House Price Watch
100 most expensive houses in Cookham
In the charming area of Cookham, part of Windsor and Maidenhead, the real estate market has seen some remarkable transactions. The most expensive house sold for an impressive £6,189,800 in 2024, while the least expensive on the list went for £1,700,000. Notably, 12 houses are located on the same street, Terry's Lane. Since 1995, there have been a total of 2967 sales in this picturesque locale, with the latest sale recorded in 2025.
Sold in February 2024
gibraltar house gibraltar lane, windsor and maidenhead
£6,189,800
Sold in 2023
hurst place bradcutts lane, windsor and maidenhead
£5,500,000
Sold in August 2022
kiln meadow bedwins lane, windsor and maidenhead
£4,250,000
4.
Sold in November 2021
highbank stonehouse lane, windsor and maidenhead
£4,200,000
5.
Sold in March 2024
barbary house gibraltar lane, windsor and maidenhead
£4,085,000
6.
Sold in February 2025
moor cottage high street, windsor and maidenhead
£4,055,000
7.
Sold in February 2022
holly house alleyns lane, windsor and maidenhead
£4,000,000
8.
Sold in August 2021
bigfrith end bigfrith lane, windsor and maidenhead
£3,835,000
9.
Sold in June 2020
winter cottage terrys lane, windsor and maidenhead
£3,750,000
10.
Sold in March 2022
watermead house gibraltar lane, windsor and maidenhead
£3,650,000
Most expensive houses in areas around Cookham
£2,700,000
-56.38%
£5,850,000
-5.49%
£6,400,000
3.40%
£3,740,000
-39.58%
£21,000,000
239.27%
£21,000,000
239.27%
11.
Sold in 2022
the field house terrys lane, windsor and maidenhead
£3,500,000
Sold for a lower amount since this price
12.
Sold in February 2023
garden reach gibraltar lane, windsor and maidenhead
£3,500,000
13.
Sold in August 2023
riversteps gibraltar lane, windsor and maidenhead
£3,500,000
14.
Sold in October 2024
the field house terrys lane, windsor and maidenhead
£3,486,900
15.
Sold in October 2014
littlemount church road, windsor and maidenhead
£3,400,000
16.
Sold in April 2025
jays oak church road, windsor and maidenhead
£3,400,000
17.
Sold in December 2022
five elms popes lane, windsor and maidenhead
£3,350,000
18.
Sold in February 2024
ronda house terrys lane, windsor and maidenhead
£3,118,000
19.
Sold in February 2019
model farm sutton road, windsor and maidenhead
£3,000,000
Sold for a lower amount since this price
20.
Sold in February 2021
thameside sutton road, windsor and maidenhead
£2,950,000
21.
Sold in July 2025
winterdown stonehouse lane, windsor and maidenhead
£2,850,000
22.
Sold in May 2022
hope cottage hardings green, windsor and maidenhead
£2,848,100
23.
Sold in February 2021
dyars church road, windsor and maidenhead
£2,828,000
24.
Sold in 2021
plum trees alleyns lane, windsor and maidenhead
£2,750,000
25.
Sold in 2020
garden reach gibraltar lane, windsor and maidenhead
£2,700,000
26.
Sold in February 2025
brunswick house the pound, windsor and maidenhead
£2,675,000
27.
Sold in November 2021
herons court terrys lane, windsor and maidenhead
£2,650,000
28.
Sold in June 2023
round copse alleyns lane, windsor and maidenhead
£2,602,300
29.
Sold in July 2021
cliff cottage kings lane, windsor and maidenhead
£2,600,000
30.
Sold in July 2020
moonraker stonehouse lane, windsor and maidenhead
£2,600,000
31.
Sold in March 2021
winterdown stonehouse lane, windsor and maidenhead
£2,600,000
32.
Sold in April 2019
watermead house gibraltar lane, windsor and maidenhead
£2,600,000
33.
Sold in September 2017
winter hill barn winter hill, windsor and maidenhead
£2,600,000
34.
Sold in December 2011
hollycroft alleyns lane, windsor and maidenhead
£2,548,450
35.
Sold in April 2023
brecklands cookham dean common, windsor and maidenhead
£2,500,000
36.
Sold in October 2007
winter cottage terrys lane, windsor and maidenhead
£2,500,000
37.
Sold in September 2019
welkin hurst winter hill, windsor and maidenhead
£2,500,000
38.
Sold in March 2021
grey thatch terrys lane, windsor and maidenhead
£2,499,500
39.
Sold in 2006
camelford bradcutts lane, windsor and maidenhead
£2,425,000
40.
Sold in December 2017
alleyn house alleyns lane, windsor and maidenhead
£2,400,000
41.
Sold in November 2015
inwood church road, windsor and maidenhead
£2,400,000
42.
Sold in October 2018
herons court terrys lane, windsor and maidenhead
£2,400,000
43.
Sold in August 2007
mulberry house church road, windsor and maidenhead
£2,392,500
44.
Sold in March 2018
woodlands farm house spring lane, windsor and maidenhead
£2,375,000
45.
Sold in May 2016
bradcutts alleyns lane, windsor and maidenhead
£2,350,010
46.
Sold in 2020
tythe barn dean lane, windsor and maidenhead
£2,350,000
47.
