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Chester RoadHouse Prices / South East, Winchester
Last updated Jun 2026
Key Street Insights
Chester Road is a residential street with 38 addresses.
It ranks as the 273rd largest and 9th most expensive of the 369 streets in the SO23 area. The dominant property type is a mid-century flat built between 1936 and 1979.
The street contains a total of 38 properties: 6 houses and 32 flats.
38
Properties
- Houses
- Flats
Key Street Insights
Chester Road is a residential street with 38 addresses.
It ranks as the 273rd largest and 9th most expensive of the 369 streets in the SO23 area. The dominant property type is a mid-century flat built between 1936 and 1979.
The street contains a total of 38 properties: 6 houses and 32 flats.
38
Properties
- Houses
- Flats
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House Priceson Chester Road
Sale prices range from £173,106 for 1 bedroom Leasehold flats (333 ft2) to £522,786 for 3 bedroom freehold houses with a garden (1,033 ft2) .
Monthly rental prices range from £887 pcm for 1 bed flats to £2,058 pcm for 3 bed houses.
The gross rental yield is between 4.7% and 6.3%.
The average value per square foot is £465.
Average Sale Value
£254,320
Average Rental Value
£1,211 pcm
Average Rental Yield
5.7% /year
Average Value Per Sqft
£465 /ft2
Sales Market Trendson Chester Road
The last sale on Chester Road sold for £530,000 on 20th May 2025. Since then prices are down an average of 0.4%.
The current average value in the street is £254,320.
The Chester Road Sales Market has increased by 4.3% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | -0.6% | £254,320 |
| May 2025 | -0.3% | £255,921 |
| May 2024 | -2.2% | £256,786 |
| May 2023 | -1.9% | £262,688 |
| May 2022 | 6.4% | £267,678 |
| May 2021 | 1.5% | £251,686 |
| May 2020 | 1.4% | £248,012 |
| May 2019 | -0.3% | £244,583 |
| May 2018 | -0.3% | £245,281 |
| May 2017 | 0.9% | £245,913 |
| May 2016 | 6.2% | £243,731 |
| May 2015 | 10.6% | £229,530 |
| May 2014 | 10.3% | £207,453 |
| May 2013 | 4.2% | £188,078 |
| May 2012 | -0.9% | £180,428 |
| May 2011 | 2.9% | £182,124 |
| May 2010 | 10.3% | £176,968 |
| May 2009 | -10% | £160,464 |
| May 2008 | -0.4% | £178,384 |
| May 2007 | 0% | £179,165 |
Rental Market Trendson Chester Road
The current average rental value in the street is £1,211.
The Chester Road Rental Market has increased by 26.1% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | 4% | £1,211pcm |
| May 2025 | 2.9% | £1,165pcm |
| May 2024 | 4.2% | £1,132pcm |
| May 2023 | 5.1% | £1,086pcm |
| May 2022 | 3.7% | £1,033pcm |
| May 2021 | 6.3% | £996pcm |
| May 2020 | 0.9% | £938pcm |
| May 2019 | 3.1% | £930pcm |
| May 2018 | -3.8% | £902pcm |
| May 2017 | -2.5% | £937pcm |
| May 2016 | 5.8% | £961pcm |
| May 2015 | 2.7% | £908pcm |
| May 2014 | 1% | £885pcm |
| May 2013 | 3.7% | £876pcm |
| May 2012 | 2.9% | £845pcm |
| May 2011 | 3.4% | £821pcm |
| May 2010 | 4.6% | £794pcm |
| May 2009 | -3.2% | £759pcm |
| May 2008 | 3.9% | £783pcm |
| May 2007 | 0% | £754pcm |
Properties and Buildingson Chester Road, Winchester, SO23
- 1, Chester Road, Winchester, SO23 0EL3 bed period house
- 2, Chester Road, Winchester, SO23 0EL3 bed modern house
- 3, Chester Road, Winchester, SO23 0EL3 bed period house
- 4, Chester Road, Winchester, SO23 0EL3 bed period house
- 5, Chester Road, Winchester, SO23 0EL
- 6, Chester Road, Winchester, SO23 0EL3 bed mid-century house
- 7, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 8, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 9, Chester Road, Winchester, SO23 0EL2 bed mid-century flat
- 10, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 11, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 12, Chester Road, Winchester, SO23 0EL2 bed mid-century flat
- 13, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 14, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 15, Chester Road, Winchester, SO23 0EL2 bed mid-century flat
- 16, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 17, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 18, Chester Road, Winchester, SO23 Modern building2 units
- 19, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 20, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 21, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 22, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 23, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 24, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 25, Chester Road, Winchester, SO23 0EL3 bed modern flat
- 26, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 27, Chester Road, Winchester, SO23 0EL2 bed modern flat
- 28, Chester Road, Winchester, SO23 0EL2 bed mid-century flat
- 29, Chester Road, Winchester, SO23 0EL
- 30, Chester Road, Winchester, SO23 0EL2 bed mid-century flat
- 31, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 32, Chester Road, Winchester, SO23 0EL2 bed modern flat
- 33, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 34, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 35, Chester Road, Winchester, SO23 0EL1 bed modern flat
- 36, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
- 37, Chester Road, Winchester, SO23 0EL1 bed mid-century flat
Sales Historyon Chester Road, Winchester, SO23
The last sale was on 20th May 2025 for £530,000 and since then the market in the area has decreased by 0.4%. The street has had a total of 13 sales since 1995.
