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Gregory DriveHouse Prices / South East, Windsor and Maidenhead
Last updated May 2026
Key Street Insights
Gregory Drive is a residential street with 21 addresses.
It ranks as the 276th largest and 362nd most expensive of the 567 streets in the SL4 area. The dominant property type is a modern house built after 1980.
The street contains a total of 21 properties: 21 houses.
21
Properties
- Houses
Key Street Insights
Gregory Drive is a residential street with 21 addresses.
It ranks as the 276th largest and 362nd most expensive of the 567 streets in the SL4 area. The dominant property type is a modern house built after 1980.
The street contains a total of 21 properties: 21 houses.
21
Properties
- Houses
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House Priceson Gregory Drive
Sale prices range from £514,499 for 3 bedroom freehold houses with a garden (947 ft2) to £1,123,360 for 5 bedroom freehold houses with a garden (2,066 ft2) .
Monthly rental prices range from £2,200 pcm for 3 bed houses to £3,158 pcm for 5 bed houses.
The gross rental yield is between 3.4% and 5.1%.
The average value per square foot is £496.
Average Sale Value
£614,557
Average Rental Value
£2,455 pcm
Average Rental Yield
4.8% /year
Average Value Per Sqft
£496 /ft2
Sales Market Trendson Gregory Drive
The last sale on Gregory Drive sold for £565,000 on 1st November 2022. Since then prices are down an average of 1.6%.
The current average value in the street is £614,557.
The Gregory Drive Sales Market has increased by 16.8% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| April 2026 | -2.2% | £614,557 |
| April 2025 | 0.9% | £628,150 |
| April 2024 | -1.2% | £622,553 |
| April 2023 | 2.9% | £630,259 |
| April 2022 | 7.5% | £612,387 |
| April 2021 | 3.8% | £569,651 |
| April 2020 | 0.9% | £548,592 |
| April 2019 | -1.4% | £543,696 |
| April 2018 | 0.8% | £551,169 |
| April 2017 | 3.9% | £546,841 |
| April 2016 | 8.8% | £526,354 |
| April 2015 | 10% | £483,719 |
| April 2014 | 9.4% | £439,545 |
| April 2013 | 7.5% | £401,765 |
| April 2012 | 0.2% | £373,810 |
| April 2011 | 4.1% | £372,905 |
| April 2010 | 9.1% | £358,317 |
| April 2009 | -14.2% | £328,321 |
| April 2008 | 4.5% | £382,862 |
| April 2007 | 0% | £366,424 |
Rental Market Trendson Gregory Drive
The current average rental value in the street is £2,455.
The Gregory Drive Rental Market has increased by 46.1% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| April 2026 | 3.4% | £2,455pcm |
| April 2025 | 3.5% | £2,375pcm |
| April 2024 | 10% | £2,294pcm |
| April 2023 | 10.5% | £2,085pcm |
| April 2022 | 7.3% | £1,887pcm |
| April 2021 | 3.4% | £1,759pcm |
| April 2020 | 0.7% | £1,701pcm |
| April 2019 | 1% | £1,689pcm |
| April 2018 | 0.3% | £1,672pcm |
| April 2017 | -0.8% | £1,666pcm |
| April 2016 | 0.8% | £1,680pcm |
| April 2015 | 4.5% | £1,667pcm |
| April 2014 | 5.1% | £1,595pcm |
| April 2013 | 6.1% | £1,517pcm |
| April 2012 | 3.3% | £1,429pcm |
| April 2011 | 6.5% | £1,383pcm |
| April 2010 | 1.9% | £1,299pcm |
| April 2009 | -6.8% | £1,275pcm |
| April 2008 | 0.8% | £1,367pcm |
| April 2007 | 0% | £1,357pcm |
Explore Propertieson Gregory Drive, Old Windsor, Windsor, SL4
- 1, Gregory Drive, Windsor, SL4 2RG4 bed modern house
- 2, Gregory Drive, Windsor, SL4 2RG4 bed house
- 3, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 4, Gregory Drive, Windsor, SL4 2RG4 bed house
- 5, Gregory Drive, Windsor, SL4 2RG
- 6, Gregory Drive, Windsor, SL4 2RG4 bed mid-century house
- 7, Gregory Drive, Windsor, SL4 2RG
- 8, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 9, Gregory Drive, Windsor, SL4 2RG
- 10, Gregory Drive, Windsor, SL4 2RG
- 11, Gregory Drive, Windsor, SL4 2RG
- 12, Gregory Drive, Windsor, SL4 2RG
- 13, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 14, Gregory Drive, Windsor, SL4 2RG
- 15, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 16, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 17, Gregory Drive, Windsor, SL4 2RG
- 18, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 19, Gregory Drive, Windsor, SL4 2RG3 bed modern house
- 20, Gregory Drive, Windsor, SL4 2RG3 bed mid-century house
- 21, Gregory Drive, Windsor, SL4 2RG
Sales Historyon Gregory Drive, Old Windsor, Windsor, SL4
The last sale was on 1st November 2022 for £565,000 and since then the market in the area has decreased by 1.6%. The street has had a total of 28 sales since 1995.
Gregory Drive, Old Windsor, Windsor, SL4 has seen no sales in the last three years and no sales in the last twelve months.
