

Sold in November 2023

chesel house , dorset

£1,055,000

4.

Sold in August 2009

meyden revel , dorset

£990,000

5.

Sold in February 2021

aspen barn , dorset

£945,000

6.

Sold in October 2021

4 brook green, dorset

£700,000

7.

Sold in December 2024

orchard house , dorset

£700,000

8.

Sold in March 2008

bourneside house , dorset

£685,000

9.

Sold in December 2014

hunters moon , dorset

£684,500

10.

Sold in September 2017

the thatched house , dorset

£680,000

Most expensive houses in areas around Cheselbourne

West Chelborough

£1,850,000

23.33%

Hilfield

£3,500,000

133.33%

North Poorton

£1,489,797

-0.68%

Winterborne Came

£1,400,000

-6.67%

Pilsdon

£1,205,000

-19.67%

Castleton

£1,200,000

-20.00%

West Dorset

£6,000,000

300.00%

11.

Sold in May 2011

chesel house , dorset

£650,000

12.

Sold in February 2010

aspen barn , dorset

£649,950

13.

Sold in October 2020

copse cottage , dorset

£640,000

14.

Sold in April 2025

rectory cottage , dorset

£625,000

15.

Sold in November 2025

fairways streetway lane, dorset

£595,000

16.

Sold in July 2022

church lane cottage , dorset

£582,000

17.

Sold in June 2011

snails creep , dorset

£570,000

18.

Sold in April 2007

hunters moon , dorset

£565,000

19.

Sold in 2024

cheselview streetway lane, dorset

£560,000

Sold for a lower amount since this price

20.

Sold in September 2021

brook cottage , dorset

£545,000

21.

Sold in October 2021

sunnyside cottage , dorset

£500,000

22.

Sold in September 2014

cherry bank , dorset

£500,000

23.

Sold in June 2016

littlemead farm , dorset

£500,000

24.

Sold in July 2024

ashton house , dorset

£495,000

25.

Sold in November 2024

overbury , dorset

£495,000

26.

Sold in May 2024

the swallows streetway lane, dorset

£495,000

27.

Sold in May 2024

1 orchard close, dorset

£479,000

28.

Sold in July 2021

3 brook green, dorset

£477,000

29.

Sold in September 2017

ashcroft , dorset

£460,000

30.

Sold in October 2023

bramblings , dorset

£460,000

31.

Sold in July 2013

the old chapel , dorset

£441,000

32.

Sold in December 2003

hunters moon , dorset

£440,000

33.

Sold in August 2011

orchard house , dorset

£440,000

34.

Sold in February 2021

overbury , dorset

£435,000

35.

Sold in November 2005

campion cottage , dorset

£430,000

36.

Sold in May 2001

west farm house , dorset

£422,500

37.

Sold in September 2021

1 brook green, dorset

£420,000

38.

Sold in October 2021

2 brook green, dorset

£420,000

39.

Sold in May 2010

meadow view , dorset

£420,000

40.

Sold in November 2016

the steps , dorset

£420,000

41.

Sold in September 2014

church lane cottage , dorset

£414,000

42.

Sold in July 2002

chesel house , dorset

£410,000

43.

Sold in September 2008

carriers cottage , dorset

£405,000

44.

Sold in November 2025

linden streetway lane, dorset

£395,000

45.

Sold in April 2007

criblands drakes lane, dorset

£390,000

46.

Sold in August 2006

cherry bank , dorset

£385,000

47.

Sold in October 2012

fairways streetway lane, dorset

£385,000

48.

Sold in June 2007

ashcroft , dorset

£380,000

49.

Sold in September 2003

woodside house , dorset

£375,000

50.

Sold in February 2006

meadow view , dorset

£370,000

51.

Sold in October 2021

vermont , dorset

£370,000

52.

Sold in June 2011

the steps , dorset

£366,000

53.

Sold in February 2019

3 orchard close, dorset

£360,000

54.

Sold in July 2007

primrose bank , dorset

£355,000

55.

Sold in December 2013

deya , dorset

£355,000

56.

Sold in November 2018

field end streetway lane, dorset

£353,000

57.

Sold in May 2018

bumble cottage , dorset

£350,000

58.

Sold in June 2004

meadow view , dorset

£345,000

59.

Sold in July 2013

ashton house , dorset

£341,500

60.

Sold in March 2021

maryfield streetway lane, dorset

£341,000

61.

Sold in September 2007

sirius , dorset

£340,000

62.

Sold in February 2010

copse cottage , dorset

£335,000

63.

Sold in June 2024

cheselview streetway lane, dorset

£330,000

64.

Sold in October 2015

2 orchard close, dorset

£329,950

65.

Sold in April 2014

sunnyside cottage , dorset

£326,400

66.

Sold in September 2004

church lane cottage , dorset

£325,000

67.

Sold in December 2024

rose cottage , dorset

£325,000

68.

Sold in December 2014

domus alba , dorset

£320,000

69.

Sold in October 2009

the steps , dorset

£320,000

70.

Sold in April 2016

assenden cottage , dorset

£320,000

71.

Sold in August 1999

west farm house , dorset

£319,000

72.

Sold in February 2014

overbury , dorset

£319,000

73.

Sold in June 2013

3 orchard close, dorset

£315,000

74.

Sold in October 2013

clematis cottage , west dorset

£310,000

75.

Sold in May 2008

linden streetway lane, dorset

£310,000

76.

Sold in September 2011

vermont , dorset

£305,500

77.

Sold in October 2006

the swallows streetway lane, dorset

£300,000

78.

Sold in February 2016

linden streetway lane, dorset

£298,500

79.

Sold in July 2004

domus alba , dorset

£295,000

80.

Sold in August 2018

staddlestones , dorset

£295,000

81.

Sold in September 2012

doe cottage , dorset

£292,500

82.

Sold in November 2009

little foxes , dorset

£289,000

83.

Sold in November 2007

52 , dorset

£286,000

84.

Sold in September 2004

fairways streetway lane, dorset

£280,000

85.

Sold in October 2013

1 orchard close, dorset

£280,000

86.

Sold in April 2007

staddlestones , dorset

£272,000

87.

Sold in June 1999

chesel house , dorset

£263,000

88.

Sold in March 2016

hillside cottage , dorset

£251,000

89.

Sold in August 2006

hillview streetway lane, dorset

£249,995

90.

Sold in May 2006

rose cottage , dorset

£249,000

91.

Sold in 2005

1 orchard close, dorset

£248,500

92.

Sold in October 2004

linden streetway lane, dorset

£245,000

93.

Sold in May 2003

campion cottage , dorset

£243,000

94.

Sold in March 2009

eastmere , dorset

£238,000

95.

Sold in 2012

rose cottage , dorset

£235,000

96.

Sold in July 2000

the old chapel , dorset

£227,500

97.

Sold in September 2010

9 streetway lane, dorset

£227,000

98.

Sold in October 2018

5 hillview cottages, dorset

£225,000

99.

Sold in March 2003

church lane cottage , dorset

£222,250

100.

Sold in July 2002

carriers cottage , dorset

£220,000

Data Source & Update Note:

This list of the 100 most expensive homes sold in Cheselbourne 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 October 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.