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 remarkable transactions. The most expensive house sold for a staggering £2,347,500 in 2021, while the least expensive was priced at £710,000. Notably, 13 houses on the list are located on the same street, Jenkins Lane. Since 1995, there have been 336 sales, with the latest transaction occurring 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 21 May 2026 at 00:48 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.