| 65 Winston Drive, Skegness, PE25 2RE | Oct 2025 | £114,000 | Flat / maisonette | Leasehold |
| 57 Winston Drive, Skegness, PE25 2RE | Oct 2025 | £95,000 | Flat / maisonette | Leasehold |
| 82 Winston Drive, Skegness, PE25 2RE | Aug 2025 | £178,500 | Terraced | Freehold |
| 46 Winston Drive, Skegness, PE25 2RE | Jun 2025 | £145,000 | Terraced | Freehold |
| 59 Winston Drive, Skegness, PE25 2RE | Sep 2023 | £99,000 | Flat / maisonette | Leasehold |
| 80 Winston Drive, Skegness, PE25 2RE | Nov 2022 | £140,000 | Terraced | Freehold |
| 61 Winston Drive, Skegness, PE25 2RE | Aug 2022 | £90,000 | Semi-detached | Leasehold |
| 49 Winston Drive, Skegness, PE25 2RE | Jul 2022 | £105,000 | Flat / maisonette | Leasehold |
| 68 Winston Drive, Skegness, PE25 2RE | Mar 2022 | £175,000 | Terraced | Freehold |
| 78 Winston Drive, Skegness, PE25 2RE | Dec 2021 | £177,500 | Terraced | Freehold |
| 51 Winston Drive, Skegness, PE25 2RE | Sep 2021 | £98,950 | Flat / maisonette | Leasehold |
| 55 Winston Drive, Skegness, PE25 2RE | Aug 2021 | £93,000 | Flat / maisonette | Leasehold |
| 11 Winston Drive, Skegness, PE25 2RE | Aug 2021 | £200,000 | Detached | Freehold |
| 52 Winston Drive, Skegness, PE25 2RE | Apr 2021 | £128,000 | Terraced | Freehold |
| 53 Winston Drive, Skegness, PE25 2RE | Feb 2021 | £95,000 | Flat / maisonette | Leasehold |
| 23 Winston Drive, Skegness, PE25 2RE | Dec 2020 | £168,000 | Semi-detached | Freehold |
| 12 Winston Drive, Skegness, PE25 2RE | Dec 2020 | £215,000 | Detached | Freehold |
| 66 Winston Drive, Skegness, PE25 2RE | Oct 2020 | £157,000 | Terraced | Freehold |
| 35 Winston Drive, Skegness, PE25 2RE | Dec 2019 | £243,000 | Detached | Freehold |
| 5 Winston Drive, Skegness, PE25 2RE | Nov 2019 | £210,000 | Detached | Freehold |
| 25 Winston Drive, Skegness, PE25 2RE | Aug 2019 | £135,500 | Semi-detached | Freehold |
| 30 Winston Drive, Skegness, PE25 2RE | Jun 2019 | £235,000 | Detached | Freehold |
| 88 Winston Drive, Skegness, PE25 2RE | Dec 2018 | £155,000 | Semi-detached | Freehold |
| 54 Winston Drive, Skegness, PE25 2RE | Nov 2018 | £123,000 | Terraced | Freehold |
| 21 Winston Drive, Skegness, PE25 2RE | Oct 2018 | £144,500 | Detached | Freehold |
| 24 Winston Drive, Skegness, PE25 2RE | Aug 2018 | £150,000 | Terraced | Freehold |
| 63 Winston Drive, Skegness, PE25 2RE | Aug 2018 | £80,000 | Flat / maisonette | Leasehold |
| 72 Winston Drive, Skegness, PE25 2RE | Feb 2017 | £137,995 | Terraced | Freehold |
| 34 Winston Drive, Skegness, PE25 2RE | Sep 2015 | £144,000 | Detached | Freehold |
| 16 Winston Drive, Skegness, PE25 2RE | Aug 2015 | £186,500 | Detached | Freehold |
| 33 Winston Drive, Skegness, PE25 2RE | Jul 2015 | £187,500 | Detached | Freehold |
| 37 Winston Drive, Skegness, PE25 2RE | Feb 2015 | £172,000 | Detached | Freehold |
| 76 Winston Drive, Skegness, PE25 2RE | Nov 2014 | £113,000 | Terraced | Freehold |
| 4 Winston Drive, Skegness, PE25 2RE | Jun 2014 | £120,000 | Semi-detached | Freehold |
| 36 Winston Drive, Skegness, PE25 2RE | Apr 2013 | £125,000 | Detached | Freehold |
| 14 Winston Drive, Skegness, PE25 2RE | Sep 2011 | £125,000 | Detached | Freehold |
