House Price Watch
100 most expensive houses in Winterborne Whitechurch
In the charming area of Winterborne Whitechurch, nestled in North Dorset, the real estate market has seen a fascinating range of home sales. The most expensive house sold for an impressive £1,200,000 in 2013, while the least expensive on the list was £295,000. Notably, 16 of these homes are located on the same street, Old Oak Way. Since 1995, there have been a remarkable 290 sales in this picturesque area, with the latest transaction recorded in 2026.
Sold in May 2013
whitechurch house , dorset
£1,200,000
Sold in October 2021
flintstones chescombe lane, dorset
£1,000,000
Sold in 2011
underacre cottage chescombe lane, dorset
£850,000
4.
Sold in August 2024
wagtails whatcombe lane, dorset
£760,000
5.
Sold in August 2025
white sands , dorset
£730,000
6.
Sold in October 2021
wagtails whatcombe lane, dorset
£700,000
7.
Sold in October 2021
wagtails whatcombe lane, dorset
£700,000
8.
Sold in October 2025
7 fosters meadows, dorset
£617,500
9.
Sold in September 2018
1 st marys close, dorset
£605,000
10.
Sold in April 2022
the red house , dorset
£600,000
Most expensive houses in areas around Winterborne Whitechurch
£2,150,000
79.17%
£1,140,000
-5.00%
£2,045,000
70.42%
£910,000
-24.17%
£2,200,000
83.33%
£1,600,000
33.33%
£3,442,000
186.83%
11.
Sold in May 2022
maple vale whatcombe lane, dorset
£600,000
12.
Sold in July 2025
frogmore cottage lower street, dorset
£568,500
13.
Sold in November 2020
1 sanders green, dorset
£565,000
14.
Sold in December 2021
sycamores whatcombe lane, dorset
£550,000
15.
Sold in June 2019
highfield , dorset
£550,000
16.
Sold in April 2020
2 old oak way, dorset
£545,000
17.
Sold in October 2018
harvesters rest , north dorset
£540,000
18.
Sold in May 2019
1 sanders green, dorset
£535,000
19.
Sold in July 2025
12 old oak way, dorset
£535,000
20.
Sold in July 2021
chapel cottage blandford hill, dorset
£528,000
21.
Sold in August 2019
st george's cottage , dorset
£520,000
22.
Sold in August 2018
saddlers barn dorchester hill, dorset
£520,000
23.
Sold in 2022
4 sanders green, dorset
£515,000
24.
Sold in October 2022
frogmore cottage lower street, dorset
£511,100
25.
Sold in March 2016
10 st marys close, dorset
£505,000
26.
Sold in February 2025
the old forge dorchester hill, dorset
£502,500
27.
Sold in May 2021
4 old oak way, dorset
£500,000
28.
Sold in October 2025
mazabuka whatcombe lane, dorset
£485,000
29.
Sold in February 2017
1a st marys close, dorset
£485,000
30.
Sold in August 2018
sycamores whatcombe lane, dorset
£480,000
31.
Sold in 2015
the retreat whatcombe lane, dorset
£475,000
32.
Sold in July 2021
5 st marys close, dorset
£475,000
33.
Sold in August 2022
hillcrest dorchester hill, dorset
£475,000
34.
Sold in September 2024
farm mead dorchester hill, dorset
£475,000
35.
Sold in April 2021
20 old oak way, dorset
£475,000
36.
Sold in October 2017
1 fosters meadows, dorset
£470,000
37.
Sold in December 2025
shalom blandford hill, dorset
£465,000
38.
Sold in September 2017
9 st marys close, dorset
£463,250
39.
Sold in 2024
purbeck view dorchester hill, dorset
£455,000
40.
Sold in December 2025
2 rook lane, dorset
£450,000
41.
Sold in August 2007
milton house milton end, dorset
£450,000
42.
Sold in August 2018
9 old oak way, dorset
£442,000
43.
Sold in September 2021
purbeck view dorchester hill, dorset
£440,000
44.
Sold in September 1998
whitechurch house , dorset
£430,000
45.
Sold in February 2026
april cottage , dorset
£430,000
46.
Sold in February 2018
pimms cottage , north dorset
£430,000
47.
