| 2 Apr 2026 | BEACH CHALET 51, HIGHCLIFFE ROAD | Other | Leasehold | £60,000 |
| 25 Feb 2026 | SEASCAPE, 7, FLAT 2, HIGHCLIFFE ROAD | Flat | Leasehold | £405,000 |
| 13 Oct 2025 | BEACH CHALET 52, HIGHCLIFFE ROAD | Other | Leasehold | £57,500 |
| 18 Feb 2025 | SWANAGE BAY HOLIDAY FLATS, 9, THE NOOK, 6, HIGHCLIFFE ROAD | Flat | Leasehold | £220,000 |
| 28 Oct 2024 | HIGHCLIFFE, 4, FLAT 2, HIGHCLIFFE ROAD | Flat | Leasehold | £324,000 |
| 15 Sep 2023 | BEACH CHALET, 33, HIGHCLIFFE ROAD | Flat | Leasehold | £63,800 |
| 25 Nov 2022 | ALROSE VILLA, 2, FLAT 5, HIGHCLIFFE ROAD | Flat | Leasehold | £145,000 |
| 14 Oct 2022 | SEASCAPE, 7, FLAT 4, HIGHCLIFFE ROAD | Flat | Leasehold | £350,000 |
| 18 Jul 2022 | ALROSE VILLA, 2, HIGHCLIFFE ROAD | Other | Freehold | £25,000 |
| 6 Jul 2022 | BEACH CHALET 61, HIGHCLIFFE ROAD | Other | Leasehold | £200,000 |
| 25 Jun 2021 | SEASCAPE, 7, FLAT 6, HIGHCLIFFE ROAD | Flat | Leasehold | £362,000 |
| 20 Mar 2020 | 9, FLAT C, SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD | Other | Leasehold | £182,500 |
| 6 Nov 2019 | RHYS COURT, 1A, FLAT 2, HIGHCLIFFE ROAD | Flat | Leasehold | £239,000 |
| 1 Oct 2019 | 1, HIGHCLIFFE ROAD | Other | Freehold | £925,000 |
| 8 Aug 2019 | HIGHCLIFFE, 4, FLAT 1, HIGHCLIFFE ROAD | Other | Leasehold | £350,000 |
| 20 Dec 2018 | SWANAGE BAY HOLIDAY FLATS, 9, THE NOOK, 6, HIGHCLIFFE ROAD | Flat | Leasehold | £192,500 |
| 7 Sep 2018 | BEACH CHALET 53, HIGHCLIFFE ROAD | Other | Leasehold | £50,000 |
| 9 Jul 2018 | RHYS COURT, 1A, FLAT 4, HIGHCLIFFE ROAD | Flat | Leasehold | £230,000 |
| 15 Feb 2018 | HIGHCLIFFE, 4, FLAT 8, HIGHCLIFFE ROAD | Other | Leasehold | £500,000 |
| 18 Jan 2018 | HIGHCLIFFE, 4, FLAT 4, HIGHCLIFFE ROAD | Flat | Leasehold | £550,000 |
| 31 Mar 2017 | RHYS COURT, 1A, FLAT 2, HIGHCLIFFE ROAD | Flat | Leasehold | £240,000 |
| 16 Dec 2016 | HIGHCLIFFE COTTAGE, HIGHCLIFFE ROAD | Semi-Detached | Freehold | £280,000 |
| 31 Oct 2016 | 3, HIGHCLIFFE ROAD | Other | Freehold | £655,949 |
| 20 Oct 2016 | ALROSE VILLA, 2, FLAT 5, HIGHCLIFFE ROAD | Flat | Leasehold | £108,500 |
| 26 Aug 2016 | ALROSE VILLA 2, FLAT 6, HIGHCLIFFE ROAD | Flat | Leasehold | £118,500 |
| 29 Jul 2016 | ALROSE VILLA, 2, FLAT 2, HIGHCLIFFE ROAD | Flat | Leasehold | £179,000 |
| 31 Mar 2016 | 9, MIDDLE FLAT, HIGHCLIFFE ROAD | Flat | Leasehold | £180,000 |
| 31 Mar 2016 | ALROSE VILLA, 2, FLAT 4, HIGHCLIFFE ROAD | Flat | Leasehold | £152,500 |
| 30 Mar 2016 | 3 ALROSE VILLA, 2, HIGHCLIFFE ROAD | Flat | Leasehold | £167,500 |
| 5 Feb 2016 | ALROSE VILLA, 2, FLAT 1, HIGHCLIFFE ROAD | Flat | Leasehold | £215,000 |
| 25 Sep 2015 | HIGHCLIFFE, 4, FLAT 9, HIGHCLIFFE ROAD | Flat | Leasehold | £425,000 |
