House Price Watch
100 most expensive houses in Sunninghill and Ascot
Nestled in the charming area of Sunninghill and Ascot, part of Windsor and Maidenhead, this neighborhood has seen a remarkable 7233 sales since 1995. Among the most notable transactions, the most expensive house sold for an impressive £8,949,158 back in 1999, while the least expensive on the list fetched £2,700,000. Interestingly, 9 of these luxurious homes are located on the same street, Coronation Road. The latest sale took place in 2025, showcasing the area's enduring appeal.
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
£14,000,000
56.44%
£2,700,000
-69.83%
£5,850,000
-34.63%
£3,805,000
-57.48%
£21,000,000
134.66%
£3,740,000
-58.21%
£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 October 2025
peters garth coronation road, windsor and maidenhead
£3,850,000
21.
Sold in February 2021
portland house monks close, windsor and maidenhead
£3,725,000
22.
Sold in July 2021
braydene heathfield avenue, windsor and maidenhead
£3,700,000
23.
Sold in July 2010
carradale london road, windsor and maidenhead
£3,700,000
24.
Sold in October 2023
waverley kennel avenue, windsor and maidenhead
£3,700,000
25.
Sold in March 2016
green timbers monks drive, windsor and maidenhead
£3,650,000
26.
Sold in 2015
5 regents walk, windsor and maidenhead
£3,643,700
27.
Sold in June 2012
braydene heathfield avenue, windsor and maidenhead
£3,600,000
28.
Sold in April 2012
tameris kennel avenue, windsor and maidenhead
£3,600,000
29.
Sold in June 2024
barrington house st marys road, windsor and maidenhead
£3,554,000
30.
Sold in November 2013
pinewood heathfield avenue, windsor and maidenhead
£3,500,000
31.
Sold in 2010
fairwinds church lane, windsor and maidenhead
£3,500,000
32.
Sold in December 2022
1 the glade, windsor and maidenhead
£3,500,000
33.
Sold in February 2018
sachels coronation road, windsor and maidenhead
£3,500,000
34.
Sold in 2007
peters garth coronation road, windsor and maidenhead
£3,500,000
35.
Sold in October 2011
luccombe coronation road, windsor and maidenhead
£3,500,000
36.
Sold in February 2021
kingfishers coronation road, windsor and maidenhead
£3,500,000
37.
Sold in August 2022
brunswick house monks walk, windsor and maidenhead
£3,496,106
38.
Sold in December 2017
chatsworth house friary road, windsor and maidenhead
£3,480,000
Sold for a lower amount since this price
39.
Sold in May 2012
pinewood heathfield avenue, windsor and maidenhead
£3,425,000
40.
Sold in September 2001
the lodge buckhurst lane, windsor and maidenhead
£3,400,000
41.
Sold in August 2020
dukeswood coronation road, windsor and maidenhead
£3,400,000
42.
Sold in April 2019
braydene heathfield avenue, windsor and maidenhead
£3,350,000
43.
Sold in July 2017
sherwood coronation road, bracknell forest
£3,350,000
44.
Sold in 2013
michaelmas larch avenue, windsor and maidenhead
£3,300,000
45.
Sold in February 2016
byways friary road, windsor and maidenhead
£3,300,000
46.
Sold in June 2017
dukeswood coronation road, windsor and maidenhead
£3,300,000
47.
Sold in April 2021
burghley house , windsor and maidenhead
£3,300,000
48.
Sold in December 2023
claydon woodlands ride, windsor and maidenhead
£3,260,750
49.
Sold in October 2024
3 the glade, windsor and maidenhead
£3,250,000
50.
Sold in March 2021
larchwood heathfield avenue, windsor and maidenhead
£3,200,000
51.
Sold in October 2019
the pavilion london road, windsor and maidenhead
£3,200,000
52.
Sold in September 2020
brunswick house monks walk, windsor and maidenhead
£3,200,000
53.
Sold in September 2021
pine trees monks walk, windsor and maidenhead
£3,200,000
54.
Sold in 2020
wellington house brockenhurst road, windsor and maidenhead
£3,190,000
Sold for a lower amount since this price
55.
Sold in December 2014
burleigh house , windsor and maidenhead
£3,160,000
56.
Sold in 2025
heath end place windsor road, windsor and maidenhead
£3,150,000
57.
Sold in March 2017
tamaris kennel avenue, windsor and maidenhead
£3,100,000
58.
