House Price Watch
100 most expensive houses in Sunninghill and Ascot
Sunninghill and Ascot, nestled within Windsor and Maidenhead, boasts a fascinating real estate landscape. The most expensive house sold here reached an impressive £8,949,158 in 1999, while the least expensive was valued at £2,675,000. Notably, 9 of these remarkable houses are located on the same street, Coronation Road. Since 1995, the area has seen a remarkable 7,148 sales, with the most recent transaction occurring in 2025.
Sold in August 1999
the gate house london road, windsor and maidenhead
£8,949,158
Sold in May 2025
2 regents walk, windsor and maidenhead
£6,495,000
Sold in May 2023
edenwood house horse gate ride, windsor and maidenhead
£6,100,000
4.
Sold in June 2020
foxfields st georges lane, windsor and maidenhead
£6,000,000
5.
Sold in August 2023
braydene heathfield avenue, windsor and maidenhead
£5,750,000
6.
Sold in October 2016
2 regents walk, windsor and maidenhead
£5,400,000
7.
Sold in August 2014
edenwood house horsegate ride, windsor and maidenhead
£5,300,000
8.
Sold in September 2024
candlemas heathfield avenue, windsor and maidenhead
£4,650,000
9.
Sold in April 2023
sachels coronation road, windsor and maidenhead
£4,600,000
10.
Sold in October 2020
7 regents walk, windsor and maidenhead
£4,536,515
Most expensive houses in areas around Sunninghill and Ascot
£2,700,000
-69.83%
£5,850,000
-34.63%
£6,400,000
-28.48%
£3,740,000
-58.21%
£21,000,000
134.66%
£6,189,800
-30.83%
£21,000,000
134.66%
11.
Sold in October 2015
april wood st marys road, windsor and maidenhead
£4,500,000
12.
Sold in June 2020
fairwinds church lane, windsor and maidenhead
£4,350,000
13.
Sold in October 2017
woodberry down st marys road, windsor and maidenhead
£4,250,000
14.
Sold in August 2018
7 regents walk, windsor and maidenhead
£4,150,000
15.
Sold in December 2014
chartwood , windsor and maidenhead
£4,070,000
16.
Sold in June 2000
nightingale house london road, windsor and maidenhead
£4,000,000
17.
Sold in 2022
derryville burleigh lane, windsor and maidenhead
£4,000,000
18.
Sold in October 2021
south court london road, windsor and maidenhead
£3,900,000
19.
Sold in November 2012
hatfield house st marys road, windsor and maidenhead
£3,890,000
20.
Sold in February 2021
portland house monks close, windsor and maidenhead
£3,725,000
21.
Sold in July 2021
braydene heathfield avenue, windsor and maidenhead
£3,700,000
22.
Sold in July 2010
carradale london road, windsor and maidenhead
£3,700,000
23.
Sold in October 2023
waverley kennel avenue, windsor and maidenhead
£3,700,000
24.
Sold in March 2016
green timbers monks drive, windsor and maidenhead
£3,650,000
25.
Sold in 2015
5 regents walk, windsor and maidenhead
£3,643,700
26.
Sold in June 2012
braydene heathfield avenue, windsor and maidenhead
£3,600,000
27.
Sold in April 2012
tameris kennel avenue, windsor and maidenhead
£3,600,000
28.
Sold in June 2024
barrington house st marys road, windsor and maidenhead
£3,554,000
29.
Sold in November 2013
pinewood heathfield avenue, windsor and maidenhead
£3,500,000
30.
Sold in 2010
fairwinds church lane, windsor and maidenhead
£3,500,000
31.
Sold in December 2022
1 the glade, windsor and maidenhead
£3,500,000
32.
Sold in February 2018
sachels coronation road, windsor and maidenhead
£3,500,000
33.
Sold in 2007
peters garth coronation road, windsor and maidenhead
£3,500,000
34.
Sold in October 2011
luccombe coronation road, windsor and maidenhead
£3,500,000
35.
Sold in February 2021
kingfishers coronation road, windsor and maidenhead
£3,500,000
36.
Sold in August 2022
brunswick house monks walk, windsor and maidenhead
£3,496,106
37.
Sold in December 2017
chatsworth house friary road, windsor and maidenhead
£3,480,000
Sold for a lower amount since this price
38.
Sold in May 2012
pinewood heathfield avenue, windsor and maidenhead
£3,425,000
39.
Sold in September 2001
the lodge buckhurst lane, windsor and maidenhead
£3,400,000
40.
Sold in August 2020
dukeswood coronation road, windsor and maidenhead
£3,400,000
41.
Sold in April 2019
braydene heathfield avenue, windsor and maidenhead
£3,350,000
42.
Sold in July 2017
sherwood coronation road, bracknell forest
£3,350,000
43.
Sold in 2013
michaelmas larch avenue, windsor and maidenhead
£3,300,000
44.
Sold in February 2016
byways friary road, windsor and maidenhead
£3,300,000
45.
Sold in June 2017
dukeswood coronation road, windsor and maidenhead
£3,300,000
46.
Sold in April 2021
burghley house , windsor and maidenhead
£3,300,000
47.
Sold in December 2023
claydon woodlands ride, windsor and maidenhead
£3,260,750
48.
