Chesil Street, Winchester
Sold-price history and street data for Chesil Street in Winchester — every sale sourced to HM Land Registry, free from Acreright.
Homes sold here: 89 flats · 48 terraced · 9 detached · 4 other · 1 semi-detached.
14 companies have their registered office on this street, of which 4 are property companies (Companies House, 2026-07-01) — where a company is registered, not necessarily where it trades.
EPC ratings on this street: 73% are rated C or better (B 57 · C 22 · D 21 · E 6 · F 2) — Energy Performance of Buildings register.
Full Winchester area report → — prices, schools, crime, transport and more.
Sold prices
| Date | Address | Type | Tenure | Price |
|---|---|---|---|---|
| Jan 2026 | 60 Chesil Street | Terraced | Freehold | £475,000 |
| Mar 2025 | 36, Chesil Street | Terraced | Freehold | £350,000 |
| Nov 2024 | WATERSMEET CHESIL STREET | Other | Freehold | £96,000 |
| Dec 2023 | WATERSMEET CHESIL STREET | Flat | Leasehold | £175,000 |
| Oct 2023 | Flat 9 Watersmeet Chesil Street | Flat | Leasehold | £185,350 |
| Aug 2023 | Flat 17 Watersmeet Chesil Street | Flat | Leasehold | £160,000 |
| Nov 2022 | Flat 5 The Weirs 76-78 Chesil Street | Flat | Leasehold | £122,000 |
| Oct 2022 | 10 Chesil Street | Terraced | Freehold | £1,005,000 |
| Oct 2022 | 16A CHESIL STREET | Terraced | Freehold | £200,000 |
| Oct 2022 | 27 Chesil Street | Detached | Freehold | £1,400,000 |
| Jul 2022 | Flat 19 Watersmeet Chesil Street | Flat | Leasehold | £420,000 |
| Apr 2022 | WATERSMEET CHESIL STREET | Flat | Leasehold | £100,000 |
| Nov 2021 | 72 CHESIL STREET WINCHESTER | Terraced | Freehold | £475,000 |
| Aug 2020 | Flat 7 The Weirs 76-78, Chesil Street | Flat | Leasehold | £138,500 |
| Mar 2019 | 6 Chesil Street | Detached | Freehold | £1,250,000 |
| Feb 2019 | PENNYFARTHING HOUSE, 3 CHESIL STREET | Flat | Leasehold | £390,000 |
| Nov 2018 | Flat 4 Chesil Street | Flat | Leasehold | £502,500 |
| Aug 2018 | PENNYFARTHING HOUSE, 3 CHESIL STREET | Flat | Leasehold | £490,000 |
| Jul 2018 | Flat 15 Watersmeet Chesil Street | Flat | Leasehold | £152,500 |
| Jun 2018 | Flat 3 5-9 Chesil Street | Flat | Leasehold | £575,000 |
| May 2018 | 60 Chesil Street | Terraced | Freehold | £425,000 |
| Mar 2018 | Flat 16 Watersmeet Chesil Street | Flat | Leasehold | £140,000 |
| Apr 2017 | 38 CHESIL STREET | Terraced | Freehold | £372,500 |
| Feb 2017 | PENNY FARTHING HOUSE, 3 CHESIL STREET | Other | Freehold | £905,000 |
| Jan 2017 | Flat 4 The Weirs 76-78 Chesil Street | Flat | Leasehold | £167,000 |
| Jan 2017 | Flat 5 The Weirs 76-78 Chesil Street | Flat | Leasehold | £146,000 |
| Oct 2016 | Flat 19 Watersmeet Chesil Street | Flat | Leasehold | £338,000 |
| Mar 2016 | 56 CHESIL STREET WINCHESTER ·B | Terraced | Freehold | £360,000 |
| Mar 2016 | Flat 4 Chesil Street | Flat | Leasehold | £80,000 |
| Mar 2016 | Flat 14 Watersmeet Chesil Street | Flat | Leasehold | £88,000 |
| Feb 2016 | Flat 17 Watersmeet Chesil Street | Flat | Leasehold | £128,500 |
| Dec 2015 | Flat 11 Watersmeet Chesil Street | Flat | Leasehold | £95,000 |
| Nov 2015 | MARLBOROUGH HOUSE, 2 CHESIL STREET | Other | Leasehold | £250,000 |
| Nov 2015 | 2 CHESIL STREET | Flat | Leasehold | £300,000 |
| Jul 2015 | Flat 10 Watersmeet Chesil Street | Flat | Leasehold | £100,000 |
| Jul 2015 | 17-21 Chesil Street | Terraced | Freehold | £415,000 |
| May 2015 | Flat 8 The Weirs 76-78, Chesil Street | Flat | Leasehold | £169,000 |
| May 2015 | 2 CHESIL STREET | Other | Freehold | £650,000 |
| May 2015 | 72 CHESIL STREET WINCHESTER | Terraced | Freehold | £395,000 |
| Feb 2015 | Flat 4 The Weirs 76-78 Chesil Street | Flat | Leasehold | £148,000 |
| Feb 2015 | 70 CHESIL STREET | Terraced | Freehold | £360,000 |
| Dec 2014 | 82, Chesil Street | Terraced | Freehold | £362,500 |
| Nov 2014 | 17-21 Chesil Street | Terraced | Freehold | £350,000 |
| Jun 2014 | 58 Chesil Street | Terraced | Freehold | £346,000 |
| Mar 2014 | Flat 2 The Weirs 76-78 Chesil Street | Flat | Leasehold | £132,500 |
| Jan 2014 | Flat 22 Watersmeet Chesil Street | Flat | Leasehold | £125,000 |
| Dec 2013 | 56 CHESIL STREET WINCHESTER ·B | Terraced | Freehold | £322,500 |
| Nov 2013 | Flat 4 The Weirs 76-78 Chesil Street | Flat | Leasehold | £106,500 |
| May 2013 | Flat 1 The Weirs 76-78, Chesil Street | Flat | Leasehold | £182,000 |
| Sep 2012 | 52, Chesil Street | Detached | Freehold | £875,000 |
| Mar 2012 | Flat 14 Watersmeet Chesil Street | Flat | Leasehold | £87,000 |
| Nov 2011 | 72 CHESIL STREET WINCHESTER | Terraced | Freehold | £311,500 |
| Sep 2010 | 36, Chesil Street | Terraced | Freehold | £288,350 |
| May 2010 | Flat 12 Watersmeet Chesil Street | Flat | Leasehold | £65,000 |
| Nov 2009 | 48 CHESIL STREET | Terraced | Freehold | £484,999 |
| Oct 2009 | 72 CHESIL STREET WINCHESTER | Terraced | Freehold | £240,000 |
| Sep 2009 | Flat 21 Watersmeet Chesil Street | Flat | Leasehold | £125,000 |
| Sep 2009 | Flat 8 The Weirs 76-78, Chesil Street | Flat | Leasehold | £147,000 |
| Mar 2009 | 6 Chesil Street | Detached | Freehold | £500,000 |
| Oct 2008 | Flat 3 5-9 Chesil Street | Flat | Leasehold | £85,000 |
HM Land Registry Price Paid · updated Jul 2026. Showing the 60 most recent of 148 sales. Prices are nominal. “·B” marks a Land Registry category-B transfer (may not reflect full market value).
Has it held its value?
69 homes on Chesil Street sold twice in the records — 1.4% resold for less than the previous owner paid (nominal). How this is measured.
What locals say
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