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Windsor RoadHouse Prices / South East, Windsor and Maidenhead
Last updated May 2026
Key Street Insights
Windsor Road is a residential street with 72 addresses.
It ranks as the 354th largest and 179th most expensive of the 390 streets in the SL5 area. The dominant property type is a modern flat built after 1980.
The street contains a total of 72 properties: 21 houses and 51 flats.
72
Properties
- Houses
- Flats
Key Street Insights
Windsor Road is a residential street with 72 addresses.
It ranks as the 354th largest and 179th most expensive of the 390 streets in the SL5 area. The dominant property type is a modern flat built after 1980.
The street contains a total of 72 properties: 21 houses and 51 flats.
72
Properties
- Houses
- Flats
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House Priceson Windsor Road
Sale prices range from £344,753 for 2 bedroom leasehold flats with a garden (968 ft2) to £2,851,682 for 6 bedroom freehold houses with a garden (7,480 ft2) .
Monthly rental prices range from £1,589 pcm for 2 bed flats to £7,858 pcm for 6 bed houses.
The gross rental yield is between 3.2% and 5.5%.
The average value per square foot is £504.
Average Sale Value
£881,884
Average Rental Value
£2,794 pcm
Average Rental Yield
3.8% /year
Average Value Per Sqft
£504 /ft2
Sales Market Trendson Windsor Road
The last sale on Windsor Road sold for £720,000 on 8th December 2025. Since then prices are down an average of 0.9%.
The current average value in the street is £881,884.
The Windsor Road Sales Market has increased by 4.1% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| April 2026 | -1.8% | £881,884 |
| April 2025 | -0.6% | £897,671 |
| April 2024 | -2.3% | £902,819 |
| April 2023 | 1.3% | £924,137 |
| April 2022 | 5.3% | £912,493 |
| April 2021 | 3% | £866,907 |
| April 2020 | 4.3% | £841,873 |
| April 2019 | -3.2% | £807,381 |
| April 2018 | -4.6% | £834,378 |
| April 2017 | 3.2% | £874,207 |
| April 2016 | 6.6% | £846,808 |
| April 2015 | 6.5% | £794,158 |
| April 2014 | 11.8% | £745,440 |
| April 2013 | 4.9% | £666,715 |
| April 2012 | 2.8% | £635,486 |
| April 2011 | 2.9% | £618,358 |
| April 2010 | 3.5% | £600,803 |
| April 2009 | -9.5% | £580,225 |
| April 2008 | 7.8% | £640,884 |
| April 2007 | 0% | £594,384 |
Rental Market Trendson Windsor Road
The current average rental value in the street is £2,794.
The Windsor Road Rental Market has increased by 27.1% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| April 2026 | 3.6% | £2,794pcm |
| April 2025 | 3.8% | £2,697pcm |
| April 2024 | 4.5% | £2,598pcm |
| April 2023 | 6.9% | £2,487pcm |
| April 2022 | 7.6% | £2,326pcm |
| April 2021 | 5.3% | £2,162pcm |
| April 2020 | -1.9% | £2,053pcm |
| April 2019 | 0% | £2,093pcm |
| April 2018 | 0% | £2,092pcm |
| April 2017 | -4.8% | £2,093pcm |
| April 2016 | 2.8% | £2,197pcm |
| April 2015 | 2.7% | £2,137pcm |
| April 2014 | 2.5% | £2,080pcm |
| April 2013 | 1.2% | £2,030pcm |
| April 2012 | -0.1% | £2,005pcm |
| April 2011 | 8% | £2,006pcm |
| April 2010 | 8% | £1,858pcm |
| April 2009 | -14.3% | £1,719pcm |
| April 2008 | -1% | £2,006pcm |
| April 2007 | 0% | £2,026pcm |
Properties and Buildingson Windsor Road, Ascot, SL5
- 1 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 2 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 3 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 4 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 5 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 6 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 7 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- 8 Broadpool Cottages, Windsor Road, Ascot, SL5 7LW3 bed modern house
- Ascot Place, Windsor Road, Ascot, SL5 Modern building14 units
- Ascot Towers, Windsor Road, Ascot, SL5 Mid-century building18 units
- Cissbury, Windsor Road, Ascot, SL5 Period building5 units
- Constables, Windsor Road, Ascot, SL5 7LF5 bed period house
- Heath End, Windsor Road, Ascot, SL5 7LQ5 bed period house
- Heath End Cottage, Windsor Road, Ascot, SL5 7LQ
- Heath End Gate, Windsor Road, Ascot, SL5 7LQ4 bed period house
- Heath End House, Windsor Road, Ascot, SL5 7LQ5 bed period house
- Heath End Lodge, Windsor Road, Ascot, SL5 7LQ
- Heath End Place, Windsor Road, Ascot, SL5 7LQ5 bed modern house
- Heathside, Windsor Road, Ascot, SL5 7LQ
- Heathwood, Windsor Road, Ascot, SL5 7LQ
- Kenilworth House, Windsor Road, Ascot, SL5 7LF
- Springmead Lodge, Windsor Road, Ascot, SL5 7LQ5 bed modern house
- The Cottage, St. Martins Stable, Windsor Road, Ascot, SL5 7LF
- Tree Tops, Windsor Road, Ascot, SL5 7LQ5 bed modern house
- Westbrook House, Windsor Road, Ascot, SL5 Modern building14 units
Sales Historyon Windsor Road, Ascot, SL5
The last sale was on 8th December 2025 for £720,000 and since then the market in the area has decreased by 0.9%. The street has had a total of 89 sales since 1995.
