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Pennylands Way, Winchcombe, Cheltenham

MyStreetCheck free street report: Pennylands Way, Winchcombe, Cheltenham · 31 October 2026 · www.mystreetcheck.co.uk/cheltenham-gloucestershire/pennylands-way/

House prices, sold prices and local information for GL54 5GB.

Average price (last 12 months)
£550,000
1 sale
Average price (since 2016)
£376,771
19 sales
Price range
£109k – £590k
lowest to highest sale
Last sale
5 Dec 2025
GL54 5GB

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At a glance

19 property sales on Pennylands Way, Winchcombe, Cheltenham have been recorded by HM Land Registry since 2016. In the last 12 months 1 home sold here for an average of £550,000. Most sales here are detached homes, which have sold for an average of £474,111. 2 homes here have sold more than once since 2016; 2 of them sold for more the second time. By property type, sales here have been 47% detached, 37% semi-detached, 16% terraced. Recorded sale prices on Pennylands Way range from £109,150 to £590,000. 95% of homes sold here were freehold and 5% leasehold.

House prices on Pennylands Way compared

GL54 postcode area£490,938
Cheltenham£424,126
England & Wales£358,701

Average sale price over the last 12 months. Pennylands Way has had fewer than two sales in that time, so it is left out. See all GL54 house prices.

Average sale price by year

2016: £109,150 (1 sales)2016£109k2017: £400,000 (1 sales)2017£400k2018: £341,750 (4 sales)2018£342k2019: £330,000 (1 sales)2019£330k2020: £353,333 (3 sales)2020£353k2021: £442,900 (5 sales)2021£443k2022: £480,000 (1 sales)2022£480k2023: £390,000 (1 sales)2023£390k2025: £404,000 (2 sales)2025£404k

Tenure: 95% freehold and 5% leasehold across 20 recorded sales.

Prices by property type

TypeSalesAverage priceLast sold
Detached9£474,1115 Dec 2025
Semi-detached7£294,23622 Aug 2023
Terraced3£277,33321 Feb 2025

Sold prices on Pennylands Way

AddressDatePriceTypeTenure
29, Pennylands Way GL54 5GB 5 Dec 2025£550,000 DetachedFreehold
49, Pennylands Way GL54 5GB 21 Feb 2025£258,000 TerracedFreehold
48, Pennylands Way GL54 5GB 22 Aug 2023£390,000 Semi-detachedFreehold
55, Pennylands Way GL54 5GB 30 Sep 2022£480,000 Semi-detachedFreehold
32, Pennylands Way GL54 5GB 17 Dec 2021£335,000 TerracedFreehold
4, Pennylands Way GL54 5GB 23 Jul 2021£450,000 DetachedFreehold
26, Pennylands Way GL54 5GB 18 Jun 2021£590,000 DetachedFreehold
54, Pennylands Way GL54 5GB 19 Mar 2021£422,000 DetachedFreehold
57, Pennylands Way GL54 5GB 26 Feb 2021£417,500 DetachedFreehold
44, Pennylands Way GL54 5GB 27 Nov 2020£120,000 Semi-detachedLeasehold
33, Pennylands Way GL54 5GB 28 Aug 2020£315,000 Semi-detachedFreehold
30, Pennylands Way GL54 5GB 26 May 2020£550,000 DetachedFreehold
28, Pennylands Way GL54 5GB 22 Jan 2020£390,000 DetachedFreehold
55, Pennylands Way GL54 5GB 19 Jul 2019£330,000 Semi-detachedFreehold
8, Pennylands Way GL54 5GB 10 Oct 2018£318,000 Semi-detachedFreehold
51, Pennylands Way GL54 5GB 7 Sep 2018£239,000 TerracedFreehold
2, Pennylands Way GL54 5GB 27 Jul 2018£497,500 DetachedFreehold
53, Pennylands Way GL54 5GB 9 Apr 2018£312,500 Semi-detachedFreehold
4, Pennylands Way GL54 5GB 29 Jun 2017£400,000 DetachedFreehold
42, Pennylands Way GL54 5GB 18 Nov 2016£109,150 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
55, Pennylands Way £330,000 (Jul 2019) → £480,000 (Sep 2022) +45%
over 3 yrs
4, Pennylands Way £400,000 (Jun 2017) → £450,000 (Jul 2021) +13%
over 4 yrs

