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Chesil Street, Winchester

MyStreetCheck free street report: Chesil Street, Winchester · 31 October 2026 · www.mystreetcheck.co.uk/winchester-hampshire/chesil-street/

House prices, sold prices and local information for SO23 0HU, SO23 0HX, SO23 0AH.

Average price (last 12 months)
£475,000
1 sale
Average price (since 2016)
£373,362
30 sales
Price range
£80k – £1.4m
lowest to highest sale
Last sale
19 Jan 2026
SO23 0HX

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At a glance

30 property sales on Chesil Street, Winchester have been recorded by HM Land Registry since 2016. In the last 12 months 1 home sold here for an average of £475,000. Most sales here are flat homes, which have sold for an average of £247,652. 4 homes here have sold more than once since 2016; 2 of them sold for more the second time. By property type, sales here have been 73% flat, 20% terraced, 7% detached. Recorded sale prices on Chesil Street range from £80,000 to £1,400,000. 34% of homes sold here were freehold and 66% leasehold.

House prices on Chesil Street compared

SO23 postcode area£551,625
Winchester£597,842
England & Wales£358,701

Average sale price over the last 12 months. Chesil Street has had fewer than two sales in that time, so it is left out. See all SO23 house prices.

Average sale price by year

2016: £158,625 (4 sales)2016£159k2017: £228,500 (3 sales)2017£229k2018: £383,571 (7 sales)2018£384k2019: £631,250 (3 sales)2019£631k2020: £138,500 (1 sales)2020£139k2021: £475,000 (1 sales)2021£475k2022: £609,400 (5 sales)2022£609k2023: £173,450 (3 sales)2023£173k2024: £296,250 (1 sales)2024£296k2025: £350,000 (1 sales)2025£350k2026: £475,000 (1 sales)2026£475k

Tenure: 34% freehold and 66% leasehold across 35 recorded sales. Lease extension calculator.

Prices by property type

TypeSalesAverage priceLast sold
Flat22£247,65223 Oct 2024
Terraced6£517,08319 Jan 2026
Detached2£1,325,00014 Oct 2022

Sold prices on Chesil Street

AddressDatePriceTypeTenure
60, Chesil Street SO23 0HX 19 Jan 2026£475,000 TerracedFreehold
36, Chesil Street SO23 0HX 28 Mar 2025£350,000 TerracedFreehold
Flat 1, Watersmeet, Chesil Street SO23 0HU 5 Nov 2024£96,000 OtherFreehold
29, Chesil Lodge, Chesil Street SO23 0AH 23 Oct 2024£296,250 FlatLeasehold
Flat 24, Watersmeet, Chesil Street SO23 0HU 20 Dec 2023£175,000 FlatLeasehold
Flat 9, Watersmeet, Chesil Street SO23 0HU 5 Oct 2023£185,350 FlatLeasehold
Flat 17, Watersmeet, Chesil Street SO23 0HU 25 Aug 2023£160,000 FlatLeasehold
Flat 5, The Weirs, 76 - 78, Chesil Street SO23 0HX 18 Nov 2022£122,000 FlatLeasehold
10, Chesil Street SO23 0HU 25 Oct 2022£1,005,000 TerracedFreehold
16A, Chesil Street SO23 0HU 17 Oct 2022£200,000 TerracedFreehold
27, Chesil Street SO23 0HU 14 Oct 2022£1,400,000 DetachedFreehold
Flat 19, Watersmeet, Chesil Street SO23 0HU 4 Jul 2022£420,000 FlatLeasehold
Flat 1, Watersmeet, Chesil Street SO23 0HU 21 Apr 2022£100,000 FlatLeasehold
72, Chesil Street SO23 0HX 1 Nov 2021£475,000 TerracedFreehold
Flat 7, The Weirs, 76 - 78, Chesil Street SO23 0HX 25 Aug 2020£138,500 FlatLeasehold
33, Chesil Lodge, Chesil Street SO23 0AH 18 Jul 2019£273,750 FlatLeasehold
36, Chesil Lodge, Chesil Street SO23 0AH 25 Mar 2019£370,000 Flat New buildLeasehold
6, Chesil Street SO23 0HU 15 Mar 2019£1,250,000 DetachedFreehold
Apartment 1, Pennyfarthing House, 3, Chesil Street SO23 0HU 28 Feb 2019£390,000 FlatLeasehold
Apartment 4, Pennyfarthing House, 3, Chesil Street SO23 0HU 9 Nov 2018£502,500 FlatLeasehold
Apartment 2, Pennyfarthing House, 3, Chesil Street SO23 0HU 22 Aug 2018£490,000 FlatLeasehold
Flat 15, Watersmeet, Chesil Street SO23 0HU 20 Jul 2018£152,500 FlatLeasehold
51, Chesil Lodge, Chesil Street SO23 0AH 6 Jul 2018£400,000 Flat New buildLeasehold
Apartment 3, Pennyfarthing House, 3, Chesil Street SO23 0HU 29 Jun 2018£575,000 FlatLeasehold
60, Chesil Street SO23 0HX 30 May 2018£425,000 TerracedFreehold
Flat 16, Watersmeet, Chesil Street SO23 0HU 2 Mar 2018£140,000 FlatLeasehold
38, Chesil Street SO23 0HX 6 Apr 2017£372,500 TerracedFreehold
Penny Farthing House, 3, Chesil Street SO23 0HU 8 Feb 2017£905,000 OtherFreehold
Flat 4, The Weirs, 76 - 78, Chesil Street SO23 0HX 9 Jan 2017£167,000 FlatLeasehold
Flat 5, The Weirs, 76 - 78, Chesil Street SO23 0HX 6 Jan 2017£146,000 FlatLeasehold
Flat 19/20, Watersmeet, Chesil Street SO23 0HU 31 Oct 2016£338,000 FlatLeasehold
56, Chesil Street SO23 0HX 31 Mar 2016£360,000 TerracedFreehold
Flat 4, Watersmeet, Chesil Street SO23 0HU 24 Mar 2016£80,000 FlatLeasehold
Flat 14, Watersmeet, Chesil Street SO23 0HU 23 Mar 2016£88,000 FlatLeasehold
Flat 17, Watersmeet, Chesil Street SO23 0HU 26 Feb 2016£128,500 FlatLeasehold