Sold in March 2021
helford house hancocks mount, windsor and maidenhead
£3,100,000
59.
Sold in 2016
glenmead monks walk, windsor and maidenhead
£3,035,000
60.
Sold in April 2024
virginia house st marys road, windsor and maidenhead
£3,027,000
61.
Sold in December 2018
6 fir tree close, windsor and maidenhead
£3,000,000
62.
Sold in March 2017
kingfishers coronation road, windsor and maidenhead
£3,000,000
63.
Sold in April 2024
chatsworth house friary road, windsor and maidenhead
£2,975,000
64.
Sold in October 2009
chartwood , windsor and maidenhead
£2,935,000
65.
Sold in August 2015
burnside house furlong drive, windsor and maidenhead
£2,925,000
66.
Sold in November 2022
house in the wood larch avenue, windsor and maidenhead
£2,900,000
67.
Sold in December 2022
swinley corner winkfield road, windsor and maidenhead
£2,900,000
68.
Sold in December 2013
penmere house st marys road, windsor and maidenhead
£2,900,000
69.
Sold in April 2020
wellington house brockenhurst road, windsor and maidenhead
£2,900,000
70.
Sold in March 2022
friary dene friary road, windsor and maidenhead
£2,900,000
71.
Sold in October 2022
merlin house bagshot road, windsor and maidenhead
£2,900,000
72.
Sold in May 2007
charters gate hancocks mount, windsor and maidenhead
£2,900,000
Sold for a lower amount since this price
73.
Sold in 2020
nutfield wells lane, windsor and maidenhead
£2,850,000
74.
Sold in December 2020
blanton house kennel avenue, windsor and maidenhead
£2,850,000
75.
Sold in March 2020
birchcroft brockenhurst road, windsor and maidenhead
£2,850,000
Sold for a lower amount since this price
76.
Sold in 2016
claremont whynstones road, windsor and maidenhead
£2,850,000
77.
Sold in June 2018
3 the glade, windsor and maidenhead
£2,825,000
78.
Sold in March 2014
silverwood whynstones road, windsor and maidenhead
£2,825,000
79.
Sold in June 2024
westwood whynstones road, windsor and maidenhead
£2,825,000
80.
Sold in June 2018
somerton coronation road, windsor and maidenhead
£2,825,000
81.
Sold in March 2016
cowdray house brockenhurst road, windsor and maidenhead
£2,811,450
82.
Sold in May 2017
wells house wells lane, windsor and maidenhead
£2,800,000
83.
Sold in November 2024
the laurels burleigh road, windsor and maidenhead
£2,800,000
84.
Sold in April 2022
redwood manor brockenhurst road, windsor and maidenhead
£2,800,000
85.
Sold in April 2007
forest ridge bagshot road, windsor and maidenhead
£2,800,000
86.
Sold in April 2024
little birches coronation road, windsor and maidenhead
£2,800,000
87.
Sold in September 2018
robins wood monks drive, windsor and maidenhead
£2,785,000
88.
Sold in November 2010
old mile house kier park, windsor and maidenhead
£2,750,000
89.
Sold in June 2017
st. james house london road, windsor and maidenhead
£2,750,000
90.
Sold in November 2021
the laurels burleigh road, windsor and maidenhead
£2,750,000
91.
Sold in December 2022
9 the chase, windsor and maidenhead
£2,750,000
92.
Sold in July 2008
daneswood monks walk, windsor and maidenhead
£2,750,000
Sold for a lower amount since this price
93.
Sold in April 2020
birnam monks walk, windsor and maidenhead
£2,750,000
94.
Sold in October 2023
reddings brockenhurst road, windsor and maidenhead
£2,750,000
95.
Sold in 2014
windrush hancocks mount, windsor and maidenhead
£2,750,000
96.
Sold in April 2020
kier park house kier park, windsor and maidenhead
£2,700,000
97.
Sold in September 2017
2 the glade, windsor and maidenhead
£2,700,000
98.
Sold in July 2020
tangley house brockenhurst road, windsor and maidenhead
£2,700,000
99.
Sold in December 2024
chasebury brockenhurst road, windsor and maidenhead
£2,700,000
100.
Sold in February 2020
lansdowne the covert, windsor and maidenhead
£2,700,000
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 29 March 2026 at 18:31 with the latest HM Land Registry data (February 2026). The Sunninghill and Ascot dataset covers 907 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.