Shepherds Way
Cheltenham · GL54 1DD, GL54 1EA, GL54 3ED
Average sold price
£272,013
89 sales since 1995
Median
£277,500
middle of every sale
Last sold
£625k
21 Nov 2025
Properties
42
semi-detached most common
Average sold price by year
Properties on Shepherds Way
| Address | Type | Last sold | Price | Sales |
|---|---|---|---|---|
| 5, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 21 Nov 2025 | £625,000 | 2 |
| DEVON HOUSE COTTAGE, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Semi-Detached | 5 Aug 2024 | £450,000 | 1 |
| 22, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 22 Jul 2024 | £427,000 | 5 |
| 8, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 5 Apr 2024 | £470,000 | 6 |
| QUEENS COTTAGE, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 20 Mar 2024 | £575,000 | 4 |
| GEMMAS COTTAGE, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Detached | 19 Aug 2022 | £490,000 | 1 |
| 10, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 30 Jun 2021 | £277,500 | 1 |
| DEVON HOUSE, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Semi-Detached | 1 Apr 2021 | £375,000 | 2 |
| 6, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 16 Dec 2020 | £307,500 | 1 |
| 9, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 3 Jul 2020 | £295,000 | 3 |
| TOAD HALL, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Semi-Detached | 18 Apr 2019 | £416,000 | 7 |
| 14, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 5 Dec 2018 | £327,500 | 5 |
| 12, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 16 Feb 2018 | £335,000 | 1 |
| 11, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 27 Sep 2017 | £315,000 | 1 |
| 17, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 7 Aug 2017 | £293,000 | 1 |
| 7, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 7 Jun 2017 | £329,950 | 1 |
| 23, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Terraced | 29 Mar 2017 | £325,000 | 2 |
| 25, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Terraced | 24 Feb 2017 | £325,000 | 2 |
| 24, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Terraced | 5 Dec 2013 | £320,000 | 4 |
| 16, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 8 Oct 2013 | £240,000 | 2 |
| 20, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Terraced | 12 Mar 2013 | £267,500 | 3 |
| SHEPHERDS COTTAGE, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Semi-Detached | 15 Jan 2013 | £190,000 | 2 |
| 15, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 11 Dec 2012 | £231,000 | 1 |
| 26, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Terraced | 11 Oct 2012 | £478,000 | 3 |
| 1, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 31 May 2012 | £485,000 | 1 |
| 21, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Terraced | 24 Nov 2011 | £293,000 | 3 |
| 19, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 8 Oct 2010 | £326,000 | 2 |
| 18, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 8 Jul 2010 | £280,000 | 1 |
| DEVON GARDENS, 2, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Terraced | 30 Apr 2008 | £315,000 | 2 |
| 4, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 6 Aug 2007 | £219,000 | 1 |
| DEVON GARDENS, JUNIPER COTTAGE 3, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Terraced | 2 Feb 2007 | £275,000 | 1 |
| CARTERS COTTAGE, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Terraced | 29 Jan 2007 | £280,000 | 3 |
| 1, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Detached | 15 Aug 2006 | £285,000 | 2 |
| DEVON GARDENS, PLOT 1, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Semi-Detached new build | 4 Apr 2006 | £346,750 | 1 |
| 7, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 31 Mar 2006 | £322,500 | 2 |
| 3, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 3 Feb 2006 | £320,000 | 2 |
| WAYLANDS, SHEPHERDS WAY, STOW ON THE WOLD GL54 1DD | Semi-Detached new build | 26 Oct 2005 | £310,000 | 1 |
| 5, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 28 Jun 2004 | £230,000 | 1 |
| 3, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 30 Apr 2003 | £181,000 | 2 |
| 13, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 11 Oct 2002 | £155,000 | 1 |
| 9, SHEPHERDS WAY, NORTHLEACH GL54 3ED | Detached | 4 Dec 1996 | £163,500 | 1 |
| 11, SHEPHERDS WAY, STOW ON THE WOLD GL54 1EA | Semi-Detached | 27 Jan 1995 | £58,000 | 1 |
Recent sales
Other streets in Cheltenham
Frequently asked questions
What is the average house price on Shepherds Way, Cheltenham?
The average sold price on Shepherds Way is £272,013, across 89 sales since 1995. The median is £277,500 — the middle price, which a few unusually expensive sales cannot pull upward.
When did a property on Shepherds Way last sell?
The most recent recorded sale on Shepherds Way was 5, SHEPHERDS WAY, NORTHLEACH, which sold for £625,000 on 21 Nov 2025.
How many properties are there on Shepherds Way?
42 separate addresses have sold on Shepherds Way since 1995, across 3 postcodes (GL54 1DD, GL54 1EA, GL54 3ED). 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 89 sales HM Land Registry has recorded on Shepherds Way since 1995 — 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.