House Price Watch
100 most expensive houses in Chailey
In the charming area of Chailey, part of Lewes, the real estate market has seen some remarkable transactions. The most expensive house sold for an impressive £2,661,100 in 2024, while the least expensive on the list was priced at £795,000. Notably, 9 of the houses are located on the same street, Great Rough, Lower Station Road. Since 1995, there have been a total of 1,370 sales in this picturesque locale, with the latest sale recorded in 2025.
Sold in April 2024
down house lower station road, east sussex
£2,661,100
Sold in June 2023
hickwells cinder hill, east sussex
£2,650,000
Sold in August 2024
6 warrenwood, east sussex
£2,200,000
4.
Sold in November 2024
freshwater jackies lane, east sussex
£1,900,000
5.
Sold in August 2025
cinderfield house cornwells bank, east sussex
£1,815,000
6.
Sold in March 2022
furzegrove farm barn cinder hill, east sussex
£1,800,000
7.
Sold in August 2021
7 upper station gardens, east sussex
£1,750,000
8.
Sold in July 2021
6 upper station gardens, east sussex
£1,700,000
9.
Sold in December 2013
mallings haywards heath road, east sussex
£1,604,500
10.
Sold in May 2022
old barn east grinstead road, east sussex
£1,600,000
Most expensive houses in areas around Chailey
£2,150,000
-19.21%
£2,000,000
-24.84%
£1,900,000
-28.60%
£3,675,000
38.10%
£1,440,000
-45.89%
£1,885,000
-29.16%
£5,000,000
87.89%
11.
Sold in September 2021
8 upper station gardens, east sussex
£1,525,000
12.
Sold in June 2024
white cottage haywards heath road, east sussex
£1,500,000
13.
Sold in July 2021
warrenorth farm east grinstead road, east sussex
£1,490,000
14.
Sold in October 2021
5 upper station gardens, east sussex
£1,450,000
15.
Sold in December 2006
tutts farm , east sussex
£1,450,000
16.
Sold in October 2022
cornflower cottage cinder hill, east sussex
£1,425,000
17.
Sold in March 2015
1 warrenwood, east sussex
£1,422,375
18.
Sold in July 2022
trecarrel warrs hill road, east sussex
£1,380,000
19.
Sold in February 2022
beech house haywards heath road, east sussex
£1,300,000
Sold for a lower amount since this price
20.
Sold in July 2013
hoods croft north common road, east sussex
£1,300,000
21.
Sold in December 2024
beech house haywards heath road, east sussex
£1,295,500
22.
Sold in September 2019
flint cottage beggars wood road, east sussex
£1,285,000
23.
Sold in February 2020
3 upper station gardens, east sussex
£1,275,000
24.
Sold in February 2014
compt hill plumpton road, east sussex
£1,250,000
25.
Sold in October 2024
roeheath cinder hill, east sussex
£1,250,000
26.
Sold in August 2015
marchants lower station road, east sussex
£1,250,000
27.
Sold in February 2021
martins lower station road, east sussex
£1,250,000
28.
Sold in September 2007
4 warrenwood, east sussex
£1,250,000
29.
Sold in March 2020
4 upper station gardens, east sussex
£1,240,000
30.
Sold in November 2022
platts cottage , east sussex
£1,220,000
31.
Sold in August 2010
lower birchlands jackies lane, east sussex
£1,215,000
32.
Sold in February 2022
bag-end lower station road, east sussex
£1,210,000
33.
Sold in April 2020
1 upper station gardens, east sussex
£1,200,000
34.
Sold in June 2022
old brambles lane end common, east sussex
£1,200,000
35.
Sold in July 2013
banks house banks road, east sussex
£1,192,000
36.
Sold in March 2022
meridian house lower station road, east sussex
£1,185,000
37.
Sold in February 2014
little lodge lane end common, east sussex
£1,180,000
38.
Sold in May 2007
2 warrenwood, east sussex
£1,175,000
39.
Sold in August 2023
leighwood house haywards heath road, east sussex
£1,172,500
40.
Sold in December 2018
chailey end , east sussex
£1,150,000
41.
Sold in February 2020
oaklea warren , lewes
£1,135,000
42.
Sold in April 2021
burchetts station road, east sussex
£1,100,000
43.
Sold in August 2025
stroudley lower station road, east sussex
£1,100,000
44.
Sold in September 2022
durrants , east sussex
£1,075,000
45.
Sold in October 2008
tompsett's charity cinder hill, east sussex
£1,068,950
46.
