House Price Watch
100 most expensive houses in Chesterfield
In the charming area of Chesterfield, nestled in Derbyshire, the real estate market has seen some remarkable transactions. The most expensive house ever sold here fetched an impressive £1,500,000 in 2023, while the least expensive on the list was sold for £625,000. Notably, 15 of these houses are located on the same street, Shepley Street. Since 1995, there have been a staggering 50,465 sales in the area, showcasing its vibrant property market. The latest sale recorded on the list occurred in 2025, indicating ongoing interest in Chesterfield.
Sold in August 2023
929 sheffield road, derbyshire
£1,500,000
Sold in 2020
dunston hall dunston road, derbyshire
£1,250,000
Sold in April 2021
tetherstones , chesterfield
£1,220,000
4.
Sold in 2009
23 somersall lane, derbyshire
£1,200,000
5.
Sold in April 2023
680 chatsworth road, derbyshire
£1,142,500
6.
Sold in 2021
17 somersall lane, derbyshire
£1,060,000
7.
Sold in 2011
4 somersall willows, derbyshire
£1,000,000
8.
Sold in August 2024
660 chatsworth road, derbyshire
£944,000
9.
Sold in October 2017
rydal house , chesterfield
£925,000
10.
Sold in July 2018
21a somersall lane, derbyshire
£900,000
Most expensive houses in areas around Chesterfield
£9,799,550
553.30%
£2,150,000
43.33%
£2,812,000
87.47%
£2,185,000
45.67%
£2,760,000
84.00%
£3,100,000
106.67%
£9,799,550
553.30%
11.
Sold in July 2015
678 chatsworth road, derbyshire
£895,000
12.
Sold in June 2025
31 yew tree drive, derbyshire
£870,000
13.
Sold in 2016
21b somersall lane, derbyshire
£860,000
14.
Sold in February 2023
2 the knoll, derbyshire
£860,000
15.
Sold in August 2025
24 abercrombie street, derbyshire
£830,000
16.
Sold in August 2022
694 chatsworth road, derbyshire
£825,000
17.
Sold in August 2025
42 brookside glen, derbyshire
£825,000
18.
Sold in March 2014
4 westbrook close, derbyshire
£825,000
19.
Sold in November 2023
3 brookfield view drive, derbyshire
£815,000
20.
Sold in February 2021
31 somersall lane, derbyshire
£815,000
21.
Sold in April 2021
660 chatsworth road, derbyshire
£802,500
22.
Sold in March 2022
668 chatsworth road, derbyshire
£800,000
23.
Sold in September 2021
the old rectory , chesterfield
£795,000
24.
Sold in August 2010
770 chatsworth road, derbyshire
£795,000
25.
Sold in July 2024
5 treeneuk gardens, derbyshire
£790,000
26.
Sold in May 2025
south lodge gardens south lodge court, derbyshire
£790,000
27.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
28.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
29.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
30.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
31.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
32.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
33.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
34.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
35.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
36.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
37.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
38.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
39.
Sold in December 2013
piccadilly heights wain avenue, derbyshire
£782,550
Sold for a lower amount since this price
40.
Sold in August 2022
1 brookfield view drive, derbyshire
£780,000
41.
Sold in December 2012
680 chatsworth road, derbyshire
£780,000
42.
Sold in March 2024
404 old road, derbyshire
£780,000
43.
Sold in April 2022
68 st helens street, derbyshire
£775,000
44.
Sold in April 2008
192 old hall road, derbyshire
£760,000
Sold for a lower amount since this price
45.
Sold in March 2019
hayfield house devonshire street, derbyshire
£759,300
46.
Sold in September 2017
1 somersall willows, derbyshire
£756,000
47.
Sold in November 2019
682 chatsworth road, derbyshire
£750,000
48.
Sold in September 2024
135 high street, derbyshire
£750,000
49.
Sold in December 2020
3 lutyens court, derbyshire
£747,500
50.
Sold in November 2018
6 treeneuk gardens, derbyshire
£730,000
51.
