House Price Watch
100 most expensive houses in Cholesbury-cum-St Leonards
In the charming area of Cholesbury-cum-St Leonards, part of the Chesham and Villages Community Board, the real estate market has seen some impressive transactions. The most expensive house sold for £2,347,500 in 2021, while the least expensive was £710,000. Notably, 13 of these homes are located on the same street, Jenkins Lane. Since 1995, there have been a total of 336 sales in the area, with the latest sale recorded in 2025.
Sold in October 2021
the new house parrotts lane, buckinghamshire
£2,347,500
Sold in August 2018
nutfield hawridge common, buckinghamshire
£2,300,000
Sold in June 2023
the hermitage jenkins lane, buckinghamshire
£2,075,000
4.
Sold in March 2021
kiln house shire lane, buckinghamshire
£1,850,000
5.
Sold in October 2006
the old vicarage , buckinghamshire
£1,800,000
6.
Sold in February 2022
great house parrotts lane, buckinghamshire
£1,800,000
7.
Sold in September 2017
midwood shire lane, buckinghamshire
£1,750,000
8.
Sold in April 2022
milton house , buckinghamshire
£1,750,000
9.
Sold in April 2025
greenacre house parrotts lane, buckinghamshire
£1,735,000
10.
Sold in August 2004
the old vicarage , buckinghamshire
£1,625,000
Most expensive houses in areas around Cholesbury-cum-St Leonards
£4,400,000
87.43%
£2,400,000
2.24%
£2,275,000
-3.09%
£3,000,000
27.80%
£1,815,000
-22.68%
£4,400,000
87.43%
11.
Sold in October 2007
kiln cottage parrotts lane, buckinghamshire
£1,609,250
Sold for a lower amount since this price
12.
Sold in 2024
springwood , buckinghamshire
£1,550,000
13.
Sold in April 2021
highfield parrotts lane, buckinghamshire
£1,535,000
14.
Sold in December 2021
harvest house parrotts lane, buckinghamshire
£1,525,000
Sold for a lower amount since this price
15.
Sold in July 2022
jadewood lanes end, buckinghamshire
£1,515,000
16.
Sold in June 2024
harvest house parrotts lane, buckinghamshire
£1,500,000
17.
Sold in February 2014
heath end cottage heath end, buckinghamshire
£1,470,000
18.
Sold in 2014
hither dennets hawridge common, buckinghamshire
£1,360,000
19.
Sold in September 2024
the coach house taylors lane, buckinghamshire
£1,295,000
20.
Sold in July 2021
rowan house taylors lane, buckinghamshire
£1,250,000
21.
Sold in 2025
kiln cottage parrotts lane, buckinghamshire
£1,200,000
22.
Sold in February 2025
conkers rays hill, buckinghamshire
£1,200,000
23.
Sold in September 2003
braziers end farm oak lane, buckinghamshire
£1,150,000
24.
Sold in December 2015
the old smithy hawridge common, buckinghamshire
£1,105,000
25.
Sold in April 2021
old britannia bottom road, buckinghamshire
£1,100,000
26.
Sold in April 2021
long mayling the vale, buckinghamshire
£1,100,000
27.
Sold in November 2018
lane end house lanes end, buckinghamshire
£1,090,000
28.
Sold in July 2015
kiln house shire lane, buckinghamshire
£1,090,000
29.
Sold in March 2018
craven cottage jenkins lane, buckinghamshire
£1,090,000
30.
Sold in April 2025
meadow sweet hawridge common, buckinghamshire
£1,075,000
31.
Sold in October 2024
oaktrees jenkins lane, buckinghamshire
£1,070,000
32.
Sold in June 2020
fox barn , buckinghamshire
£1,055,000
33.
Sold in September 2007
the potteries , hertfordshire
£1,051,000
34.
Sold in April 2017
rowan house taylors lane, buckinghamshire
£1,050,000
35.
Sold in September 2024
cherry tree cottage cherry tree lane, buckinghamshire
£1,040,000
36.
Sold in October 2011
1 - 2 heath end, hertfordshire
£1,025,000
37.
Sold in August 2016
field end , buckinghamshire
£1,024,000
38.
Sold in October 2005
great house parrotts lane, buckinghamshire
£1,020,000
39.
Sold in June 2007
the new house parrotts lane, buckinghamshire
£1,000,000
40.
Sold in 2011
orchard end little twye road, buckinghamshire
£1,000,000
41.
Sold in February 2007
threshers barn , buckinghamshire
£1,000,000
42.
Sold in April 2012
the windmill rays hill, buckinghamshire
£995,000
43.
Sold in July 2004
kingston cottage , buckinghamshire
£980,000
44.
Sold in June 2017
the coach house taylors lane, buckinghamshire
£975,000
45.
Sold in September 2017
cherry orchard , buckinghamshire
£975,000
46.
Sold in June 2022
box tree cottage hawridge common, buckinghamshire
£971,000
47.