Chester Road, Winchester, SO23 has seen 2 sales in the last three years and no sales in the last twelve months.
Sold May 2025£530,000 | 3 Bed HouseChester Road3, Chester Road, Winchester, SO23 0EL
Sold Mar 2023£560,000 | 3 Bed HouseChester Road6, Chester Road, Winchester, SO23 0EL
Sold May 2019£415,000 | 3 Bed HouseChester Road1, Chester Road, Winchester, SO23 0EL
Sold Nov 2018£417,000 | 3 Bed HouseChester Road3, Chester Road, Winchester, SO23 0EL
Sold Nov 2016£434,400 | 3 Bed HouseChester Road6, Chester Road, Winchester, SO23 0EL
Sold Aug 2013£330,000 | 3 Bed HouseChester Road3, Chester Road, Winchester, SO23 0EL
Sold Oct 2010£290,000 | 3 Bed HouseChester Road3, Chester Road, Winchester, SO23 0EL
Sold May 2010£276,000 | 3 Bed HouseChester Road6, Chester Road, Winchester, SO23 0EL
Sold Dec 2004£250,000 | 3 Bed HouseChester Road4, Chester Road, Winchester, SO23 0EL
Sold Oct 2003£212,500 | 3 Bed HouseChester Road6, Chester Road, Winchester, SO23 0EL
Sold Jun 2001£165,000 | 3 Bed HouseChester Road6, Chester Road, Winchester, SO23 0EL
Sold Feb 2001£125,000 | 3 Bed HouseChester Road3, Chester Road, Winchester, SO23 0EL
Sold Mar 2000£137,500 | 3 Bed HouseChester Road4, Chester Road, Winchester, SO23 0EL
Top 3 Most Expensive Saleson Chester Road, Winchester, SO23
Nearby Streetsto Chester Road, Winchester, SO23
Chester Road, Winchester, SO23 is the 273rd largest and the 9th most expensive street in the SO23 area.
- 38 mWater Lane, Winchester, SO2362 Addresses
- 83 mSt. Johns Street, Winchester, SO2355 Addresses
- 91 mBlue Ball Corner, Winchester, SO234 Addresses
- 114 mEastgate Street, Winchester, SO23120 Addresses
- 151 mMagdalen Hill, Winchester, SO2312 Addresses
- 157 mMagdalen Mews, Winchester, SO236 Addresses
Postcodeson Chester Road, Winchester, SO23
There is 1 postcode on Chester Road, Winchester, SO23.
- House prices in SO23 0EL38 Addresses
Property Typesin Chester Road
- 3 period houses built between 1800 and 1911
- 1 modern house built after 1980
- 12 modern flats built after 1980
- 1 mid-century house built between 1936 and 1979
- 19 mid-century flats built between 1936 and 1979
- 2 other addresses of unknown type
- period house (3)
- modern house (1)
- modern flat (12)
- mid-century house (1)
- mid-century flat (19)
- Unknown (2)
Energy Efficiencyof properties on Chester Road
- Energy Performance Certificate (EPC) surveys conducted for 36 properties.
- The dominant rating is C.
- A (0)
- E (0)
- B (2)
- F (0)
- C (27)
- G (0)
- D (7)
- No EPC (2)
Schools Nearbyto Chester Road, Winchester, SO23
The nearest primary school to Chester Road, Winchester, SO23 is Winnall Primary School which is 500 metres away.
- 500mWinnall Primary School
- 500mSt Bede Church of England Primary School
- 600mAll Saints Church of England Primary School
The nearest secondary school is Henry Beaufort School which is 2.6 kilometres away.
- 2.6kmHenry Beaufort School
- 2.8kmKings' School
- 8.5kmThornden School
More reading links
Public Transport Nearbyto Chester Road, Winchester, SO23
The closest station to Chester Road, Winchester, SO23 is Winchester station which is 1.0 kilometres away.
- 1.0kmWinchester
- 4.8kmShawford
- 10.4kmChandlers Ford
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