House Price Watch
100 most expensive houses in Winterborne Whitechurch
Nestled in Winterborne Whitechurch, a charming part of North Dorset, the real estate market has seen a fascinating range of prices. The most expensive house sold for an impressive £1,200,000 in 2013, while the least expensive fetched £285,000. Notably, 18 of these homes are located on the same picturesque street, Old Oak Way. Since 1995, there have been 280 sales in this delightful area, with the latest transaction recorded in 2025.
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
harvesters rest , 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 September 2018
1 st marys close, dorset
£605,000
9.
Sold in April 2022
the red house , dorset
£600,000
10.
Sold in May 2022
maple vale whatcombe lane, dorset
£600,000
Most expensive houses in areas around Winterborne Whitechurch
£1,200,000
0.00%
£2,150,000
79.17%
£1,750,000
45.83%
£910,000
-24.17%
£1,600,000
33.33%
£3,025,000
152.08%
£3,442,000
186.83%
11.
Sold in November 2020
1 sanders green, dorset
£565,000
12.
Sold in December 2021
sycamores whatcombe lane, dorset
£550,000
13.
Sold in June 2019
highfield , dorset
£550,000
14.
Sold in April 2020
2 old oak way, dorset
£545,000
15.
Sold in October 2018
harvesters rest , north dorset
£540,000
16.
Sold in May 2019
1 sanders green, dorset
£535,000
17.
Sold in July 2025
12 old oak way, dorset
£535,000
18.
Sold in July 2021
chapel cottage blandford hill, dorset
£528,000
19.
Sold in August 2019
st george's cottage , dorset
£520,000
20.
Sold in August 2018
saddlers barn dorchester hill, dorset
£520,000
21.
Sold in 2022
4 sanders green, dorset
£515,000
22.
Sold in October 2022
frogmore cottage lower street, dorset
£511,100
23.
Sold in March 2016
10 st marys close, dorset
£505,000
24.
Sold in February 2025
the old forge dorchester hill, dorset
£502,500
25.
Sold in May 2021
4 old oak way, dorset
£500,000
26.
Sold in February 2017
1a st marys close, dorset
£485,000
27.
Sold in August 2018
sycamores whatcombe lane, dorset
£480,000
28.
Sold in 2015
the retreat whatcombe lane, dorset
£475,000
29.
Sold in July 2021
5 st marys close, dorset
£475,000
30.
Sold in August 2022
hillcrest dorchester hill, dorset
£475,000
31.
Sold in September 2024
farm mead dorchester hill, dorset
£475,000
32.
Sold in April 2021
20 old oak way, dorset
£475,000
33.
Sold in October 2017
1 fosters meadows, dorset
£470,000
34.
Sold in September 2017
9 st marys close, dorset
£463,250
35.
Sold in 2024
purbeck view dorchester hill, dorset
£455,000
36.
Sold in August 2007
milton house milton end, dorset
£450,000
37.
Sold in August 2018
9 old oak way, dorset
£442,000
38.
Sold in September 2021
purbeck view dorchester hill, dorset
£440,000
39.
Sold in September 1998
whitechurch house , dorset
£430,000
40.
Sold in February 2018
pimms cottage , north dorset
£430,000
41.
Sold in March 2013
24 old oak way, dorset
£425,000
42.
Sold in August 2014
2 old oak way, dorset
£425,000
43.
Sold in December 2018
the old inn dorchester hill, dorset
£420,000
44.
Sold in August 2016
6 old oak way, dorset
£417,000
45.
Sold in April 2016
chescombe farm cottages chescombe lane, dorset
£415,000
46.
Sold in December 2020
purbeck view dorchester hill, dorset
£415,000
47.
Sold in December 2013
sunstar blandford hill, dorset
£405,000
48.
Sold in March 2021
8 old oak way, dorset
£400,000
49.
Sold in July 2004
harvesters rest , north dorset
£399,950
50.
