House Price Watch
100 most expensive houses in Windsor
In the charming area of Windsor, part of the Windsor and Maidenhead district, the real estate market showcases a remarkable range of homes. The most expensive house sold for £4,900,000 in 2017, while the least expensive on the list was £1,760,000. Interestingly, 17 of these prestigious homes are located on the same street, known as Adelaide Square, Gloucester Place, Kings Road. Since 1995, there have been an impressive 18,114 sales in this vibrant community, with the latest sale recorded in 2025.
Sold in July 2017
9 park street, windsor and maidenhead
£4,900,000
Sold in March 2024
little acorns st leonards hill, windsor and maidenhead
£3,837,500
Sold in April 2016
white lilies island mill lane, windsor and maidenhead
£3,600,000
Sold for a lower amount since this price
4.
Sold in 2022
sirius , windsor and maidenhead
£3,316,000
5.
Sold in 2022
eton thameside 6, windsor and maidenhead
£3,087,500
6.
Sold in September 2014
eton thameside 5, windsor and maidenhead
£3,000,713
7.
Sold in June 2012
19 sheet street, windsor and maidenhead
£3,000,000
Sold for a lower amount since this price
8.
Sold in April 2021
3 queens terrace, windsor and maidenhead
£3,000,000
9.
Sold in August 2014
long walk villas 9, windsor and maidenhead
£2,990,000
10.
Sold in May 2019
kings walden kings road, windsor and maidenhead
£2,950,000
Most expensive houses in areas around Windsor
£2,700,000
-44.90%
£5,850,000
19.39%
£6,400,000
30.61%
£3,740,000
-23.67%
£21,000,000
328.57%
£6,189,800
26.32%
£21,000,000
328.57%
11.
Sold in September 2014
long walk villas 1, windsor and maidenhead
£2,900,000
Sold for a lower amount since this price
12.
Sold in September 2017
white lilies island mill lane, windsor and maidenhead
£2,900,000
Sold for a lower amount since this price
13.
Sold in December 2019
willow house , windsor and maidenhead
£2,800,000
14.
Sold in September 2013
chantry maidenhead road, windsor and maidenhead
£2,800,000
15.
Sold in July 2024
eton thameside 8, windsor and maidenhead
£2,800,000
16.
Sold in April 2022
19 sheet street, windsor and maidenhead
£2,750,000
17.
Sold in September 2017
6 queens terrace, windsor and maidenhead
£2,750,000
18.
Sold in 2024
stone mountain st leonards hill, windsor and maidenhead
£2,750,000
19.
Sold in June 2021
11 park street, windsor and maidenhead
£2,650,000
20.
Sold in October 2024
white lilies island mill lane, windsor and maidenhead
£2,650,000
21.
Sold in 2019
ruddles pool maidenhead road, windsor and maidenhead
£2,600,000
22.
Sold in February 2025
long walk villas 5, windsor and maidenhead
£2,575,000
23.
Sold in September 2014
long walk villas 5, windsor and maidenhead
£2,500,000
24.
Sold in 2024
long walk villas 1, windsor and maidenhead
£2,500,000
25.
Sold in September 2021
woodland manor st leonards hill, windsor and maidenhead
£2,500,000
26.
Sold in November 2012
chantry maidenhead road, windsor and maidenhead
£2,500,000
27.
Sold in May 2015
eton thameside 9, windsor and maidenhead
£2,500,000
28.
Sold in March 2022
long walk villas 1, windsor and maidenhead
£2,485,000
29.
Sold in November 2014
long walk villas 6, windsor and maidenhead
£2,450,000
30.
Sold in September 2016
long walk villas 2, windsor and maidenhead
£2,400,000
Sold for a lower amount since this price
31.
Sold in September 2024
eton thameside 11, windsor and maidenhead
£2,400,000
32.
Sold in May 2018
14 clarence road, windsor and maidenhead
£2,395,000
33.
Sold in 2017
8 thames side, windsor and maidenhead
£2,375,000
34.
Sold in November 2019
8 clarence crescent, windsor and maidenhead
£2,375,000
35.
Sold in September 2024
long walk villas 4, windsor and maidenhead
£2,330,000
36.
Sold in July 2012
white lilies island mill lane, windsor and maidenhead
£2,310,000
37.
Sold in 2017
7 thames side, windsor and maidenhead
£2,300,000
38.
Sold in September 2023
long walk villas 2, windsor and maidenhead
£2,300,000
39.
Sold in October 2015
myway house st leonards hill, windsor and maidenhead
£2,300,000
40.
Sold in April 2015
long walk villas 8, windsor and maidenhead
£2,294,888
41.
Sold in September 2014
eton thameside 12, windsor and maidenhead
£2,250,000
42.
Sold in September 2014
eton thameside 8, windsor and maidenhead
£2,250,000
43.
Sold in December 2016
glade house st leonards hill, windsor and maidenhead
£2,210,500
44.
Sold in November 2014
long walk villas 3, windsor and maidenhead
£2,200,000
45.
Sold in June 2015
long walk villas 4, windsor and maidenhead
£2,200,000
46.
Sold in February 2013
the bear house st leonards hill, windsor and maidenhead
£2,200,000
47.
