House Price Watch
100 most expensive houses in Old Headington
In the charming neighborhood of Old Headington, a part of Headington, the real estate market has seen some remarkable sales. The most expensive house sold for an impressive £2,260,000 in 2022, while the least expensive fetched £545,000. Notably, 14 of these homes are located on the same street, Osler Road. Since 1995, there have been 396 sales in the area, with the latest sale recorded in 2026, showcasing a vibrant and dynamic housing market.
Sold in April 2022
40 osler road, oxfordshire
£2,260,000
Sold in September 2025
st andrews house st andrews road, oxfordshire
£2,020,000
Sold in December 2015
the barn barton lane, oxfordshire
£1,800,000
4.
Sold in February 2019
4a osler road, oxfordshire
£1,550,000
5.
Sold in March 2019
rookery cottage stoke place, oxfordshire
£1,489,000
6.
Sold in September 2022
meadow larkin larkins lane, oxfordshire
£1,450,000
7.
Sold in March 2020
39 st andrews road, oxfordshire
£1,325,000
8.
Sold in March 2020
39 st andrews road, oxfordshire
£1,325,000
9.
Sold in May 2017
10 stoke place, oxfordshire
£1,262,500
10.
Sold in February 2024
8 st andrews lane, oxfordshire
£1,243,000
Most expensive houses in areas around Old Headington
£1,215,000
-46.24%
£2,070,000
-8.41%
£840,000
-62.83%
£750,000
-66.81%
£5,200,000
130.09%
11.
Sold in April 2022
55 osler road, oxfordshire
£1,200,000
12.
Sold in December 2014
1 dunstan road, oxfordshire
£1,200,000
13.
Sold in November 2024
ethelred court dunstan road, oxfordshire
£1,200,000
14.
Sold in December 2019
meadow larkin larkins lane, oxfordshire
£1,200,000
15.
Sold in November 2024
58 barton lane, oxfordshire
£1,200,000
16.
Sold in March 2024
stoke cottage , oxford
£1,150,000
17.
Sold in June 2019
18 dunstan road, oxfordshire
£1,150,000
18.
Sold in November 2015
ethelred court dunstan road, oxfordshire
£1,112,452
19.
Sold in October 2011
3 william orchard close, oxfordshire
£1,075,000
20.
Sold in December 2019
ethelred court dunstan road, oxfordshire
£1,060,000
21.
Sold in July 2018
8 st andrews lane, oxfordshire
£1,050,000
22.
Sold in November 2023
white lodge osler road, oxfordshire
£1,000,000
23.
Sold in August 2024
6 stoke place, oxfordshire
£975,000
24.
Sold in December 2015
37 st andrews road, oxfordshire
£950,000
25.
Sold in 2022
2 william orchard close, oxfordshire
£940,000
26.
Sold in October 2023
7 ethelred court, oxfordshire
£925,000
27.
Sold in April 2009
72 old high street, oxfordshire
£900,000
28.
Sold in February 2002
st andrews house st andrews road, oxfordshire
£895,000
29.
Sold in September 2004
10 st andrews road, oxfordshire
£895,000
30.
Sold in June 2010
stoke cottage , oxford
£894,000
31.
Sold in February 2019
6 st andrews lane, oxfordshire
£880,000
32.
Sold in December 2004
72 old high street, oxfordshire
£880,000
33.
Sold in December 2020
7 dunstan road, oxfordshire
£865,000
34.
Sold in March 2008
14 st andrews lane, oxfordshire
£865,000
35.
Sold in 2022
1 the croft, oxfordshire
£855,000
36.
Sold in 2022
2 the croft, oxfordshire
£855,000
37.
Sold in December 2007
8 larkins lane, oxfordshire
£850,003
38.
Sold in October 2022
43 stephen road, oxfordshire
£850,000
39.
Sold in September 2009
old pound house the croft, oxfordshire
£850,000
40.
Sold in August 2014
45 stephen road, oxfordshire
£847,500
41.
Sold in May 2015
26 osler road, oxfordshire
£820,000
42.
Sold in February 2014
the old stables st andrews lane, oxfordshire
£811,000
43.
Sold in April 2018
4 old high street, oxfordshire
£810,000
44.
Sold in October 2014
22 osler road, oxfordshire
£805,000
45.
Sold in December 2020
25 stephen road, oxfordshire
£800,000
46.