Sold in November 2018
rumbold house broomstick lane, buckinghamshire
£960,000
48.
Sold in April 2014
beechwood house hawridge common, buckinghamshire
£950,000
49.
Sold in November 2015
milton cottage hawridge common, buckinghamshire
£945,000
50.
Sold in October 2004
mermaid cottage , buckinghamshire
£931,500
51.
Sold in October 2022
garners heath end, buckinghamshire
£925,000
52.
Sold in July 2013
oaktree cottage sandpit hill, buckinghamshire
£920,000
53.
Sold in October 2017
providence cottage parrotts lane, buckinghamshire
£912,000
54.
Sold in July 2022
dormers , buckinghamshire
£900,000
55.
Sold in December 2007
summerlea jenkins lane, buckinghamshire
£900,000
56.
Sold in September 2004
home paddock , buckinghamshire
£895,000
57.
Sold in February 2011
holly cottage , buckinghamshire
£895,000
58.
Sold in October 2021
may cottage hawridge common, buckinghamshire
£885,000
59.
Sold in February 1997
hawridge court , buckinghamshire
£880,000
60.
Sold in February 2025
hedge rose , buckinghamshire
£875,000
61.
Sold in December 2025
rose cottage hawridge common, buckinghamshire
£875,000
62.
Sold in May 2013
vale farm hawridge common, buckinghamshire
£872,500
63.
Sold in June 2022
windy ridge jenkins lane, buckinghamshire
£870,000
64.
Sold in April 1999
parrotts farm parrotts lane, buckinghamshire
£850,000
65.
Sold in April 1999
parrotts farm house , buckinghamshire
£850,000
66.
Sold in 2004
jadewood lanes end, buckinghamshire
£840,000
67.
Sold in September 2017
kiln lodge parrotts lane, buckinghamshire
£825,000
68.
Sold in 2020
medlars hawridge common, buckinghamshire
£815,000
69.
Sold in April 2002
bissom house parrotts lane, buckinghamshire
£810,000
70.
Sold in June 2015
whitecroft hawridge vale, buckinghamshire
£810,000
71.
Sold in October 2025
hawthorn cottage hawridge common, buckinghamshire
£810,000
72.
Sold in October 2018
the cottage bottom road, buckinghamshire
£805,000
73.
Sold in September 2003
the old rectory , buckinghamshire
£800,000
74.
Sold in February 2014
quiet corner , buckinghamshire
£800,000
75.
Sold in November 2012
providence cottage parrotts lane, buckinghamshire
£795,000
76.
Sold in November 2009
the thatched cottage parrotts lane, buckinghamshire
£790,000
77.
Sold in July 2016
oaktrees jenkins lane, buckinghamshire
£788,000
78.
Sold in August 2007
april cottage , buckinghamshire
£775,000
79.
Sold in September 2007
beechwood farm lodge little twye road, buckinghamshire
£775,000
80.
Sold in September 2003
the windmill rays hill, buckinghamshire
£774,500
81.
Sold in October 2007
midwood shire lane, buckinghamshire
£773,344
82.
Sold in 2020
wood view jenkins lane, buckinghamshire
£770,000
83.
Sold in December 2020
ivinghoe the vale, buckinghamshire
£770,000
84.
Sold in September 2025
jamanda jenkins lane, buckinghamshire
£760,000
85.
Sold in September 2002
jadewood lanes end, buckinghamshire
£757,500
86.
Sold in December 2022
the haven jenkins lane, buckinghamshire
£750,000
87.
Sold in November 2006
the old mission hall hawridge common, buckinghamshire
£750,000
88.
Sold in March 2023
chiltern rise jenkins lane, buckinghamshire
£745,000
89.
Sold in October 2021
rose cottage hawridge common, buckinghamshire
£745,000
90.
Sold in February 2022
3 chiltern cottages, buckinghamshire
£740,000
91.
Sold in 2000
hither dennets , buckinghamshire
£740,000
92.
Sold in September 2019
gaywood cottage the vale, buckinghamshire
£740,000
93.
Sold in July 2021
barnsgate cottage taylors lane, buckinghamshire
£730,000
94.
Sold in March 2010
old school house , buckinghamshire
£725,000
95.
Sold in April 2018
windy ridge jenkins lane, buckinghamshire
£725,000
96.
Sold in December 2013
the meadows heath end, buckinghamshire
£722,500
97.
Sold in February 2025
rosehaven jenkins lane, buckinghamshire
£720,000
98.
Sold in March 2010
braziers end lodge rays hill, buckinghamshire
£720,000
99.
Sold in October 2021
hawthorn cottage hawridge common, buckinghamshire
£715,000
100.
Sold in June 2009
russet barn little twye road, buckinghamshire
£710,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Cholesbury-cum-St Leonards 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 18:42 with the latest HM Land Registry data (December 2025). The Cholesbury-cum-St Leonards dataset covers 48 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.