House Price Watch
100 most expensive houses in Winchester
The highest recorded sale in Winchester is £18,500,000 in January 2021.
Related price questions
In Winchester, part of Hampshire, the priciest home ever sold reached an impressive £18,500,000, while the least expensive house on the list went for £2,400,000. The record-setting sale took place in 2021, and the most recent sale on the list happened in 2025. This area has seen remarkable property activity, with a total of 67,260 sales recorded since 1995, showing just how active and desirable the local housing market has been over the decades.
Sold in January 2021
cobham house high street, hampshire
£18,500,000
Sold in November 2020
avington park house east , hampshire
£16,000,000
Sold in November 2025
the dower house , hampshire
£8,750,000
4.
Sold in August 2020
meonstoke house chapel road, hampshire
£8,204,250
5.
Sold in September 2022
mulberry house , winchester
£6,500,000
6.
Sold in January 2020
ovington house , hampshire
£6,000,000
7.
Sold in January 2018
mulberry house , winchester
£5,500,000
8.
Sold in December 2020
the dower house , hampshire
£5,350,000
9.
Sold in January 2017
whitedale house east street, hampshire
£5,300,000
10.
Sold in July 2018
west end house green lane, hampshire
£4,900,000
Most expensive houses in areas around Winchester
£20,000,000
8.11%
£5,500,000
-70.27%
£14,011,076
-24.26%
£1,710,000
-90.76%
£15,881,552
-14.15%
£20,000,000
8.11%
11.
Sold in March 2019
manor house church lane, hampshire
£4,847,830
12.
Sold in January 2008
the old rectory , hampshire
£4,300,000
13.
Sold in September 2020
chalkdell house , hampshire
£4,250,000
14.
Sold in September 2021
symonds house symonds street, hampshire
£4,200,000
15.
Sold in January 2021
tytheland farm woodlands, hampshire
£3,975,000
16.
Sold in August 2024
dashwood house sleepers hill, hampshire
£3,950,000
17.
Sold in September 2023
140 st cross road, hampshire
£3,716,935
18.
Sold in October 2025
martyr worthy place , hampshire
£3,708,350
19.
Sold in August 2019
restharrow house woodlands, hampshire
£3,650,000
20.
Sold in November 2020
fir hill garrison hill, hampshire
£3,650,000
21.
Sold in September 2024
15 clifton road, hampshire
£3,550,000
22.
Sold in July 2009
northbrook lodge northbrook, hampshire
£3,500,000
23.
Sold in February 2018
ashburton place 5, winchester
£3,500,000
Sold for a lower amount since this price
24.
Sold in February 2018
ashburton place 5, winchester
£3,500,000
Sold for a lower amount since this price
25.
Sold in October 2018
park house colden lane, hampshire
£3,500,000
26.
Sold in October 2022
57 st cross road, hampshire
£3,500,000
27.
Sold in August 2020
itchen stoke manor alresford road, hampshire
£3,475,000
28.
Sold in December 2019
taylors mead woodman lane, hampshire
£3,450,000
29.
Sold in January 2022
grange view house rectory lane, hampshire
£3,450,000
30.
Sold in September 2024
the vineyard east street, hampshire
£3,450,000
31.
Sold in July 2024
the old rectory , hampshire
£3,365,000
32.
Sold in August 2022
50 broad street, hampshire
£3,350,000
33.
Sold in February 2019
meadowlands stockbridge road, hampshire
£3,315,000
Sold for a lower amount since this price
34.
Sold in November 2009
upham place upham street, hampshire
£3,300,000
Sold for a lower amount since this price
35.
Sold in August 2023
the old rectory maypole green, hampshire
£3,250,000
36.
Sold in December 2012
glasspools farm longwood, hampshire
£3,210,000
37.
Sold in November 2015
dashwood house sleepers hill, hampshire
£3,200,000
38.
Sold in October 2025
30 bereweeke road, hampshire
£3,182,974
39.
Sold in December 2017
sleepers hill house george eyston drive, hampshire
£3,148,000
40.
Sold in June 2021
heybridge clifton road, hampshire
£3,125,000
41.
Sold in February 2022
little snakemoor sleepers hill, hampshire
£3,100,000
42.
Sold in February 2023
greys lea main road, hampshire
£3,100,000
43.
Sold in May 2023
breach plain cottage , hampshire
£3,100,000
44.
Sold in November 2022
carle end school lane, hampshire
£3,040,000
45.
Sold in February 2019
gifford house st giles hill, hampshire
£3,035,000
46.
Sold in March 2019
1 kerrfield, hampshire
£3,008,000
Sold for a lower amount since this price
47.
Sold in April 2013
the beeches , winchester
£3,000,000
48.
Sold in January 2014
chilland place lower chilland lane, hampshire
£3,000,000
49.