Sale prices are as recorded by HM Land Registry. Some sales (for example repossessions and company purchases) are listed but left out of the averages.

Sale history: homes sold more than once

AddressSalesChange
60, Chesil Street £425,000 (May 2018) → £475,000 (Jan 2026) +12%
over 8 yrs
Flat 1, Watersmeet, Chesil Street £100,000 (Apr 2022) → £96,000 (Nov 2024) -4%
over 3 yrs
Flat 17, Watersmeet, Chesil Street £128,500 (Feb 2016) → £160,000 (Aug 2023) +25%
over 7 yrs
Flat 5, The Weirs, 76 - 78, Chesil Street £146,000 (Jan 2017) → £122,000 (Nov 2022) -16%
over 6 yrs

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Schools near Chesil Street

SchoolTypeAgesOfstedDistance
All Saints Church of England Primary School 186 pupils Primary Church of England 4–11 Report 0.1 mi
Winchester College 738 pupils Other independent school 13–19 Report 0.3 mi
The Pilgrims School 211 pupils Other independent school Church of England 4–13 Report 0.3 mi
Winnall Primary School 170 pupils Primary 4–11 Report 0.5 mi
Swanwick Lodge Secure units 10–17 Report 0.6 mi
St Bede Church of England Primary School 414 pupils Primary Church of England 4–11 Report 0.6 mi
St Faith's Church of England Primary School 142 pupils Primary Church of England 4–11 Good Report 0.8 mi
St Swithuns 667 pupils Other independent school Church of England 2–18 Report 0.9 mi

Source: Department for Education (Get Information about Schools) and Ofsted. Grades are from each school's last graded inspection; newer inspections use report cards without a single overall grade, so check the full report. Distances are straight-line. Check catchment areas with the local council.

