House Price Watch
100 most expensive houses in Osmington
Osmington, nestled in West Dorset, is home to a diverse range of properties. The most expensive house sold here reached an impressive £1,500,000, while the least expensive was £375,000. Notably, the latest sale occurred in 2025, marking a significant year for the local real estate market. A remarkable 12 houses on the list are located on the same street, Roman Road, highlighting the appeal of this charming area. Since 1995, there have been 348 sales, reflecting a vibrant community and a thriving housing market.
Sold in February 2025
osmington house , dorset
£1,500,000
Sold in February 2022
mulberry house roman road, dorset
£1,450,000
Sold in December 2020
highfield house , dorset
£1,100,000
4.
Sold in April 2004
the white house church lane, dorset
£939,000
5.
Sold in December 2022
mulberry cottage , dorset
£935,000
6.
Sold in April 2022
carisbrooke , dorset
£925,000
7.
Sold in June 2023
journeys end chapel lane, dorset
£815,000
8.
Sold in June 2023
the old paddock roman road, dorset
£745,000
9.
Sold in July 2008
sunnyside up upton fort road, dorset
£730,000
10.
Sold in August 2020
osmington house , dorset
£700,000
Most expensive houses in areas around Osmington
£2,265,000
51.00%
£1,850,000
23.33%
£3,500,000
133.33%
£1,489,797
-0.68%
£1,400,000
-6.67%
£1,205,000
-19.67%
£6,000,000
300.00%
11.
Sold in July 2024
sherwood upton fort road, dorset
£695,000
12.
Sold in February 2025
rookery nook chapel lane, dorset
£690,000
13.
Sold in August 2017
west farm church lane, dorset
£685,000
Sold for a lower amount since this price
14.
Sold in December 2019
perrards roman road, dorset
£678,000
Sold for a lower amount since this price
15.
Sold in October 2020
perrards roman road, dorset
£665,000
16.
Sold in September 2024
rowans main road, dorset
£650,000
17.
Sold in October 2021
elderberry cottage main road, dorset
£650,000
18.
Sold in May 2014
highfield house , dorset
£650,000
19.
Sold in September 2018
overlond roman road, dorset
£646,000
20.
Sold in September 2017
little manor roman road, dorset
£635,000
21.
Sold in March 2023
upton cottages upton, dorset
£630,000
22.
Sold in 2021
mariners chapel lane, dorset
£625,000
23.
Sold in September 2018
old stables chapel lane, dorset
£610,000
24.
Sold in 2010
thyme cottage mills road, dorset
£590,000
25.
Sold in September 2000
old vicarage church lane, dorset
£585,000
26.
Sold in November 2020
longreach church lane, dorset
£580,000
27.
Sold in 2020
rose cottage chapel lane, dorset
£580,000
28.
Sold in September 2013
2 grove hill, dorset
£570,000
29.
Sold in April 2022
sunny ridge grove hill, dorset
£569,500
30.
Sold in September 2009
heritage house , dorset
£565,000
31.
Sold in May 2016
overlond roman road, dorset
£555,000
32.
Sold in April 2019
1 grove hill, dorset
£550,809
33.
Sold in November 2020
emmies cottages church lane, dorset
£550,000
34.
Sold in June 2012
journeys end chapel lane, dorset
£547,000
35.
Sold in 2013
owl cottage church lane, dorset
£540,000
36.
Sold in October 2019
letterbox cottage church lane, dorset
£535,000
37.
Sold in October 2019
pig tale barn church lane, dorset
£520,000
38.
Sold in December 2019
greywalls roman road, dorset
£512,500
39.
Sold in July 2024
east farm , dorset
£512,500
Sold for a lower amount since this price
40.
Sold in June 2025
sunray cottage main road, dorset
£500,000
41.
Sold in August 2012
the old paddock roman road, dorset
£500,000
42.
Sold in 2007
elderberry cottage main road, dorset
£499,950
43.
Sold in June 2006
mead house follet close, dorset
£497,800
44.
Sold in 2025
treehaven main road, dorset
£495,000
45.
Sold in February 2023
wessex cottage church lane, dorset
£492,500
46.
