House Price Watch
100 most expensive houses in Chesham and Villages Community Board
In the Chesham and Villages Community Board, located within the picturesque Chiltern area, the housing market has seen a remarkable range of transactions. The most expensive house sold for an impressive £4,400,000 back in 1996, while the least expensive on the list was £1,360,000. Notably, eight of these homes are situated on the same street, Blackthorne Lane. Since 1995, the area has witnessed a staggering 14,076 sales, with the latest transaction occurring in 2025.
Sold in March 1996
ariel house , buckinghamshire
£4,400,000
Sold in April 2022
cowcroft grange tylers hill road, buckinghamshire
£3,500,000
Sold for a lower amount since this price
Sold in November 2019
pednor chase , buckinghamshire
£3,000,000
4.
Sold in September 2025
pednor croft , buckinghamshire
£2,800,000
5.
Sold in August 2008
home paddocks , buckinghamshire
£2,800,000
6.
Sold in September 2018
kingswood house swan lane, buckinghamshire
£2,400,000
7.
Sold in October 2021
the new house parrotts lane, buckinghamshire
£2,347,500
8.
Sold in April 2022
ivy house farm latimer road, buckinghamshire
£2,345,000
9.
Sold in August 2018
nutfield hawridge common, buckinghamshire
£2,300,000
10.
Sold in October 2022
wood farm cottage , buckinghamshire
£2,275,000
Most expensive houses in areas around Chesham and Villages Community Board
£5,322,643
20.97%
£4,766,303
8.33%
£10,000,000
127.27%
11.
Sold in March 2025
cedars lodge , buckinghamshire
£2,275,000
12.
Sold in 2021
sly corner house sly corner, buckinghamshire
£2,250,000
13.
Sold in May 2020
flamstead farmhouse chesham road, buckinghamshire
£2,250,000
14.
Sold in September 2018
the oak house paddock way, buckinghamshire
£2,200,000
15.
Sold in 2017
birches sly corner, buckinghamshire
£2,125,000
16.
Sold in September 2009
bruns grange , buckinghamshire
£2,125,000
17.
Sold in May 2022
oakfield house , buckinghamshire
£2,100,000
18.
Sold in June 2023
the hermitage jenkins lane, buckinghamshire
£2,075,000
19.
Sold in April 2006
bruns grange , buckinghamshire
£1,980,000
20.
Sold in March 2024
cowcroft grange tylers hill road, buckinghamshire
£1,900,000
21.
Sold in April 2020
ramsey cottage ramscote lane, buckinghamshire
£1,900,000
22.
Sold in November 2025
swyllmers barn , buckinghamshire
£1,890,000
23.
Sold in March 2021
kiln house shire lane, buckinghamshire
£1,850,000
24.
Sold in March 2011
chartridge grange grange drive, buckinghamshire
£1,850,000
25.
Sold in 2014
lime tree farm , buckinghamshire
£1,850,000
26.
Sold in July 2021
83 fullers hill, buckinghamshire
£1,825,000
27.
Sold in March 2021
beverley the green, buckinghamshire
£1,815,000
28.
Sold in October 2006
the old vicarage , buckinghamshire
£1,800,000
29.
Sold in February 2022
great house parrotts lane, buckinghamshire
£1,800,000
30.
Sold in April 2022
100 lodge lane, buckinghamshire
£1,775,000
Sold for a lower amount since this price
31.
Sold in February 2018
oakfield house , buckinghamshire
£1,750,000
32.
Sold in September 2017
midwood shire lane, buckinghamshire
£1,750,000
33.
Sold in April 2022
milton house , buckinghamshire
£1,750,000
34.
Sold in March 2021
20 botley road, buckinghamshire
£1,750,000
35.
Sold in October 2003
meadow ridge , buckinghamshire
£1,750,000
36.
Sold in February 2017
lee clump house princes lane, buckinghamshire
£1,744,810
37.
Sold in April 2025
greenacre house parrotts lane, buckinghamshire
£1,735,000
38.
Sold in March 2006
rabbs cottage , buckinghamshire
£1,730,000
39.
Sold in 2012
swyllmers , buckinghamshire
£1,700,000
40.
Sold in December 2020
the manor gardens , buckinghamshire
£1,700,000
41.
Sold in December 2013
middle saxon , buckinghamshire
£1,700,000
42.
Sold in August 1998
pipers , buckinghamshire
£1,691,467
43.
Sold in November 2012
the court house , buckinghamshire
£1,680,000
44.
Sold in November 2017
little orchard , buckinghamshire
£1,675,000
45.
Sold in 2024
elmcroft , buckinghamshire
£1,662,500
46.
Sold in 2015
mulberry lodge , buckinghamshire
£1,650,000
47.
Sold in August 2004
the old vicarage , buckinghamshire
£1,625,000
48.
