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Windsor Drive, Wingerworth, Chesterfield

MyStreetCheck free street report: Windsor Drive, Wingerworth, Chesterfield · 30 October 2026 · www.mystreetcheck.co.uk/chesterfield-derbyshire/windsor-drive/

House prices, sold prices and local information for S42 6TQ, S42 6TJ, S42 6TG.

Average price (last 12 months)
£321,500
2 sales
Average price (since 2016)
£254,635
43 sales
Price range
£150k – £415k
lowest to highest sale
Last sale
10 Apr 2026
S42 6TG

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At a glance

House prices£322k average36% above the Chesterfield average CrimeLower than averageLower crime than about 90% of neighbourhoods in England DeprivationLess deprived than mostDecile 9 of 10 (10 = least deprived) Flood riskNear a flood alert areaLower risk than a warning area Nearest station51 min walkChesterfield station Schools1 rated Good or betterWithin 1.5 miles Ultrafast broadband100% of homesNational average 80% Freehold or leaseholdAll freeholdAcross 45 Land Registry sales Conservation areaChecking…Planning designations Green beltChecking…Planning designations Listed buildingsChecking…Within about 200 m Planning applicationsChecking…Within 500 m, last 90 days

43 property sales on Windsor Drive, Wingerworth, Chesterfield have been recorded by HM Land Registry since 2016. In the last 12 months 2 homes sold here for an average of £321,500. Most sales here are semi-detached homes, which have sold for an average of £225,884. That is 36% above the Chesterfield average of £236,765 over the same period. 11 homes here have sold more than once since 2016; 10 of them sold for more the second time. By property type, sales here have been 53% semi-detached, 42% detached, 5% terraced. Recorded sale prices on Windsor Drive range from £150,000 to £415,000. Every home sold here was sold freehold. Of 475 streets in Chesterfield with at least two sales in the last year, Windsor Drive ranks 74th for average price.

House prices on Windsor Drive compared

Windsor Drive£321,500
S42 postcode area£272,263
Chesterfield£236,765
England & Wales£358,701

Average sale price over the last 12 months. See all S42 house prices.

Average sale price by year

2016: £173,333 (3 sales)2016£173k2017: £329,000 (1 sales)2017£329k2018: £223,294 (4 sales)2018£223k2019: £198,000 (1 sales)2019£198k2020: £231,136 (7 sales)2020£231k2021: £217,667 (3 sales)2021£218k2022: £260,909 (11 sales)2022£261k2023: £265,813 (4 sales)2023£266k2024: £302,500 (2 sales)2024£303k2025: £313,658 (6 sales)2025£314k2026: £318,000 (1 sales)2026£318k

Tenure: 100% freehold and 0% leasehold across 45 recorded sales.

Prices by property type

TypeSalesAverage priceLast sold
Semi-detached23£225,88411 Sep 2025
Detached18£290,77810 Apr 2026
Terraced2£260,0004 Nov 2022