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Schools near Pennylands Way

SchoolTypeAgesOfstedDistance
Winchcombe School 515 pupils Secondary 11–16 Good Report 0.3 mi
Winchcombe Abbey Church of England Primary School 261 pupils Primary Church of England 4–11 Good Report 0.5 mi
Gretton Primary School 92 pupils Primary 4–11 Requires improvement Report 1.5 mi
Isbourne Valley School 80 pupils Primary 4–11 Good Report 2.1 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

  • Winchcombe (Gloucs Warwicks Railway) 0.4 mi · 8 min walk
  • Toddington (Gloucs Warwicks Railway) 2.4 mi · 48 min walk

Nearest bus stops

  • Medical Centre (after, Greet Road) 2 min walk
  • Medical Centre (opp, Greet Road) 2 min walk
  • Greet Road (by, Kenelm Rise) 3 min walk
  • Greet Road (nr, Kenelm Rise) 3 min walk

GP surgeries

  • Winchcombe Medical Centre
    Greet Road, Winchcombe, Cheltenham · 0.1 mi

Supermarkets

  • The Co-operative Food Co-op Winchcombe · 0.4 mi
  • Morrisons Daily Morrisons Daily Winchcombe · 0.5 mi
  • Budgens Budgens Toddington · 2.4 mi

Pharmacies

  • Winchcombe Pharmacy · 0.5 mi

Dentists

  • Wentwood House Dental Practice · 0.5 mi
  • Stonehouse Dental Practice · 0.6 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
Employment9 of 10
Education and skills9 of 10
Health and disability10 of 10
Crime9 of 10
Access to housing and services4 of 10
Living environment7 of 10

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

Homes

HereEng & Wales
Owned77.3%62.5%
Private rented14.1%20.3%
Social rented8.6%17.1%
Households990

People

HereEng & Wales
Under 1518.0%17.4%
Aged 15–6453.9%64.1%
Aged 65+28.1%18.6%
Residents2,280

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 networks71%89%
4G indoors, at least 1 network100%100%
4G outdoors, all 4 networks99%99%
Calls indoors, all 4 networks84%92%

Share of homes across Tewkesbury 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 Pennylands Way

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Who lives around Pennylands Way

Ethnic group

HereTewkesbury
White98.1%95%
Mixed or Multiple ethnic groups1.2%1.8%
Black, Black British, Black Welsh, Caribbean or African0.3%0.6%
Other ethnic group0.3%0.5%
Asian, Asian British or Asian Welsh0.2%2%

Religion

HereTewkesbury
Christian55%50.9%
No religion38.3%40.8%
Not answered6%6%
Other religion0.4%0.4%
Hindu0.1%0.7%
Muslim0.1%0.5%
Buddhist0%0.4%
Jewish0%0.1%

Country of birth

HereTewkesbury
Born in the UK94.6%91.8%
Born outside the UK5.4%8.2%

Highest qualification

HereTewkesbury
Level 4 qualifications and above42.1%35.9%
Level 3 qualifications17%17.4%
Level 2 qualifications13.8%14.9%
No qualifications12.8%13.9%
Level 1 and entry level qualifications8%9.8%
Apprenticeship4.4%5.7%
Other qualifications2%2.5%

General health

HereTewkesbury
Very good health53.7%49.8%
Good health33.1%34.3%
Fair health10.1%12%
Bad health2.1%3.1%
Very bad health1%0.8%

Cars or vans per household

HereTewkesbury
2 cars or vans in household38.4%35.5%
1 car or van in household38.2%40.1%
3 or more cars or vans in household14.6%12.9%
No cars or vans in household8.7%11.5%

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 Tewkesbury.

Planning and heritage near Pennylands Way

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Planning applications near Pennylands Way

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Nearby streets in GL54

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