House Price Watch

100 most expensive houses in Old Headington

The highest recorded sale in Old Headington is £2,260,000 in March 2022.

Nestled in Old Headington, part of Headington, the property market has seen remarkable activity. The priciest home on the list sold for an impressive £2,260,000 in 2022, while the most affordable came in at £550,000. The most recent sale recorded was in 2026, showing continued interest in the area. Overall, there have been around 400 house sales in Old Headington since 1995, reflecting its enduring appeal to buyers.

Sold in March 2022

40 osler road, oxfordshire

£2,260,000

Sold in August 2025

st andrews house st andrews road, oxfordshire

£2,020,000

Sold in November 2015

the barn barton lane, oxfordshire

£1,800,000

4.

Sold in January 2019

4a osler road, oxfordshire

£1,550,000

5.

Sold in February 2019

rookery cottage stoke place, oxfordshire

£1,489,000

6.

Sold in August 2022

meadow larkin larkins lane, oxfordshire

£1,450,000

7.

Sold in February 2020

39 st andrews road, oxfordshire

£1,325,000

8.

Sold in February 2020

39 st andrews road, oxfordshire

£1,325,000

9.

Sold in April 2017

10 stoke place, oxfordshire

£1,262,500

10.

Sold in January 2024

8 st andrews lane, oxfordshire

£1,243,000

Most expensive houses in areas around Old Headington

Highfield

£2,070,000

-8.41%

New Headington

£1,215,000

-46.24%

Gipsy Lane Estate

£840,000

-62.83%

Headington Shops

£750,000

-66.81%

Headington

£5,200,000

130.09%

11.

Sold in March 2022

55 osler road, oxfordshire

£1,200,000

12.

Sold in November 2014

1 dunstan road, oxfordshire

£1,200,000

13.

Sold in October 2024

ethelred court dunstan road, oxfordshire

£1,200,000

14.

Sold in November 2019

meadow larkin larkins lane, oxfordshire

£1,200,000

15.

Sold in October 2024

58 barton lane, oxfordshire

£1,200,000

16.

Sold in February 2024

stoke cottage , oxford

£1,150,000

17.

Sold in May 2019

18 dunstan road, oxfordshire

£1,150,000

18.

Sold in October 2015

ethelred court dunstan road, oxfordshire

£1,112,452

19.

Sold in May 2026

dunstan cottage dunstan road, oxfordshire

£1,100,000

20.

Sold in September 2011

3 william orchard close, oxfordshire

£1,075,000

21.

Sold in November 2019

ethelred court dunstan road, oxfordshire

£1,060,000

22.

Sold in June 2018

8 st andrews lane, oxfordshire

£1,050,000

23.

Sold in October 2023

white lodge osler road, oxfordshire

£1,000,000

24.

Sold in July 2024

6 stoke place, oxfordshire

£975,000

25.

Sold in November 2015

37 st andrews road, oxfordshire

£950,000

26.

Sold in June 2026

4 old high street, oxfordshire

£947,000

27.

Sold in December 2022

2 william orchard close, oxfordshire

£940,000

28.

Sold in September 2023

7 ethelred court, oxfordshire

£925,000

29.

Sold in March 2009

72 old high street, oxfordshire

£900,000

30.

Sold in January 2002

st andrews house st andrews road, oxfordshire

£895,000

31.

Sold in August 2004

10 st andrews road, oxfordshire

£895,000

32.

Sold in May 2010

stoke cottage , oxford

£894,000

33.

Sold in January 2019

6 st andrews lane, oxfordshire

£880,000

34.

Sold in November 2004

72 old high street, oxfordshire

£880,000

35.

Sold in November 2020

7 dunstan road, oxfordshire

£865,000

36.

Sold in February 2008

14 st andrews lane, oxfordshire

£865,000

37.

Sold in December 2022

1 the croft, oxfordshire

£855,000

38.

Sold in December 2022

2 the croft, oxfordshire

£855,000

39.

Sold in November 2007

8 larkins lane, oxfordshire

£850,003

40.

Sold in September 2022

43 stephen road, oxfordshire

£850,000

41.

Sold in August 2009

old pound house the croft, oxfordshire

£850,000

42.

Sold in July 2014

45 stephen road, oxfordshire

£847,500

43.

Sold in April 2015

26 osler road, oxfordshire

£820,000

44.

Sold in January 2014

the old stables st andrews lane, oxfordshire

£811,000

45.

Sold in March 2018

4 old high street, oxfordshire

£810,000

46.

