House Price Watch
100 most expensive houses in Gipsy Lane Estate
Nestled in the charming Gipsy Lane Estate, a part of Headington, this area has seen a remarkable transformation in its real estate market. The most expensive house sold for an impressive £840,000 in 2023, while the least expensive on the list was £315,000. Notably, 26 homes are located on the same street, Valentia Road, contributing to the neighborhood's unique character. Since 1995, the area has witnessed 323 sales, reflecting its growing appeal and vibrant community. The latest sale occurred in 2025, marking a continued interest in this lovely locale.
Sold in August 2023
5a grays road, oxfordshire
£840,000
Sold in 2020
4a stonor place, oxfordshire
£820,000
Sold in 2020
17 harcourt terrace, oxfordshire
£815,000
4.
Sold in November 2022
206 headington road, oxfordshire
£700,000
5.
Sold in April 2023
214 headington road, oxfordshire
£675,000
6.
Sold in February 2024
226 headington road, oxfordshire
£640,000
7.
Sold in October 2017
18 grays road, oxfordshire
£635,000
Sold for a lower amount since this price
8.
Sold in October 2022
6 valentia road, oxfordshire
£615,000
9.
Sold in July 2021
18 grays road, oxfordshire
£615,000
10.
Sold in November 2020
214 headington road, oxfordshire
£600,000
Most expensive houses in areas around Gipsy Lane Estate
£2,260,000
169.05%
£1,215,000
44.64%
£2,070,000
146.43%
£750,000
-10.71%
£5,200,000
519.05%
11.
Sold in November 2015
18 grays road, oxfordshire
£600,000
12.
Sold in November 2022
34 valentia road, oxfordshire
£595,000
13.
Sold in October 2023
26 valentia road, oxfordshire
£525,000
14.
Sold in April 2023
21 gipsy lane, oxfordshire
£515,000
15.
Sold in 2016
5 gipsy lane, oxfordshire
£510,000
16.
Sold in February 2025
53 gipsy lane, oxfordshire
£510,000
17.
Sold in February 2025
55 gipsy lane, oxfordshire
£510,000
18.
Sold in July 2021
25 gipsy lane, oxfordshire
£505,000
19.
Sold in September 2017
21 old road, oxfordshire
£500,000
20.
Sold in May 2017
218 headington road, oxfordshire
£500,000
21.
Sold in November 2018
228 headington road, oxfordshire
£500,000
22.
Sold in May 2025
69 gipsy lane, oxfordshire
£500,000
23.
Sold in August 2025
105 gipsy lane, oxfordshire
£500,000
24.
Sold in September 2023
19 cardwell crescent, oxfordshire
£497,500
25.
Sold in November 2025
86 grays road, oxfordshire
£495,000
26.
Sold in 2023
35 gipsy lane, oxfordshire
£486,000
27.
Sold in September 2014
99 valentia road, oxfordshire
£485,000
28.
Sold in May 2017
44 grays road, oxfordshire
£485,000
29.
Sold in June 2022
8 cardwell crescent, oxfordshire
£480,000
30.
Sold in November 2024
28 grays road, oxfordshire
£477,500
31.
Sold in June 2022
57 gipsy lane, oxfordshire
£475,000
32.
Sold in 2022
79 gipsy lane, oxfordshire
£475,000
33.
Sold in October 2025
65 grays road, oxfordshire
£475,000
34.
Sold in March 2022
5 old road, oxfordshire
£470,000
35.
Sold in September 2021
55 gipsy lane, oxfordshire
£460,000
36.
Sold in July 2021
80 grays road, oxfordshire
£460,000
37.
Sold in May 2022
14 grays road, oxfordshire
£460,000
38.
Sold in December 2022
103 valentia road, oxfordshire
£457,000
39.
Sold in May 2022
6 harcourt terrace, oxfordshire
£455,000
40.
Sold in March 2021
86 valentia road, oxfordshire
£453,500
41.
Sold in 2005
42 valentia road, oxfordshire
£450,000
Sold for a lower amount since this price
42.
Sold in September 2024
61 grays road, oxfordshire
£450,000
43.
Sold in June 2017
39 valentia road, oxfordshire
£447,000
44.
Sold in October 2021
23 old road, oxfordshire
£445,000
45.
Sold in March 2024
26 grays road, oxfordshire
£440,000
46.
Sold in August 2015
71 gipsy lane, oxfordshire
£435,000
47.
