| 10 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jul 2026 | £450,000 | Detached | Freehold |
| 22 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jan 2026 | £537,000 | Semi-detached | Freehold |
| 6 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Sep 2025 | £569,950 | Semi-detached | Freehold |
| 8 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Apr 2025 | £585,000 | Semi-detached | Freehold |
| Flat 1, Chesham Court, 17 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Mar 2025 | £275,000 | Flat / maisonette | Leasehold |
| 3 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Feb 2025 | £560,000 | Detached | Freehold |
| Flat 2, Ballinger Court, 28 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Apr 2024 | £268,000 | Flat / maisonette | Leasehold |
| Flat 5, Chesham Court, 17 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Aug 2023 | £245,000 | Flat / maisonette | Leasehold |
| Flat 6, Chesham Court, 17 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jun 2022 | £267,000 | Flat / maisonette | Leasehold |
| Flat 3, Chesham Court, 17 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jul 2021 | £220,000 | Flat / maisonette | Leasehold |
| 16 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Nov 2020 | £395,000 | Semi-detached | Freehold |
| 14 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Aug 2018 | £360,000 | Semi-detached | Freehold |
| 26 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Feb 2018 | £394,000 | Detached | Freehold |
| Flat 4, Ballinger Court, 28 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | May 2017 | £211,500 | Flat / maisonette | Leasehold |
| Flat 4, Chesham Court, 17 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Mar 2016 | £235,000 | Flat / maisonette | Leasehold |
| Flat 2, Denham Court, 15 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Dec 2013 | £188,000 | Flat / maisonette | Leasehold |
| Flat 2, Chesham Court, 17 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jan 2013 | £195,000 | Flat / maisonette | Leasehold |
| Flat 1, Denham Court, 15 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Sep 2011 | £150,000 | Flat / maisonette | Leasehold |
| 12 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jan 2011 | £300,000 | Detached | Freehold |
| Flat 1, Ballinger Court, 28 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Oct 2009 | £165,000 | Flat / maisonette | Leasehold |
| Flat 3, Ballinger Court, 28 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Sep 2009 | £167,500 | Flat / maisonette | Leasehold |
| Flat 4, Denham Court, 15 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Sep 2006 | £205,000 | Flat / maisonette | Leasehold |
| 20 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Jun 2006 | £95,084 | Semi-detached | Freehold |
| Flat 3, Denham Court, 15 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Apr 2002 | £112,500 | Flat / maisonette | Leasehold |
| 24 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Feb 1999 | £132,500 | Semi-detached | Freehold |
| 18 Oakleigh Way, Highcliffe, Christchurch, BH23 5DQ | Dec 1997 | £102,500 | Semi-detached | Freehold |