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Windsor DriveHouse Prices / South East, Isle of Wight
Last updated Jun 2026
Key Street Insights
Windsor Drive is a residential street with 39 addresses.
It ranks as the 319th largest and 320th most expensive of the 424 streets in the PO37 area. The dominant property type is a mid-century house built between 1936 and 1979.
The street contains a total of 39 properties: 39 houses.
39
Properties
- Houses
Key Street Insights
Windsor Drive is a residential street with 39 addresses.
It ranks as the 319th largest and 320th most expensive of the 424 streets in the PO37 area. The dominant property type is a mid-century house built between 1936 and 1979.
The street contains a total of 39 properties: 39 houses.
39
Properties
- Houses
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House Priceson Windsor Drive
Sale prices range from £247,735 for 2 bedroom freehold houses with a garden (548 ft2) to £444,569 for 4 bedroom freehold houses with a garden (1,582 ft2) .
Monthly rental prices range from £1,032 pcm for 2 bed houses to £1,539 pcm for 4 bed houses.
The gross rental yield is between 4.2% and 6.0%.
The average value per square foot is £368.
Average Sale Value
£339,433
Average Rental Value
£1,298 pcm
Average Rental Yield
4.6% /year
Average Value Per Sqft
£368 /ft2
Sales Market Trendson Windsor Drive
The last sale on Windsor Drive sold for £355,000 on 23rd May 2025. Since then prices are down an average of 3.6%.
The current average value in the street is £339,433.
The Windsor Drive Sales Market has increased by 31.4% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | -3.7% | £339,433 |
| May 2025 | 0.4% | £352,437 |
| May 2024 | -6.5% | £350,919 |
| May 2023 | 3% | £375,309 |
| May 2022 | 12.1% | £364,434 |
| May 2021 | 13% | £325,133 |
| May 2020 | 3.6% | £287,802 |
| May 2019 | 3.2% | £277,808 |
| May 2018 | 1.8% | £269,309 |
| May 2017 | 2.4% | £264,517 |
| May 2016 | 6% | £258,329 |
| May 2015 | 0.5% | £243,762 |
| May 2014 | 4.4% | £242,509 |
| May 2013 | -0.5% | £232,203 |
| May 2012 | -1.5% | £233,281 |
| May 2011 | -0.1% | £236,935 |
| May 2010 | 7.1% | £237,107 |
| May 2009 | -11.5% | £221,418 |
| May 2008 | -0.7% | £250,054 |
| May 2007 | 0% | £251,877 |
Rental Market Trendson Windsor Drive
The current average rental value in the street is £1,298.
The Windsor Drive Rental Market has increased by 56.2% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | 4.5% | £1,298pcm |
| May 2025 | 5.5% | £1,242pcm |
| May 2024 | 5% | £1,177pcm |
| May 2023 | 6.6% | £1,121pcm |
| May 2022 | 11% | £1,052pcm |
| May 2021 | 9.9% | £948pcm |
| May 2020 | 1% | £862pcm |
| May 2019 | 2.9% | £853pcm |
| May 2018 | -0.8% | £829pcm |
| May 2017 | 0.6% | £836pcm |
| May 2016 | 6.5% | £831pcm |
| May 2015 | 5.3% | £780pcm |
| May 2014 | 2.3% | £741pcm |
| May 2013 | 1.5% | £725pcm |
| May 2012 | 1.1% | £714pcm |
| May 2011 | 3.5% | £706pcm |
| May 2010 | 7.1% | £682pcm |
| May 2009 | -3.8% | £637pcm |
| May 2008 | 3.1% | £662pcm |
| May 2007 | 0% | £642pcm |
Explore Propertieson Windsor Drive, Shanklin, PO37
- 1, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 2, Windsor Drive, Shanklin, PO37 7NY
