| Courtlands Chesterfield Road, Eastbourne, BN20 7NT | Nov 2025 | £980,000 | Detached | Freehold |
| The Tiled House Chesterfield Road, Eastbourne, BN20 7NT | Mar 2021 | £827,000 | Detached | Freehold |
| Earley Dene Chesterfield Road, Eastbourne, BN20 7NT | Dec 2020 | £980,000 | Detached | Freehold |
| Flat 3, Broomhill Chesterfield Road, Eastbourne, BN20 7NT | Aug 2020 | £275,000 | Flat / maisonette | Leasehold |
| Flat 2, Broomhill Chesterfield Road, Eastbourne, BN20 7NT | Nov 2018 | £315,000 | Flat / maisonette | Leasehold |
| Upper Flat, Chesterfield House, 2 Chesterfield Road, Eastbourne, BN20 7NT | Oct 2017 | £370,000 | Flat / maisonette | Leasehold |
| 6 Chesterfield Road, Eastbourne, BN20 7NT | Feb 2017 | £450,000 | Detached | Freehold |
| Flat 6, Chester Court Chesterfield Road, Eastbourne, BN20 7NT | Aug 2016 | £287,000 | Flat / maisonette | Leasehold |
| 7 Chesterfield Road, Eastbourne, BN20 7NT | Apr 2015 | £690,000 | Detached | Freehold |
| Flat 1, Chester Court Chesterfield Road, Eastbourne, BN20 7NT | Feb 2015 | £205,000 | Flat / maisonette | Leasehold |
| Flat 5, Chester Court Chesterfield Road, Eastbourne, BN20 7NT | Apr 2013 | £182,000 | Flat / maisonette | Leasehold |
| Flat 3, Chester Court Chesterfield Road, Eastbourne, BN20 7NT | Jan 2013 | £158,000 | Flat / maisonette | Leasehold |
| 5 Chesterfield Road, Eastbourne, BN20 7NT | Jul 2011 | £582,500 | Detached | Freehold |
| Lower Flat, Chesterfield House, 2 Chesterfield Road, Eastbourne, BN20 7NT | May 2011 | £355,000 | Detached | Leasehold |
| Flat 1, Broomhill Chesterfield Road, Eastbourne, BN20 7NT | Mar 2009 | £160,000 | Flat / maisonette | Leasehold |
| Flat 4, Broomhill Chesterfield Road, Eastbourne, BN20 7NT | Jul 2008 | £170,000 | Flat / maisonette | Leasehold |
| 5A Chesterfield Road, Eastbourne, BN20 7NT | Sep 2003 | £405,000 | Detached | Freehold |
| Flat 4, Chester Court Chesterfield Road, Eastbourne, BN20 7NT | Jul 2000 | £120,000 | Flat / maisonette | Leasehold |
| Flat 2, Chester Court Chesterfield Road, Eastbourne, BN20 7NT | May 2000 | £127,000 | Flat / maisonette | Leasehold |
| 7A Chesterfield Road, Eastbourne, BN20 7NT | Dec 1998 | £235,000 | Detached | Freehold |
| Flat 1, 2, George Street, Eastbourne, BN20 7NT | May 1998 | £123,000 | Flat / maisonette | Leasehold |