Sold in August 2002
widbrook house sutton road, windsor and maidenhead
£2,340,000
48.
Sold in November 2015
woodmancutts church road, windsor and maidenhead
£2,325,000
49.
Sold in July 2021
brayfield kings lane, windsor and maidenhead
£2,310,000
50.
Sold in March 2022
wyx cottage startins lane, windsor and maidenhead
£2,300,000
51.
Sold in September 2012
hope cottage hardings green, windsor and maidenhead
£2,280,000
52.
Sold in December 2017
poundfield house grange road, windsor and maidenhead
£2,260,000
53.
Sold in March 2021
the coppice startins lane, windsor and maidenhead
£2,250,000
54.
Sold in July 2021
poundcroft poundfield lane, windsor and maidenhead
£2,250,000
55.
Sold in April 2011
ronda house terrys lane, windsor and maidenhead
£2,250,000
56.
Sold in August 2023
ivory gate stonehouse lane, windsor and maidenhead
£2,250,000
57.
Sold in September 2021
ballards jobs lane, windsor and maidenhead
£2,250,000
58.
Sold in 2017
half timbers alleyns lane, windsor and maidenhead
£2,200,000
59.
Sold in February 2021
model farm sutton road, windsor and maidenhead
£2,200,000
60.
Sold in April 2021
mulberry house berries road, windsor and maidenhead
£2,150,000
61.
Sold in May 2021
slade house hills lane, windsor and maidenhead
£2,125,000
62.
Sold in February 2008
westward house berries road, windsor and maidenhead
£2,122,500
63.
Sold in December 2021
bedwin house bedwins lane, windsor and maidenhead
£2,100,000
64.
Sold in August 2023
englefield poundfield lane, windsor and maidenhead
£2,100,000
65.
Sold in December 2023
cherry tree cottage cookham dean common, windsor and maidenhead
£2,076,000
66.
Sold in November 2021
mendota stonehouse lane, windsor and maidenhead
£2,050,000
67.
Sold in September 2022
maracay dean lane, windsor and maidenhead
£2,037,500
68.
Sold in 2014
orchard fields bigfrith lane, windsor and maidenhead
£2,030,000
69.
Sold in September 2024
hill lodge church road, windsor and maidenhead
£2,000,000
70.
Sold in February 2024
sumner school lane, windsor and maidenhead
£2,000,000
71.
Sold in October 2016
the thatch dean lane, windsor and maidenhead
£1,975,000
Sold for a lower amount since this price
72.
Sold in August 2019
the old stables cannon court road, windsor and maidenhead
£1,970,000
73.
Sold in October 2023
summer hill dean lane, windsor and maidenhead
£1,960,000
74.
Sold in March 2016
marley cottage bedwins lane, windsor and maidenhead
£1,950,000
75.
Sold in July 2021
car-mon-ta church road, windsor and maidenhead
£1,943,000
76.
Sold in March 2007
dean grange terrys lane, windsor and maidenhead
£1,940,000
77.
Sold in August 2017
greenfields , windsor and maidenhead
£1,900,000
78.
Sold in May 2008
watermead house gibraltar lane, windsor and maidenhead
£1,900,000
79.
Sold in February 2013
chiltern court winter hill, windsor and maidenhead
£1,900,000
80.
Sold in September 2013
the tannery house school lane, windsor and maidenhead
£1,875,000
81.
Sold in April 2010
winterdown stonehouse lane, windsor and maidenhead
£1,875,000
82.
Sold in August 2014
wits end kings lane, windsor and maidenhead
£1,850,000
83.
Sold in November 2020
mendota stonehouse lane, windsor and maidenhead
£1,850,000
84.
Sold in May 2011
asiana alleyns lane, windsor and maidenhead
£1,825,000
85.
Sold in October 2007
darbys church road, windsor and maidenhead
£1,817,500
86.
Sold in February 2023
green banks stonehouse lane, windsor and maidenhead
£1,809,500
87.
Sold in October 2021
tregedna startins lane, windsor and maidenhead
£1,805,000
88.
Sold in November 2024
westover hills lane, windsor and maidenhead
£1,790,000
89.
Sold in March 2022
pound house the pound, windsor and maidenhead
£1,775,000
90.
Sold in December 2011
mulberry lodge alleyns lane, windsor and maidenhead
£1,760,000
91.
Sold in April 2025
worster house worster road, windsor and maidenhead
£1,750,000
92.
Sold in October 2015
selbourne church road, windsor and maidenhead
£1,750,000
93.
Sold in 2020
highwood corner grubwood lane, windsor and maidenhead
£1,750,000
94.
Sold in December 2022
dean cottage cookham dean bottom, windsor and maidenhead
£1,732,500
95.
Sold in July 2011
duntons wood alleyns lane, windsor and maidenhead
£1,730,000
96.
Sold in September 2022
danes manor cottage danes gardens, windsor and maidenhead
£1,730,000
97.
Sold in June 2021
oddpots bigfrith lane, windsor and maidenhead
£1,730,000
98.
Sold in April 2021
fieldfare startins lane, windsor and maidenhead
£1,725,000
99.
Sold in August 2009
wildwood alleyns lane, windsor and maidenhead
£1,700,000
100.
Sold in July 2021
shy hamlet dean lane, windsor and maidenhead
£1,700,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Cookham 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 September 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.