16, Chertsey Road, Windlesham occupies a 319 m² plot as recorded by HM Land Registry.

Of the 6 other houses in this postcode, 5 have recorded plot sizes, and this one ranks as the largest.

16, Chertsey Road, Windlesham last changed hands on 18th May 2010, selling for £365,000. The transaction was logged as a freehold house by HM Land Registry.

In total it has sold twice since 1995.

The market for similar properties has risen by 50.8% since May 2010.

• Sold May 2010£365,000
• Sold Aug 2002£198,000

Land Registry records and our Estate Agent network show 170 sales of comparable properties within 1.7 kilometres of 16, Chertsey Road, Windlesham since 2018.

Most recently, 1 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ, a freehold house, sold at £500,000 on the 4th February 2026.

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£666,000 | 3 Bed House10, Atfield Grove, Windlesham, GU20 6DP10, Atfield Grove, Windlesham, GU20 6DP
• Sold Oct 2025£540,000 | 3 Bed House69, Updown Hill, Windlesham, GU20 6DS69, Updown Hill, Windlesham, GU20 6DS
• Sold Aug 2025£605,000 | 3 Bed House3, School Lane, Windlesham, GU20 6EY3, School Lane, Windlesham, GU20 6EY
• Sold Jul 2025£540,000 | 3 Bed House3, Post House Mews, Windlesham, GU20 6AX3, Post House Mews, Windlesham, GU20 6AX
• Sold Jun 2025£690,000 | 3 Bed House27, Atfield Grove, Windlesham, GU20 6DP27, Atfield Grove, Windlesham, GU20 6DP
• Sold Mar 2025£750,000 | 3 Bed House26, Kings Lane, Windlesham, GU20 6JQ26, Kings Lane, Windlesham, GU20 6JQ
• Sold Mar 2025£632,000 | 3 Bed House80, Chertsey Road, Windlesham, GU20 6HP80, Chertsey Road, Windlesham, GU20 6HP
• 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 Aug 2023£675,000 | 3 Bed House92, Chertsey Road, Windlesham, GU20 6HP92, Chertsey Road, Windlesham, GU20 6HP
• Sold Jun 2023£640,000 | 4 Bed House2 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ2 Graffham Court, Thorndown Lane, Windlesham, GU20 6DQ
• Sold Jun 2023£660,000 | 3 Bed House3, Cooper Road, Windlesham, GU20 6EA3, Cooper Road, Windlesham, GU20 6EA
• Sold Nov 2022£650,000 | 4 Bed House28, Updown Hill, Windlesham, GU20 6DX28, Updown Hill, Windlesham, GU20 6DX
• 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 Jul 2020£550,000 | 3 Bed House5, Post House Mews, Windlesham, GU20 6AX5, Post House Mews, Windlesham, GU20 6AX
• Sold Mar 2019£500,000 | 4 Bed House71, Updown Hill, Windlesham, GU20 6DS71, Updown Hill, Windlesham, GU20 6DS
• Sold Oct 2018£540,000 | 4 Bed House75, Updown Hill, Windlesham, GU20 6DS75, Updown Hill, Windlesham, GU20 6DS

Our analysis of the public data ranks 16, Chertsey Road, Windlesham as the 61st largest and the 67th most expensive of the 134 addresses on Chertsey Road, Windlesham, GU20.

Against the GU20 postcode district average, it is £178k less expensive than the typical property.

• Valley End CofE Infant School

  1.4 km away
• Windlesham Village Infant School

  1.4 km away
• Lightwater Village Infant School and Nursery

  1.9 km away

• Gordon's School

  2.4 km away
• Charters School

  3.1 km away
• Collingwood College

  5.0 km away

• Bagshot

  |

  2.4 km away
• Sunningdale

  |

  3.4 km away
• Longcross

  |

  4.7 km away

Environment Agency data suggests this area has a Very Low risk of flooding.