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Winchester DriveHouse Prices / South East, Windsor and Maidenhead
Last updated Jun 2026
Key Street Insights
Winchester Drive is a residential street with 40 addresses.
It ranks as the 766th largest and 475th most expensive of the 1,061 streets in the SL6 area. The dominant property type is a mid-century house built between 1936 and 1979.
The street contains a total of 40 properties: 40 houses.
40
Properties
- Houses
Key Street Insights
Winchester Drive is a residential street with 40 addresses.
It ranks as the 766th largest and 475th most expensive of the 1,061 streets in the SL6 area. The dominant property type is a mid-century house built between 1936 and 1979.
The street contains a total of 40 properties: 40 houses.
40
Properties
- Houses
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House Priceson Winchester Drive
Sale prices range from £485,164 for 3 bedroom freehold houses with a garden (796 ft2) to £981,178 for 5 bedroom freehold houses with a garden (2,777 ft2) .
Monthly rental prices range from £1,987 pcm for 3 bed houses to £3,320 pcm for 5 bed houses.
The gross rental yield is between 4.1% and 4.9%.
The average value per square foot is £534.
Average Sale Value
£591,661
Average Rental Value
£2,295 pcm
Average Rental Yield
4.7% /year
Average Value Per Sqft
£534 /ft2
Sales Market Trendson Winchester Drive
The last sale on Winchester Drive sold for £780,000 on 22nd September 2025. Since then prices have on average remained the same.
The current average value in the street is £591,661.
The Winchester Drive Sales Market has increased by 16.9% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | 0.3% | £591,661 |
| May 2025 | 2.7% | £589,913 |
| May 2024 | -0.2% | £574,441 |
| May 2023 | 0.5% | £575,460 |
| May 2022 | 6.7% | £572,324 |
| May 2021 | 6.3% | £536,233 |
| May 2020 | 0.8% | £504,280 |
| May 2019 | -3% | £500,250 |
| May 2018 | -1.2% | £515,865 |
| May 2017 | 3.2% | £522,337 |
| May 2016 | 8.7% | £506,084 |
| May 2015 | 9.3% | £465,776 |
| May 2014 | 17.4% | £426,318 |
| May 2013 | 1.9% | £363,175 |
| May 2012 | 2.9% | £356,243 |
| May 2011 | 3.5% | £346,258 |
| May 2010 | 10.8% | £334,443 |
| May 2009 | -10.2% | £301,756 |
| May 2008 | 2.3% | £336,218 |
| May 2007 | 0% | £328,599 |
Rental Market Trendson Winchester Drive
The current average rental value in the street is £2,295.
The Winchester Drive Rental Market has increased by 50.6% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | 2% | £2,295pcm |
| May 2025 | 2% | £2,251pcm |
| May 2024 | 9.5% | £2,206pcm |
| May 2023 | 13% | £2,014pcm |
| May 2022 | 9% | £1,782pcm |
| May 2021 | 5.4% | £1,635pcm |
| May 2020 | -1.4% | £1,551pcm |
| May 2019 | 1.6% | £1,573pcm |
| May 2018 | 1.1% | £1,549pcm |
| May 2017 | 0.6% | £1,533pcm |
| May 2016 | 0.5% | £1,524pcm |
| May 2015 | 5.6% | £1,516pcm |
| May 2014 | 2.5% | £1,436pcm |
| May 2013 | 3.3% | £1,401pcm |
| May 2012 | 4.7% | £1,356pcm |
| May 2011 | 5.2% | £1,296pcm |
| May 2010 | 6.5% | £1,232pcm |
| May 2009 | -9.5% | £1,156pcm |
| May 2008 | 4.7% | £1,277pcm |
| May 2007 | 0% | £1,220pcm |
Explore Propertieson Winchester Drive, Maidenhead, SL6
- Applewood, Winchester Drive, Maidenhead, SL6 3AH
- Cedar Court, Winchester Drive, Maidenhead, SL6 3AH
- Five Winds, Winchester Drive, Maidenhead, SL6 3AH
- Highlands, Winchester Drive, Maidenhead, SL6 3AH