Sold in March 2013
24 old oak way, dorset
£425,000
48.
Sold in August 2014
2 old oak way, dorset
£425,000
49.
Sold in December 2018
the old inn dorchester hill, dorset
£420,000
50.
Sold in August 2016
6 old oak way, dorset
£417,000
51.
Sold in April 2016
chescombe farm cottages chescombe lane, dorset
£415,000
52.
Sold in December 2020
purbeck view dorchester hill, dorset
£415,000
53.
Sold in December 2013
sunstar blandford hill, dorset
£405,000
54.
Sold in March 2021
8 old oak way, dorset
£400,000
55.
Sold in July 2004
harvesters rest , north dorset
£399,950
56.
Sold in August 2018
police house , dorset
£399,000
57.
Sold in June 2020
views cottage dorchester hill, dorset
£395,000
58.
Sold in October 2013
saddlers barn dorchester hill, dorset
£387,000
59.
Sold in February 2025
3 charlotte gardens, dorset
£380,000
60.
Sold in November 2012
4 old oak way, dorset
£380,000
61.
Sold in October 2022
9 fields close, dorset
£379,250
Sold for a lower amount since this price
62.
Sold in November 2005
swallows , north dorset
£378,500
63.
Sold in October 2020
chapel cottage blandford hill, dorset
£375,000
64.
Sold in May 2016
sycamores whatcombe lane, dorset
£375,000
65.
Sold in July 2019
purbeck view dorchester hill, dorset
£375,000
66.
Sold in May 2012
farriers cottage , north dorset
£370,000
67.
Sold in June 2008
sycamores whatcombe lane, dorset
£365,000
68.
Sold in September 2020
farm mead dorchester hill, dorset
£365,000
69.
Sold in August 2014
st catherines milton end, dorset
£360,000
70.
Sold in May 2003
harvesters rest , north dorset
£360,000
71.
Sold in November 2025
13 fields close, dorset
£358,000
72.
Sold in 2022
3 blandford hill, dorset
£355,000
73.
Sold in April 2013
blossom cottage , north dorset
£355,000
74.
Sold in September 2011
18 old oak way, dorset
£352,000
75.
Sold in April 2025
9 fields close, dorset
£350,000
76.
Sold in November 2015
tulbagh whatcombe lane, dorset
£349,950
77.
Sold in December 2006
4 old oak way, dorset
£347,500
78.
Sold in November 2008
forge cottage dorchester hill, dorset
£345,868
79.
Sold in December 2011
the red house , north dorset
£345,000
80.
Sold in October 2018
beechmast whatcombe lane, dorset
£345,000
81.
Sold in October 2025
1 milton end, dorset
£345,000
82.
Sold in 2023
14 fields close, dorset
£337,500
83.
Sold in November 2020
moon cottage , dorset
£337,000
84.
Sold in September 2004
farriers house dorchester hill, dorset
£336,000
85.
Sold in 2006
1 church cottages chescombe lane, dorset
£335,000
86.
Sold in June 2004
kirkside , dorset
£330,000
87.
Sold in May 2013
1 sanders green, dorset
£325,000
88.
Sold in May 2011
pimms cottage , north dorset
£325,000
89.
Sold in 2004
7 st marys close, dorset
£320,000
90.
Sold in August 2025
15 st marys close, dorset
£320,000
91.
Sold in February 2012
12 st marys close, dorset
£318,000
92.
Sold in 2004
18 old oak way, dorset
£312,500
93.
Sold in February 2008
16 st marys close, dorset
£305,000
94.
Sold in October 2014
4 st marys close, dorset
£305,000
95.
Sold in March 2022
1 fields close, dorset
£300,000
96.
Sold in October 2003
sycamores whatcombe lane, dorset
£299,950
97.
Sold in September 2006
2 milton end, dorset
£296,500
98.
Sold in February 2015
23 fields close, dorset
£295,000
99.
Sold in May 2003
5 old oak way, dorset
£295,000
100.
Sold in November 2003
cosy cottage lower street, dorset
£295,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Winterborne Whitechurch 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 (January 2026). The Winterborne Whitechurch dataset covers 32 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.