House Price Watch
100 most expensive houses in Havenstreet and Ashey
Nestled in the picturesque Isle of Wight, the charming area of Havenstreet and Ashey boasts an impressive real estate market. The most expensive house sold here reached a staggering £1,100,000 in 2023, while the least expensive found a new owner for £300,000. With 17 homes located on the same street, Havenstreet Main Road, it's clear this area is a sought-after destination. Since 1995, there have been 400 sales, showcasing its vibrant community and appealing properties, with the latest sale occurring in 2025.
Sold in February 2023
green meadow station road, isle of wight
£1,100,000
Sold in August 2006
colemans house stroud wood road, isle of wight
£887,500
Sold in May 2021
great upton farm gatehouse road, isle of wight
£885,000
4.
Sold in February 2016
overbrae main road, isle of wight
£825,000
5.
Sold in 2020
woodman's cottage rowlands lane, isle of wight
£805,000
6.
Sold in 2021
little briddlesford farm , isle of wight
£800,000
Sold for a lower amount since this price
7.
Sold in June 2021
great briddlesford farm , isle of wight
£800,000
8.
Sold in November 2022
little briddlesford farm , isle of wight
£780,000
9.
Sold in September 2014
poncast farmhouse pondcast lane, isle of wight
£725,000
10.
Sold in October 2024
woodford cottage littletown lane, isle of wight
£690,000
Most expensive houses in areas around Havenstreet and Ashey
£2,000,050
81.82%
£1,600,000
45.45%
£2,225,000
102.27%
£3,600,000
227.27%
£2,900,000
163.64%
£1,480,000
34.55%
£4,650,000
322.73%
11.
Sold in February 2014
blackbridge brook house main road, isle of wight
£602,500
12.
Sold in March 2024
4 paddock close, isle of wight
£590,000
13.
Sold in 2021
6 paddock close, isle of wight
£585,000
14.
Sold in November 2024
rosekandy main road, isle of wight
£565,000
15.
Sold in February 2023
springfield church road, isle of wight
£562,500
16.
Sold in April 2021
haven house church road, isle of wight
£550,000
17.
Sold in June 2022
heathfield main road, isle of wight
£550,000
18.
Sold in 2016
woodman's cottage rowlands lane, isle of wight
£535,000
19.
Sold in November 2021
7 paddock close, isle of wight
£525,000
20.
Sold in May 2023
12 st peters court, isle of wight
£525,000
21.
Sold in August 2008
woodman's cottage rowlands lane, isle of wight
£525,000
22.
Sold in February 2017
ashells mead main road, isle of wight
£525,000
23.
Sold in May 2008
little whitefield orchard ashey road, isle of wight
£520,000
24.
Sold in September 2022
havenwood house main road, isle of wight
£512,500
25.
Sold in September 2009
overdene gatehouse road, isle of wight
£500,000
26.
Sold in March 2010
blackbridge brook house main road, isle of wight
£500,000
27.
Sold in December 2002
colemans house stroud wood road, isle of wight
£495,000
28.
Sold in March 2021
rosekandy main road, isle of wight
£495,000
29.
Sold in April 2021
fairfields farm stroud wood road, isle of wight
£490,000
30.
Sold in April 2017
10 st peters court, isle of wight
£485,000
31.
Sold in June 2024
burley church road, isle of wight
£485,000
32.
Sold in December 2017
creek close main road, isle of wight
£485,000
33.
Sold in November 2021
2 paddock close, isle of wight
£475,000
34.
Sold in July 2022
versant main road, isle of wight
£475,000
35.
Sold in August 2020
guildford heath cottage station road, isle of wight
£465,000
36.
Sold in 2022
1 paddock close, isle of wight
£462,500
37.
Sold in 2020
highclere main road, isle of wight
£460,000
38.
Sold in July 2019
11 st peters court, isle of wight
£457,000
39.
Sold in May 2013
combley legge cottage station road, isle of wight
£450,000
40.
Sold in March 2018
stroud wood dairy bungalow stroud wood road, isle of wight
£445,000
41.
Sold in October 2017
11 st peters court, isle of wight
£435,000
42.
Sold in November 2006
little whitefield orchard ashey road, isle of wight
£435,000
43.
Sold in September 2007
east upton gatehouse carters road, isle of wight
£435,000
44.
Sold in November 2019
meadowside briddlesford road, isle of wight
£432,000
45.
Sold in August 2015
2 st peters court, isle of wight
£430,000
46.
