House Price Watch
100 most expensive houses in Winterborne Monkton
In the charming area of Winterborne Monkton, part of West Dorset, the property market has seen some fascinating activity. The most expensive house sold for an impressive £658,000 in 2023, showcasing the area's appeal. Meanwhile, the least expensive property on the list sold for £64,000. Notably, nine of these houses are located on the same street, highlighting a close-knit community. Since 1996, there have been 16 sales in this picturesque locale, reflecting its steady demand.
Sold in August 2023
southmead , dorset
£658,000
Sold in June 2012
greenacres , dorset
£550,000
Sold in 2020
2 maiden castle farm cottages, dorset
£480,000
4.
Sold in May 2021
ashtree , dorset
£435,000
5.
Sold in June 2017
napoli , dorset
£390,000
6.
Sold in December 2006
greenacres , dorset
£380,000
7.
Sold in September 2007
2 maiden castle farm cottages, dorset
£380,000
8.
Sold in February 2022
1 maiden castle farm cottages, dorset
£340,000
9.
Sold in December 2013
owls hoot , dorset
£312,500
10.
Sold in November 2014
napoli , dorset
£270,000
Most expensive houses in areas around Winterborne Monkton
£2,265,000
244.22%
£1,850,000
181.16%
£3,500,000
431.91%
£1,489,797
126.41%
£1,400,000
112.77%
£1,205,000
83.13%
£6,000,000
811.85%
11.
Sold in May 2009
owls hoot , dorset
£250,000
12.
Sold in August 2019
penwithen lodge , dorset
£176,000
13.
Sold in August 2001
penwithen lodge , dorset
£137,000
14.
Sold in August 1997
the summer house , dorset
£105,000
15.
Sold in November 1996
owls hoot , dorset
£98,000
16.
Sold in July 1998
penwithen lodge , dorset
£64,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Winterborne Monkton 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 (July 2023). The Winterborne Monkton dataset covers 6 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.