Chertsey Road, Windlesham
House prices, sold prices and local information for GU20 6EP, GU20 6HP, GU20 6HT.
At a glance
41 property sales on Chertsey Road, Windlesham have been recorded by HM Land Registry since 2016. In the last 12 months 2 homes sold here for an average of £597,500. Most sales here are detached homes, which have sold for an average of £884,600. That is 27% below the Windlesham average of £815,522 over the same period. 8 homes here have sold more than once since 2016; 8 of them sold for more the second time.
House prices on Chertsey Road compared
Average sale price over the last 12 months. See all GU20 house prices.
Average sale price by year
Prices by property type
| Type | Sales | Average price | Last sold |
|---|---|---|---|
| Detached | 20 | £884,600 | 1 Dec 2025 |
| Semi-detached | 11 | £543,636 | 8 Dec 2025 |
| Terraced | 9 | £378,444 | 9 May 2024 |
| Flat | 1 | £249,999 | 8 Apr 2019 |
Sold prices on Chertsey Road
| Address | Date | Price | Type | Tenure |
|---|---|---|---|---|
| Orchard Manor Care Home, Chertsey Road GU20 6HZ | 19 Dec 2025 | £21,960,000 | Other | Freehold |
| 60, Chertsey Road GU20 6HP | 8 Dec 2025 | £570,000 | Semi-detached | Freehold |
| 91, Chertsey Road GU20 6HU | 1 Dec 2025 | £625,000 | Detached | Freehold |
| Keith Cottage, Chertsey Road GU20 6HT | 26 Sep 2025 | £1,170,000 | Detached | Freehold |
| 80, Chertsey Road GU20 6HP | 24 Mar 2025 | £632,000 | Semi-detached | Freehold |
| Orchard Cottage, Chertsey Road GU20 6HZ | 27 Nov 2024 | £430,000 | Other | Freehold |
| Orchard Cottage, Chertsey Road GU20 6HZ | 19 Jun 2024 | £430,000 | Other | Freehold |
| 36, Chertsey Road GU20 6EP | 9 May 2024 | £350,000 | Terraced | Freehold |
| 77, Chertsey Road GU20 6HD | 12 Mar 2024 | £344,000 | Semi-detached | Freehold |
| 26, Chertsey Road GU20 6EP | 1 Mar 2024 | £458,000 | Semi-detached | Freehold |
| 89, Chertsey Road GU20 6HU | 25 Aug 2023 | £685,000 | Detached | Freehold |
| 92, Chertsey Road GU20 6HP | 3 Aug 2023 | £675,000 | Semi-detached | Freehold |
| Lynbrook, Chertsey Road GU20 6HZ | 8 Jun 2023 | £1,150,000 | Detached | Freehold |
| Brickmakers Arms, Chertsey Road GU20 6HT | 31 May 2023 | £287,498 | Other | Leasehold |
| Brickmakers Arms, Chertsey Road GU20 6HT | 31 May 2023 | £2,450,000 | Other | Freehold |
| Orchard Manor Care Home, Chertsey Road GU20 6HZ | 25 Apr 2023 | £6,794,925 | Other | Freehold |
| Brickmakers Arms, Chertsey Road GU20 6HT | 26 Feb 2023 | £578,000 | Other | Leasehold |
| 63, Chertsey Road GU20 6HE | 14 Feb 2023 | £940,000 | Detached | Freehold |
| 81, Chertsey Road GU20 6HD | 18 Jan 2023 | £830,000 | Detached | Freehold |
| 52, Chertsey Road GU20 6EP | 10 Jan 2023 | £675,000 | Semi-detached | Freehold |
| 85, Chertsey Road GU20 6HD | 1 Dec 2022 | £510,000 | Semi-detached | Freehold |
| The Clock House, Chertsey Road GU20 6HT | 30 Nov 2022 | £2,150,000 | Detached | Freehold |
| Orchard Manor Care Home, Chertsey Road GU20 6HZ | 12 Oct 2022 | £2,750,000 | Other | Freehold |
| 66, Chertsey Road GU20 6HP | 3 Aug 2022 | £720,000 | Detached | Freehold |