Sold in August 2018
police house , dorset
£399,000
51.
Sold in June 2020
views cottage dorchester hill, dorset
£395,000
52.
Sold in October 2013
saddlers barn dorchester hill, dorset
£387,000
53.
Sold in February 2025
3 charlotte gardens, dorset
£380,000
54.
Sold in November 2012
4 old oak way, dorset
£380,000
55.
Sold in October 2022
9 fields close, dorset
£379,250
Sold for a lower amount since this price
56.
Sold in November 2005
swallows , north dorset
£378,500
57.
Sold in October 2020
chapel cottage blandford hill, dorset
£375,000
58.
Sold in May 2016
sycamores whatcombe lane, dorset
£375,000
59.
Sold in July 2019
purbeck view dorchester hill, dorset
£375,000
60.
Sold in May 2012
farriers cottage , north dorset
£370,000
61.
Sold in June 2008
sycamores whatcombe lane, dorset
£365,000
62.
Sold in September 2020
farm mead dorchester hill, dorset
£365,000
63.
Sold in August 2014
st catherines milton end, dorset
£360,000
64.
Sold in May 2003
harvesters rest , north dorset
£360,000
65.
Sold in 2022
3 blandford hill, dorset
£355,000
66.
Sold in April 2013
blossom cottage , north dorset
£355,000
67.
Sold in September 2011
18 old oak way, dorset
£352,000
68.
Sold in April 2025
9 fields close, dorset
£350,000
69.
Sold in November 2015
tulbagh whatcombe lane, dorset
£349,950
70.
Sold in December 2006
4 old oak way, dorset
£347,500
71.
Sold in November 2008
forge cottage dorchester hill, dorset
£345,868
72.
Sold in December 2011
the red house , north dorset
£345,000
73.
Sold in October 2018
beechmast whatcombe lane, dorset
£345,000
74.
Sold in 2023
14 fields close, dorset
£337,500
75.
Sold in November 2020
moon cottage , dorset
£337,000
76.
Sold in September 2004
farriers house dorchester hill, dorset
£336,000
77.
Sold in 2006
1 church cottages chescombe lane, dorset
£335,000
78.
Sold in June 2004
kirkside , dorset
£330,000
79.
Sold in May 2013
1 sanders green, dorset
£325,000
80.
Sold in May 2011
pimms cottage , north dorset
£325,000
81.
Sold in 2004
7 st marys close, dorset
£320,000
82.
Sold in February 2012
12 st marys close, dorset
£318,000
83.
Sold in 2004
18 old oak way, dorset
£312,500
84.
Sold in February 2008
16 st marys close, dorset
£305,000
85.
Sold in October 2014
4 st marys close, dorset
£305,000
86.
Sold in March 2022
1 fields close, dorset
£300,000
87.
Sold in October 2003
sycamores whatcombe lane, dorset
£299,950
88.
Sold in September 2006
2 milton end, dorset
£296,500
89.
Sold in February 2015
23 fields close, dorset
£295,000
90.
Sold in May 2003
5 old oak way, dorset
£295,000
91.
Sold in November 2003
cosy cottage lower street, dorset
£295,000
92.
Sold in June 2004
14 old oak way, dorset
£290,000
93.
Sold in March 2007
2 st marys close, dorset
£289,950
Sold for a lower amount since this price
94.
Sold in August 2020
5 queens square, dorset
£287,500
95.
Sold in March 2008
8 old oak way, dorset
£287,000
96.
Sold in December 2016
sunnyside blandford hill, dorset
£285,000
97.
Sold in September 2004
maple vale whatcombe lane, dorset
£285,000
98.
Sold in May 2005
forge cottage dorchester hill, dorset
£285,000
99.
Sold in December 2006
purbeck view dorchester hill, dorset
£285,000
100.
Sold in August 1995
broadacre lower street, dorset
£285,000
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 in July 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.