| 15 Shepherds Way, Uppingham, Oakham, LE15 9PW | May 2024 | £370,000 | Detached | Freehold |
| 9 Shepherds Way, Uppingham, Oakham, LE15 9PW | Feb 2024 | £405,000 | Detached | Freehold |
| 10 Shepherds Way, Uppingham, Oakham, LE15 9PW | Jan 2024 | £395,000 | Detached | Freehold |
| 12 Shepherds Way, Uppingham, Oakham, LE15 9PW | Nov 2021 | £365,200 | Detached | Freehold |
| 2 Shepherds Way, Uppingham, Oakham, LE15 9PW | Jun 2019 | £303,000 | Detached | Freehold |
| 11 Shepherds Way, Uppingham, Oakham, LE15 9PW | Mar 2017 | £340,000 | Detached | Freehold |
| 17 Shepherds Way, Uppingham, Oakham, LE15 9PW | Aug 2015 | £270,000 | Detached | Freehold |
| 14 Shepherds Way, Uppingham, Oakham, LE15 9PW | Jul 2015 | £350,000 | Detached | Freehold |
| 16 Shepherds Way, Uppingham, Oakham, LE15 9PW | Jun 2015 | £240,000 | Detached | Freehold |
| 1 Shepherds Way, Uppingham, Oakham, LE15 9PW | May 2015 | £300,000 | Detached | Freehold |
| 18 Shepherds Way, Uppingham, Oakham, LE15 9PW | Sep 2014 | £292,500 | Detached | Freehold |
| 13 Shepherds Way, Uppingham, Oakham, LE15 9PW | Nov 2007 | £318,000 | Detached | Freehold |
| 6 Shepherds Way, Uppingham, Oakham, LE15 9PW | May 2007 | £295,000 | Detached | Freehold |
| 7 Shepherds Way, Uppingham, Oakham, LE15 9PW | Sep 2002 | £170,000 | Detached | Freehold |
| 4 Shepherds Way, Uppingham, Oakham, LE15 9PW | Oct 1997 | £96,500 | Semi-detached | Freehold |