- Oaklands, Winchester Drive, Maidenhead, SL6 3AH
- 1A, Winchester Drive, Maidenhead, SL6 3AH3 bed modern house
- 1, Winchester Drive, Maidenhead, SL6 3AH
- 2, Winchester Drive, Maidenhead, SL6 3AH
- 3, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 4, Winchester Drive, Maidenhead, SL6 3AH4 bed mid-century house
- 5, Winchester Drive, Maidenhead, SL6 3AH
- 6, Winchester Drive, Maidenhead, SL6 3AH
- 7, Winchester Drive, Maidenhead, SL6 3AH
- 8, Winchester Drive, Maidenhead, SL6 3AH
- 9, Winchester Drive, Maidenhead, SL6 3AH
- 10, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 11, Winchester Drive, Maidenhead, SL6 3AH
- 12, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 13, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 14, Winchester Drive, Maidenhead, SL6 3AH4 bed mid-century house
- 15, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 16, Winchester Drive, Maidenhead, SL6 3AH
- 17, Winchester Drive, Maidenhead, SL6 3AH
- 18, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 19, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 20, Winchester Drive, Maidenhead, SL6 3AH
- 21, Winchester Drive, Maidenhead, SL6 3AH
- 22, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 23, Winchester Drive, Maidenhead, SL6 3AH
- 24, Winchester Drive, Maidenhead, SL6 3AH
- 25, Winchester Drive, Maidenhead, SL6 3AH4 bed house
- 26, Winchester Drive, Maidenhead, SL6 3AH4 bed mid-century house
- 27, Winchester Drive, Maidenhead, SL6 3AH4 bed mid-century house
- 29, Winchester Drive, Maidenhead, SL6 3AH4 bed mid-century house
- 31, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 33, Winchester Drive, Maidenhead, SL6 3AH
- 35, Winchester Drive, Maidenhead, SL6 3AH
- 37, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 39, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
- 41, Winchester Drive, Maidenhead, SL6 3AH3 bed mid-century house
Sales Historyon Winchester Drive, Maidenhead, SL6
The last sale was on 22nd September 2025 for £780,000 and since then the market in the area has remained stable. The street has had a total of 29 sales since 1995.
Winchester Drive, Maidenhead, SL6 has seen 2 sales in the last three years and 1 sale in the last twelve months.
Sold Sep 2025£780,000 | 4 Bed HouseWinchester Drive26, Winchester Drive, Maidenhead, SL6 3AH
Sold May 2024£550,000 | 4 Bed HouseWinchester Drive14, Winchester Drive, Maidenhead, SL6 3AH
Sold Sep 2022£446,000 | 3 Bed HouseWinchester Drive13, Winchester Drive, Maidenhead, SL6 3AH
Sold Jun 2022£440,000 | 4 Bed HouseWinchester Drive26, Winchester Drive, Maidenhead, SL6 3AH
Sold Feb 2022£468,173 | 3 Bed HouseWinchester Drive10, Winchester Drive, Maidenhead, SL6 3AH
Sold Feb 2022£477,000 | 3 Bed HouseWinchester Drive12, Winchester Drive, Maidenhead, SL6 3AH
Sold Jan 2021£455,000 | 3 Bed HouseWinchester Drive22, Winchester Drive, Maidenhead, SL6 3AH
Sold Jan 2021£470,000 | 3 Bed HouseWinchester Drive22, Winchester Drive, Maidenhead, SL6 3AH
Sold Dec 2019£500,000 | 3 Bed HouseWinchester Drive1A, Winchester Drive, Maidenhead, SL6 3AH
Sold Dec 2014£385,000 | 3 Bed HouseWinchester Drive15, Winchester Drive, Maidenhead, SL6 3AH
Sold Oct 2013£324,950 | 3 Bed HouseWinchester Drive37, Winchester Drive, Maidenhead, SL6 3AH
Sold Mar 2013£525,000 | 4 Bed HouseWinchester Drive4, Winchester Drive, Maidenhead, SL6 3AH
Sold Jan 2013£379,950 | 4 Bed HouseWinchester Drive27, Winchester Drive, Maidenhead, SL6 3AH
