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Windsor Street, Cheltenham

MyStreetCheck free street report: Windsor Street, Cheltenham · 31 October 2026 · www.mystreetcheck.co.uk/cheltenham-gloucestershire/windsor-street/

House prices, sold prices and local information for GL52 2DE, GL52 2DG.

Average price (last 12 months)
£620,500
2 sales
Average price (since 2016)
£458,554
28 sales
Price range
£269k – £715k
lowest to highest sale
Last sale
16 Sep 2026
GL52 2DE

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At a glance

House prices£621k average46% above the Cheltenham average CrimeAbout averageLower crime than about 50% of neighbourhoods in England DeprivationLess deprived than mostDecile 9 of 10 (10 = least deprived) Nearest station23 min walkCheltenham Racecourse (Gloucs Warwicks Railway) Schools3 rated Good or betterWithin 1.5 miles Ultrafast broadband100% of homesNational average 80% Freehold or leaseholdAll freeholdAcross 29 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

28 property sales on Windsor Street, Cheltenham have been recorded by HM Land Registry since 2016. In the last 12 months 2 homes sold here for an average of £620,500. Most sales here are terraced homes, which have sold for an average of £451,063. That is 46% above the Cheltenham average of £424,126 over the same period. 6 homes here have sold more than once since 2016; 6 of them sold for more the second time. By property type, sales here have been 86% terraced, 14% semi-detached. Recorded sale prices on Windsor Street range from £269,000 to £715,000. Every home sold here was sold freehold. Of 409 streets in Cheltenham with at least two sales in the last year, Windsor Street ranks 44th for average price.

House prices on Windsor Street compared

Windsor Street£620,500
GL52 postcode area£409,356
Cheltenham£424,126
England & Wales£358,701

Average sale price over the last 12 months. See all GL52 house prices.

Average sale price by year

2016: £294,500 (1 sales)2016£295k2017: £381,250 (4 sales)2017£381k2018: £464,583 (6 sales)2018£465k2019: £465,000 (2 sales)2019£465k2020: £366,500 (3 sales)2020£367k2021: £420,667 (3 sales)2021£421k2022: £715,000 (1 sales)2022£715k2023: £557,500 (2 sales)2023£558k2024: £467,500 (4 sales)2024£468k2025: £580,000 (1 sales)2025£580k2026: £661,000 (1 sales)2026£661k

Tenure: 100% freehold and 0% leasehold across 29 recorded sales.

Prices by property type

TypeSalesAverage priceLast sold
Terraced24£451,06316 Sep 2026
Semi-detached4£503,50022 Jul 2022

Sold prices on Windsor Street

AddressDatePriceTypeTenure
4, Windsor Street GL52 2DE 16 Sep 2026£661,000 TerracedFreehold
64, Windsor Street GL52 2DE 12 Dec 2025£580,000 TerracedFreehold
34, Windsor Street GL52 2DE 22 Nov 2024£560,000 TerracedFreehold
42, Windsor Street GL52 2DE 10 May 2024£405,000 TerracedFreehold
18, Windsor Street GL52 2DE 3 Apr 2024£610,000 TerracedFreehold
3, Windsor Street GL52 2DG 2 Feb 2024£295,000 TerracedFreehold
9, Windsor Street GL52 2DG 20 Dec 2023£500,000 TerracedFreehold
48, Windsor Street GL52 2DE 8 Sep 2023£615,000 TerracedFreehold
6, Windsor Street GL52 2DE 22 Jul 2022£715,000 Semi-detachedFreehold
33, Windsor Street GL52 2DG 28 Sep 2021£394,000 TerracedFreehold
34, Windsor Street GL52 2DE 23 Jun 2021£353,000 TerracedFreehold
68, Windsor Street GL52 2DE 12 Jan 2021£515,000 TerracedFreehold
33A, Windsor Street GL52 2DG 17 Jul 2020£420,500 TerracedFreehold
1, Windsor Street GL52 2DG 28 Feb 2020£269,000 Semi-detachedFreehold
33C, Windsor Street GL52 2DG 27 Jan 2020£410,000 TerracedFreehold
33B, Windsor Street GL52 2DG 19 Dec 2019£420,000 OtherFreehold
11, Windsor Street GL52 2DG 27 Sep 2019£400,000 TerracedFreehold
6, Windsor Street GL52 2DE 17 Sep 2019£530,000 Semi-detachedFreehold
12, Windsor Street GL52 2DE 26 Oct 2018£470,000 TerracedFreehold
48, Windsor Street GL52 2DE 13 Aug 2018£515,000 TerracedFreehold
50, Windsor Street GL52 2DE 15 Jun 2018£467,500 TerracedFreehold
9, Windsor Street GL52 2DG 31 May 2018£425,000 TerracedFreehold
4, Windsor Street GL52 2DE 19 Mar 2018£445,000 TerracedFreehold
58, Windsor Street GL52 2DE 28 Feb 2018£465,000 TerracedFreehold
62, Windsor Street GL52 2DE 17 Nov 2017£500,000 Semi-detachedFreehold
34, Windsor Street GL52 2DE 16 Oct 2017£310,000 TerracedFreehold
48, Windsor Street GL52 2DE 7 Apr 2017£395,000 TerracedFreehold
5, Windsor Street GL52 2DG 26 Jan 2017£320,000 TerracedFreehold
11, Windsor Street GL52 2DG 24 Jun 2016£294,500 TerracedFreehold

