HM Land Registry records the plot of land for 165, Old Road, Chesterfield as measuring 871 m².

That makes it the 4th largest plot in the postcode, where 19 of the 21 other houses have recorded plot data.

The most recent sale of 165, Old Road, Chesterfield completed on 7th March 2008 at £245,000 and was recorded by HM Land Registry as a freehold house.

Since 1995 the property has sold twice.

Values of comparable properties have risen by 28.0% over the period since March 2008.

• Sold Mar 2008£245,000
• Sold Oct 2005£224,000

Since 2013 44 properties similar to 165, Old Road, Chesterfield have sold within a radius of 650 metres, per the Land Registry and our network of Estate Agents.

The latest, on the 7th November 2025, was 22, Storrs Road, Chesterfield, S40 3PZ, a freehold house which sold for £220,000.

Read more about house prices in S40.

• Sold Nov 2025£220,000 | 3 Bed House22, Storrs Road, Chesterfield, S40 3PZ22, Storrs Road, Chesterfield, S40 3PZ
• Sold Nov 2025£395,000 | 3 Bed House19, Deerlands Road, Chesterfield, S40 4DF19, Deerlands Road, Chesterfield, S40 4DF
• Sold Sep 2025£362,500 | 3 Bed House3, West Lea, Chesterfield, S40 3SL3, West Lea, Chesterfield, S40 3SL
• Sold Jul 2025£405,000 | 3 Bed House19, Mayfield Road, Chesterfield, S40 3AJ19, Mayfield Road, Chesterfield, S40 3AJ
• Sold May 2025£160,500 | 3 Bed House181, Old Road, Chesterfield, S40 3QL181, Old Road, Chesterfield, S40 3QL
• Sold Jan 2025£355,000 | 3 Bed House6, Greengate Close, Chesterfield, S40 3SJ6, Greengate Close, Chesterfield, S40 3SJ
• Sold Nov 2024£322,500 | 3 Bed House3, Green Glen, Chesterfield, S40 3SH3, Green Glen, Chesterfield, S40 3SH
• Sold Nov 2023£405,000 | 3 Bed House14, Westbourne Grove, Chesterfield, S40 3QD14, Westbourne Grove, Chesterfield, S40 3QD
• Sold Jan 2023£325,000 | 3 Bed House40, Mendip Crescent, Chesterfield, S40 4PR40, Mendip Crescent, Chesterfield, S40 4PR
• Sold Nov 2022£304,400 | 3 Bed House16, Mendip Crescent, Chesterfield, S40 4PR16, Mendip Crescent, Chesterfield, S40 4PR
• Sold Feb 2022£276,200 | 3 Bed House17, Deerlands Road, Chesterfield, S40 4DF17, Deerlands Road, Chesterfield, S40 4DF
• Sold Sep 2021£250,000 | 3 Bed House35, Vincent Crescent, Chesterfield, S40 3NW35, Vincent Crescent, Chesterfield, S40 3NW
• Sold Jan 2020£348,000 | 3 Bed House175, Old Road, Chesterfield, S40 3QL175, Old Road, Chesterfield, S40 3QL
• Sold Mar 2019£248,500 | 3 Bed House68, Vincent Crescent, Chesterfield, S40 3NP68, Vincent Crescent, Chesterfield, S40 3NP
• Sold Sep 2017£255,000 | 3 Bed House147, Old Road, Chesterfield, S40 3QL147, Old Road, Chesterfield, S40 3QL
• Sold Nov 2014£299,950 | 3 Bed House177, Old Road, Chesterfield, S40 3QL177, Old Road, Chesterfield, S40 3QL
• Sold Nov 2014£219,000 | 3 Bed House5, Greengate Close, Chesterfield, S40 3SJ5, Greengate Close, Chesterfield, S40 3SJ
• Sold Oct 2013£210,000 | 3 Bed House17, Greengate Close, Chesterfield, S40 3SJ17, Greengate Close, Chesterfield, S40 3SJ
• Sold Aug 2013£218,500 | 3 Bed House11, Greengate Close, Chesterfield, S40 3SJ11, Greengate Close, Chesterfield, S40 3SJ
• Sold Jul 2013£206,000 | 3 Bed House15, Greengate Close, Chesterfield, S40 3SJ15, Greengate Close, Chesterfield, S40 3SJ

Of the 225 addresses on Old Road, Chesterfield, S40, 165, Old Road, Chesterfield comes out as the 112th largest and the 40th most expensive in our analysis of the public data.

It is also £152k more expensive than the average property across the S40 district.

• Westfield Infant School

  400 m away
• Old Hall Junior School

  500 m away
• Brockwell Nursery and Infant School

  1.0 km away

• Brookfield Community School

  700 m away
• Parkside Community School

  1.7 km away
• St Mary's Catholic High School, A Catholic Voluntary Academy

  2.0 km away

• Chesterfield

  |

  2.8 km away
• Dronfield

  |

  7.3 km away
• Dore & Totley

  |

  10.8 km away

The flood risk here is rated Very Low, based on Environment Agency data.