House Price Watch
100 most expensive houses in Weymouth and Portland
Weymouth and Portland, nestled in the beautiful Dorset region, boasts an impressive real estate market. The most expensive house ever sold in the area reached a staggering £2,600,000 in 2023, while the least expensive on the list sold for £785,000. Notably, 25 homes are located on the same street, Bowleaze Coveway. Since 1995, the area has seen a remarkable 43,104 sales, showcasing its appeal and vibrant community. The latest sale recorded on the list was in 2025, highlighting ongoing interest in this picturesque locale.
Sold in August 2023
shore reach , dorset
£2,600,000
Sold in July 2023
23b old castle road, dorset
£2,400,000
Sold in November 2020
1 lower st edmund street, dorset
£2,000,000
4.
Sold in December 2021
46 bowleaze coveway, dorset
£1,700,000
5.
Sold in April 2024
7 st leonards road, dorset
£1,639,000
6.
Sold in December 2020
44 church street, dorset
£1,600,000
7.
Sold in November 2024
57 bowleaze coveway, dorset
£1,600,000
8.
Sold in September 2022
seaward , dorset
£1,600,000
9.
Sold in October 2021
64 buxton road, dorset
£1,600,000
10.
Sold in December 2019
brookwood , dorset
£1,575,000
Most expensive houses in areas around Weymouth and Portland
£3,525,000
35.58%
£3,675,000
41.35%
£6,000,000
130.77%
£3,442,000
32.38%
£6,000,000
130.77%
11.
Sold in March 2023
70 buxton road, dorset
£1,532,500
12.
Sold in May 2017
20b belle vue road, dorset
£1,500,000
13.
Sold in June 2018
seaward , weymouth and portland
£1,495,000
14.
Sold in August 2018
north manor house watery lane, dorset
£1,450,000
15.
Sold in June 2008
radipole manor radipole lane, dorset
£1,400,000
16.
Sold in 2021
25 belle vue road, dorset
£1,400,000
Sold for a lower amount since this price
17.
Sold in September 2009
50 bowleaze coveway, dorset
£1,375,000
18.
Sold in December 2021
41 bowleaze coveway, dorset
£1,370,000
19.
Sold in April 2017
corradee house , dorset
£1,350,000
20.
Sold in February 2014
seaward , weymouth and portland
£1,300,000
21.
Sold in May 2018
46 bowleaze coveway, dorset
£1,270,000
22.
Sold in February 2011
rackmead watery lane, dorset
£1,250,000
23.
Sold in July 2007
35b bowleaze coveway, dorset
£1,250,000
Sold for a lower amount since this price
24.
Sold in February 2000
15 st thomas street, dorset
£1,228,000
25.
Sold in April 2021
25 belle vue road, dorset
£1,225,000
26.
Sold in July 2025
21 church street, dorset
£1,200,000
27.
Sold in March 2024
10 brackendown avenue, dorset
£1,200,000
28.
Sold in June 2010
39 bowleaze coveway, dorset
£1,200,000
Sold for a lower amount since this price
29.
Sold in 2024
156 church street, dorset
£1,150,000
30.
Sold in August 2022
144 church street, dorset
£1,125,000
31.
Sold in November 2020
39b bowleaze coveway, dorset
£1,100,000
32.
Sold in December 2024
85 wyke road, dorset
£1,100,000
33.
Sold in May 2024
31 bowleaze coveway, dorset
£1,040,000
34.
Sold in November 2008
45 bowleaze coveway, dorset
£1,000,000
35.
Sold in March 2016
39a bowleaze coveway, dorset
£1,000,000
36.
Sold in April 2022
35b bowleaze coveway, dorset
£1,000,000
37.
Sold in June 2012
46 bowleaze coveway, dorset
£1,000,000
38.
Sold in July 2021
ridge house , dorset
£1,000,000
39.
Sold in September 2020
39c bowleaze coveway, dorset
£995,000
40.
Sold in September 2007
46 bowleaze coveway, dorset
£990,000
41.
Sold in December 2022
nothe house barrack road, dorset
£990,000
42.
Sold in September 2017
39 bowleaze coveway, dorset
£975,000
43.
Sold in November 2024
overcombe barn , dorset
£970,000
44.
Sold in May 2021
southcliff , dorset
£960,000
45.