Sold prices on Windsor Drive

AddressDatePriceTypeTenure
5, Windsor Drive S42 6TG 10 Apr 2026£318,000 DetachedFreehold
56, Windsor Drive S42 6TJ 28 Nov 2025£325,000 DetachedFreehold
80, Windsor Drive S42 6TL 3 Oct 2025£310,000 DetachedFreehold
19, Windsor Drive S42 6TG 11 Sep 2025£274,950 Semi-detachedFreehold
77, Windsor Drive S42 6TQ 25 Jul 2025£257,000 Semi-detachedFreehold
95, Windsor Drive S42 6TQ 30 Jun 2025£415,000 DetachedFreehold
85, Windsor Drive S42 6TQ 18 Feb 2025£300,000 Semi-detachedFreehold
23, Windsor Drive S42 6TG 1 Nov 2024£280,000 Semi-detachedFreehold
78, Windsor Drive S42 6TL 27 Feb 2024£325,000 DetachedFreehold
85, Windsor Drive S42 6TQ 8 Dec 2023£293,250 Semi-detachedFreehold
3, Windsor Drive S42 6TG 10 Jul 2023£290,000 DetachedFreehold
2, Windsor Drive S42 6TH 2 Jun 2023£195,000 Semi-detachedFreehold
51, Windsor Drive S42 6TQ 20 Mar 2023£285,000 Semi-detachedFreehold
32, Windsor Drive S42 6TJ 12 Jan 2023£214,000 Semi-detachedFreehold
5, Windsor Drive S42 6TG 8 Nov 2022£284,000 DetachedFreehold
17, Windsor Drive S42 6TG 4 Nov 2022£300,000 TerracedFreehold
80, Windsor Drive S42 6TL 9 Sep 2022£310,000 DetachedFreehold
8, Windsor Drive S42 6TH 25 Aug 2022£175,000 DetachedFreehold
48, Windsor Drive S42 6TJ 19 Aug 2022£165,000 Semi-detachedFreehold
101, Windsor Drive S42 6TQ 12 Jul 2022£275,000 DetachedFreehold
24, Windsor Drive S42 6TJ 27 May 2022£276,000 Semi-detachedFreehold
58, Windsor Drive S42 6TJ 28 Apr 2022£255,000 DetachedFreehold
52, Windsor Drive S42 6TJ 22 Apr 2022£255,000 DetachedFreehold
20, Windsor Drive S42 6TJ 8 Apr 2022£220,000 Semi-detachedFreehold
103, Windsor Drive S42 6TQ 18 Mar 2022£355,000 DetachedFreehold
53, Windsor Drive S42 6TQ 24 Sep 2021£228,000 Semi-detachedFreehold
61, Windsor Drive S42 6TQ 11 May 2021£225,000 Semi-detachedFreehold
95, Windsor Drive S42 6TQ 1 Apr 2021£200,000 DetachedFreehold
22, Windsor Drive S42 6TJ 27 Nov 2020£205,000 Semi-detachedFreehold
22, Windsor Drive S42 6TJ 20 Nov 2020£210,000 Semi-detachedFreehold
91, Windsor Drive S42 6TQ 5 Nov 2020£225,000 Semi-detachedFreehold
46, Windsor Drive S42 6TJ 21 Aug 2020£270,000 DetachedFreehold
17, Windsor Drive S42 6TG 20 Jul 2020£220,000 TerracedFreehold
85, Windsor Drive S42 6TQ 12 Jun 2020£235,000 Semi-detachedFreehold
23, Windsor Drive S42 6TG 29 May 2020£179,950 Semi-detachedFreehold
56, Windsor Drive S42 6TJ 27 Mar 2020£283,000 DetachedFreehold
53, Windsor Drive S42 6TQ 25 Oct 2019£198,000 Semi-detachedFreehold
57, Windsor Drive S42 6TQ 26 Oct 2018£227,600 Semi-detachedFreehold
59, Windsor Drive S42 6TQ 5 Oct 2018£195,575 Semi-detachedFreehold
43, Windsor Drive S42 6TQ 20 Sep 2018£260,000 DetachedFreehold
51, Windsor Drive S42 6TQ 18 May 2018£210,000 Semi-detachedFreehold
47, Windsor Drive S42 6TQ 24 Mar 2017£329,000 DetachedFreehold
14, Windsor Drive S42 6TH 18 Nov 2016£150,000 Semi-detachedFreehold
24, Windsor Drive S42 6TJ 6 Oct 2016£195,000 Semi-detachedFreehold
91, Windsor Drive S42 6TQ 31 Mar 2016£175,000 Semi-detachedFreehold

Sale prices are as recorded by HM Land Registry. Some sales (for example repossessions and company purchases) are listed but left out of the averages.