Windsor Road, Ascot, SL5 has seen 7 sales in the last three years and 2 sales in the last twelve months.
Sold Dec 2025£720,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 11, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Dec 2025£3,150,000 | 6 Bed HouseWindsor RoadHeath End Place, Windsor Road, Ascot, SL5 7LQ
Sold Sep 2024£975,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 2, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Jan 2024£7,490,000 | 5 Bed HouseWindsor RoadKenilworth House, Windsor Road, Ascot, SL5 7LF
Sold Oct 2023£1,370,000 | 6 Bed HouseWindsor RoadConstables, Windsor Road, Ascot, SL5 7LF
Sold Feb 2023£800,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 3, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Feb 2023£1,600,000 | 6 Bed HouseWindsor RoadHeath End, Windsor Road, Ascot, SL5 7LQ
Sold Nov 2022£905,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 1, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Apr 2022£830,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 8, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Jan 2022£775,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 12, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Aug 2021£850,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 7, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Apr 2021£867,160 | 3 Bed FlatWestbrook House, Windsor RoadApartment 6, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Nov 2020£545,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 5, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Feb 2019£870,000 | 6 Bed HouseWindsor RoadHeath End House, Windsor Road, Ascot, SL5 7LQ
Sold Feb 2019£1,325,000 | 6 Bed HouseWindsor RoadHeath End, Windsor Road, Ascot, SL5 7LQ
Sold Aug 2018£2,225,000 | 6 Bed HouseWindsor RoadTree Tops, Windsor Road, Ascot, SL5 7LQ
Sold Apr 2018£1,400,000 | 5 Bed HouseWindsor RoadKenilworth House, Windsor Road, Ascot, SL5 7LF
Sold Aug 2017£830,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 8, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Jul 2017£825,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 7, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Sep 2016£900,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 8, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Sep 2016£665,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 8, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Aug 2016£450,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 15, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Oct 2015£580,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 10, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Apr 2015£1,050,000 | 6 Bed HouseWindsor RoadHeath End House, Windsor Road, Ascot, SL5 7LQ
Sold Oct 2014£1,225,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 5, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Oct 2014£1,125,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 10, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Oct 2014£775,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 7, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Oct 2014£1,500,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 13, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Oct 2014£840,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 8, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Aug 2014£1,065,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 9, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Jun 2014£995,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 1, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold May 2014£444,950 | 3 Bed FlatAscot Towers, Windsor RoadApartment 11, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold May 2014£1,075,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 11, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Apr 2014£1,050,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 6, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Mar 2014£825,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 12, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Mar 2014£950,000 | 3 Bed FlatWestbrook House, Windsor RoadApartment 2, Westbrook House, Windsor Road, Ascot, SL5 7LF
Sold Mar 2014£1,490,000 | 6 Bed HouseWindsor RoadHeath End Place, Windsor Road, Ascot, SL5 7LQ
Sold Sep 2013£665,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 3, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jul 2013£467,500 | 3 Bed FlatAscot Towers, Windsor RoadApartment 9, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jun 2013£675,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 8, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jul 2012£442,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 17, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jul 2012£270,000 | 2 Bed FlatWindsor Road1 Cissbury, Windsor Road, Ascot, SL5 7LF
Sold Apr 2012£445,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 16, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Dec 2011£550,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 7, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Oct 2010£375,000 | 2 Bed FlatAscot Towers, Windsor RoadApartment 14, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jun 2010£489,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 6, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Apr 2009£380,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 9, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jan 2009£436,500 | 3 Bed FlatAscot Towers, Windsor RoadApartment 4, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Nov 2008£457,500 | 3 Bed FlatAscot Towers, Windsor RoadApartment 11, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold May 2008£560,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 19, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Feb 2008£499,500 | 2 Bed FlatAscot Place, Windsor RoadApartment 2, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jul 2007£590,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 14, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jul 2007£530,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 13, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jun 2007£585,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 9, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jun 2007£495,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 5, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold May 2007£500,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 12, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Apr 2007£561,600 | 3 Bed FlatAscot Place, Windsor RoadApartment 8, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Mar 2007£650,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 6, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jan 2007£447,500 | 2 Bed FlatAscot Place, Windsor RoadApartment 7, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Jan 2007£613,200 | 3 Bed FlatAscot Place, Windsor RoadApartment 11, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Dec 2006£477,500 | 3 Bed FlatAscot Place, Windsor RoadApartment 10, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Dec 2006£650,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 11, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Nov 2006£585,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 4, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Nov 2006£545,000 | 3 Bed FlatAscot Place, Windsor RoadApartment 3, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold Nov 2006£440,000 | 2 Bed FlatAscot Place, Windsor RoadApartment 2, Ascot Place, Windsor Road, Ascot, SL5 7GZ
Sold May 2006£1,700,000 | 6 Bed HouseWindsor RoadTree Tops, Windsor Road, Ascot, SL5 7LQ
Sold Aug 2005£351,000 | 6 Bed HouseWindsor RoadSpringmead Lodge, Windsor Road, Ascot, SL5 7LQ
Sold Jan 2005£290,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 18, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Oct 2004£330,000 | 2 Bed FlatWindsor Road4 Cissbury, Windsor Road, Ascot, SL5 7LF
Sold Jul 2004£250,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 17, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jun 2004£292,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 2, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Nov 2003£700,000 | 6 Bed HouseWindsor RoadTree Tops, Windsor Road, Ascot, SL5 7LQ
Sold Aug 2003£237,500 | 2 Bed FlatWindsor Road4 Cissbury, Windsor Road, Ascot, SL5 7LF
Sold Apr 2003£248,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 2, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Dec 2001£210,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 10, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Nov 2001£925,000 | 5 Bed HouseSt. Martins Stable, Windsor RoadThe Cottage, St. Martins Stable, Windsor Road, Ascot, SL5 7LF
Sold Aug 2001£89,394 | 2 Bed FlatWindsor Road2 Cissbury, Windsor Road, Ascot, SL5 7LF
Sold May 2001£375,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 19, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jan 2001£175,000 | 2 Bed FlatWindsor Road2 Cissbury, Windsor Road, Ascot, SL5 7LF
Sold Aug 2000£212,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 5, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Mar 1999£210,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 19, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Aug 1998£243,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 2, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Feb 1998£55,000 | 6 Bed HouseWindsor RoadHeath End Place, Windsor Road, Ascot, SL5 7LQ
Sold May 1997£435,000 | 6 Bed HouseWindsor RoadTree Tops, Windsor Road, Ascot, SL5 7LQ
Sold Jul 1996£142,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 17, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Feb 1996£176,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 19, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Jan 1996£111,000 | 2 Bed FlatAscot Towers, Windsor RoadApartment 14, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold Nov 1995£145,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 15, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Sold May 1995£172,000 | 3 Bed FlatAscot Towers, Windsor RoadApartment 18, Ascot Towers, Windsor Road, Ascot, SL5 7LG
Top 3 Most Expensive Saleson Windsor Road, Ascot, SL5
Nearby Streetsto Windsor Road, Ascot, SL5
Windsor Road, Ascot, SL5 is the 354th largest and the 179th most expensive street in the SL5 area.
- 108 mWalton Drive, Ascot, SL510 Addresses
- 151 mDawnay Close, Ascot, SL511 Addresses
- 164 mThe Burlings, Ascot, SL533 Addresses
- 274 mThe Links, Ascot, SL511 Addresses
- 301 mGatcombe Crescent, Ascot, SL518 Addresses
- 321 mKennel Avenue, Ascot, SL511 Addresses
Postcodeson Windsor Road, Ascot, SL5
There are 5 postcodes on Windsor Road, Ascot, SL5.
- House prices in SL5 7LG18 Addresses
- House prices in SL5 7GZ14 Addresses
- House prices in SL5 7LQ10 Addresses
- House prices in SL5 7LW8 Addresses
- House prices in SL5 7LF22 Addresses
Property Typesin Windsor Road
- 4 period houses built between 1800 and 1911
- 5 period flats built between 1800 and 1911
- 11 modern houses built after 1980
- 28 modern flats built after 1980
- 18 mid-century flats built between 1936 and 1979
- 6 other addresses of unknown type
- period house (4)
- period flat (5)
- modern house (11)
- modern flat (28)
- mid-century flat (18)
- Unknown (6)
Energy Efficiencyof properties on Windsor Road
- Energy Performance Certificate (EPC) surveys conducted for 49 properties.
- The dominant rating is B.
- A (0)
- E (3)
- B (17)
- F (3)
- C (12)
- G (1)
- D (13)
- No EPC (23)
Schools Nearbyto Windsor Road, Ascot, SL5
The nearest primary school to Windsor Road, Ascot, SL5 is Ascot Heath Primary School which is 882 metres away.
- 882mAscot Heath Primary School
- 1.5kmSouth Ascot Village Primary School
- 2.2kmSt Francis Catholic Primary School, South Ascot
The nearest secondary school is Charters School which is 3.4 kilometres away.
- 3.4kmCharters School
- 4.3kmRanelagh School
- 4.4kmGarth Hill College
More reading links
Public Transport Nearbyto Windsor Road, Ascot, SL5
The closest station to Windsor Road, Ascot, SL5 is Ascot (Berks) station which is 1.2 kilometres away.
- 1.2kmAscot (Berks)
- 3.0kmMartins Heron
- 4.4kmSunningdale
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