Getting around, shops and health

Train stations

  • Winchester station 0.8 mi · 16 min walk
  • Shawford station 2.7 mi · 53 min walk

Nearest bus stops

  • Chesil Lodge (opp, Chesil Street) 1 min walk
  • Chesil Lodge (o/s, Chesil Street) 1 min walk
  • Chesil Car Park (o/s, Barfield Close) 1 min walk
  • Chesil Car Park (opp, Barfield Close) 1 min walk

GP surgeries

  • St Clements Partnership
    28 Upper Brook Street, Winchester · 0.5 mi
  • St Paul's Surgery
    Alison Way, Winchester · 0.8 mi
  • Friarsgate Practice
    Stockbridge Road, Weeke, Winchester · 1.7 mi
  • Twyford Surgery
    Hazeley Road, Twyford, Winchester · 2.7 mi

Supermarkets

  • Sainsburys Sainsburys Winchester · 0.3 mi
  • Iceland Iceland Winchester · 0.4 mi
  • Marks and Spencer M&S Winchester · 0.4 mi
  • Cook Cook Winchester · 0.4 mi

Pharmacies

  • Wellbeing Pharmacy · 0.3 mi
  • Boots · 0.4 mi
  • St. Pauls Pharmacy Winchester · 0.8 mi

Dentists

  • Bridge Street (dental Surgery) · 0.2 mi
  • Iosis Clinic Ltd · 0.5 mi
  • Dental Surgery · 0.7 mi

Sources: Department for Transport (NaPTAN), NHS England organisation data, and GEOLYTIX Retail Points (open data). Walking times are estimates from straight-line distance.

Area profile

Deprivation

12345678910

This neighbourhood is in decile 9 of 10 on the English Indices of Deprivation 2025, where 1 is the most deprived 10% of areas in England and 10 the least deprived.

Income9 of 10
Employment9 of 10
Education and skills10 of 10
Health and disability7 of 10
Crime4 of 10
Access to housing and services9 of 10
Living environment5 of 10

Each domain ranked in deciles across England (10 = least deprived).

Homes

HereEng & Wales
Owned59.0%62.5%
Private rented22.1%20.3%
Social rented18.9%17.1%
Households824

People

HereEng & Wales
Under 1515.4%17.4%
Aged 15–6459.6%64.1%
Aged 65+25.1%18.6%
Residents1,842

Broadband

HereUK
Superfast (30Mbit+)100%95%
Ultrafast (300Mbit+)65%80%
Gigabit-capable65%80%

Share of homes on this street's postcodes that can get each speed. UK figure is the average across all postcodes. Source: Ofcom Connected Nations.

Mobile signal

HereEng & Wales
4G indoors, all 4 networks82%89%
4G indoors, at least 1 network99%100%
4G outdoors, all 4 networks98%99%
Calls indoors, all 4 networks90%92%

Share of homes across Winchester with good coverage (Jul 2025). Signal varies street by street; check your exact address on Ofcom's checker. Source: Ofcom Connected Nations.

Neighbourhood figures cover the surrounding Lower Layer Super Output Area (about 1,500 residents). Sources: Census 2021 (ONS) and the English Indices of Deprivation 2025.

Energy ratings and home sizes on Chesil Street

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Who lives around Chesil Street

Ethnic group

HereWinchester
White92.1%93.6%
Asian, Asian British or Asian Welsh3.3%3.1%
Mixed or Multiple ethnic groups3.2%2%
Black, Black British, Black Welsh, Caribbean or African0.8%0.6%
Other ethnic group0.7%0.7%

Religion

HereWinchester
Christian51.1%48.6%
No religion38.6%42.2%
Not answered7.6%6.3%
Other religion0.7%0.5%
Buddhist0.5%0.6%
Hindu0.5%0.7%
Sikh0.4%–
Muslim0.3%0.7%

Country of birth

HereWinchester
Born in the UK83.9%89%
Born outside the UK16.1%11%

Highest qualification

HereWinchester
Level 4 qualifications and above61%44.9%
Level 3 qualifications12.1%18.6%
Level 2 qualifications10.3%12.4%
No qualifications7.5%11.1%
Level 1 and entry level qualifications4.5%7%
Other qualifications2.4%2%
Apprenticeship2.2%4%

General health

HereWinchester
Very good health55.3%53.2%
Good health30.7%32.9%
Fair health10.3%10.4%
Bad health3.3%2.7%
Very bad health0.4%0.7%

Cars or vans per household

HereWinchester
1 car or van in household45.1%38.4%
2 cars or vans in household26.5%34.2%
No cars or vans in household21.4%13.5%
3 or more cars or vans in household7%13.8%

Source: Census 2021 (ONS), via Nomis. Percentages of usual residents or households, as recorded in March 2021.

Figures cover the surrounding neighbourhood (Lower Layer Super Output Area, about 1,500 residents). Full demographics of Winchester.

Planning and heritage near Chesil Street

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Planning applications near Chesil Street

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Nearby streets in SO23

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