- 3, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 4, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 5, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 6, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 7, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 8, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 9, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 10, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 11, Windsor Drive, Shanklin, PO37 7NY3 bed house
- 12, Windsor Drive, Shanklin, PO37 7NY
- 13, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 14, Windsor Drive, Shanklin, PO37 7NY
- 15, Windsor Drive, Shanklin, PO37 7NY4 bed mid-century house
- 16, Windsor Drive, Shanklin, PO37 7NY
- 17, Windsor Drive, Shanklin, PO37 7NY3 bed modern house
- 18, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 19, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 20, Windsor Drive, Shanklin, PO37 7NY3 bed mid-century house
- 21, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 22, Windsor Drive, Shanklin, PO37 7NY
- 23, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 24, Windsor Drive, Shanklin, PO37 7PB
- 25, Windsor Drive, Shanklin, PO37 7PB
- 26, Windsor Drive, Shanklin, PO37 7PB2 bed mid-century house
- 27, Windsor Drive, Shanklin, PO37 7PB
- 28, Windsor Drive, Shanklin, PO37 7PB
- 29, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 30, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 31, Windsor Drive, Shanklin, PO37 7PB
- 32, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 34, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 36, Windsor Drive, Shanklin, PO37 7PB
- 38, Windsor Drive, Shanklin, PO37 7PB
- 40, Windsor Drive, Shanklin, PO37 7PB
- 42, Windsor Drive, Shanklin, PO37 7PB3 bed mid-century house
- 44, Windsor Drive, Shanklin, PO37 7PB3 bed house
- 46, Windsor Drive, Shanklin, PO37 7PB4 bed mid-century house
Sales Historyon Windsor Drive, Shanklin, PO37
The last sale was on 23rd May 2025 for £355,000 and since then the market in the area has decreased by 3.6%. The street has had a total of 65 sales since 1995.
Windsor Drive, Shanklin, PO37 has seen 4 sales in the last three years and no sales in the last twelve months.
Sold May 2025£355,000 | 3 Bed HouseWindsor Drive34, Windsor Drive, Shanklin, PO37 7PB
Sold Apr 2025£380,000 | 3 Bed HouseWindsor Drive8, Windsor Drive, Shanklin, PO37 7NY
Sold Feb 2025£425,000 | 4 Bed HouseWindsor Drive15, Windsor Drive, Shanklin, PO37 7NY
Sold Dec 2024£320,000 | 3 Bed HouseWindsor Drive42, Windsor Drive, Shanklin, PO37 7PB
Sold Jul 2022£385,000 | 3 Bed HouseWindsor Drive32, Windsor Drive, Shanklin, PO37 7PB
Sold Oct 2021£292,500 | 3 Bed HouseWindsor Drive34, Windsor Drive, Shanklin, PO37 7PB
Sold Feb 2021£293,000 | 3 Bed HouseWindsor Drive42, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2021£330,000 | 3 Bed HouseWindsor Drive10, Windsor Drive, Shanklin, PO37 7NY
Sold Dec 2020£320,000 | 3 Bed HouseWindsor Drive20, Windsor Drive, Shanklin, PO37 7NY
Sold Nov 2020£347,000 | 3 Bed HouseWindsor Drive19, Windsor Drive, Shanklin, PO37 7NY
Sold Feb 2020£330,000 | 3 Bed HouseWindsor Drive5, Windsor Drive, Shanklin, PO37 7NY