Sold in October 2015
thurlestone chapel lane, dorset
£488,800
47.
Sold in July 2002
bay tree lodge main road, dorset
£485,000
48.
Sold in September 2007
mulberry cottage main road, dorset
£475,000
49.
Sold in November 2012
the long house church lane, dorset
£475,000
50.
Sold in October 2019
coastguard house , dorset
£475,000
51.
Sold in February 2007
osmington cottage , dorset
£470,000
52.
Sold in November 2019
elderberry cottage main road, dorset
£470,000
53.
Sold in February 2006
2 grove hill, dorset
£459,500
54.
Sold in May 2011
coconut cottage church lane, dorset
£455,000
55.
Sold in July 2005
the old paddock roman road, dorset
£450,000
56.
Sold in June 2006
osmington house , dorset
£450,000
57.
Sold in September 2009
osmington house , dorset
£450,000
58.
Sold in March 2012
highfield house , dorset
£450,000
59.
Sold in November 2018
alderbourne , dorset
£450,000
60.
Sold in June 2017
beech lawn upton, dorset
£447,500
61.
Sold in November 2025
west farm church lane, dorset
£445,000
62.
Sold in September 2019
sunnyhill cottage main road, dorset
£442,500
63.
Sold in December 2006
perrards roman road, dorset
£440,000
64.
Sold in 2016
lynwood lodge grove hill, dorset
£440,000
65.
Sold in March 2016
rosemary cottage church lane, dorset
£430,000
66.
Sold in February 2013
pig tale barn church lane, dorset
£425,000
67.
Sold in April 2016
windymere main road, dorset
£420,000
68.
Sold in June 2006
trees chapel lane, dorset
£417,500
69.
Sold in May 2023
west farm church lane, dorset
£413,500
70.
Sold in 2020
osmington lodge , dorset
£411,500
71.
Sold in May 2022
streamside church lane, dorset
£410,000
72.
Sold in May 2023
charity cottage church lane, dorset
£410,000
73.
Sold in July 2019
1 sunny hill, dorset
£407,500
74.
Sold in March 2024
beehive church lane, dorset
£405,000
75.
Sold in 2024
haven , dorset
£405,000
76.
Sold in February 2021
halcyon , dorset
£400,000
77.
Sold in November 2022
thatched cottages chapel lane, dorset
£400,000
78.
Sold in June 2022
rosthwaite church lane, dorset
£400,000
79.
Sold in December 2024
lupin cottage , dorset
£400,000
80.
Sold in September 2010
the dell , dorset
£400,000
81.
Sold in March 2017
west farm church lane, dorset
£397,500
82.
Sold in October 2009
thelma cottage church lane, dorset
£395,000
83.
Sold in 2012
west farm church lane, dorset
£395,000
84.
Sold in September 2019
1 sunny hill, dorset
£390,000
85.
Sold in September 2007
thelma cottage church lane, dorset
£390,000
86.
Sold in November 2015
orchard cottage chapel lane, dorset
£390,000
87.
Sold in October 2010
woodbine cottage main road, dorset
£390,000
88.
Sold in September 2023
new coastguard cottages , dorset
£390,000
89.
Sold in October 2011
conkers upton fort road, dorset
£390,000
90.
Sold in March 2018
de la westley house main road, dorset
£385,000
91.
Sold in March 2001
highbanks roman road, dorset
£385,000
92.
Sold in July 2004
the hayloft church lane, dorset
£385,000
Sold for a lower amount since this price
93.
Sold in December 2015
the stables grove hill, dorset
£385,000
94.
Sold in September 2022
mar-nel church lane, dorset
£380,000
95.
Sold in September 2023
vine cottage church lane, dorset
£380,000
96.
Sold in April 1999
the white house church lane, dorset
£375,000
97.
Sold in December 2009
letterbox cottage church lane, dorset
£375,000
98.
Sold in November 2012
fermoy house church lane, dorset
£375,000
99.
Sold in May 2014
rookery nook chapel lane, dorset
£375,000
100.
Sold in February 2003
pig tale barn church lane, dorset
£375,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Osmington 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 18:18 with the latest HM Land Registry data (December 2025). The Osmington dataset covers 35 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.