Sold in February 2023
bevernbridge farm , east sussex
£1,055,000
47.
Sold in May 2011
hilbre house lower station road, east sussex
£1,040,000
48.
Sold in December 2025
old coach house roeheath cinder hill, east sussex
£1,035,000
49.
Sold in February 2021
ades cinder hill, east sussex
£1,030,000
50.
Sold in April 2011
trecarrel warrs hill road, east sussex
£1,025,000
51.
Sold in July 2017
fairseat house station road, east sussex
£1,020,000
52.
Sold in April 2015
leydon house haywards heath road, east sussex
£1,010,000
53.
Sold in August 2013
ulverstone haywards heath road, east sussex
£1,000,000
54.
Sold in September 2012
acorn house lower station road, east sussex
£995,500
55.
Sold in August 2007
wraylodge lower station road, east sussex
£990,000
Sold for a lower amount since this price
56.
Sold in March 2011
wraylodge lower station road, east sussex
£988,288
57.
Sold in August 2018
neals farm cottage east grinstead road, east sussex
£985,000
58.
Sold in 2016
warrenorth farm east grinstead road, east sussex
£985,000
59.
Sold in June 2018
cornflower cottage cinder hill, east sussex
£980,000
60.
Sold in August 2020
cinderfield house cornwells bank, east sussex
£975,000
61.
Sold in April 2021
roeheath cinder hill, east sussex
£963,400
62.
Sold in September 2018
the forge east grinstead road, east sussex
£960,000
63.
Sold in March 2016
bevernbridge farm , east sussex
£960,000
64.
Sold in October 2022
primrose place , east sussex
£950,000
65.
Sold in December 2008
tollwood house markstakes lane, east sussex
£950,000
66.
Sold in 2013
sandrock cinder hill, east sussex
£950,000
67.
Sold in November 2023
cheriton , east sussex
£935,000
68.
Sold in June 2018
the chimneys east grinstead road, east sussex
£930,000
69.
Sold in August 2014
5 warrenwood, east sussex
£930,000
70.
Sold in 2024
crisshelda lower station road, east sussex
£925,000
71.
Sold in 2021
fernbrook house east grinstead road, east sussex
£925,000
72.
Sold in December 2002
3 warrenwood, east sussex
£925,000
73.
Sold in October 2018
the granary cinder hill, east sussex
£920,000
74.
Sold in February 2012
fairseat house station road, east sussex
£915,000
75.
Sold in July 2016
longridge north common road, east sussex
£900,000
76.
Sold in April 2021
old burchetts station road, east sussex
£900,000
77.
Sold in August 2006
furzegrove lea cinder hill, east sussex
£900,000
78.
Sold in June 2018
oaklea warren station road, east sussex
£900,000
79.
Sold in October 2010
holly lodge , east sussex
£900,000
80.
Sold in July 2021
holly tree cottage , east sussex
£895,000
81.
Sold in June 2022
the ridings lower station road, east sussex
£875,000
82.
Sold in 2020
dove cottage east grinstead road, east sussex
£868,500
83.
Sold in April 2016
sherwood lower station road, east sussex
£865,000
84.
Sold in December 2018
the walled garden cinder hill, east sussex
£861,500
85.
Sold in November 2022
bineham park house east grinstead road, east sussex
£850,000
86.
Sold in 2006
acorn house lower station road, east sussex
£850,000
87.
Sold in September 2015
stroudley lower station road, east sussex
£840,000
88.
Sold in July 2000
church house , east sussex
£837,000
89.
Sold in September 2014
beech house haywards heath road, east sussex
£835,000
90.
Sold in August 2011
chapel lands east grinstead road, east sussex
£832,500
91.
Sold in September 2016
holly croft , lewes
£825,000
92.
Sold in July 2021
oak cottage , east sussex
£820,000
93.
Sold in November 2007
woodpeckers station road, east sussex
£817,500
94.
Sold in September 2024
little burchetts station road, east sussex
£810,000
95.
Sold in November 2025
northwood lower station road, east sussex
£807,500
96.
Sold in November 2024
6 hornbuckles close, east sussex
£807,000
97.
Sold in November 2012
old brambles lane end common, east sussex
£805,000
98.
Sold in February 2022
the nest coldharbour lane, east sussex
£801,000
99.
Sold in July 2021
willow lodge lower station road, east sussex
£800,000
100.
Sold in November 2023
2 broomfields, east sussex
£795,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Chailey 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 18:26 with the latest HM Land Registry data (January 2026). The Chailey dataset covers 131 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.