Sold in May 2012
the dairy house watery lane, dorset
£950,000
46.
Sold in November 2024
loveday house plaisters lane, dorset
£950,000
47.
Sold in September 2020
18 melcombe avenue, dorset
£935,000
48.
Sold in April 2024
87 wyke road, dorset
£935,000
49.
Sold in July 2004
15 belfield park avenue, dorset
£935,000
50.
Sold in February 2021
36a coombe valley road, dorset
£930,000
51.
Sold in December 2023
93 preston road, dorset
£930,000
52.
Sold in June 2022
6 allberry gardens, dorset
£925,000
53.
Sold in November 2020
the waterfront 1, dorset
£925,000
54.
Sold in April 2023
limewood plaisters lane, dorset
£915,000
55.
Sold in 2024
old hill house old hill, dorset
£905,000
56.
Sold in November 2008
45a bowleaze coveway, dorset
£900,000
Sold for a lower amount since this price
57.
Sold in April 2009
46 bowleaze coveway, dorset
£900,000
58.
Sold in September 2017
8b st mary street, dorset
£900,000
59.
Sold in April 2021
deheers cosens penthouse 5, dorset
£899,212
60.
Sold in December 2023
riverside cottage , dorset
£890,000
61.
Sold in July 2016
50 the ridgeway, dorset
£885,000
62.
Sold in June 2006
radipole manor radipole lane, dorset
£876,000
63.
Sold in August 2022
19 stottingway street, dorset
£875,000
64.
Sold in August 2023
29 sutton road, dorset
£875,000
65.
Sold in August 2004
mill house causeway, dorset
£875,000
Sold for a lower amount since this price
66.
Sold in August 2008
40 greenhill, dorset
£870,000
67.
Sold in 2024
103 bowleaze coveway, dorset
£867,500
68.
Sold in December 2020
meadow view causeway, dorset
£867,500
69.
Sold in December 2021
24 mount pleasant avenue north, dorset
£860,000
70.
Sold in May 2019
45a bowleaze coveway, dorset
£860,000
71.
Sold in February 2020
45a bowleaze coveway, dorset
£860,000
72.
Sold in August 2022
1 belmont terrace, dorset
£860,000
73.
Sold in October 2020
thatchcombe radipole lane, dorset
£860,000
74.
Sold in October 2020
upwey manor stottingway street, dorset
£855,000
75.
Sold in November 2023
2 sunningdale rise, dorset
£855,000
76.
Sold in October 2019
staddles plaisters lane, dorset
£850,000
77.
Sold in July 2010
35a bowleaze coveway, dorset
£850,000
78.
Sold in 2003
47 dorchester road, dorset
£850,000
79.
Sold in May 2025
16 netherton road, dorset
£850,000
80.
Sold in October 2022
98a wyke road, dorset
£850,000
81.
Sold in April 2016
78a wyke road, dorset
£845,000
82.
Sold in October 2015
evening hill , weymouth and portland
£830,000
83.
Sold in May 2008
44 preston road, dorset
£830,000
84.
Sold in February 2022
61 old castle road, dorset
£826,000
85.
Sold in February 2021
brook house , dorset
£820,000
86.
Sold in July 2019
weyside cottage watery lane, dorset
£820,000
87.
Sold in November 2018
greenwood house plaisters lane, dorset
£820,000
88.
Sold in June 2019
43a bowleaze coveway, dorset
£820,000
89.
Sold in April 2021
overdale plaisters lane, dorset
£810,000
90.
Sold in June 2017
25 bowleaze coveway, dorset
£810,000
91.
Sold in June 2022
coombe house , dorset
£805,000
92.
Sold in October 2023
cornerstone cottage , dorset
£801,950
93.
Sold in September 2022
1 sunningdale rise, dorset
£801,000
94.
Sold in August 2015
43a bowleaze coveway, dorset
£800,000
95.
Sold in November 2018
kings view flat 1, weymouth and portland
£800,000
96.
Sold in 2024
12 lynmoor road, dorset
£800,000
97.
Sold in April 2022
17 belfield park avenue, dorset
£800,000
98.
Sold in April 2020
70a wyke road, dorset
£797,500
99.
Sold in 2020
eastwood house stroudley crescent, dorset
£790,000
100.
Sold in August 2023
89 preston road, dorset
£785,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Weymouth and Portland 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.