House Price Watch
100 most expensive houses in Chiltern
Chiltern, nestled in Buckinghamshire, is home to some truly remarkable properties. The most expensive house sold for an impressive £10,000,000 in 2021, while the least expensive on the list went for £2,885,000. Notably, 8 of these homes are located on the same street, B474. Since 1995, there have been an astounding 48,512 sales in the area, showcasing its appeal and vibrant real estate market. The latest sale recorded on the list took place in 2025, hinting at a thriving community.
Sold in October 2021
the stone pheasant hill, buckinghamshire
£10,000,000
Sold in November 2023
stonedean house jordans lane, buckinghamshire
£8,000,000
Sold in October 2020
holmewood witheridge lane, buckinghamshire
£7,300,000
4.
Sold in February 2025
knoll house pauls hill, buckinghamshire
£6,300,000
5.
Sold in November 2024
hedgerows wilton lane, buckinghamshire
£6,000,000
6.
Sold in April 2021
one view witheridge lane, buckinghamshire
£5,625,000
7.
Sold in September 2023
elmhurst hall long grove, buckinghamshire
£5,500,000
8.
Sold in 2022
devta long grove, buckinghamshire
£5,350,000
9.
Sold in July 2021
chalfont lodge nightingales lane, buckinghamshire
£5,322,643
10.
Sold in April 2016
homestead burtons lane, buckinghamshire
£5,250,000
Most expensive houses in areas around Chiltern
£8,142,764
-18.57%
£18,000,000
80.00%
£12,550,000
25.50%
£18,000,000
80.00%
11.
Sold in 2012
hunters moon hill farm lane, buckinghamshire
£5,000,000
12.
Sold in July 2024
doggetts wood nightingales lane, buckinghamshire
£5,000,000
13.
Sold in November 2024
orchard house tower road, buckinghamshire
£4,775,000
14.
Sold in December 2024
20 wycombe road, buckinghamshire
£4,766,303
15.
Sold in August 2007
pollards wood cottages nightingales lane, buckinghamshire
£4,585,000
16.
Sold in August 2007
pollards wood grange nightingales lane, buckinghamshire
£4,585,000
17.
Sold in July 2017
welmans nightingales lane, buckinghamshire
£4,500,000
18.
Sold in March 1996
ariel house , buckinghamshire
£4,400,000
19.
Sold in July 2020
penn house penn road, buckinghamshire
£4,388,679
20.
Sold in August 2012
homestead burtons lane, buckinghamshire
£4,350,000
21.
Sold in July 2021
asprey house long grove, buckinghamshire
£4,300,000
22.
Sold in February 2023
bron long grove, buckinghamshire
£4,281,250
23.
Sold in September 2016
sandleswood view apartment 1, buckinghamshire
£4,142,000
24.
Sold in July 2010
orchard house tower road, buckinghamshire
£4,095,000
25.
Sold in July 2023
mandarin burtons way, buckinghamshire
£4,025,000
26.
Sold in October 2021
67 penn road, buckinghamshire
£4,000,000
27.
Sold in February 2022
woodbrook , buckinghamshire
£4,000,000
28.
Sold in July 2008
hedgerows wilton lane, buckinghamshire
£4,000,000
29.
Sold in December 2017
stonehouse grange church road, buckinghamshire
£3,990,000
30.
Sold in August 2014
beechgrove witheridge lane, buckinghamshire
£3,960,000
31.
Sold in June 2020
penbury woods witheridge lane, buckinghamshire
£3,900,000
32.
Sold in August 2018
orchard house , buckinghamshire
£3,900,000
33.
Sold in June 2023
arendal penn road, buckinghamshire
£3,900,000
34.
Sold in February 2019
little waltham witheridge lane, buckinghamshire
£3,800,000
35.
Sold in December 2015
stivers nightingales lane, buckinghamshire
£3,800,000
36.
Sold in August 2013
the manor house nightingales lane, buckinghamshire
£3,800,000
37.
Sold in June 2021
frascarti long grove, buckinghamshire
£3,800,000
38.
Sold in October 2006
little pollards nightingales lane, buckinghamshire
£3,795,000
39.
Sold in May 2016
de fontenay chalk lane, buckinghamshire
£3,750,000
40.
Sold in November 2022
willow trees park grove, buckinghamshire
£3,750,000
41.
Sold in August 2020
mulberry house , buckinghamshire
£3,750,000
42.
Sold in December 2022
claregate witheridge lane, buckinghamshire
£3,750,000
43.
Sold in 2018
oak underwood long grove, buckinghamshire
£3,715,000
44.
Sold in April 2019
rosella nightingales lane, buckinghamshire
£3,700,000
45.
Sold in July 2019
old long grove house long grove, buckinghamshire
£3,675,000
46.
Sold in September 2009
briarwood nightingales lane, buckinghamshire
£3,650,000
47.
Sold in October 2022
hyde end hall chesham road, buckinghamshire
£3,639,005
48.
