| 35 Winchester Road, Portsmouth, PO2 7PS | Jan 2026 | £223,000 | Terraced | Freehold |
| 39 Winchester Road, Portsmouth, PO2 7PS | Nov 2025 | £210,000 | Terraced | Freehold |
| 19 Winchester Road, Portsmouth, PO2 7PS | Oct 2025 | £180,000 | Terraced | Freehold |
| 51 Winchester Road, Portsmouth, PO2 7PS | Mar 2025 | £220,000 | Terraced | Freehold |
| 97 Winchester Road, Portsmouth, PO2 7PS | Nov 2024 | £182,875 | Terraced | Freehold |
| 91 Winchester Road, Portsmouth, PO2 7PS | Jan 2024 | £165,000 | Terraced | Freehold |
| Flat 4, 3 - 5 Winchester Road, Buckland, Portsmouth, PO2 7PS | Sep 2023 | £131,000 | Flat / maisonette | Leasehold |
| 1A Winchester Road, Portsmouth, PO2 7PS | Apr 2023 | £190,000 | Terraced | Freehold |
| 63 Winchester Road, Portsmouth, PO2 7PS | Mar 2023 | £215,000 | Terraced | Freehold |
| 93 Winchester Road, Portsmouth, PO2 7PS | Feb 2023 | £223,000 | Terraced | Freehold |
| 53 Winchester Road, Portsmouth, PO2 7PS | Nov 2021 | £200,000 | Terraced | Freehold |
| Winchester Arms, 99 Winchester Road, Portsmouth, PO2 7PS | Jul 2021 | £311,335 | Other property | Freehold |
| Pilgrims Way Winchester Road, Portsmouth, PO2 7PS | Jul 2021 | £300,000 | Detached | Freehold |
| 5 Winchester Road, Portsmouth, PO2 7PS | Feb 2021 | £174,500 | Terraced | Freehold |
| 25 Winchester Road, Portsmouth, PO2 7PS | Oct 2020 | £185,000 | Terraced | Freehold |
| 47 Winchester Road, Portsmouth, PO2 7PS | Aug 2020 | £192,000 | Terraced | Freehold |
| 59 Winchester Road, Portsmouth, PO2 7PS | Feb 2020 | £155,000 | Terraced | Freehold |
| 77 Winchester Road, Portsmouth, PO2 7PS | Jun 2019 | £167,000 | Terraced | Freehold |
| Flat 6, 3 - 5 Winchester Road, Buckland, Portsmouth, PO2 7PS | Jun 2019 | £113,000 | Flat / maisonette | Leasehold |
| 65 Winchester Road, Portsmouth, PO2 7PS | Apr 2019 | £167,500 | Terraced | Freehold |
| 3A Winchester Road, Portsmouth, PO2 7PS | Oct 2018 | £192,500 | Terraced | Freehold |
| 15 Winchester Road, Portsmouth, PO2 7PS | Nov 2016 | £152,000 | Terraced | Freehold |
| 45 Winchester Road, Portsmouth, PO2 7PS | May 2015 | £147,000 | Terraced | Freehold |
| 49 Winchester Road, Portsmouth, PO2 7PS | Dec 2013 | £135,000 | Terraced | Freehold |
| 69 Winchester Road, Portsmouth, PO2 7PS | Sep 2013 | £124,995 | Terraced | Freehold |
| 71 Winchester Road, Portsmouth, PO2 7PS | Nov 2011 | £105,000 | Terraced | Freehold |
| 83 Winchester Road, Portsmouth, PO2 7PS | Aug 2010 | £105,000 | Terraced | Freehold |
| 23 Winchester Road, Portsmouth, PO2 7PS | Jun 2010 | £125,000 | Terraced | Freehold |
| 85 Winchester Road, Portsmouth, PO2 7PS | Apr 2010 | £125,000 | Terraced | Freehold |
| 31 Winchester Road, Portsmouth, PO2 7PS | Dec 2009 | £122,000 | Terraced | Freehold |
| 89 Winchester Road, Portsmouth, PO2 7PS | May 2009 | £115,000 | Terraced | Freehold |
| 21 Winchester Road, Portsmouth, PO2 7PS | Jul 2006 | £120,000 | Terraced | Freehold |
| 17 Winchester Road, Portsmouth, PO2 7PS | Jul 2006 | £119,500 | Terraced | Freehold |
| 33 Winchester Road, Portsmouth, PO2 7PS | Jul 2005 | £119,000 | Terraced | Freehold |
| 79 Winchester Road, Portsmouth, PO2 7PS | Jul 2005 | £118,000 | Terraced | Freehold |
| 95 Winchester Road, Portsmouth, PO2 7PS | Feb 2002 | £60,000 | Terraced | Freehold |
| 43 Winchester Road, Portsmouth, PO2 7PS | Nov 2001 | £79,000 | Terraced | Freehold |
| 81 Winchester Road, Portsmouth, PO2 7PS | Sep 2001 | £69,995 | Terraced | Freehold |
| 5A Winchester Road, Portsmouth, PO2 7PS | Oct 2000 | £48,000 | Terraced | Freehold |
| 41 Winchester Road, Portsmouth, PO2 7PS | Aug 2000 | £60,000 | Terraced | Freehold |
| 87 Winchester Road, Portsmouth, PO2 7PS | Jun 1999 | £54,000 | Terraced | Freehold |
| 61 Winchester Road, Portsmouth, PO2 7PS | Sep 1998 | £30,000 | Terraced | Freehold |
| The Retreat Winchester Road, Portsmouth, PO2 7PS | Dec 1995 | £70,000 | Detached | Freehold |
| 9 Winchester Road, Portsmouth, PO2 7PS | Dec 1995 | £37,500 | Terraced | Freehold |
| 7 Winchester Road, Portsmouth, PO2 7PS | Jun 1995 | £40,000 | Terraced | Freehold |
| Tilly Whim Winchester Road, Portsmouth, PO2 7PS | Apr 1995 | £60,000 | Detached | Freehold |