| 40 Winston Drive, Skegness, PE25 2RE | Apr 2011 | £105,000 | Terraced | Freehold |
| 22 Winston Drive, Skegness, PE25 2RE | Oct 2010 | £135,000 | Detached | Freehold |
| 86 Winston Drive, Skegness, PE25 2RE | Oct 2009 | £140,000 | Terraced | Freehold |
| 44 Winston Drive, Skegness, PE25 2RE | Jul 2009 | £105,000 | Terraced | Freehold |
| 74 Winston Drive, Skegness, PE25 2RE | Apr 2009 | £119,000 | Detached | Freehold |
| 38 Winston Drive, Skegness, PE25 2RE | Jan 2009 | £112,500 | Terraced | Freehold |
| 43 Winston Drive, Skegness, PE25 2RE | Nov 2008 | £92,500 | Flat / maisonette | Leasehold |
| 56 Winston Drive, Skegness, PE25 2RE | Nov 2008 | £100,000 | Terraced | Freehold |
| 48 Winston Drive, Skegness, PE25 2RE | Oct 2008 | £100,000 | Terraced | Freehold |
| 31 Winston Drive, Skegness, PE25 2RE | Aug 2008 | £175,000 | Detached | Freehold |
| 45 Winston Drive, Skegness, PE25 2RE | Oct 2007 | £100,000 | Flat / maisonette | Leasehold |
| 58 Winston Drive, Skegness, PE25 2RE | Aug 2007 | £99,000 | Terraced | Freehold |
| 42 Winston Drive, Skegness, PE25 2RE | Feb 2007 | £114,000 | Terraced | Freehold |
| 39 Winston Drive, Skegness, PE25 2RE | Jun 2006 | £95,000 | Flat / maisonette | Leasehold |
| 69 Winston Drive, Skegness, PE25 2RE | Mar 2005 | £99,950 | Flat / maisonette | Leasehold |
| 84 Winston Drive, Skegness, PE25 2RE | Aug 2004 | £119,950 | Terraced | Freehold |
| 70 Winston Drive, Skegness, PE25 2RE | Jul 2004 | £110,500 | Terraced | Freehold |
| 50 Winston Drive, Skegness, PE25 2RE | Jan 2004 | £84,250 | Terraced | Freehold |
| 19 Winston Drive, Skegness, PE25 2RE | Dec 2003 | £110,000 | Detached | Freehold |
| 15 Winston Drive, Skegness, PE25 2RE | Oct 2003 | £155,000 | Detached | Freehold |
| 64 Winston Drive, Skegness, PE25 2RE | Oct 2003 | £65,000 | Semi-detached | Freehold |
| 62 Winston Drive, Skegness, PE25 2RE | Oct 2003 | £65,000 | Semi-detached | Freehold |
| 29 Winston Drive, Skegness, PE25 2RE | Oct 2003 | £90,000 | Semi-detached | Freehold |
| 27 Winston Drive, Skegness, PE25 2RE | Oct 2003 | £90,000 | Semi-detached | Freehold |
| 32 Winston Drive, Skegness, PE25 2RE | Jun 2003 | £120,000 | Detached | Freehold |
| 13 Winston Drive, Skegness, PE25 2RE | May 2003 | £139,000 | Detached | Freehold |
| 1 Winston Drive, Skegness, PE25 2RE | Mar 2003 | £112,500 | Detached | Freehold |
| 7 Winston Drive, Skegness, PE25 2RE | Mar 2003 | £109,500 | Detached | Freehold |
| 17 Winston Drive, Skegness, PE25 2RE | Mar 2003 | £89,500 | Detached | Freehold |
| Plot 57 Churchill Avenue, Skegness, PE25 2RE | Dec 2002 | £87,000 | Detached | Freehold |
| 3 Winston Drive, Skegness, PE25 2RE | Dec 2002 | £82,500 | Detached | Freehold |
| 10 Winston Drive, Skegness, PE25 2RE | Dec 2002 | £127,500 | Detached | Freehold |
| 20 Winston Drive, Skegness, PE25 2RE | Dec 2002 | £87,000 | Detached | Freehold |
| 18 Winston Drive, Skegness, PE25 2RE | Dec 2002 | £109,500 | Detached | Freehold |
| 8 Winston Drive, Skegness, PE25 2RE | Nov 2002 | £89,950 | Detached | Freehold |
| 2 Winston Drive, Skegness, PE25 2RE | Oct 2002 | £75,000 | Detached | Freehold |