Sold in October 2021
64 valentia road, oxfordshire
£430,000
48.
Sold in September 2023
30 valentia road, oxfordshire
£427,500
49.
Sold in 2013
206 headington road, oxfordshire
£426,000
50.
Sold in 2005
21 valentia road, oxfordshire
£425,000
Sold for a lower amount since this price
51.
Sold in August 2022
17 valentia road, oxfordshire
£425,000
52.
Sold in February 2011
214 headington road, oxfordshire
£425,000
53.
Sold in March 2018
27 grays road, oxfordshire
£424,000
54.
Sold in October 2015
52 valentia road, oxfordshire
£420,000
55.
Sold in June 2021
3 valentia road, oxfordshire
£420,000
56.
Sold in August 2018
53 gipsy lane, oxfordshire
£420,000
57.
Sold in 2020
62a valentia road, oxfordshire
£420,000
58.
Sold in October 2025
10 cardwell crescent, oxfordshire
£415,000
59.
Sold in October 2014
34 valentia road, oxfordshire
£410,000
60.
Sold in June 2018
5 grays road, oxfordshire
£410,000
61.
Sold in July 2015
8 cardwell crescent, oxfordshire
£410,000
62.
Sold in September 2023
28 valentia road, oxfordshire
£405,000
63.
Sold in September 2020
73 gipsy lane, oxfordshire
£405,000
64.
Sold in August 2020
62 valentia road, oxfordshire
£405,000
65.
Sold in November 2017
15 old road, oxfordshire
£400,000
66.
Sold in August 2019
59 grays road, oxfordshire
£400,000
67.
Sold in July 2017
1 grays road, oxfordshire
£400,000
68.
Sold in July 2016
24 harcourt terrace, oxfordshire
£398,000
69.
Sold in September 2021
26 cardwell crescent, oxfordshire
£395,000
70.
Sold in October 2014
64 valentia road, oxfordshire
£390,000
71.
Sold in April 2018
55 gipsy lane, oxfordshire
£385,000
72.
Sold in February 2007
24 valentia road, oxfordshire
£380,000
73.
Sold in February 2017
1 harcourt terrace, oxfordshire
£380,000
74.
Sold in June 2015
77 gipsy lane, oxfordshire
£375,000
75.
Sold in March 2020
56 grays road, oxfordshire
£375,000
76.
Sold in June 2014
102 valentia road, oxfordshire
£365,000
77.
Sold in 2019
66 valentia road, oxfordshire
£365,000
78.
Sold in February 2007
1 old road, oxfordshire
£359,000
Sold for a lower amount since this price
79.
Sold in March 2010
224 headington road, oxfordshire
£358,000
80.
Sold in May 2017
106 valentia road, oxfordshire
£355,000
81.
Sold in October 2014
35 grays road, oxfordshire
£355,000
82.
Sold in August 2014
53 gipsy lane, oxfordshire
£350,000
83.
Sold in October 2017
32 grays road, oxfordshire
£342,100
84.
Sold in November 2016
29 valentia road, oxfordshire
£340,000
85.
Sold in April 2016
53 grays road, oxfordshire
£340,000
86.
Sold in August 2006
53 grays road, oxfordshire
£331,600
87.
Sold in June 2021
7 valentia road, oxfordshire
£330,000
88.
Sold in February 2004
226 headington road, oxfordshire
£330,000
89.
Sold in July 2007
220 headington road, oxfordshire
£330,000
90.
Sold in December 2011
30 grays road, oxfordshire
£330,000
91.
Sold in September 2007
11 cardwell crescent, oxfordshire
£330,000
92.
Sold in September 2014
1 valentia road, oxfordshire
£325,000
93.
Sold in August 2008
226 headington road, oxfordshire
£325,000
94.
Sold in November 2007
97 gipsy lane, oxfordshire
£325,000
95.
Sold in May 2007
103 gipsy lane, oxfordshire
£321,000
96.
Sold in March 2008
62 valentia road, oxfordshire
£320,000
97.
Sold in June 2008
86 grays road, oxfordshire
£320,000
98.
Sold in March 2016
64a grays road, oxfordshire
£320,000
Sold for a lower amount since this price
99.
Sold in August 2004
7 old road, oxfordshire
£317,000
100.
Sold in 2014
74 valentia road, oxfordshire
£315,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Gipsy Lane Estate 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 29 March 2026 at 18:41 with the latest HM Land Registry data (October 2025). The Gipsy Lane Estate dataset covers 15 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.