Sold in February 2018
seagrave house george eyston drive, hampshire
£3,000,000
50.
Sold in April 2024
st. catherines place sleepers hill, hampshire
£3,000,000
51.
Sold in August 2025
hive house , winchester
£3,000,000
52.
Sold in December 2025
neatham sleepers hill, hampshire
£3,000,000
53.
Sold in July 2023
the house southwick road, hampshire
£2,999,999
54.
Sold in December 2021
studwell lodge south hill, hampshire
£2,995,000
55.
Sold in September 2011
upham place upham street, hampshire
£2,950,000
56.
Sold in February 2016
edmund house sleepers hill, hampshire
£2,950,000
57.
Sold in October 2024
meadows , hampshire
£2,905,000
58.
Sold in November 2022
stanmore house , hampshire
£2,900,000
59.
Sold in March 2022
hillcote house airlie lane, hampshire
£2,880,000
60.
Sold in September 2015
6 st james lane, hampshire
£2,875,000
61.
Sold in March 2022
the old rectory old rectory lane, hampshire
£2,875,000
62.
Sold in August 2019
elizabeth house hurdle way, hampshire
£2,865,000
63.
Sold in March 2014
highgrove house st thomas street, hampshire
£2,850,000
64.
Sold in September 2023
upper chilland house lower chilland lane, hampshire
£2,850,000
65.
Sold in July 2020
tall trees , hampshire
£2,842,000
66.
Sold in September 2024
hinton shepherds lane, hampshire
£2,826,000
67.
Sold in July 2021
hive house , winchester
£2,800,000
68.
Sold in September 2023
52 cheriton road, hampshire
£2,800,000
69.
Sold in July 2024
erdely clease way, hampshire
£2,800,000
70.
Sold in November 2016
the holt sleepers hill, hampshire
£2,750,000
Sold for a lower amount since this price
71.
Sold in March 2023
northington links road, hampshire
£2,750,000
72.
Sold in August 2007
mildmay house church lane, hampshire
£2,700,000
73.
Sold in November 2017
fairfield house rectory lane, hampshire
£2,700,000
Sold for a lower amount since this price
74.
Sold in July 2025
tinnisbourne beacon hill lane, hampshire
£2,700,000
75.
Sold in February 2017
the holt sleepers hill, hampshire
£2,650,000
Sold for a lower amount since this price
76.
Sold in September 2023
barton house rectory lane, hampshire
£2,632,500
77.
Sold in December 2020
sanders links road, hampshire
£2,610,000
78.
Sold in June 2017
arthurs court sleepers hill, hampshire
£2,605,381
Sold for a lower amount since this price
79.
Sold in September 2007
west stratton house , hampshire
£2,600,000
80.
Sold in July 2008
dawn house sleepers hill, hampshire
£2,600,000
81.
Sold in September 2021
mayhill cottage mayhill lane, hampshire
£2,600,000
82.
Sold in January 2022
willowmead church lane, hampshire
£2,600,000
83.
Sold in August 2023
durley oaks durley hall lane, hampshire
£2,600,000
84.
Sold in January 2017
olive house , winchester
£2,585,000
Sold for a lower amount since this price
85.
Sold in May 2023
holly lodge southdown road, hampshire
£2,585,000
86.
Sold in October 2019
26 bereweeke road, hampshire
£2,550,000
87.
Sold in September 2025
little orchard sleepers hill, hampshire
£2,550,000
88.
Sold in January 2001
blackdown house blackdown lane, hampshire
£2,525,000
89.
Sold in December 2020
knowle house mincingfield lane, hampshire
£2,525,000
90.
Sold in January 2007
knighton park lane, hampshire
£2,510,000
91.
Sold in December 2011
the coachmans cottage , hampshire
£2,500,000
92.
Sold in August 2020
barn close house main road, hampshire
£2,500,000
93.
Sold in March 2021
rosecroft east street, hampshire
£2,500,000
94.
Sold in November 2024
hawks view southdown road, hampshire
£2,500,000
95.
Sold in January 2024
1 lockburn place, hampshire
£2,500,000
96.
Sold in May 2022
37a dean lane, hampshire
£2,445,000
97.
Sold in January 2023
the white house , winchester
£2,425,000
98.
Sold in July 2005
east hoe manor east hoe road, hampshire
£2,415,000
99.
Sold in August 2011
old alresford lodge colden lane, hampshire
£2,400,000
100.
Sold in October 2015
15 clifton road, hampshire
£2,400,000
Data sources
Location boundary data sourced from OpenStreetMap and price information is from HM Land Registry
Last updated at 15 September 2026 at 07:21 with the latest Land Registry data (July 2026). The Winchester dataset covers 6,209 postcodes.