Sold in September 2018
16 dunstan road, oxfordshire
£800,000
47.
Sold in 2020
7 st andrews road, oxfordshire
£780,000
48.
Sold in June 2023
6 old high street, oxfordshire
£775,000
49.
Sold in March 2014
41 old high street, oxfordshire
£772,000
50.
Sold in February 2011
30 stephen road, oxfordshire
£770,000
51.
Sold in November 2024
22 old high street, oxfordshire
£770,000
52.
Sold in August 2023
7 stephen road, oxfordshire
£752,000
53.
Sold in February 2014
4 william orchard close, oxfordshire
£750,000
54.
Sold in May 2019
28 old high street, oxfordshire
£750,000
55.
Sold in April 2018
20 osler road, oxfordshire
£738,000
56.
Sold in August 2025
31 st andrews road, oxfordshire
£700,000
57.
Sold in June 2004
56 - 58 old high street, oxfordshire
£700,000
58.
Sold in May 2025
39 old high street, oxfordshire
£699,000
59.
Sold in April 2015
7 st andrews road, oxfordshire
£695,000
60.
Sold in April 2010
17 the croft, oxfordshire
£689,000
61.
Sold in July 2023
43 osler road, oxfordshire
£685,000
62.
Sold in July 2021
1 larkins lane, oxfordshire
£680,000
63.
Sold in February 2006
83 old high street, oxfordshire
£675,000
64.
Sold in May 2019
59 old high street, oxfordshire
£675,000
65.
Sold in May 2023
17 laurel farm close, oxfordshire
£670,000
66.
Sold in August 2013
37 osler road, oxfordshire
£662,400
67.
Sold in August 2013
3b larkins lane, oxfordshire
£641,200
68.
Sold in June 2014
10 old high street, oxfordshire
£640,000
69.
Sold in November 2005
uplands dunstan road, oxfordshire
£625,000
70.
Sold in August 2020
2 larkins lane, oxfordshire
£625,000
71.
Sold in March 2026
47 old high street, oxfordshire
£625,000
72.
Sold in September 2008
10 osler road, oxfordshire
£620,000
73.
Sold in April 2021
40 old high street, oxfordshire
£620,000
74.
Sold in November 2022
27 stephen road, oxfordshire
£617,500
75.
Sold in September 2017
9 osler road, oxfordshire
£615,000
76.
Sold in November 2014
79 old high street, oxfordshire
£610,000
77.
Sold in June 2003
8 larkins lane, oxfordshire
£605,000
78.
Sold in February 2017
5 stephen road, oxfordshire
£600,000
79.
Sold in September 2012
39 osler road, oxfordshire
£600,000
80.
Sold in November 2005
8 the croft, oxfordshire
£600,000
81.
Sold in November 2002
ebor dunstan road, oxfordshire
£600,000
82.
Sold in December 2020
5 stoke place, oxfordshire
£597,000
83.
Sold in October 2013
7 st andrews road, oxfordshire
£595,000
84.
Sold in June 2021
49 old high street, oxfordshire
£591,000
85.
Sold in November 1999
10 st andrews road, oxfordshire
£590,000
86.
Sold in 2018
8 st andrews road, oxfordshire
£590,000
87.
Sold in October 2014
2 larkins lane, oxfordshire
£590,000
88.
Sold in April 2025
51 old high street, oxfordshire
£590,000
89.
Sold in November 2008
38 osler road, oxfordshire
£581,000
90.
Sold in 2000
14 st andrews lane, oxfordshire
£580,000
91.
Sold in October 2010
20 old high street, oxfordshire
£580,000
92.
Sold in April 2026
6 st andrews road, oxfordshire
£575,000
93.
Sold in August 2013
6 old high street, oxfordshire
£575,000
94.
Sold in September 2015
39 old high street, oxfordshire
£575,000
95.
Sold in September 2019
19 laurel farm close, oxfordshire
£565,000
96.
Sold in October 2014
41 stephen road, oxfordshire
£550,000
97.
Sold in June 2015
9 osler road, oxfordshire
£550,000
98.
Sold in August 2003
7 the croft, oxfordshire
£550,000
99.
Sold in October 2017
17 st andrews lane, oxfordshire
£545,000
100.
Sold in July 2013
1 larkins lane, oxfordshire
£545,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Old Headington 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 21 May 2026 at 00:32 with the latest HM Land Registry data (March 2026). The Old Headington dataset covers 40 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.