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
4, Windsor Street £445,000 (Mar 2018) → £661,000 (Sep 2026) +49%
over 8 yrs
34, Windsor Street £310,000 (Oct 2017) → £353,000 (Jun 2021) → £560,000 (Nov 2024) +81%
over 7 yrs
9, Windsor Street £425,000 (May 2018) → £500,000 (Dec 2023) +18%
over 6 yrs
48, Windsor Street £395,000 (Apr 2017) → £515,000 (Aug 2018) → £615,000 (Sep 2023) +56%
over 6 yrs
6, Windsor Street £530,000 (Sep 2019) → £715,000 (Jul 2022) +35%
over 3 yrs
11, Windsor Street £294,500 (Jun 2016) → £400,000 (Sep 2019) +36%
over 3 yrs

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Schools near Windsor Street

SchoolTypeAgesOfstedDistance
Pittville School 858 pupils Secondary 11–16 Report 0.3 mi
Dunalley Primary School 456 pupils Primary 4–11 Good Report 0.3 mi
Berkhampstead School 253 pupils Other independent school 3–11 Report 0.4 mi
Holy Trinity Church of England Primary School 169 pupils Primary Church of England 4–11 Report 0.4 mi
Lift Crescent View 60 pupils Academy special sponsor led 5–11 Good Report 0.6 mi
Oakwood Primary School 310 pupils Primary 4–11 Requires improvement Report 0.6 mi
St John's Church of England Primary School 174 pupils Primary Church of England 4–11 Report 0.7 mi
Battledown School 64 pupils Academy special converter 2–11 Good Report 0.7 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, tram & metro stations

  • Cheltenham Spa station 1.7 mi · 34 min walk
  • Cheltenham Racecourse (Gloucs Warwicks Railway) 1.2 mi · 23 min walk

Nearest bus stops

  • Little Cleevemount (before, Cleevemount Close) 1 min walk
  • Little Cleevemount (after, Cleevemount Close) 1 min walk
  • Pittville Lawn (before, Albert Road) 2 min walk
  • Cromwell Road (opp, Prestbury Road) 2 min walk

GP surgeries

  • Royal Crescent Surgery
    Wilson Health Centre, 236 Prestbury Road, Cheltenham · 0.4 mi
  • Berkeley Place Surgery
    Wilson Health Centre, 236 Prestbury Road, Cheltenham · 0.4 mi
  • St. George's Surgery
    St. Pauls Medical Centre, 121 Swindon Road, Cheltenham · 0.8 mi
  • The Royal Well Surgery
    St. Pauls Medical Centre, 121 Swindon Road, Cheltenham · 0.8 mi

Supermarkets

  • Marks and Spencer BP M&S Prestbury BP · 0.1 mi
  • Morrisons Daily Morrisons Daily Cheltenham Prestbury Road · 0.1 mi
  • Lidl Lidl Swindon Road Cheltenham · 0.6 mi
  • Tesco Express Tesco Cheltenham Hewlett Rd Express · 0.6 mi

Pharmacies

  • Badham Pharmacy · 0.3 mi
  • Badham Pharmacy · 0.3 mi
  • Badham Pharmacy Limited · 0.4 mi

Dentists

  • Portman Healthcare Limited · 0.3 mi
  • The Wilson Medical Centre · 0.4 mi
  • Nuyu Dental · 0.5 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.

Income8 of 10
Employment8 of 10
Education and skills9 of 10
Health and disability7 of 10
Crime6 of 10
Access to housing and services10 of 10
Living environment6 of 10

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

Homes

HereEng & Wales
Owned81.2%62.5%
Private rented13.3%20.3%
Social rented5.5%17.1%
Households670

People

HereEng & Wales
Under 1514.4%17.4%
Aged 15–6458.3%64.1%
Aged 65+27.4%18.6%
Residents1,414

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 networks92%89%
4G indoors, at least 1 network100%100%
4G outdoors, all 4 networks100%99%
Calls indoors, all 4 networks94%92%

Share of homes across Cheltenham 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 Street

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Who lives around Windsor Street

Ethnic group

HereCheltenham
White92.7%91.3%
Mixed or Multiple ethnic groups2.4%2.5%
Asian, Asian British or Asian Welsh2%4.1%
Other ethnic group1.6%1%
Black, Black British, Black Welsh, Caribbean or African1.3%1%

Religion

HereCheltenham
Christian49.4%45.5%
No religion41.3%44.4%
Not answered6.1%6.3%
Muslim0.9%1.5%
Other religion0.9%0.5%
Hindu0.7%1%
Buddhist0.5%0.5%
Jewish0.1%0.2%

Country of birth

HereCheltenham
Born in the UK89.7%85.4%
Born outside the UK10.3%14.6%

Highest qualification

HereCheltenham
Level 4 qualifications and above50.9%43.1%
No qualifications12%13.4%
Level 2 qualifications11.4%12.5%
Level 3 qualifications10.5%16.1%
Level 1 and entry level qualifications7.6%8%
Apprenticeship3.9%4.4%
Other qualifications3.7%2.5%

General health

HereCheltenham
Very good health47.6%50.7%
Good health33.6%33.6%
Fair health12.9%11.7%
Bad health4.2%3.1%
Very bad health1.7%0.9%

Cars or vans per household

HereCheltenham
1 car or van in household48.4%45.3%
2 cars or vans in household31.4%26.9%
No cars or vans in household15.1%20.1%
3 or more cars or vans in household5.1%7.7%

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 Cheltenham.

Planning and heritage near Windsor Street

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Planning applications near Windsor Street

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

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Council tax here

Cheltenham Band D is £2,370 a year (Band A £1,580). See every band.

Estate agents near Windsor Street

  • Northwood 0.3 mi
  • PrimaLets 0.5 mi
  • Cook Residential 0.5 mi
  • Elender Properties 0.5 mi
  • Cottesloe Properties 0.5 mi

Agent locations © OpenStreetMap contributors. More local agents

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