| 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 |
| 76 Chiltern Road, Sutton, SM2 5QY | Mar 2021 | £950,000 | 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 |
| 33 Chiltern Road, Sutton, SM2 5QU | Apr 2019 | £790,000 | 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 |
| Flat 3, 1 Chiltern Road, Sutton, SM2 5QP | Mar 2016 | £315,000 | 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 |
| 87 Chiltern Road, Sutton, SM2 5QZ | Sep 2015 | £650,000 | Detached | Freehold |
| 42 Chiltern Road, Sutton, SM2 5RD | Feb 2015 | £649,000 | Detached | Freehold |
| 14 Chiltern Road, Sutton, SM2 5RD | Jan 2015 | £725,000 | Detached | Freehold |
| Flat 1, 1 Chiltern Road, Sutton, SM2 5QP | Jan 2015 | £290,000 | Flat / maisonette | Leasehold |
| 66 Chiltern Road, Sutton, SM2 5RD | Dec 2014 | £590,000 | Semi-detached | Freehold |
| 80 Chiltern Road, Sutton, SM2 5QY | Sep 2014 | £640,000 | Detached | Freehold |
| 64 Chiltern Road, Sutton, SM2 5RD | Aug 2014 | £565,000 | Semi-detached | Freehold |
| Flat 3, 1 Chiltern Road, Sutton, SM2 5QP | Jan 2014 | £250,000 | Flat / maisonette | Leasehold |
| 60 Chiltern Road, Sutton, SM2 5RD | Dec 2013 | £650,000 | Detached | Freehold |
| 62 Chiltern Road, Sutton, SM2 5RD | Nov 2013 | £588,500 | Detached | Freehold |
| 43 Chiltern Road, Sutton, SM2 5QU | Sep 2013 | £582,500 | Detached | Freehold |
| 90 Chiltern Road, Sutton, SM2 5QZ | Aug 2013 | £495,000 | Semi-detached | Freehold |
| 71 Chiltern Road, Sutton, SM2 5QY | Feb 2013 | £525,000 | Detached | Freehold |
| 39 Chiltern Road, Sutton, SM2 5QU | Jan 2013 | £404,500 | Detached | Freehold |
| 26 Chiltern Road, Sutton, SM2 5RD | Nov 2012 | £571,000 | Detached | Freehold |
| Flat 6, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Sep 2012 | £245,500 | Flat / maisonette | Leasehold |
| 16 Chiltern Road, Sutton, SM2 5RD | Aug 2012 | £550,000 | Detached | Freehold |
| 49 Chiltern Road, Sutton, SM2 5QU | Jun 2012 | £355,000 | Detached | Freehold |
| 69 Chiltern Road, Sutton, SM2 5QY | Sep 2011 | £460,000 | Detached | Freehold |
| 31 Chiltern Road, Sutton, SM2 5QU | Aug 2011 | £535,000 | Detached | Freehold |
| 7 Chiltern Road, Sutton, SM2 5QP | Aug 2011 | £452,000 | Detached | Freehold |
| Flat 4, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Mar 2011 | £240,750 | Flat / maisonette | Leasehold |
| 93 Chiltern Road, Sutton, SM2 5QZ | May 2010 | £390,000 | Detached | Freehold |
| 82 Chiltern Road, Sutton, SM2 5QY | Jan 2010 | £475,000 | Detached | Freehold |
| 28 Chiltern Road, Sutton, SM2 5RD | Nov 2009 | £435,000 | Detached | Freehold |
| 55 Chiltern Road, Sutton, SM2 5QU | Jul 2007 | £651,000 | Detached | Freehold |
| Flat 4, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Jun 2007 | £240,000 | Flat / maisonette | Leasehold |
| 24 Chiltern Road, Sutton, SM2 5RD | Jun 2007 | £567,500 | Detached | Freehold |
| Flat 6, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Feb 2007 | £229,950 | Flat / maisonette | Leasehold |
| 33 Chiltern Road, Sutton, SM2 5QU | Feb 2007 | £560,000 | Detached | Freehold |
| 87A Chiltern Road, Sutton, SM2 5QZ | May 2006 | £315,000 | Detached | Freehold |
| 63 Chiltern Road, Sutton, SM2 5QU | Feb 2006 | £480,000 | Detached | Freehold |
| 20 Chiltern Road, Sutton, SM2 5RD | Jul 2005 | £455,000 | Detached | Freehold |
| 70 Chiltern Road, Sutton, SM2 5QY | Jun 2005 | £450,000 | Detached | Freehold |
| 87A Chiltern Road, Sutton, SM2 5QZ | Jun 2004 | £250,000 | Detached | Freehold |
| 62 Chiltern Road, Sutton, SM2 5RD | May 2004 | £470,000 | Detached | Freehold |
| 89 Chiltern Road, Sutton, SM2 5QZ | Oct 2003 | £375,000 | Detached | Freehold |
| 31 Chiltern Road, Sutton, SM2 5QU | Apr 2003 | £460,000 | Detached | Freehold |
| 59 Chiltern Road, Sutton, SM2 5QU | Jan 2003 | £459,950 | Detached | Freehold |
| 47 Chiltern Road, Sutton, SM2 5QU | Jan 2003 | £362,000 | Detached | Freehold |
| 33 Chiltern Road, Sutton, SM2 5QU | Jan 2003 | £520,000 | Detached | Freehold |
| Flat 4, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Aug 2002 | £169,950 | Flat / maisonette | Leasehold |
| 18 Chiltern Road, Sutton, SM2 5RD | May 2002 | £406,000 | Detached | Freehold |
| Flat 1, 1 Chiltern Road, Sutton, SM2 5QP | Dec 2001 | £162,500 | Flat / maisonette | Leasehold |
| Flat 3, 1 Chiltern Road, Sutton, SM2 5QP | Jul 2001 | £150,000 | Flat / maisonette | Leasehold |
| 65 Chiltern Road, Sutton, SM2 5QU | Nov 2000 | £475,000 | Detached | Freehold |
| 26 Chiltern Road, Sutton, SM2 5RD | Oct 2000 | £345,000 | Detached | Freehold |
| 24 Chiltern Road, Sutton, SM2 5RD | Jun 2000 | £345,000 | Detached | Freehold |
| Flat 4, Draper House, 1 Chiltern Road, Sutton, SM2 5QP | Sep 1998 | £105,000 | Flat / maisonette | Leasehold |
| 24 Chiltern Road, Sutton, SM2 5RD | Jan 1998 | £225,000 | Detached | Freehold |
| 74 Chiltern Road, Sutton, SM2 5QY | Jan 1998 | £260,000 | Detached | Freehold |
| 14 Chiltern Road, Sutton, SM2 5RD | Oct 1997 | £220,000 | Detached | Freehold |
| 20 Chiltern Road, Sutton, SM2 5RD | May 1997 | £195,000 | Detached | Freehold |
| 61 Chiltern Road, Sutton, SM2 5QU | Oct 1996 | £210,000 | Detached | Freehold |
| 74 Chiltern Road, Sutton, SM2 5QY | Mar 1996 | £180,000 | Detached | Freehold |
| 81 Chiltern Road, Sutton, SM2 5QY | Nov 1995 | £152,000 | Detached | Freehold |