Sold May 2012£297,000 | 3 Bed HouseWinchester Drive41, Winchester Drive, Maidenhead, SL6 3AH
Sold Aug 2011£322,500 | 4 Bed HouseWinchester Drive25, Winchester Drive, Maidenhead, SL6 3AH
Sold Aug 2008£360,000 | 3 Bed HouseWinchester Drive1A, Winchester Drive, Maidenhead, SL6 3AH
Sold Apr 2007£307,000 | 4 Bed HouseWinchester Drive27, Winchester Drive, Maidenhead, SL6 3AH
Sold Jun 2005£247,500 | 3 Bed HouseWinchester Drive39, Winchester Drive, Maidenhead, SL6 3AH
Sold Dec 2003£219,000 | 3 Bed HouseWinchester Drive9, Winchester Drive, Maidenhead, SL6 3AH
Sold Oct 2002£390,000 | 5 Bed HouseWinchester DriveHighlands, Winchester Drive, Maidenhead, SL6 3AH
Sold Aug 2002£227,000 | 3 Bed HouseWinchester Drive9, Winchester Drive, Maidenhead, SL6 3AH
Sold Aug 2000£238,000 | 4 Bed HouseWinchester Drive29, Winchester Drive, Maidenhead, SL6 3AH
Sold Jul 1999£178,000 | 4 Bed HouseWinchester Drive29, Winchester Drive, Maidenhead, SL6 3AH
Sold Oct 1997£127,500 | 4 Bed HouseWinchester Drive27, Winchester Drive, Maidenhead, SL6 3AH
Sold Jan 1997£104,950 | 3 Bed HouseWinchester Drive37, Winchester Drive, Maidenhead, SL6 3AH
Sold Jul 1996£170,000 | 5 Bed HouseWinchester DriveApplewood, Winchester Drive, Maidenhead, SL6 3AH
Sold May 1996£95,000 | 4 Bed HouseWinchester Drive14, Winchester Drive, Maidenhead, SL6 3AH
Sold May 1996£140,000 | 3 Bed HouseWinchester Drive1, Winchester Drive, Maidenhead, SL6 3AH
Sold Aug 1995£170,000 | 3 Bed HouseWinchester Drive2, Winchester Drive, Maidenhead, SL6 3AH
Top 3 Most Expensive Saleson Winchester Drive, Maidenhead, SL6
Nearby Streetsto Winchester Drive, Maidenhead, SL6
Winchester Drive, Maidenhead, SL6 is the 766th largest and the 475th most expensive street in the SL6 area.
- 101 mWarwick Close, Maidenhead, SL614 Addresses
- 109 mSeymour Close, Maidenhead, SL618 Addresses
- 143 mOld Court Close, Maidenhead, SL66 Addresses
- 175 mPowis Close, Maidenhead, SL631 Addresses
- 192 mMercia Road, Maidenhead, SL642 Addresses
- 205 mRepton Close, Maidenhead, SL612 Addresses
Postcodeson Winchester Drive, Maidenhead, SL6
There is 1 postcode on Winchester Drive, Maidenhead, SL6.
- House prices in SL6 3AH40 Addresses
Property Typesin Winchester Drive
- 1 modern house built after 1980
- 17 mid-century houses built between 1936 and 1979
- 1 house of an unknown age
- 21 other addresses of unknown type
- modern house (1)
- mid-century house (17)
- house (1)
- Unknown (21)
Energy Efficiencyof properties on Winchester Drive
- Energy Performance Certificate (EPC) surveys conducted for 18 properties.
- The dominant rating is D.
- A (0)
- E (1)
- B (1)
- F (0)
- C (4)
- G (0)
- D (12)
- No EPC (22)
Schools Nearbyto Winchester Drive, Maidenhead, SL6
The nearest primary school to Winchester Drive, Maidenhead, SL6 is Wessex Primary School which is 100 metres away.
- 100mWessex Primary School
- 300mLowbrook Academy
- 1.1kmSt Edmund Campion Catholic Primary School and Nursery
The nearest secondary school is Cox Green School which is 500 metres away.
- 500mCox Green School
- 1.0kmAltwood Church of England School
- 1.8kmNewlands Girls' School
More reading links
Public Transport Nearbyto Winchester Drive, Maidenhead, SL6
The closest station to Winchester Drive, Maidenhead, SL6 is Maidenhead station which is 2.3 kilometres away.
- 2.3kmMaidenhead
- 3.2kmFurze Platt
- 5.1kmTaplow
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