Sold in September 2014

22 osler road, oxfordshire

£805,000

47.

Sold in November 2020

25 stephen road, oxfordshire

£800,000

48.

Sold in August 2018

16 dunstan road, oxfordshire

£800,000

49.

Sold in December 2020

7 st andrews road, oxfordshire

£780,000

50.

Sold in May 2023

6 old high street, oxfordshire

£775,000

51.

Sold in February 2014

41 old high street, oxfordshire

£772,000

52.

Sold in January 2011

30 stephen road, oxfordshire

£770,000

53.

Sold in October 2024

22 old high street, oxfordshire

£770,000

54.

Sold in July 2023

7 stephen road, oxfordshire

£752,000

55.

Sold in January 2014

4 william orchard close, oxfordshire

£750,000

56.

Sold in April 2019

28 old high street, oxfordshire

£750,000

57.

Sold in March 2018

20 osler road, oxfordshire

£738,000

58.

Sold in July 2025

31 st andrews road, oxfordshire

£700,000

59.

Sold in May 2004

56 - 58 old high street, oxfordshire

£700,000

60.

Sold in April 2025

39 old high street, oxfordshire

£699,000

61.

Sold in March 2015

7 st andrews road, oxfordshire

£695,000

62.

Sold in March 2010

17 the croft, oxfordshire

£689,000

63.

Sold in June 2023

43 osler road, oxfordshire

£685,000

64.

Sold in June 2021

1 larkins lane, oxfordshire

£680,000

65.

Sold in January 2006

83 old high street, oxfordshire

£675,000

66.

Sold in April 2019

59 old high street, oxfordshire

£675,000

67.

Sold in April 2023

17 laurel farm close, oxfordshire

£670,000

68.

Sold in July 2013

37 osler road, oxfordshire

£662,400

69.

Sold in July 2013

3b larkins lane, oxfordshire

£641,200

70.

Sold in May 2014

10 old high street, oxfordshire

£640,000

71.

Sold in October 2005

uplands dunstan road, oxfordshire

£625,000

72.

Sold in July 2020

2 larkins lane, oxfordshire

£625,000

73.

Sold in February 2026

47 old high street, oxfordshire

£625,000

74.

Sold in August 2008

10 osler road, oxfordshire

£620,000

75.

Sold in March 2021

40 old high street, oxfordshire

£620,000

76.

Sold in October 2022

27 stephen road, oxfordshire

£617,500

77.

Sold in August 2017

9 osler road, oxfordshire

£615,000

78.

Sold in October 2014

79 old high street, oxfordshire

£610,000

79.

Sold in May 2003

8 larkins lane, oxfordshire

£605,000

80.

Sold in January 2017

5 stephen road, oxfordshire

£600,000

81.

Sold in August 2012

39 osler road, oxfordshire

£600,000

82.

Sold in October 2005

8 the croft, oxfordshire

£600,000

83.

Sold in October 2002

ebor dunstan road, oxfordshire

£600,000

84.

Sold in November 2020

5 stoke place, oxfordshire

£597,000

85.

Sold in September 2013

7 st andrews road, oxfordshire

£595,000

86.

Sold in May 2021

49 old high street, oxfordshire

£591,000

87.

Sold in October 1999

10 st andrews road, oxfordshire

£590,000

88.

Sold in December 2018

8 st andrews road, oxfordshire

£590,000

89.

Sold in September 2014

2 larkins lane, oxfordshire

£590,000

90.

Sold in March 2025

51 old high street, oxfordshire

£590,000

91.

Sold in October 2008

38 osler road, oxfordshire

£581,000

92.

Sold in December 2000

14 st andrews lane, oxfordshire

£580,000

93.

Sold in September 2010

20 old high street, oxfordshire

£580,000

94.

Sold in March 2026

6 st andrews road, oxfordshire

£575,000

95.

Sold in July 2013

6 old high street, oxfordshire

£575,000

96.

Sold in August 2015

39 old high street, oxfordshire

£575,000

97.

Sold in August 2019

19 laurel farm close, oxfordshire

£565,000

98.

Sold in September 2014

41 stephen road, oxfordshire

£550,000

99.

Sold in May 2015

9 osler road, oxfordshire

£550,000

100.

Sold in July 2003

7 the croft, oxfordshire

£550,000

Data sources

Location boundary data sourced from OpenStreetMap and price information is from HM Land Registry

Last updated at 15 September 2026 at 22:19 with the latest Land Registry data (June 2026). The Old Headington dataset covers 40 postcodes.

Read our full data methodology