Sold in October 2014
eton thameside 4, windsor and maidenhead
£2,200,000
48.
Sold in November 2014
long walk villas 2, windsor and maidenhead
£2,190,000
49.
Sold in July 2021
beech house hermitage lane, windsor and maidenhead
£2,160,000
50.
Sold in 2018
9 thames side, windsor and maidenhead
£2,150,000
51.
Sold in June 2015
long walk villas 7, windsor and maidenhead
£2,150,000
52.
Sold in December 2018
6 thames side, windsor and maidenhead
£2,100,000
53.
Sold in February 2018
110 kings road, windsor and maidenhead
£2,100,000
54.
Sold in February 2013
7 queens terrace, windsor and maidenhead
£2,100,000
55.
Sold in December 2024
39 queens acre, windsor and maidenhead
£2,100,000
56.
Sold in November 2007
wentworth house st leonards hill, windsor and maidenhead
£2,100,000
57.
Sold in April 2016
oakbank st leonards hill, windsor and maidenhead
£2,100,000
58.
Sold in September 2012
15 park street, windsor and maidenhead
£2,085,000
Sold for a lower amount since this price
59.
Sold in May 2021
the residence the town house 6, windsor and maidenhead
£2,050,000
60.
Sold in 2021
1 turnoak park, windsor and maidenhead
£2,025,000
61.
Sold in September 2012
9 park street, windsor and maidenhead
£2,000,000
62.
Sold in March 2023
57 alma road, windsor and maidenhead
£2,000,000
63.
Sold in September 2014
eton thameside 7, windsor and maidenhead
£2,000,000
64.
Sold in September 2014
eton thameside 6, windsor and maidenhead
£2,000,000
65.
Sold in November 2014
eton thameside 9, windsor and maidenhead
£2,000,000
66.
Sold in 2013
2 park street, windsor and maidenhead
£1,990,000
67.
Sold in 2007
8a park street, windsor and maidenhead
£1,975,000
68.
Sold in November 2010
1 queens terrace, windsor and maidenhead
£1,950,000
69.
Sold in October 2004
pinewood st leonards hill, windsor and maidenhead
£1,950,000
70.
Sold in April 2015
7 clarence crescent, windsor and maidenhead
£1,950,000
71.
Sold in 2018
white lilies island mill lane, windsor and maidenhead
£1,950,000
72.
Sold in July 2024
7 park street, windsor and maidenhead
£1,940,000
73.
Sold in June 2022
72 kings road, windsor and maidenhead
£1,890,000
74.
Sold in June 2024
old hermitage hermitage lane, windsor and maidenhead
£1,875,000
75.
Sold in December 2018
15 park street, windsor and maidenhead
£1,869,450
76.
Sold in November 2022
19 queens acre, windsor and maidenhead
£1,850,000
77.
Sold in August 2018
69 osborne road, windsor and maidenhead
£1,850,000
78.
Sold in August 2018
1a bolton avenue, windsor and maidenhead
£1,850,000
79.
Sold in July 2010
14a bolton avenue, windsor and maidenhead
£1,850,000
80.
Sold in June 2007
whitby st leonards hill, windsor and maidenhead
£1,850,000
81.
Sold in April 2021
carrisbrooke st leonards hill, windsor and maidenhead
£1,850,000
82.
Sold in October 2020
16a dower park, windsor and maidenhead
£1,850,000
83.
Sold in September 2014
eton thameside 10, windsor and maidenhead
£1,850,000
84.
Sold in October 2023
the cedars st leonards hill, windsor and maidenhead
£1,840,000
85.
Sold in April 2017
106 kings road, windsor and maidenhead
£1,825,000
86.
Sold in February 2025
24 queens acre, windsor and maidenhead
£1,825,000
87.
Sold in June 2015
5 claremont road, windsor and maidenhead
£1,825,000
Sold for a lower amount since this price
88.
Sold in December 2023
north lodge st leonards hill, windsor and maidenhead
£1,825,000
89.
Sold in December 2023
20 clarence road, windsor and maidenhead
£1,821,000
90.
Sold in 2005
white lilies island mill lane, windsor and maidenhead
£1,820,000
91.
Sold in August 2018
oakfield house st leonards hill, windsor and maidenhead
£1,818,000
92.
Sold in 2021
54 - 56 kings road, windsor and maidenhead
£1,810,000
93.
Sold in March 2016
malden house , windsor and maidenhead
£1,800,000
94.
Sold in July 2021
10 bolton avenue, windsor and maidenhead
£1,800,000
95.
Sold in April 2023
springfield st leonards hill, windsor and maidenhead
£1,800,000
96.
Sold in September 2025
23 clarence road, windsor and maidenhead
£1,795,000
97.
Sold in November 2018
5 claremont road, windsor and maidenhead
£1,790,000
98.
Sold in October 2022
29 bolton avenue, windsor and maidenhead
£1,772,000
99.
Sold in August 2010
kalliphea st leonards hill, windsor and maidenhead
£1,770,000
100.
Sold in September 2010
14b bolton avenue, windsor and maidenhead
£1,760,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Windsor 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.