| 23 Sep 2015 | ALROSE VILLA, 2, HIGHCLIFFE ROAD | Detached | Freehold | £670,000 |
| 17 Jul 2015 | SWANAGE BAY HOLIDAY FLATS, 9, FLAT F, HIGHCLIFFE ROAD | Flat | Leasehold | £140,000 |
| 4 Apr 2014 | SWANAGE BAY HOLIDAY FLATS, 9, THE NOOK, 6, HIGHCLIFFE ROAD | Flat | Leasehold | £150,000 |
| 4 Oct 2013 | SWANAGE BAY HOLIDAY FLATS, 9, 1A, HIGHCLIFFE ROAD | Flat | Leasehold | £180,000 |
| 11 Sep 2013 | 9, FLAT G, SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD | Flat | Leasehold | £287,100 |
| 15 Mar 2013 | SWANAGE BAY HOLIDAY FLATS, 9, 2, HIGHCLIFFE ROAD | Flat | Leasehold | £120,000 |
| 12 Jul 2012 | HIGHCLIFFE, 4, FLAT 7, HIGHCLIFFE ROAD | Flat | Leasehold | £470,000 |
| 11 Oct 2011 | SWANAGE BAY HOLIDAY FLATS, 9, FLAT F, HIGHCLIFFE ROAD | Flat | Leasehold | £142,000 |
| 15 Jul 2011 | SWANAGE BAY HOLIDAY FLATS, 9, THE NOOK, 6, HIGHCLIFFE ROAD | Flat | Leasehold | £146,000 |
| 4 Mar 2011 | 9, FLAT B, SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD | Flat | Leasehold | £124,000 |
| 10 Dec 2010 | SEASCAPE, 7, FLAT 4, HIGHCLIFFE ROAD | Flat | Leasehold | £317,500 |
| 23 Dec 2009 | SEASCAPES, 7, FLAT 2, HIGHCLIFFE ROAD | Flat | Leasehold | £275,000 |
| 18 Dec 2009 | SEASCAPES, FLAT 3, HIGHCLIFFE ROAD | Flat | Leasehold | £270,000 |
| 14 Nov 2008 | SEASCAPES, 7, FLAT 6, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £315,000 |
| 17 Oct 2008 | SEASCAPE, 7, FLAT 1, HIGHCLIFFE ROAD | Flat | Leasehold | £150,000 |
| 4 Aug 2008 | SEASCAPES, 7, FLAT 7, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £355,000 |
| 7 Jul 2008 | SWANAGE BAY HOLIDAY FLATS, 9, FLAT F, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £125,000 |
| 4 Jul 2008 | SEASCAPES, 7, FLAT 5, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £365,000 |
| 13 Jun 2008 | 9, FLAT B, SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £118,500 |
| 26 Oct 2007 | 9, FLAT E ISLAND VIEW, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £305,000 |
| 20 Sep 2007 | SWANAGE BAY HOLIDAY FLATS, 9, THE NOOK, 6, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £150,000 |
| 17 Aug 2007 | SWANAGE BAY HOLIDAY FLATS, 9, 3, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £175,000 |
| 5 Apr 2007 | 9, FLAT G, SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £315,000 |
| 30 Mar 2007 | ALROSE VILLA, 2, HIGHCLIFFE ROAD, SWANAGE | Detached | Freehold | £640,000 |
| 5 Mar 2007 | 9, FLAT C, SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £132,000 |
| 7 Feb 2007 | 9, FLAT A SWANAGE BAY HOLIDAY FLATS, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £158,000 |
| 25 Sep 2006 | THE BURLINGTON HOUSE HOTEL, 7, HIGHCLIFFE ROAD, SWANAGE | Detached | Freehold | £650,000 |