Sold in March 2020
blackwell lodge blackwell hall lane, buckinghamshire
£1,625,000
49.
Sold in August 2022
ashridge barn old school hill, buckinghamshire
£1,625,000
50.
Sold in October 2007
kiln cottage parrotts lane, buckinghamshire
£1,609,250
51.
Sold in August 2011
applegarth chesham road, buckinghamshire
£1,600,000
52.
Sold in December 2017
great green street farm green street, buckinghamshire
£1,600,000
Sold for a lower amount since this price
53.
Sold in September 2023
mill farm , buckinghamshire
£1,600,000
54.
Sold in September 2016
evenley house sly corner, buckinghamshire
£1,595,000
55.
Sold in June 2015
352 chartridge lane, buckinghamshire
£1,580,000
56.
Sold in 2024
springwood , buckinghamshire
£1,550,000
57.
Sold in October 2013
stoney croft , buckinghamshire
£1,550,000
58.
Sold in November 2012
the willows green street, hertfordshire
£1,550,000
59.
Sold in April 2021
highfield parrotts lane, buckinghamshire
£1,535,000
60.
Sold in December 2021
harvest house parrotts lane, buckinghamshire
£1,525,000
Sold for a lower amount since this price
61.
Sold in 2017
lye green cottage lycrome road, buckinghamshire
£1,525,000
62.
Sold in August 2018
118 lye green road, buckinghamshire
£1,520,000
63.
Sold in July 2022
jadewood lanes end, buckinghamshire
£1,515,000
64.
Sold in April 2021
357 chartridge lane, buckinghamshire
£1,510,000
65.
Sold in December 2023
the lee house , buckinghamshire
£1,500,000
66.
Sold in June 2024
harvest house parrotts lane, buckinghamshire
£1,500,000
67.
Sold in November 2005
garden cottage , buckinghamshire
£1,500,000
68.
Sold in December 2021
the spinney grange drive, buckinghamshire
£1,500,000
69.
Sold in April 2011
middle saxon , buckinghamshire
£1,500,000
70.
Sold in 2022
bank farm bank green, buckinghamshire
£1,500,000
71.
Sold in July 2003
little grove grove lane, buckinghamshire
£1,500,000
72.
Sold in October 2013
ashley green farmhouse two dells lane, buckinghamshire
£1,500,000
73.
Sold in February 2020
old rectory , buckinghamshire
£1,500,000
74.
Sold in October 2017
20 , buckinghamshire
£1,495,000
75.
Sold in November 2007
blackwell house blackwell hall lane, buckinghamshire
£1,488,750
76.
Sold in October 2021
357a chartridge lane, buckinghamshire
£1,485,000
77.
Sold in February 2014
heath end cottage heath end, buckinghamshire
£1,470,000
78.
Sold in March 2023
321 chartridge lane, buckinghamshire
£1,460,000
79.
Sold in May 2022
310 chartridge lane, buckinghamshire
£1,450,000
80.
Sold in December 2015
beverley , buckinghamshire
£1,450,000
81.
Sold in August 2011
coblands chesham road, buckinghamshire
£1,425,000
Sold for a lower amount since this price
82.
Sold in February 2021
orchard house chesham road, buckinghamshire
£1,425,000
83.
Sold in September 2011
low meadows , buckinghamshire
£1,420,000
84.
Sold in August 2019
garden cottage cherry tree lane, buckinghamshire
£1,400,000
85.
Sold in June 2022
woodlands , buckinghamshire
£1,400,000
86.
Sold in August 2002
willow wood house northchurch lane, buckinghamshire
£1,400,000
87.
Sold in 2014
field cottage , buckinghamshire
£1,400,000
88.
Sold in April 2025
great green street farm green street, buckinghamshire
£1,400,000
89.
Sold in April 2022
355 chartridge lane, buckinghamshire
£1,397,000
90.
Sold in 2021
kings ash barn , buckinghamshire
£1,395,000
91.
Sold in December 2025
140 chartridge lane, buckinghamshire
£1,395,000
92.
Sold in July 2024
the spinney lycrome road, buckinghamshire
£1,385,000
93.
Sold in October 2009
352 chartridge lane, buckinghamshire
£1,381,000
94.
Sold in April 2017
22 botley road, buckinghamshire
£1,375,000
95.
Sold in October 2020
the pheasantries the green, buckinghamshire
£1,375,000
96.
Sold in October 2001
pednor close , buckinghamshire
£1,371,500
97.
Sold in June 2021
329 chartridge lane, buckinghamshire
£1,370,000
98.
Sold in October 2020
lake house church street, buckinghamshire
£1,365,000
99.
Sold in December 2019
hockley barn hockley bottom, buckinghamshire
£1,360,000
100.
Sold in 2014
hither dennets hawridge common, buckinghamshire
£1,360,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Chesham and Villages Community Board 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 December 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.