| 84 Chiltern Road, Sutton, SM2 5QY | May 2026 | £930,000 | Detached | Freehold |
| 18 Chiltern Road, Sutton, SM2 5RD | Dec 2025 | £1,000,000 | Detached | Freehold |
| Flat 1, 1 Chiltern Road, Sutton, SM2 5QP | Feb 2025 | £367,000 | Flat / maisonette | Leasehold |
| 32 Chiltern Road, Sutton, SM2 5RD | Nov 2024 | £1,090,000 | Detached | Freehold |
| 64 Chiltern Road, Sutton, SM2 5RD | Nov 2024 | £820,000 | Semi-detached | Freehold |
| 33 Chiltern Road, Sutton, SM2 5QU | Aug 2024 | £1,085,000 | Detached | Freehold |
| 47 Chiltern Road, Sutton, SM2 5QU | Apr 2024 | £939,000 | Detached | Freehold |
| 89 Chiltern Road, Sutton, SM2 5QZ | Sep 2023 | £1,000,000 | Detached | Freehold |
| 53 Chiltern Road, Sutton, SM2 5QU | Feb 2023 | £1,065,000 | Detached | Freehold |
| 74 Chiltern Road, Sutton, SM2 5QY | May 2022 | £983,000 | Detached | Freehold |
| 63 Chiltern Road, Sutton, SM2 5QU | May 2022 | £1,150,000 | Detached | Freehold |
| 76 Chiltern Road, Sutton, SM2 5QY | Sep 2021 | £1,000,000 | Detached | Freehold |
| 60 Chiltern Road, Sutton, SM2 5RD | Jun 2021 | £972,500 | Detached | Freehold |
| 70 Chiltern Road, Sutton, SM2 5QY | Feb 2021 | £910,000 | Detached | Freehold |
| Flat 3, 1 Chiltern Road, Sutton, SM2 5QP | Jan 2021 | £336,000 | Flat / maisonette | Leasehold |
| 35 Chiltern Road, Sutton, SM2 5QU | Dec 2020 | £1,075,000 | Detached | Freehold |
| 14 Chiltern Road, Sutton, SM2 5RD | Mar 2020 | £802,500 | Detached | Freehold |
| Flat 4, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Nov 2019 | £360,000 | Flat / maisonette | Leasehold |
| Chiltern Road School, 2 Chiltern Road, Sutton, SM2 5RD | Aug 2019 | £4,105,500 | Other property | Leasehold |
| 19 Chiltern Road, Sutton, SM2 5QU | Jun 2019 | £760,000 | Detached | Freehold |
| 48 Chiltern Road, Sutton, SM2 5RD | Jun 2019 | £850,000 | Detached | Freehold |
| 61 Chiltern Road, Sutton, SM2 5QU | Jul 2018 | £830,000 | Detached | Freehold |
| 72 Chiltern Road, Sutton, SM2 5QY | Jul 2018 | £815,000 | Detached | Freehold |
| 87A Chiltern Road, Sutton, SM2 5QZ | Jun 2017 | £570,000 | Detached | Freehold |
| 20 Chiltern Road, Sutton, SM2 5RD | Mar 2017 | £820,000 | Detached | Freehold |
| Flat 6, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Aug 2016 | £380,000 | Flat / maisonette | Leasehold |
| Flat 2, 1 Chiltern Road, Sutton, SM2 5QP | May 2016 | £377,000 | Flat / maisonette | Leasehold |
| 55 Chiltern Road, Sutton, SM2 5QU | Jan 2016 | £795,000 | Detached | Freehold |
| 59 Chiltern Road, Sutton, SM2 5QU | Nov 2015 | £810,000 | Detached | Freehold |
| 44 Chiltern Road, Sutton, SM2 5RD | Nov 2015 | £850,000 | Detached | Freehold |