Sold in August 2011
downsview orchard station road, isle of wight
£425,000
47.
Sold in July 2002
greenhills station road, isle of wight
£425,000
48.
Sold in April 2018
9 st peters court, isle of wight
£420,000
49.
Sold in December 2015
puck house newnham lane, isle of wight
£420,000
50.
Sold in June 2019
heathfield main road, isle of wight
£416,000
51.
Sold in May 2018
meadowside briddlesford road, isle of wight
£415,000
52.
Sold in September 2006
woodford cottage littletown lane, isle of wight
£410,000
53.
Sold in March 2020
combley view combley road, isle of wight
£407,500
54.
Sold in December 2006
the springs ashey road, isle of wight
£405,000
55.
Sold in September 2021
ashey old school ashey road, isle of wight
£400,000
56.
Sold in July 2006
westbridge house deacons lane, isle of wight
£400,000
57.
Sold in December 2017
12 st peters court, isle of wight
£399,950
58.
Sold in August 2019
lyndhurst main road, isle of wight
£397,500
59.
Sold in April 2018
petersmead church road, isle of wight
£395,000
60.
Sold in December 2007
205 upton road, isle of wight
£390,000
61.
Sold in 2015
1 st peters court, isle of wight
£390,000
62.
Sold in July 2021
springfield church road, isle of wight
£390,000
63.
Sold in July 2021
7 st peters court, isle of wight
£385,000
64.
Sold in March 2024
meadow brook main road, isle of wight
£385,000
65.
Sold in September 2013
taihape main road, isle of wight
£382,000
66.
Sold in July 2017
8 st peters court, isle of wight
£375,000
67.
Sold in 2020
ashey old school ashey road, isle of wight
£375,000
68.
Sold in June 2013
meadow view ashey road, isle of wight
£375,000
69.
Sold in April 2025
the guild house ashey road, isle of wight
£373,600
70.
Sold in June 2015
osborne view main road, isle of wight
£370,000
71.
Sold in August 2023
west ashey cottages ashey road, isle of wight
£365,000
72.
Sold in March 2021
chestnut haven main road, isle of wight
£365,000
73.
Sold in April 2021
willow cottage , isle of wight
£365,000
74.
Sold in 2021
colemans wood stroud wood road, isle of wight
£350,000
75.
Sold in February 2023
shoe cottage main road, isle of wight
£350,000
76.
Sold in December 2024
pines church road, isle of wight
£349,000
77.
Sold in 2017
7 st peters court, isle of wight
£345,000
78.
Sold in November 2013
rosekandy main road, isle of wight
£345,000
79.
Sold in August 2022
stroud wood cottages stroud wood road, isle of wight
£344,000
Sold for a lower amount since this price
80.
Sold in October 2017
apple tree cottage church road, isle of wight
£342,500
81.
Sold in December 2011
kittenocks pondcast lane, isle of wight
£340,000
82.
Sold in August 2004
speeds cottage church road, isle of wight
£337,000
83.
Sold in March 2024
lothlorien main road, isle of wight
£336,055
84.
Sold in December 2017
lynn cross cottages combley road, isle of wight
£335,000
85.
Sold in June 2016
hillcrest main road, isle of wight
£330,000
86.
Sold in June 2018
hillcrest main road, isle of wight
£330,000
87.
Sold in August 2017
5 st peters court, isle of wight
£325,000
88.
Sold in 2021
wincar main road, isle of wight
£325,000
89.
Sold in November 2016
glade view main road, isle of wight
£320,000
90.
Sold in September 2016
homelands church road, isle of wight
£320,000
91.
Sold in July 2020
oak tree farm carters road, isle of wight
£316,000
92.
Sold in November 2016
two hoots main road, isle of wight
£315,000
93.
Sold in March 2019
hill cottage main road, isle of wight
£315,000
94.
Sold in March 2024
bumble cottage stroud wood road, isle of wight
£314,000
95.
Sold in April 2020
woodvale main road, isle of wight
£310,000
96.
Sold in September 2006
meadowside briddlesford road, isle of wight
£310,000
97.
Sold in April 2015
lyndhurst main road, isle of wight
£305,000
98.
Sold in July 2019
sheltys mead main road, isle of wight
£305,000
99.
Sold in 2004
greenacre ashey road, isle of wight
£300,000
100.
Sold in August 2003
culfin ashey road, isle of wight
£300,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Havenstreet and Ashey 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 July 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.