100 most expensive houses in Drayton St. Leonard

In the charming village of Drayton St. Leonard, nestled in South Oxfordshire, the real estate market has seen some remarkable transactions. The most expensive house sold for an impressive £4,200,000 in 2014, while the least expensive was a modest £205,000. Over the years, there have been 137 sales since 1995, with 23 of those homes located on the same picturesque street, High Street, The Osiers. The latest sale on record took place in 2025, highlighting the area’s ongoing appeal.

Sold in August 2014

upper grange , oxfordshire

£4,200,000

Sold in August 2013

furlongs , oxfordshire

£1,940,000

Sold in October 2023

cherry trees the osiers, oxfordshire

£985,000

4.

Sold in February 2012

little garden cottage water lane, oxfordshire

£965,000

5.

Sold in September 2010

talbot cottage water lane, oxfordshire

£950,000

6.

Sold in November 2025

gable end high street, oxfordshire

£915,000

7.

Sold in October 2021

12 ford lane, oxfordshire

£890,000

8.

Sold in September 2021

little barn cottage high street, oxfordshire

£877,000

9.

Sold in December 2003

waterside house , oxfordshire

£875,000

10.

Sold in October 2012

guy's barn water lane, oxfordshire

£860,000

Most expensive houses in areas around Drayton St. Leonard

Rotherfield Greys

£3,350,000

-20.24%

Harpsden

£5,260,000

25.24%

Elsfield

£1,545,000

-63.21%

Stoke Row

£3,675,000

-12.50%

Shiplake

£4,000,000

-4.76%

Bix and Assendon

£4,000,000

-4.76%

South Oxfordshire

£18,000,000

328.57%

11.

Sold in September 2022

gable end high street, oxfordshire

£840,000

12.

Sold in October 2020

four winds dorchester road, oxfordshire

£820,000

13.

Sold in June 2024

church view church lane, oxfordshire

£750,000

14.

Sold in June 2017

swallow tiles high street, oxfordshire

£732,750

15.

Sold in May 2005

heathercombe house , oxfordshire

£710,000

16.

Sold in October 2025

old cottage high street, oxfordshire

£675,000

17.

Sold in November 2007

12 ford lane, oxfordshire

£650,000

18.

Sold in April 1995

upper grange , oxfordshire

£624,500

19.

Sold in March 2017

13 dorchester road, oxfordshire

£592,500

20.

Sold in September 2016

church view , oxfordshire

£548,000

21.

Sold in December 2022

well cottage , oxfordshire

£530,000

Sold for a lower amount since this price

22.

Sold in November 2017

old cottage high street, oxfordshire

£525,000

23.

Sold in June 2009

white cottage high street, oxfordshire

£520,000

24.

Sold in 2003

ford cottage , oxfordshire

£515,000

25.

Sold in July 2002

bayleaf cottage high street, oxfordshire

£495,000

26.

Sold in 2020

sage cottage , south oxfordshire

£490,000

27.

Sold in 2000

talbot cottage water lane, oxfordshire

£485,000

28.

Sold in October 2020

4 drayton view, oxfordshire

£472,500

29.

Sold in March 2004

foxglove house the osiers, oxfordshire

£467,500

30.

Sold in December 2010

church view , oxfordshire

£460,000

31.

Sold in March 2024

well cottage , oxfordshire

£457,250

32.

Sold in October 2010

11 dorchester road, oxfordshire

£455,000

33.

Sold in October 2020

4 ford lane, oxfordshire

£450,000

34.

Sold in October 2020

1 dorchester road, oxfordshire

£445,000

35.

Sold in December 2017

church end cottages church end, oxfordshire

£430,000

36.

Sold in April 2022

2 drayton view, oxfordshire

£428,000

37.

Sold in November 1999

talbot cottage water lane, oxfordshire

£425,000

38.

Sold in 2005

old cottage high street, oxfordshire

£405,000

39.

Sold in March 2010

guy's barn water lane, oxfordshire

£405,000

40.

Sold in February 2009

13 dorchester road, oxfordshire

£405,000

41.

Sold in March 2020

4 dorchester road, oxfordshire

£400,000

42.

Sold in April 2021

3 dorchester road, oxfordshire

£390,000

43.

Sold in December 2006

11 dorchester road, oxfordshire

£385,000

44.

Sold in August 2000

white cottage high street, oxfordshire

£382,000

45.

Sold in 2015

1 stadhampton road, oxfordshire

£380,000

46.