Sold in August 2015
kingswood house harewood road, buckinghamshire
£3,610,000
49.
Sold in May 2023
orchard corner cokes lane, buckinghamshire
£3,600,000
50.
Sold in July 2021
lane house church road, buckinghamshire
£3,550,000
51.
Sold in November 2015
the garden house mill lane, buckinghamshire
£3,525,000
52.
Sold in June 2024
parsonage farm gatemoor lane, buckinghamshire
£3,520,000
53.
Sold in September 2004
holmwood witheridge lane, buckinghamshire
£3,500,000
54.
Sold in September 2020
harewood hare lane, buckinghamshire
£3,500,000
55.
Sold in April 2022
cowcroft grange tylers hill road, buckinghamshire
£3,500,000
Sold for a lower amount since this price
56.
Sold in July 2008
higher stratton stratton chase drive, buckinghamshire
£3,500,000
57.
Sold in December 2008
vale end cokes lane, buckinghamshire
£3,500,000
58.
Sold in February 2005
old rectory rectory hill, buckinghamshire
£3,400,088
59.
Sold in August 2019
missenden house , buckinghamshire
£3,400,000
60.
Sold in November 2025
brigadoon dodds lane, buckinghamshire
£3,375,000
61.
Sold in 2021
hatchits pauls hill, buckinghamshire
£3,325,000
62.
Sold in June 2017
the firs potter row, buckinghamshire
£3,325,000
63.
Sold in September 2017
willow trees park grove, buckinghamshire
£3,312,000
64.
Sold in September 2012
windmill house windmill hill, buckinghamshire
£3,300,000
65.
Sold in May 2021
hurley house , buckinghamshire
£3,300,000
66.
Sold in September 2022
jomur house doggetts wood lane, buckinghamshire
£3,290,000
67.
Sold in March 2022
grove meadow jordans way, buckinghamshire
£3,270,000
68.
Sold in September 2012
oak tree cottage pauls hill, buckinghamshire
£3,250,000
69.
Sold in June 2015
hatchits pauls hill, buckinghamshire
£3,250,000
70.
Sold in February 2022
catalpa grimms hill, buckinghamshire
£3,250,000
71.
Sold in July 2024
27 copperkins lane, buckinghamshire
£3,250,000
72.
Sold in December 2021
foxwood london road, buckinghamshire
£3,250,000
73.
Sold in December 2020
longwood house long grove, buckinghamshire
£3,250,000
74.
Sold in July 2023
cokes lane house cokes lane, buckinghamshire
£3,205,000
75.
Sold in 2015
deanfield long bottom lane, buckinghamshire
£3,197,000
76.
Sold in July 2021
oakwood mill lane, buckinghamshire
£3,182,900
77.
Sold in October 2004
springfield church road, buckinghamshire
£3,150,000
78.
Sold in September 2023
beechwood house long grove, buckinghamshire
£3,150,000
79.
Sold in August 2021
middle wood jordans way, buckinghamshire
£3,150,000
80.
Sold in October 2016
greenoaks bottom lane, buckinghamshire
£3,143,987
81.
Sold in October 2016
tudor house devonshire avenue, buckinghamshire
£3,115,000
82.
Sold in September 2004
19 north park, buckinghamshire
£3,115,000
83.
Sold in April 2022
penrose house grimms hill, buckinghamshire
£3,100,000
84.
Sold in May 2006
south view church road, buckinghamshire
£3,050,000
85.
Sold in October 2009
acer house witheridge lane, buckinghamshire
£3,000,000
86.
Sold in November 2019
pednor chase , buckinghamshire
£3,000,000
87.
Sold in February 2024
oak lodge stratton chase drive, buckinghamshire
£3,000,000
88.
Sold in May 2008
langlands nightingales lane, buckinghamshire
£3,000,000
89.
Sold in December 2021
half moon house penn road, buckinghamshire
£3,000,000
90.
Sold in July 2017
22 north park, buckinghamshire
£3,000,000
91.
Sold in June 2013
hadley grange jordans way, buckinghamshire
£2,975,000
Sold for a lower amount since this price
92.
Sold in 2008
beechgrove witheridge lane, buckinghamshire
£2,960,000
93.
Sold in September 2006
stonehouse grange church road, buckinghamshire
£2,950,000
94.
Sold in December 2022
87 bois lane, buckinghamshire
£2,950,000
95.
Sold in August 2017
larchwood burtons lane, buckinghamshire
£2,950,000
96.
Sold in June 2013
67 penn road, buckinghamshire
£2,950,000
97.
Sold in April 2018
michaelmas croft grimms hill, buckinghamshire
£2,925,000
98.
Sold in April 2022
lanna harewood road, buckinghamshire
£2,925,000
99.
Sold in June 2019
cornerstones , chiltern
£2,900,000
100.
Sold in December 2023
maltmans house maltmans lane, buckinghamshire
£2,885,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Chiltern 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 November 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.