Sold in December 2024
32 storrs road, derbyshire
£730,000
52.
Sold in October 2017
750 chatsworth road, derbyshire
£727,500
53.
Sold in November 2008
668 chatsworth road, derbyshire
£725,000
54.
Sold in April 2025
665 chatsworth road, derbyshire
£720,000
55.
Sold in June 2009
cherry tree cottage wash house lane, derbyshire
£712,500
56.
Sold in May 2022
665 chatsworth road, derbyshire
£710,000
57.
Sold in 2006
325 ashgate road, derbyshire
£707,000
58.
Sold in February 2008
117a saltergate, west yorkshire
£700,000
59.
Sold in June 2025
667 chatsworth road, derbyshire
£700,000
60.
Sold in October 2020
leeways , chesterfield
£700,000
61.
Sold in December 2006
750 chatsworth road, derbyshire
£700,000
62.
Sold in June 2022
21 station road, derbyshire
£699,000
63.
Sold in October 2019
134 st johns road, derbyshire
£697,000
64.
Sold in 2016
688 chatsworth road, derbyshire
£695,000
65.
Sold in August 2022
695 chatsworth road, derbyshire
£685,000
66.
Sold in June 2024
8 hulford street, derbyshire
£685,000
67.
Sold in July 2021
15 somersall lane, derbyshire
£680,000
68.
Sold in February 2016
682 chatsworth road, derbyshire
£680,000
69.
Sold in April 2025
8 woodnook close, derbyshire
£680,000
70.
Sold in September 2014
6 treeneuk gardens, derbyshire
£679,999
71.
Sold in July 2015
west barn somersall hall drive, derbyshire
£679,560
72.
Sold in 2009
unit 2 and , chesterfield
£678,500
73.
Sold in 2020
south lodge gardens south lodge court, derbyshire
£675,000
74.
Sold in October 2013
amberley , chesterfield
£672,500
75.
Sold in February 2024
196 ashgate road, derbyshire
£670,000
76.
Sold in February 2017
3 the knoll, derbyshire
£665,000
77.
Sold in June 2022
28 gladstone road, derbyshire
£665,000
78.
Sold in 2020
661 chatsworth road, derbyshire
£660,000
79.
Sold in 2003
4 westbrook close, derbyshire
£660,000
80.
Sold in 2017
205 langer lane, derbyshire
£650,000
81.
Sold in July 2015
apple trees lancaster road, derbyshire
£650,000
82.
Sold in 2020
the old school house worksop road, derbyshire
£650,000
83.
Sold in February 2024
4 the knoll, derbyshire
£648,000
84.
Sold in August 2013
13 rye hill avenue, derbyshire
£645,000
85.
Sold in August 2017
hawthorn farm walton back lane, derbyshire
£645,000
86.
Sold in June 2024
16 somersall lane, derbyshire
£640,000
87.
Sold in November 2024
7 oakfield avenue, derbyshire
£640,000
88.
Sold in October 2023
26 westbrook drive, derbyshire
£637,000
89.
Sold in March 2018
18 south lodge court, derbyshire
£635,000
90.
Sold in June 2024
little orchard , chesterfield
£635,000
91.
Sold in March 2021
tapton hall barn , derbyshire
£635,000
92.
Sold in August 2012
1 lutyens court, derbyshire
£631,750
93.
Sold in 2007
1 oakfield avenue, derbyshire
£630,000
94.
Sold in June 2022
24 gladstone road, derbyshire
£630,000
95.
Sold in August 2008
660 chatsworth road, derbyshire
£629,420
96.
Sold in 2022
3 shaftesbury avenue, derbyshire
£625,000
97.
Sold in August 2013
12 brookfield view drive, derbyshire
£625,000
98.
Sold in February 2025
2 oakfield avenue, derbyshire
£625,000
99.
Sold in April 2022
72 vincent crescent, derbyshire
£625,000
100.
Sold in August 2023
15 whitebank close, derbyshire
£625,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Chesterfield 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 September 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.