Property Snakes & Ladders in Chesterfield

The biggest price drops and jumps on homes sold in the last year, compared with their previous Land Registry sale - curiosity, not analysis.

Rankings from Land Registry resales, last calculated 05 June 2026.

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Snakes — biggest house price falls in Chesterfield

The top-ranked Chesterfield properties with the largest house price falls on resale. Go beyond house price indices with specific examples.

Listing photo for Flat 1 Castlewood Court, 2 Castlewood Drive No. 1

Flat 1 Castlewood Court, 2 Castlewood Drive

S10 4FH · Flat

Was £180,000 (Mar 2022)
Now £95,000 (Sep 2025)
Price change -£85,000 over 3.5 yrs
Total % -47.2%
Annualised % ↓ 16.8%
Listing photo for 8 George Street No. 2

8 George Street

S70 5AG · Terrace · 2 bed

Was £135,000 (May 2023)
Now £95,000 (Feb 2026)
Price change -£40,000 over 2.7 yrs
Total % -29.6%
Annualised % ↓ 12.0%
Listing photo for 30 Ferndale Drive No. 3

30 Ferndale Drive

S66 3YD · Semi-D · 2 bed

Was £147,500 (Jan 2020)
Now £85,000 (Sep 2025)
Price change -£62,500 over 5.6 yrs
Total % -42.4%
Annualised % ↓ 9.3%
Listing photo for Apartment 6 Ladybower Lodge Ashopton Road No. 4

Apartment 6 Ladybower Lodge Ashopton Road

S33 0BY · Flat · 2 bed

Was £350,000 (Nov 2022)
Now £255,000 (Mar 2026)
Price change -£95,000 over 3.3 yrs
Total % -27.1%
Annualised % ↓ 9.2%
Listing photo for 32 Cripps Close No. 5

32 Cripps Close

S66 7JP · Terrace · 3 bed

Was £115,000 (Jul 2023)
Now £97,000 (Sep 2025)
Price change -£18,000 over 2.1 yrs
Total % -15.7%
Annualised % ↓ 7.7%
Listing photo for 3 Pipworth Lane No. 6

3 Pipworth Lane

S21 4EY · Terrace · 3 bed

Was £160,000 (Feb 2020)
Now £105,000 (Nov 2025)
Price change -£55,000 over 5.8 yrs
Total % -34.4%
Annualised % ↓ 7.0%
Listing photo for 15 Blackburn Crescent No. 7

15 Blackburn Crescent

S35 2EG · Flat · 2 bed

Was £100,000 (Oct 2020)
Now £68,383 (Feb 2026)
Price change -£31,617 over 5.3 yrs
Total % -31.6%
Annualised % ↓ 6.9%
Listing photo for Apartment 57 Smithfield Apartments, 131 Rockingham Street No. 8

Apartment 57 Smithfield Apartments, 131 Rockingham Street

S1 4EY · Flat · 1 bed

Was £88,000 (Jan 2017)
Now £49,500 (Oct 2025)
Price change -£38,500 over 8.8 yrs
Total % -43.8%
Annualised % ↓ 6.4%
Listing photo for 15 Hillcrest Drive No. 9

15 Hillcrest Drive

S35 0JJ · Terrace · 2 bed

Was £132,500 (Jul 2020)
Now £94,852 (Sep 2025)
Price change -£37,648 over 5.2 yrs
Total % -28.4%
Annualised % ↓ 6.3%
Listing photo for 116 Braithwell Road No. 10

116 Braithwell Road

S66 8JT · Semi-D · 3 bed

Was £130,000 (Jul 2016)
Now £71,937 (Sep 2025)
Price change -£58,063 over 9.2 yrs
Total % -44.7%
Annualised % ↓ 6.3%
Listing photo for 8 Swallow Lane No. 11

8 Swallow Lane

S26 2GR · Semi-D · 3 bed

Was £162,500 (Nov 2017)
Now £95,000 (Apr 2026)
Price change -£67,500 over 8.4 yrs
Total % -41.5%
Annualised % ↓ 6.2%
Listing photo for 42 Jepson Road No. 12

42 Jepson Road

S5 6AP · Semi-D · 3 bed

Was £100,000 (Sep 2014)
Now £50,000 (Sep 2025)
Price change -£50,000 over 11.0 yrs
Total % -50.0%
Annualised % ↓ 6.1%
Listing photo for 534 Carlton Road No. 13

534 Carlton Road

S71 3JE · Detached · 3 bed

Was £290,000 (Jan 2021)
Now £215,000 (Dec 2025)
Price change -£75,000 over 4.9 yrs
Total % -25.9%
Annualised % ↓ 5.9%
Listing photo for 32 King Street No. 14

32 King Street

S35 2YY · Terrace · 3 bed

Was £155,000 (Apr 2017)
Now £93,825 (Jan 2026)
Price change -£61,175 over 8.8 yrs
Total % -39.5%
Annualised % ↓ 5.6%
Listing photo for 541 Fulwood Road No. 15

541 Fulwood Road

S10 3QG · Detached · 4 bed

Was £1,150,000 (Jul 2022)
Now £967,500 (Oct 2025)
Price change -£182,500 over 3.2 yrs
Total % -15.9%
Annualised % ↓ 5.2%

Ladders — largest house price rises in Chesterfield

The top-ranked Chesterfield properties with the biggest house price rises on resale. Go beyond house price indices with specific examples.