Sold Sep 2019£275,000 | 3 Bed HouseWindsor Drive21, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2019£275,000 | 3 Bed HouseWindsor Drive42, Windsor Drive, Shanklin, PO37 7PB
Sold Nov 2018£345,000 | 3 Bed HouseWindsor Drive13, Windsor Drive, Shanklin, PO37 7NY
Sold Aug 2018£269,995 | 3 Bed HouseWindsor Drive7, Windsor Drive, Shanklin, PO37 7NY
Sold Jul 2017£315,000 | 3 Bed HouseWindsor Drive19, Windsor Drive, Shanklin, PO37 7NY
Sold Apr 2017£300,000 | 3 Bed HouseWindsor Drive9, Windsor Drive, Shanklin, PO37 7NY
Sold Jan 2017£240,000 | 3 Bed HouseWindsor Drive21, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2017£219,950 | 2 Bed HouseWindsor Drive26, Windsor Drive, Shanklin, PO37 7PB
Sold Mar 2016£226,000 | 3 Bed HouseWindsor Drive9, Windsor Drive, Shanklin, PO37 7NY
Sold Mar 2016£325,000 | 3 Bed HouseWindsor Drive6, Windsor Drive, Shanklin, PO37 7NY
Sold Jan 2016£220,000 | 3 Bed HouseWindsor Drive9, Windsor Drive, Shanklin, PO37 7NY
Sold Aug 2015£265,000 | 3 Bed HouseWindsor Drive4, Windsor Drive, Shanklin, PO37 7NY
Sold Mar 2015£220,000 | 3 Bed HouseWindsor Drive42, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2015£260,000 | 3 Bed HouseWindsor Drive18, Windsor Drive, Shanklin, PO37 7NY
Sold Dec 2014£270,000 | 3 Bed HouseWindsor Drive1, Windsor Drive, Shanklin, PO37 7NY
Sold Aug 2014£217,000 | 3 Bed HouseWindsor Drive44, Windsor Drive, Shanklin, PO37 7PB
Sold Jun 2014£209,000 | 3 Bed HouseWindsor Drive6, Windsor Drive, Shanklin, PO37 7NY
Sold Jun 2014£185,000 | 3 Bed HouseWindsor Drive11, Windsor Drive, Shanklin, PO37 7NY
Sold May 2014£217,500 | 3 Bed HouseWindsor Drive29, Windsor Drive, Shanklin, PO37 7PB
Sold Apr 2013£212,500 | 3 Bed HouseWindsor Drive30, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2013£195,000 | 3 Bed HouseWindsor Drive44, Windsor Drive, Shanklin, PO37 7PB
Sold Jun 2010£226,000 | 3 Bed HouseWindsor Drive7, Windsor Drive, Shanklin, PO37 7NY
Sold Dec 2009£222,500 | 3 Bed HouseWindsor Drive3, Windsor Drive, Shanklin, PO37 7NY
Sold Dec 2009£219,950 | 3 Bed HouseWindsor Drive19, Windsor Drive, Shanklin, PO37 7NY
Sold Jun 2009£100,000 | 3 Bed HouseWindsor Drive1, Windsor Drive, Shanklin, PO37 7NY
Sold Mar 2009£170,000 | 3 Bed HouseWindsor Drive3, Windsor Drive, Shanklin, PO37 7NY
Sold Mar 2008£268,000 | 3 Bed HouseWindsor Drive20, Windsor Drive, Shanklin, PO37 7NY
Sold Oct 2007£265,000 | 3 Bed HouseWindsor Drive8, Windsor Drive, Shanklin, PO37 7NY
Sold Apr 2007£188,000 | 3 Bed HouseWindsor Drive17, Windsor Drive, Shanklin, PO37 7NY
Sold Aug 2006£240,000 | 3 Bed HouseWindsor Drive2, Windsor Drive, Shanklin, PO37 7NY
Sold Feb 2006£187,000 | 2 Bed HouseWindsor Drive26, Windsor Drive, Shanklin, PO37 7PB
Sold May 2005£227,000 | 3 Bed HouseWindsor Drive20, Windsor Drive, Shanklin, PO37 7NY
Sold Apr 2004£245,000 | 4 Bed HouseWindsor Drive46, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2004£179,000 | 3 Bed HouseWindsor Drive36, Windsor Drive, Shanklin, PO37 7PB
Sold Sep 2003£179,000 | 3 Bed HouseWindsor Drive25, Windsor Drive, Shanklin, PO37 7PB
Sold Jul 2003£182,500 | 3 Bed HouseWindsor Drive12, Windsor Drive, Shanklin, PO37 7NY
Sold Sep 2002£160,000 | 4 Bed HouseWindsor Drive15, Windsor Drive, Shanklin, PO37 7NY
Sold Jul 2002£147,000 | 3 Bed HouseWindsor Drive23, Windsor Drive, Shanklin, PO37 7PB
