| 36 Winchester Road, Orpington, BR6 9DP | Apr 2026 | £580,000 | Semi-detached | Freehold |
| 52 Winchester Road, Orpington, BR6 9DP | Oct 2025 | £562,000 | Semi-detached | Freehold |
| 7 Winchester Road, Orpington, BR6 9DL | Jun 2025 | £620,000 | Semi-detached | Freehold |
| 8 Winchester Road, Orpington, BR6 9DP | Dec 2024 | £565,000 | Flat / maisonette | Freehold |
| 54 Winchester Road, Orpington, BR6 9DP | Jun 2024 | £605,000 | Semi-detached | Freehold |
| 1A Winchester Road, Orpington, BR6 9DL | Dec 2021 | £655,000 | Detached | Freehold |
| 34 Winchester Road, Orpington, BR6 9DP | Jun 2021 | £552,000 | Semi-detached | Freehold |
| 23 Winchester Road, Orpington, BR6 9DL | Jun 2021 | £620,000 | Terraced | Freehold |
| 2 Winchester Road, Orpington, BR6 9DP | Jan 2021 | £560,000 | Semi-detached | Freehold |
| 43 Winchester Road, Orpington, BR6 9DL | Dec 2020 | £482,500 | Semi-detached | Freehold |
| 19 Winchester Road, Orpington, BR6 9DL | Oct 2019 | £565,000 | Semi-detached | Freehold |
| 33 Winchester Road, Orpington, BR6 9DL | Sep 2013 | £299,950 | Semi-detached | Freehold |
| 25 Winchester Road, Orpington, BR6 9DL | Nov 2009 | £222,500 | Semi-detached | Freehold |
| 9 Winchester Road, Orpington, BR6 9DL | Jul 2009 | £220,000 | Detached | Freehold |
| 38 Winchester Road, Orpington, BR6 9DP | Oct 2008 | £259,000 | Semi-detached | Freehold |
| 24 Winchester Road, Orpington, BR6 9DP | Dec 2007 | £250,000 | Semi-detached | Freehold |
| 18 Winchester Road, Orpington, BR6 9DP | Nov 2006 | £220,000 | Semi-detached | Freehold |
| 10 Winchester Road, Orpington, BR6 9DP | Nov 2006 | £268,000 | Semi-detached | Freehold |
| 5 Winchester Road, Orpington, BR6 9DL | Nov 2006 | £209,000 | Terraced | Freehold |
| 29 Winchester Road, Orpington, BR6 9DL | Jan 2006 | £215,000 | Semi-detached | Freehold |
| 3 Winchester Road, Orpington, BR6 9DL | Nov 2005 | £220,000 | Semi-detached | Freehold |
| 30 Winchester Road, Orpington, BR6 9DP | Jun 2005 | £250,000 | Semi-detached | Freehold |
| 39 Winchester Road, Orpington, BR6 9DL | Apr 2005 | £242,500 | Semi-detached | Freehold |
| 6 Winchester Road, Orpington, BR6 9DP | Jan 2005 | £226,500 | Semi-detached | Freehold |
| 1 Winchester Road, Orpington, BR6 9DL | Dec 2003 | £230,000 | Semi-detached | Freehold |
| 32 Winchester Road, Orpington, BR6 9DP | Aug 2003 | £202,000 | Semi-detached | Freehold |
| 4 Winchester Road, Orpington, BR6 9DP | Nov 2002 | £197,000 | Semi-detached | Freehold |
| 35 Winchester Road, Orpington, BR6 9DL | Dec 1998 | £100,000 | Semi-detached | Freehold |
| 37 Winchester Road, Orpington, BR6 9DL | Sep 1998 | £106,000 | Semi-detached | Freehold |
| 20 Winchester Road, Orpington, BR6 9DP | Aug 1997 | £118,000 | Semi-detached | Freehold |