Listing photo for 11 Prospect Drive No. 1

11 Prospect Drive

S17 4JH · Detached · 3 bed

Was £119,000 (Mar 2023)
Now £380,000 (Jul 2025)
Price change +£261,000 over 2.3 yrs
Total % 219.3%
Annualised % ↑ 67.4%
Listing photo for 30 Bawtry Road No. 2

30 Bawtry Road

S66 2TJ · Terrace · 2 bed

Was £83,000 (Jul 2023)
Now £200,000 (Sep 2025)
Price change +£117,000 over 2.1 yrs
Total % 141.0%
Annualised % ↑ 50.7%
Listing photo for 15 Dyson Street No. 3

15 Dyson Street

S70 6LY · Terrace · 2 bed

Was £50,000 (Nov 2022)
Now £130,000 (Jun 2025)
Price change +£80,000 over 2.6 yrs
Total % 160.0%
Annualised % ↑ 45.1%
Listing photo for 12 Stokewell Road No. 4

12 Stokewell Road

S63 6NE · Terrace · 3 bed

Was £72,000 (Nov 2023)
Now £150,000 (Nov 2025)
Price change +£78,000 over 2.0 yrs
Total % 108.3%
Annualised % ↑ 43.7%
Listing photo for 229 Highcliffe Road No. 5

229 Highcliffe Road

S11 7LQ · Semi-D · 3 bed

Was £250,000 (May 2023)
Now £575,500 (Dec 2025)
Price change +£325,500 over 2.6 yrs
Total % 130.2%
Annualised % ↑ 38.6%
Listing photo for 7a Lindrick Road No. 6

7a Lindrick Road

S81 8RD · Detached

Was £155,000 (Sep 2023)
Now £340,000 (Feb 2026)
Price change +£185,000 over 2.4 yrs
Total % 119.3%
Annualised % ↑ 38.1%
Listing photo for 1 Turnshaw Road No. 7

1 Turnshaw Road

S26 3YG · Detached · 3 bed

Was £266,500 (Aug 2022)
Now £680,000 (Jul 2025)
Price change +£413,500 over 2.9 yrs
Total % 155.2%
Annualised % ↑ 37.9%
Listing photo for Dellside Common Road No. 8

Dellside Common Road

S72 9ED · Detached · 4 bed

Was £100,000 (Aug 2021)
Now £360,000 (Oct 2025)
Price change +£260,000 over 4.1 yrs
Total % 260.0%
Annualised % ↑ 36.5%
Listing photo for 44 Queen Victoria Road No. 9

44 Queen Victoria Road

S17 4HT · Detached · 3 bed

Was £303,000 (Sep 2023)
Now £600,000 (Dec 2025)
Price change +£297,000 over 2.2 yrs
Total % 98.0%
Annualised % ↑ 36.0%
Listing photo for 2 Delf Garth No. 10

2 Delf Garth

S75 3FF · Detached

Was £115,000 (Nov 2019)
Now £630,000 (Jun 2025)
Price change +£515,000 over 5.6 yrs
Total % 447.8%
Annualised % ↑ 35.6%
Listing photo for 34 Knaton Road No. 11

34 Knaton Road

S81 9HQ · Semi-D · 3 bed

Was £70,500 (Jan 2023)
Now £154,000 (Sep 2025)
Price change +£83,500 over 2.7 yrs
Total % 118.4%
Annualised % ↑ 34.2%
Listing photo for 259 Cemetery Road No. 12

259 Cemetery Road

S74 0JL · Terrace · 3 bed

Was £61,000 (Dec 2023)
Now £117,000 (Mar 2026)
Price change +£56,000 over 2.3 yrs
Total % 91.8%
Annualised % ↑ 33.0%
Listing photo for 165 Sheffield Road No. 13

165 Sheffield Road

S41 7JH · Terrace · 2 bed

Was £65,000 (Aug 2022)
Now £150,000 (Aug 2025)
Price change +£85,000 over 3.0 yrs
Total % 130.8%
Annualised % ↑ 32.5%
Listing photo for 10 King Street No. 14

10 King Street

S43 1HX · Terrace · 2 bed

Was £80,000 (Jan 2024)
Now £145,000 (Apr 2026)
Price change +£65,000 over 2.2 yrs
Total % 81.2%
Annualised % ↑ 31.1%
Listing photo for 62 Thornbridge Crescent No. 15

62 Thornbridge Crescent

S12 3AE · Semi-D · 2 bed

Was £75,000 (Nov 2021)
Now £195,000 (Jun 2025)
Price change +£120,000 over 3.6 yrs
Total % 160.0%
Annualised % ↑ 30.6%

Frequently asked questions

Each entry links sales by the address and property type from Land Registry, with two registered sales at least two years apart. The latest sale was in the last 12 months. Prices are nominal — not adjusted for extensions, condition, or inflation. We show listings with archived photos and floorplans where available (15 snakes, 15 ladders).

A fall is not always a market crash story. Land Registry data input errors, Lease or title changes, part ownership, mis-matched addresses can all influence the numbers. This is not analysis nor is it investment advice, just a bit of fun.

We link sales based on the address and property type provided by Land Registry. We then compare the latest sale to the immediately previous registered sale on that address.

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