Pennylands Way

Name: Sold house prices on Pennylands Way, Cheltenham
Creator: HM Land Registry
License: https://www.nationalarchives.gov.uk/doc/open-government-licence/version/3/

Cheltenham · GL54 5GB

Average sold price

£326,605

49 sales since 2014

Median

£325,000

middle of every sale

Last sold

£550k

5 Dec 2025

Properties

detached most common

Average sold price by year

Properties on Pennylands Way

Address	Type	Last sold	Price	Sales
29, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	5 Dec 2025	£550,000	2
49, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Terraced	21 Feb 2025	£258,000	2
48, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	22 Aug 2023	£390,000	2
55, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	30 Sep 2022	£480,000	3
32, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Terraced	17 Dec 2021	£335,000	2
4, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	23 Jul 2021	£450,000	3
26, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	18 Jun 2021	£590,000	2
54, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	19 Mar 2021	£422,000	2
57, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	26 Feb 2021	£417,500	2
44, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	27 Nov 2020	£120,000	1
33, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	28 Aug 2020	£315,000	2
30, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	26 May 2020	£550,000	2
28, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	22 Jan 2020	£390,000	2
8, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	10 Oct 2018	£318,000	2
51, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Terraced	7 Sep 2018	£239,000	2
2, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	27 Jul 2018	£497,500	2
53, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	9 Apr 2018	£312,500	2
42, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached	18 Nov 2016	£109,150	1
10, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached new build	26 Jun 2015	£268,000	1
6, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached new build	11 Jun 2015	£320,000	1
46, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached new build	22 Dec 2014	£270,000	1
52, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached new build	19 Dec 2014	£337,000	1
50, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached new build	19 Dec 2014	£330,000	1
59, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached	19 Dec 2014	£335,000	1
47, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Terraced new build	26 Sep 2014	£205,000	1
38, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached new build	29 Aug 2014	£283,000	1
40, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached new build	31 Jul 2014	£292,000	1
34, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Terraced new build	30 Jun 2014	£232,000	1
36, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Terraced new build	30 Jun 2014	£238,000	1
35, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Detached new build	13 Jun 2014	£325,000	1
31, PENNYLANDS WAY, WINCHCOMBE GL54 5GB	Semi-Detached new build	29 May 2014	£250,000	1

Recent sales

Date	Address	Type	Tenure	Price
5 Dec 2025	29, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£550,000
21 Feb 2025	49, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£258,000
22 Aug 2023	48, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£390,000
30 Sep 2022	55, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£480,000
17 Dec 2021	32, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£335,000
23 Jul 2021	4, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£450,000
18 Jun 2021	26, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£590,000
19 Mar 2021	54, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£422,000
26 Feb 2021	57, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£417,500
27 Nov 2020	44, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Leasehold	£120,000
28 Aug 2020	33, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£315,000
26 May 2020	30, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£550,000
22 Jan 2020	28, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£390,000
19 Jul 2019	55, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£330,000
10 Oct 2018	8, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£318,000
7 Sep 2018	51, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£239,000
27 Jul 2018	2, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£497,500
9 Apr 2018	53, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£312,500
29 Jun 2017	4, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£400,000
18 Nov 2016	42, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£109,150
25 Sep 2015	4, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£368,000
26 Jun 2015	10, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£268,000
19 Jun 2015	8, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£270,000
12 Jun 2015	2, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£450,000
11 Jun 2015	6, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£320,000
22 Dec 2014	46, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£270,000
19 Dec 2014	52, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£337,000
19 Dec 2014	50, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£330,000
19 Dec 2014	55, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£250,000
19 Dec 2014	54, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£337,000
19 Dec 2014	59, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£335,000
18 Dec 2014	57, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£335,000
18 Dec 2014	53, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£250,000
16 Oct 2014	48, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£270,000
26 Sep 2014	49, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£195,000
26 Sep 2014	51, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£200,000
26 Sep 2014	47, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£205,000
29 Aug 2014	38, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£283,000
31 Jul 2014	40, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£292,000
9 Jul 2014	30, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£425,000
30 Jun 2014	32, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£235,000
30 Jun 2014	34, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£232,000
30 Jun 2014	36, PENNYLANDS WAY, WINCHCOMBE	Terraced	Freehold	£238,000
13 Jun 2014	33, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£265,000
13 Jun 2014	35, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£325,000
29 May 2014	31, PENNYLANDS WAY, WINCHCOMBE	Semi-Detached	Freehold	£250,000
23 Apr 2014	28, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£330,000
11 Apr 2014	29, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£330,000
28 Mar 2014	26, PENNYLANDS WAY, WINCHCOMBE	Detached	Freehold	£335,000

Other streets in Cheltenham

London Road Gloucester Road High Street Lansdown Road Evesham Road The Park St Georges Road Pittville Circus Road Brookbank Close Station Road Prestbury Road Hatherley Road

All Cheltenham house prices

Frequently asked questions

What is the average house price on Pennylands Way, Cheltenham?

The average sold price on Pennylands Way is £326,605, across 49 sales since 2014. The median is £325,000 — the middle price, which a few unusually expensive sales cannot pull upward.

When did a property on Pennylands Way last sell?

The most recent recorded sale on Pennylands Way was 29, PENNYLANDS WAY, WINCHCOMBE, which sold for £550,000 on 5 Dec 2025.

How many properties are there on Pennylands Way?

31 separate addresses have sold on Pennylands Way since 2014, across 1 postcode (GL54 5GB). That is not the same as the number of homes on the street — a property that has never changed hands since 1995 does not appear in Land Registry records.

About this data

Every figure on this page is calculated from the 49 sales HM Land Registry has recorded on Pennylands Way since 2014 — what buyers actually paid, not asking prices or estimates. A home that has not changed hands since records began in 1995 will not appear. Sales are matched to this street by postcode and by the street component of the registered address, so a neighbouring street with a similar name is not counted. The Price Paid dataset covers England and Wales only; see Scotland and Northern Ireland.