Sale history: homes sold more than once

AddressSalesChange
5, Windsor Drive £284,000 (Nov 2022) → £318,000 (Apr 2026) +12%
over 3 yrs
56, Windsor Drive £283,000 (Mar 2020) → £325,000 (Nov 2025) +15%
over 6 yrs
80, Windsor Drive £310,000 (Sep 2022) → £310,000 (Oct 2025) +0%
over 3 yrs
95, Windsor Drive £200,000 (Apr 2021) → £415,000 (Jun 2025) +108%
over 4 yrs
85, Windsor Drive £235,000 (Jun 2020) → £293,250 (Dec 2023) → £300,000 (Feb 2025) +28%
over 5 yrs
23, Windsor Drive £179,950 (May 2020) → £280,000 (Nov 2024) +56%
over 4 yrs
51, Windsor Drive £210,000 (May 2018) → £285,000 (Mar 2023) +36%
over 5 yrs
17, Windsor Drive £220,000 (Jul 2020) → £300,000 (Nov 2022) +36%
over 2 yrs
24, Windsor Drive £195,000 (Oct 2016) → £276,000 (May 2022) +42%
over 6 yrs
53, Windsor Drive £198,000 (Oct 2019) → £228,000 (Sep 2021) +15%
over 2 yrs
91, Windsor Drive £175,000 (Mar 2016) → £225,000 (Nov 2020) +29%
over 5 yrs

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Crime and flood risk near Windsor Drive

Crime

30 crimes were reported within about a mile of Windsor Drive in August 2026.

Crime level compared with the rest of England (10 = lowest crime):

12345678910

Lower crime than about 90% of neighbourhoods in England, based on recorded crime rates (English Indices of Deprivation 2025).

Violence & sexual offences16
Anti-social behaviour6
Public order3
Criminal damage & arson2
Burglary1
Drugs1

Source: data.police.uk. Locations are approximate and cover the surrounding area, not just this street.

Flood risk

Windsor Drive is in or near 2 Environment Agency flood areas:

  • Upper River Rother catchment Flood alert area
  • Tributaries in North Derbyshire Flood alert area

Flood warning areas cover places at risk from rivers and the sea. Surface water risk isn't included. Check the long-term flood risk for a postcode on GOV.UK.

Schools near Windsor Drive

SchoolTypeAgesOfstedDistance
Deer Park Primary School 338 pupils Primary 5–11 Report 0.3 mi
Hunloke Park Primary School 357 pupils Primary 3–11 Requires improvement Report 0.7 mi
Spire Nursery and Infant School 180 pupils Primary 2–7 Report 1.2 mi
Walton Peak Flying High Academy 135 pupils Primary 3–11 Good Report 1.3 mi
Tupton Primary and Nursery Academy 237 pupils Primary 3–11 Good Report 1.6 mi
Spire Junior School 154 pupils Primary 7–11 Good Report 1.6 mi
Hasland Infant School 312 pupils Primary 3–7 Report 1.7 mi
Esteem North Academy 229 pupils Academy alternative provision converter 5–16 Good Report 1.7 mi

Source: Department for Education (Get Information about Schools) and Ofsted. Grades are from each school's last graded inspection; newer inspections use report cards without a single overall grade, so check the full report. Distances are straight-line. Check catchment areas with the local council.

Getting around, shops and health

Train stations

  • Chesterfield station 2.6 mi · 51 min walk
  • Matlock station 6.6 mi · 2 hr 12 min walk

Nearest bus stops

  • Rectory Drive (Opp, Langer Lane) 1 min walk
  • Rectory Drive (Adj, Langer Lane) 2 min walk
  • Lydgate Drive (Adj, Longedge Lane) 3 min walk
  • Library (Adj, Langer Lane) 3 min walk

GP surgeries

  • Wingerworth Medical Centre
    Allendale Road, Wingerworth, Chesterfield · 0.3 mi
  • Royal Primary Care Chesterfield
    The Grange Family H/Ctr, Stubbing Road, Chesterfield · 1.1 mi
  • The Surgery At Wheatbridge
    The Surgery-Wheatbridge, 30 Wheatbridge Road, Chesterfield · 2.1 mi
  • Chatsworth Road Medical Centre
    Storrs Road, Chesterfield · 2.2 mi

Supermarkets

  • Spar Spar - Wingerworth · 0.2 mi
  • The Co-operative Food Co-op Grangewood Road Chesterfield · 1.1 mi
  • Asda Express Asda Birdholme Express Petrol · 1.2 mi
  • Spar Spar - Walton · 1.2 mi

Pharmacies

  • Peak Pharmacy · 0.3 mi
  • Cohens Chemist · 1.1 mi
  • Tupton Pharmacy · 1.7 mi

Dentists

  • Walton Hospital · 1.2 mi
  • Chapel Hall Dental Surgery · 1.6 mi
  • Hasland Dental Practice · 1.9 mi

Sources: Department for Transport (NaPTAN), NHS England organisation data, and GEOLYTIX Retail Points (open data). Walking times are estimates from straight-line distance.