Sold Apr 2002£135,500 | 3 Bed HouseWindsor Drive44, Windsor Drive, Shanklin, PO37 7PB
Sold Apr 2002£142,000 | 3 Bed HouseWindsor Drive20, Windsor Drive, Shanklin, PO37 7NY
Sold Sep 2001£147,000 | 3 Bed HouseWindsor Drive4, Windsor Drive, Shanklin, PO37 7NY
Sold Aug 2001£128,000 | 3 Bed HouseWindsor Drive36, Windsor Drive, Shanklin, PO37 7PB
Sold Jan 2001£108,000 | 3 Bed HouseWindsor Drive4, Windsor Drive, Shanklin, PO37 7NY
Sold Nov 2000£98,000 | 3 Bed HouseWindsor Drive44, Windsor Drive, Shanklin, PO37 7PB
Sold Oct 2000£125,000 | 3 Bed HouseWindsor Drive2, Windsor Drive, Shanklin, PO37 7NY
Sold Jul 2000£128,500 | 3 Bed HouseWindsor Drive1, Windsor Drive, Shanklin, PO37 7NY
Sold Jan 1999£79,000 | 3 Bed HouseWindsor Drive7, Windsor Drive, Shanklin, PO37 7NY
Sold Sep 1998£85,000 | 3 Bed HouseWindsor Drive16, Windsor Drive, Shanklin, PO37 7NY
Sold Jul 1998£95,000 | 3 Bed HouseWindsor Drive29, Windsor Drive, Shanklin, PO37 7PB
Sold Apr 1998£80,000 | 3 Bed HouseWindsor Drive1, Windsor Drive, Shanklin, PO37 7NY
Sold Sep 1997£63,500 | 3 Bed HouseWindsor Drive31, Windsor Drive, Shanklin, PO37 7PB
Sold Dec 1996£87,750 | 3 Bed HouseWindsor Drive13, Windsor Drive, Shanklin, PO37 7NY
Sold Jul 1996£63,500 | 3 Bed HouseWindsor Drive14, Windsor Drive, Shanklin, PO37 7NY
Sold Mar 1996£71,950 | 3 Bed HouseWindsor Drive21, Windsor Drive, Shanklin, PO37 7PB
Top 3 Most Expensive Saleson Windsor Drive, Shanklin, PO37
Nearby Streetsto Windsor Drive, Shanklin, PO37
Windsor Drive, Shanklin, PO37 is the 319th largest and the 320th most expensive street in the PO37 area.
- 112 mEast Mead, Shanklin, PO378 Addresses
- 124 mSilver Trees, Shanklin, PO3766 Addresses
- 136 mPeacock Close, Shanklin, PO379 Addresses
- 142 mOakhills, Shanklin, PO379 Addresses
- 152 mRushclose, Shanklin, PO3721 Addresses
- 217 mChatsworth Avenue, Shanklin, PO3732 Addresses
Postcodeson Windsor Drive, Shanklin, PO37
There are 2 postcodes on Windsor Drive, Shanklin, PO37.
- House prices in PO37 7PB18 Addresses
- House prices in PO37 7NY21 Addresses
Property Typesin Windsor Drive
- 1 modern house built after 1980
- 23 mid-century houses built between 1936 and 1979
- 2 houses of an unknown age
- 13 other addresses of unknown type
- modern house (1)
- mid-century house (23)
- house (2)
- Unknown (13)
Energy Efficiencyof properties on Windsor Drive
- Energy Performance Certificate (EPC) surveys conducted for 24 properties.
- The dominant rating is D.
- A (0)
- E (4)
- B (0)
- F (0)
- C (3)
- G (0)
- D (17)
- No EPC (15)
Schools Nearbyto Windsor Drive, Shanklin, PO37
The nearest primary school to Windsor Drive, Shanklin, PO37 is St Blasius Shanklin CofE Primary Academy which is 800 metres away.
- 800mSt Blasius Shanklin CofE Primary Academy
- 1.8kmGatten and Lake Primary School
- 2.4kmWroxall Primary School
The nearest secondary school is The Island Free School which is 3.6 kilometres away.
- 3.6kmThe Island Free School
- 10.7kmLift Ryde
- 11.1kmChrist The King College
More reading links
Public Transport Nearbyto Windsor Drive, Shanklin, PO37
The closest station to Windsor Drive, Shanklin, PO37 is Shanklin station which is 1.1 kilometres away.
- 1.1kmShanklin
- 2.8kmLake
- 3.9kmSandown
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