HM Land Registry records the plot of land for 33, Chertsey Road, Windlesham as measuring 267 m².

That makes it the 8th largest plot in the postcode, where 10 of the 11 other houses have recorded plot data.

The most recent sale of 33, Chertsey Road, Windlesham completed on 16th October 2009 at £310,000 and was recorded by HM Land Registry as a freehold house.

Since 1995 this is the property's only sale.

Values of comparable properties have risen by 113.6% over the period since October 2009.

• Sold Oct 2009£310,000

Since 2013 74 properties similar to 33, Chertsey Road, Windlesham have sold within a radius of 1.8 kilometres, per the Land Registry and our network of Estate Agents.

The latest, on the 4th February 2026, was 1 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ, a freehold house which sold for £500,000.

Read more about house prices in GU20.

• Sold Feb 2026£500,000 | 3 Bed House1 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ1 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ
• Sold Dec 2025£570,000 | 3 Bed House60, Chertsey Road, Windlesham, GU20 6HP60, Chertsey Road, Windlesham, GU20 6HP
• Sold Oct 2025£540,000 | 3 Bed House69, Updown Hill, Windlesham, GU20 6DS69, Updown Hill, Windlesham, GU20 6DS
• Sold Jul 2025£540,000 | 3 Bed House3, Post House Mews, Windlesham, GU20 6AX3, Post House Mews, Windlesham, GU20 6AX
• Sold Jun 2025£495,000 | 3 Bed House31, Broadley Green, Windlesham, GU20 6AJ31, Broadley Green, Windlesham, GU20 6AJ
• Sold Mar 2025£450,000 | 3 Bed House11, Thorndown Lane, Windlesham, GU20 6DD11, Thorndown Lane, Windlesham, GU20 6DD
• Sold Feb 2025£600,000 | 3 Bed House14, Woodlands Lane, Windlesham, GU20 6AH14, Woodlands Lane, Windlesham, GU20 6AH
• Sold Oct 2023£620,000 | 4 Bed HouseWolverton, Woodlands Lane, Windlesham, GU20 6AQWolverton, Woodlands Lane, Windlesham, GU20 6AQ
• Sold Jun 2023£640,000 | 4 Bed House2 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ2 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ
• Sold Mar 2023£555,000 | 3 Bed House20, Owen Road, Windlesham, GU20 6JG20, Owen Road, Windlesham, GU20 6JG
• Sold Jan 2023£675,000 | 3 Bed House52, Chertsey Road, Windlesham, GU20 6EP52, Chertsey Road, Windlesham, GU20 6EP
• Sold Jul 2022£568,000 | 3 Bed House6, Owen Road, Windlesham, GU20 6JG6, Owen Road, Windlesham, GU20 6JG
• Sold Nov 2021£500,000 | 4 Bed House29, Chertsey Road, Windlesham, GU20 6EW29, Chertsey Road, Windlesham, GU20 6EW
• Sold May 2021£625,000 | 3 Bed House68, Chertsey Road, Windlesham, GU20 6HP68, Chertsey Road, Windlesham, GU20 6HP
• Sold Mar 2021£448,000 | 3 Bed House35, Broadley Green, Windlesham, GU20 6AJ35, Broadley Green, Windlesham, GU20 6AJ
• Sold Nov 2020£505,000 | 3 Bed House73, Updown Hill, Windlesham, GU20 6DS73, Updown Hill, Windlesham, GU20 6DS
• Sold Sep 2020£510,000 | 3 Bed House5, Broadley Green, Windlesham, GU20 6AJ5, Broadley Green, Windlesham, GU20 6AJ
• Sold Mar 2019£475,000 | 3 Bed House2, Edward Road, Windlesham, GU20 6EX2, Edward Road, Windlesham, GU20 6EX
• Sold Jul 2016£540,000 | 3 Bed House31, Chertsey Road, Windlesham, GU20 6EW31, Chertsey Road, Windlesham, GU20 6EW
• Sold Nov 2013£382,500 | 3 Bed House25, Chertsey Road, Windlesham, GU20 6EN25, Chertsey Road, Windlesham, GU20 6EN

Of the 134 addresses on Chertsey Road, Windlesham, GU20, 33, Chertsey Road, Windlesham comes out as the 63rd largest and the 93rd most expensive in our analysis of the public data.

It is also £253k less expensive than the average property across the GU20 district.

• Valley End CofE Infant School

  1.3 km away
• Windlesham Village Infant School

  1.4 km away
• Lightwater Village Infant School and Nursery

  2.1 km away

• Gordon's School

  2.5 km away
• Charters School

  2.9 km away
• Collingwood College

  5.1 km away

• Bagshot

  |

  2.5 km away
• Sunningdale

  |

  3.2 km away
• Longcross

  |

  4.5 km away

The flood risk here is rated Very Low, based on Environment Agency data.