Sold in October 2024
3 the glade, windsor and maidenhead
£3,250,000
49.
Sold in March 2021
larchwood heathfield avenue, windsor and maidenhead
£3,200,000
50.
Sold in October 2019
the pavilion london road, windsor and maidenhead
£3,200,000
51.
Sold in September 2020
brunswick house monks walk, windsor and maidenhead
£3,200,000
52.
Sold in September 2021
pine trees monks walk, windsor and maidenhead
£3,200,000
53.
Sold in 2020
wellington house brockenhurst road, windsor and maidenhead
£3,190,000
Sold for a lower amount since this price
54.
Sold in December 2014
burleigh house , windsor and maidenhead
£3,160,000
55.
Sold in March 2017
tamaris kennel avenue, windsor and maidenhead
£3,100,000
56.
Sold in March 2021
helford house hancocks mount, windsor and maidenhead
£3,100,000
57.
Sold in 2016
glenmead monks walk, windsor and maidenhead
£3,035,000
58.
Sold in April 2024
virginia house st marys road, windsor and maidenhead
£3,027,000
59.
Sold in December 2018
6 fir tree close, windsor and maidenhead
£3,000,000
60.
Sold in March 2017
kingfishers coronation road, windsor and maidenhead
£3,000,000
61.
Sold in April 2024
chatsworth house friary road, windsor and maidenhead
£2,975,000
62.
Sold in October 2009
chartwood , windsor and maidenhead
£2,935,000
63.
Sold in August 2015
burnside house furlong drive, windsor and maidenhead
£2,925,000
64.
Sold in November 2022
house in the wood larch avenue, windsor and maidenhead
£2,900,000
65.
Sold in December 2022
swinley corner winkfield road, windsor and maidenhead
£2,900,000
66.
Sold in December 2013
penmere house st marys road, windsor and maidenhead
£2,900,000
67.
Sold in April 2020
wellington house brockenhurst road, windsor and maidenhead
£2,900,000
68.
Sold in March 2022
friary dene friary road, windsor and maidenhead
£2,900,000
69.
Sold in October 2022
merlin house bagshot road, windsor and maidenhead
£2,900,000
70.
Sold in May 2007
charters gate hancocks mount, windsor and maidenhead
£2,900,000
Sold for a lower amount since this price
71.
Sold in 2020
nutfield wells lane, windsor and maidenhead
£2,850,000
72.
Sold in December 2020
blanton house kennel avenue, windsor and maidenhead
£2,850,000
73.
Sold in March 2020
birchcroft brockenhurst road, windsor and maidenhead
£2,850,000
Sold for a lower amount since this price
74.
Sold in 2016
claremont whynstones road, windsor and maidenhead
£2,850,000
75.
Sold in June 2018
3 the glade, windsor and maidenhead
£2,825,000
76.
Sold in March 2014
silverwood whynstones road, windsor and maidenhead
£2,825,000
77.
Sold in June 2024
westwood whynstones road, windsor and maidenhead
£2,825,000
78.
Sold in June 2018
somerton coronation road, windsor and maidenhead
£2,825,000
79.
Sold in March 2016
cowdray house brockenhurst road, windsor and maidenhead
£2,811,450
80.
Sold in May 2017
wells house wells lane, windsor and maidenhead
£2,800,000
81.
Sold in November 2024
the laurels burleigh road, windsor and maidenhead
£2,800,000
82.
Sold in April 2022
redwood manor brockenhurst road, windsor and maidenhead
£2,800,000
83.
Sold in April 2007
forest ridge bagshot road, windsor and maidenhead
£2,800,000
84.
Sold in April 2024
little birches coronation road, windsor and maidenhead
£2,800,000
85.
Sold in September 2018
robins wood monks drive, windsor and maidenhead
£2,785,000
86.
Sold in November 2010
old mile house kier park, windsor and maidenhead
£2,750,000
87.
Sold in June 2017
st. james house london road, windsor and maidenhead
£2,750,000
88.
Sold in November 2021
the laurels burleigh road, windsor and maidenhead
£2,750,000
89.
Sold in December 2022
9 the chase, windsor and maidenhead
£2,750,000
90.
Sold in July 2008
daneswood monks walk, windsor and maidenhead
£2,750,000
Sold for a lower amount since this price
91.
Sold in April 2020
birnam monks walk, windsor and maidenhead
£2,750,000
92.
Sold in October 2023
reddings brockenhurst road, windsor and maidenhead
£2,750,000
93.
Sold in 2014
windrush hancocks mount, windsor and maidenhead
£2,750,000
94.
Sold in April 2020
kier park house kier park, windsor and maidenhead
£2,700,000
95.
Sold in September 2017
2 the glade, windsor and maidenhead
£2,700,000
96.
Sold in July 2020
tangley house brockenhurst road, windsor and maidenhead
£2,700,000
97.
Sold in December 2024
chasebury brockenhurst road, windsor and maidenhead
£2,700,000
98.
Sold in February 2020
lansdowne the covert, windsor and maidenhead
£2,700,000
99.
Sold in July 2020
greenwood the covert, windsor and maidenhead
£2,700,000
100.
Sold in September 2022
bramley cottage burleigh road, windsor and maidenhead
£2,675,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Sunninghill and Ascot 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.