Area profile

Deprivation

12345678910

This neighbourhood is in decile 9 of 10 on the English Indices of Deprivation 2025, where 1 is the most deprived 10% of areas in England and 10 the least deprived.

Income9 of 10
Employment8 of 10
Education and skills9 of 10
Health and disability7 of 10
Crime10 of 10
Access to housing and services5 of 10
Living environment10 of 10

Each domain ranked in deciles across England (10 = least deprived).

Homes

HereEng & Wales
Owned87.6%62.5%
Private rented6.3%20.3%
Social rented6.1%17.1%
Households606

People

HereEng & Wales
Under 1511.7%17.4%
Aged 15–6458.7%64.1%
Aged 65+29.6%18.6%
Residents1,319

Broadband

HereUK
Superfast (30Mbit+)100%95%
Ultrafast (300Mbit+)100%80%
Gigabit-capable100%80%

Share of homes on this street's postcodes that can get each speed. UK figure is the average across all postcodes. Source: Ofcom Connected Nations.

Mobile signal

HereEng & Wales
4G indoors, all 4 networks81%89%
4G indoors, at least 1 network99%100%
4G outdoors, all 4 networks99%99%
Calls indoors, all 4 networks87%92%

Share of homes across North East Derbyshire with good coverage (Jul 2025). Signal varies street by street; check your exact address on Ofcom's checker. Source: Ofcom Connected Nations.

Neighbourhood figures cover the surrounding Lower Layer Super Output Area (about 1,500 residents). Sources: Census 2021 (ONS) and the English Indices of Deprivation 2025.

Energy ratings and home sizes on Windsor Drive

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Who lives around Windsor Drive

Ethnic group

HereNorth East Derbyshire
White98.1%97.4%
Asian, Asian British or Asian Welsh1.1%0.9%
Mixed or Multiple ethnic groups0.6%1.2%
Other ethnic group0.2%0.2%
Black, Black British, Black Welsh, Caribbean or African0%0.3%

Religion

HereNorth East Derbyshire
Christian59.1%50.9%
No religion34.5%42.3%
Not answered5%5.5%
Sikh0.5%–
Hindu0.4%0.1%
Buddhist0.3%0.2%
Other religion0.2%0.4%
Jewish0%0.1%

Country of birth

HereNorth East Derbyshire
Born in the UK96.6%96.9%
Born outside the UK3.4%3.1%

Highest qualification

HereNorth East Derbyshire
Level 4 qualifications and above36.1%27.6%
Level 3 qualifications17.4%18%
Level 2 qualifications15%14.5%
No qualifications13.3%20%
Level 1 and entry level qualifications10.4%10.7%
Apprenticeship5.5%6.8%
Other qualifications2.3%2.4%

General health

HereNorth East Derbyshire
Very good health40.9%43.5%
Good health39.3%34.4%
Fair health14.8%15.6%
Bad health3.9%5.1%
Very bad health1.1%1.4%

Cars or vans per household

HereNorth East Derbyshire
1 car or van in household36.3%40.3%
2 cars or vans in household36.1%31.4%
3 or more cars or vans in household15.7%12.2%
No cars or vans in household11.9%16.1%

Source: Census 2021 (ONS), via Nomis. Percentages of usual residents or households, as recorded in March 2021.

Figures cover the surrounding neighbourhood (Lower Layer Super Output Area, about 1,500 residents). Full demographics of North East Derbyshire.

Planning and heritage near Windsor Drive

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Planning applications near Windsor Drive

Recent planning applications around Windsor Drive from the council's planning register. Choose how far to look:

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Council tax here

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Estate agents near Windsor Drive

  • Fishwick and Co 2.0 mi
  • Dales And Peaks 2.2 mi
  • Bothams 2.2 mi
  • VHS Fletchers 2.2 mi
  • Haus 2.2 mi

Agent locations © OpenStreetMap contributors. More local agents

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