Sold in April 2025

3 high street, oxfordshire

£375,000

47.

Sold in April 2000

little barn cottage high street, oxfordshire

£375,000

48.

Sold in December 2007

spring cottage church lane, oxfordshire

£373,000

Sold for a lower amount since this price

49.

Sold in May 2003

12 ford lane, oxfordshire

£370,000

50.

Sold in June 2021

the old school house church lane, oxfordshire

£367,000

51.

Sold in September 2012

october cottage , oxfordshire

£366,000

52.

Sold in August 2000

swallow tiles high street, oxfordshire

£366,000

53.

Sold in June 2014

sage cottage , south oxfordshire

£365,000

54.

Sold in April 2023

3 high street, oxfordshire

£365,000

55.

Sold in April 2020

4 dorchester road, oxfordshire

£365,000

56.

Sold in October 2014

spring cottage church lane, oxfordshire

£355,000

57.

Sold in December 2013

the new cottage the osiers, oxfordshire

£345,000

58.

Sold in July 2002

old cottage high street, oxfordshire

£345,000

59.

Sold in October 2012

6 the osiers, oxfordshire

£340,000

60.

Sold in May 2015

ferns high street, oxfordshire

£340,000

61.

Sold in February 2016

the old school house , oxfordshire

£335,000

62.

Sold in October 2007

well cottage , oxfordshire

£335,000

63.

Sold in June 2013

4 ford lane, oxfordshire

£330,000

64.

Sold in November 2011

well cottage , oxfordshire

£322,250

65.

Sold in December 2011

6 the osiers, oxfordshire

£315,000

66.

Sold in October 2015

thorpe , south oxfordshire

£315,000

67.

Sold in November 2000

willow beck water lane, oxfordshire

£301,000

68.

Sold in November 2018

3 high street, oxfordshire

£300,000

69.

Sold in August 1997

four winds dorchester road, oxfordshire

£285,000

70.

Sold in September 2002

well cottage , oxfordshire

£280,000

71.

Sold in 2005

plough cottage , oxfordshire

£275,000

72.

Sold in May 2008

brick cottage , south oxfordshire

£273,000

73.

Sold in June 2009

10 water lane, oxfordshire

£272,500

74.

Sold in August 2000

old cottage high street, oxfordshire

£271,250

75.

Sold in August 2005

october cottage , oxfordshire

£260,000

76.

Sold in October 2021

the college high street, oxfordshire

£255,000

77.

Sold in December 1995

the old farm house , oxfordshire

£251,999

78.

Sold in August 2009

4 stadhampton road, oxfordshire

£250,000

79.

Sold in May 2010

church end cottages church end, oxfordshire

£250,000

80.

Sold in December 2002

willow cottage , oxfordshire

£250,000

81.

Sold in July 2019

3 dorchester road, oxfordshire

£250,000

82.

Sold in June 2013

thorpe , south oxfordshire

£248,000

83.

Sold in February 2015

2 dorchester road, oxfordshire

£247,000

84.

Sold in February 2006

4 ford lane, oxfordshire

£243,000

85.

Sold in October 2002

3 drayton view, oxfordshire

£242,000

86.

Sold in 2015

the college high street, oxfordshire

£240,000

87.

Sold in June 1996

cherry trees the osiers, oxfordshire

£235,000

88.

Sold in December 2011

4 dorchester road, oxfordshire

£235,000

89.

Sold in 2003

1 stadhampton road, oxfordshire

£230,000

90.

Sold in May 2005

2 stadhampton road, oxfordshire

£230,000

91.

Sold in July 2004

6 ford lane, oxfordshire

£228,000

92.

Sold in March 2007

the cottage high street, oxfordshire

£227,000

93.

Sold in September 2007

thorpe , south oxfordshire

£225,000

94.

Sold in September 2004

spring cottage church lane, oxfordshire

£224,691

95.

Sold in September 2002

2 stadhampton road, oxfordshire

£215,000

96.

Sold in July 2002

10 water lane, oxfordshire

£215,000

97.

Sold in June 2000

bayleaf cottage high street, oxfordshire

£210,000

98.

Sold in 2003

church end cottages church end, oxfordshire

£208,000

99.

Sold in November 1997

barley house , oxfordshire

£205,000

100.

Sold in August 1999

the laurels high street, oxfordshire

£205,000

Data Source & Update Note:

This list of the 100 most expensive homes sold in Drayton St. Leonard 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.