Sold Nov 2022£565,000 | 3 Bed HouseGregory Drive16, Gregory Drive, Windsor, SL4 2RG
Sold Dec 2021£665,000 | 3 Bed HouseGregory Drive13, Gregory Drive, Windsor, SL4 2RG
Sold Sep 2021£540,000 | 3 Bed HouseGregory Drive15, Gregory Drive, Windsor, SL4 2RG
Sold Sep 2018£499,000 | 3 Bed HouseGregory Drive20, Gregory Drive, Windsor, SL4 2RG
Sold Mar 2018£454,125 | 3 Bed HouseGregory Drive19, Gregory Drive, Windsor, SL4 2RG
Sold Nov 2015£522,225 | 4 Bed HouseGregory Drive2, Gregory Drive, Windsor, SL4 2RG
Sold Oct 2014£470,000 | 3 Bed HouseGregory Drive13, Gregory Drive, Windsor, SL4 2RG
Sold May 2014£425,000 | 4 Bed HouseGregory Drive4, Gregory Drive, Windsor, SL4 2RG
Sold May 2014£490,000 | 4 Bed HouseGregory Drive1, Gregory Drive, Windsor, SL4 2RG
Sold Dec 2011£297,500 | 3 Bed HouseGregory Drive18, Gregory Drive, Windsor, SL4 2RG
Sold Aug 2010£349,950 | 4 Bed HouseGregory Drive4, Gregory Drive, Windsor, SL4 2RG
Sold Nov 2006£273,000 | 3 Bed HouseGregory Drive20, Gregory Drive, Windsor, SL4 2RG
Sold Jul 2006£250,000 | 3 Bed HouseGregory Drive20, Gregory Drive, Windsor, SL4 2RG
Sold Jan 2006£356,000 | 5 Bed HouseGregory Drive5, Gregory Drive, Windsor, SL4 2RG
Sold Oct 2005£295,000 | 3 Bed HouseGregory Drive19, Gregory Drive, Windsor, SL4 2RG
Sold Mar 2003£270,000 | 3 Bed HouseGregory Drive15, Gregory Drive, Windsor, SL4 2RG
Sold Nov 2002£320,000 | 3 Bed HouseGregory Drive11, Gregory Drive, Windsor, SL4 2RG
Sold Oct 2002£245,000 | 3 Bed HouseGregory Drive21, Gregory Drive, Windsor, SL4 2RG
Sold Jul 2002£315,000 | 3 Bed HouseGregory Drive12, Gregory Drive, Windsor, SL4 2RG
Sold Oct 2001£248,750 | 3 Bed HouseGregory Drive16, Gregory Drive, Windsor, SL4 2RG
Sold Oct 1999£157,500 | 3 Bed HouseGregory Drive20, Gregory Drive, Windsor, SL4 2RG
Sold Dec 1997£156,000 | 4 Bed HouseGregory Drive6, Gregory Drive, Windsor, SL4 2RG
Sold Jul 1997£124,000 | 3 Bed HouseGregory Drive19, Gregory Drive, Windsor, SL4 2RG
Sold Apr 1997£125,000 | 3 Bed HouseGregory Drive20, Gregory Drive, Windsor, SL4 2RG
Sold Feb 1997£147,000 | 3 Bed HouseGregory Drive13, Gregory Drive, Windsor, SL4 2RG
Sold Feb 1996£147,000 | 4 Bed HouseGregory Drive2, Gregory Drive, Windsor, SL4 2RG
Sold Oct 1995£146,500 | 3 Bed HouseGregory Drive12, Gregory Drive, Windsor, SL4 2RG
Sold Sep 1995£119,500 | 3 Bed HouseGregory Drive9, Gregory Drive, Windsor, SL4 2RG
Top 3 Most Expensive Saleson Gregory Drive, Old Windsor, Windsor, SL4
Nearby Streetsto Gregory Drive, Old Windsor, Windsor, SL4
Gregory Drive, Old Windsor, Windsor, SL4 is the 276th largest and the 362nd most expensive street in the SL4 area.
- 80 mParker Gardens, Old Windsor, Windsor, SL419 Addresses
- 111 mNursery Place, Old Windsor, Windsor, SL410 Addresses
- 131 mRicardo Road, Old Windsor, Windsor, SL422 Addresses
- 143 mNewton Lane, Old Windsor, Windsor, SL45 Addresses
- 165 mStraight Road, Old Windsor, Windsor, SL4184 Addresses
- 191 mFollett Close, Old Windsor, Windsor, SL414 Addresses
Postcodeson Gregory Drive, Old Windsor, Windsor, SL4
There is 1 postcode on Gregory Drive, Old Windsor, Windsor, SL4.
- House prices in SL4 2RG21 Addresses
Property Typesin Gregory Drive
- 8 modern houses built after 1980
- 2 mid-century houses built between 1936 and 1979
- 2 houses of an unknown age
- 9 other addresses of unknown type
- modern house (8)
- mid-century house (2)
- house (2)
- Unknown (9)
Energy Efficiencyof properties on Gregory Drive
- Energy Performance Certificate (EPC) surveys conducted for 10 properties.
- The dominant rating is D.
- A (0)
- E (0)
- B (0)
- F (0)
- C (4)
- G (0)
- D (6)
- No EPC (11)
Schools Nearbyto Gregory Drive, Old Windsor, Windsor, SL4
The nearest primary school to Gregory Drive, Old Windsor, Windsor, SL4 is King's Court First School which is 342 metres away.
- 342mKing's Court First School
- 1.4kmWraysbury Primary School
- 2.5kmThe Queen Anne Royal Free CofE Controlled First School
The nearest secondary school is Churchmead Church of England (VA) School which is 3.1 kilometres away.
- 3.1kmChurchmead Church of England (VA) School
- 3.7kmWindsor Girls' School
- 3.9kmThe Windsor Boys' School
More reading links
Public Transport Nearbyto Gregory Drive, Old Windsor, Windsor, SL4
The closest station to Gregory Drive, Old Windsor, Windsor, SL4 is Sunnymeads station which is 2.0 kilometres away.
- 2.0kmSunnymeads
- 2.7kmWraysbury
- 2.8kmDatchet
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