| 16 Jun 2006 | HIGHCLIFFE COTTAGE, HIGHCLIFFE ROAD, SWANAGE | Semi-Detached | Freehold | £165,000 |
| 12 Apr 2006 | 1A, FLAT 5 RHYS COURT, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £225,000 |
| 10 Apr 2006 | HIGHCLIFFE, 4, FLAT 5, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £220,000 |
| 31 Mar 2006 | 1A, FLAT 6 RHYS COURT, HIGHCLIFFE ROAD | Flat | Leasehold | £215,000 |
| 16 Mar 2006 | 1A, FLAT 3 RHYS COURT, HIGHCLIFFE ROAD | Flat | Leasehold | £205,000 |
| 29 Apr 2005 | HIGHCLIFFE, 4, FLAT 2, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £200,000 |
| 21 Mar 2005 | 1, HIGHCLIFFE ROAD | Detached | Freehold | £480,000 |
| 17 Nov 2004 | HIGHCLIFFE, 4, FLAT 3, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £315,000 |
| 25 Jun 2004 | SWANAGE BAY HOLIDAY FLATS, 9, THE NOOK, 6, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £97,500 |
| 4 Jun 2004 | SWANAGE BAY HOLIDAY FLATS, 9, BAYTOP, 7, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £176,000 |
| 29 Apr 2003 | 1, HIGHCLIFFE ROAD | Detached | Freehold | £410,000 |
| 17 Feb 2003 | HIGHCLIFFE, 4, FLAT 2, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £152,500 |
| 20 Dec 2002 | 9, SOUTHVIEW, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £115,000 |
| 12 Jul 2002 | HIGHCLIFFE, 4, FLAT 1, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £162,450 |
| 23 May 2002 | HIGHCLIFFE, 4, FLAT 5, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £159,950 |
| 8 Apr 2002 | SWANAGE BAY HOLIDAY FLATS, 9, 4, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £74,500 |
| 8 Nov 2001 | ALROSE VILLA, 2, HIGHCLIFFE ROAD, SWANAGE | Detached | Freehold | £243,000 |
| 26 Oct 2001 | SWANAGE BAY HOLIDAY FLATS, 9, 3, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £74,500 |
| 2 Oct 2001 | THE BURLINGTON HOUSE HOTEL, 7, HIGHCLIFFE ROAD, SWANAGE | Detached | Freehold | £320,000 |
| 2 Aug 2001 | HIGHCLIFFE, 4, FLAT 8, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £237,000 |
| 21 Jun 2001 | HIGHCLIFFE, 4, FLAT 7, HIGHCLIFFE ROAD | Flat | Leasehold | £287,000 |
| 11 May 2001 | HIGHCLIFFE, 4, FLAT 9, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £241,500 |
| 17 Apr 2001 | HIGHCLIFFE, 4, FLAT 3, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £187,000 |
| 6 Apr 2001 | HIGHCLIFFE, 4, FLAT 6, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £237,000 |
| 1 Apr 1999 | 1, HIGHCLIFFE ROAD | Detached | Freehold | £211,500 |
| 22 May 1998 | 9, MIDDLE FLAT, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £41,750 |
| 5 Dec 1997 | 3, HIGHCLIFFE ROAD | Detached | Freehold | £170,000 |
| 20 Oct 1997 | SWANAGE BAY HOLIDAY FLATS, 9, 1A, HIGHCLIFFE ROAD, SWANAGE | Flat | Leasehold | £55,000 |