| 76, Chertsey Road GU20 6HP | 22 Jul 2022 | £975,000 | Detached | Freehold |
| 22, Chertsey Road GU20 6EP | 30 Mar 2022 | £418,000 | Terraced | Freehold |
| 2, Loneacre, Chertsey Road GU20 6JH | 1 Feb 2022 | £825,000 | Detached | Freehold |
| 61, Chertsey Road GU20 6HE | 21 Jan 2022 | £1,800,000 | Detached | Freehold |
| 5, Loneacre, Chertsey Road GU20 6JH | 6 Dec 2021 | £785,000 | Detached | Freehold |
| 95, Chertsey Road GU20 6HU | 3 Dec 2021 | £710,000 | Detached | Freehold |
| 29, Chertsey Road GU20 6EW | 25 Nov 2021 | £500,000 | Semi-detached | Freehold |
| 24, Chertsey Road GU20 6EP | 23 Sep 2021 | £398,000 | Terraced | Freehold |
| 3, Loneacre, Chertsey Road GU20 6JH | 10 Jun 2021 | £742,000 | Detached | Freehold |
| Orchard Manor Care Home, Chertsey Road GU20 6HZ | 27 May 2021 | £2,000,000 | Other | Freehold |
| 68, Chertsey Road GU20 6HP | 13 May 2021 | £625,000 | Detached | Freehold |
| Orchard Manor Care Home, Chertsey Road GU20 6HZ | 27 Apr 2021 | £2,000,000 | Other | Freehold |
| 87, Chertsey Road GU20 6HD | 10 Mar 2021 | £930,000 | Detached | Freehold |
| 38B, Chertsey Road GU20 6EP | 14 Jan 2021 | £390,000 | Terraced | Freehold |
| 38, Chertsey Road GU20 6EP | 13 Aug 2020 | £365,000 | Terraced | Freehold |
| 66, Chertsey Road GU20 6HP | 17 Apr 2020 | £645,000 | Detached | Freehold |
| 41, Chertsey Road GU20 6EW | 19 Dec 2019 | £440,000 | Other | Freehold |
| 58, Chertsey Road GU20 6HP | 20 Sep 2019 | £460,000 | Semi-detached | Freehold |
| 97, Chertsey Road GU20 6HU | 22 Jul 2019 | £925,000 | Detached | Freehold |
| 30, Chertsey Road GU20 6EP | 15 May 2019 | £525,000 | Semi-detached | Freehold |
| 2A, Chertsey Road GU20 6ET | 8 Apr 2019 | £249,999 | Flat | Leasehold |
| Brickmakers Arms, Chertsey Road GU20 6HT | 12 Mar 2019 | £150,000 | Other | Leasehold |
| Keith Cottage, Chertsey Road GU20 6HT | 30 Nov 2018 | £860,000 | Detached | Freehold |
| 24, Chertsey Road GU20 6EP | 30 Aug 2018 | £380,000 | Terraced | Freehold |
| 80, Chertsey Road GU20 6HP | 31 Jul 2018 | £540,000 | Semi-detached | Freehold |
| 75, Chertsey Road GU20 6HE | 28 Jun 2018 | £600,000 | Detached | Freehold |
Sale prices are as recorded by HM Land Registry. Some sales (for example repossessions and company purchases) are listed but left out of the averages.
Sale history: homes sold more than once
| Address | Sales | Change |
|---|---|---|
| Orchard Manor Care Home, Chertsey Road | £2,000,000 (Apr 2021) → £2,750,000 (Oct 2022) → £6,794,925 (Apr 2023) → £21,960,000 (Dec 2025) | +998% over 5 yrs |
| Keith Cottage, Chertsey Road | £860,000 (Nov 2018) → £1,170,000 (Sep 2025) | +36% over 7 yrs |
| 80, Chertsey Road | £540,000 (Jul 2018) → £632,000 (Mar 2025) | +17% over 7 yrs |
| Brickmakers Arms, Chertsey Road | £150,000 (Mar 2019) → £578,000 (Feb 2023) → £2,450,000 (May 2023) | +1533% over 4 yrs |
| 66, Chertsey Road | £645,000 (Apr 2020) → £720,000 (Aug 2022) | +12% over 2 yrs |
| 22, Chertsey Road | £367,500 (Aug 2017) → £418,000 (Mar 2022) | +14% over 5 yrs |
| 24, Chertsey Road | £380,000 (Aug 2018) → £398,000 (Sep 2021) | +5% over 3 yrs |
| 38B, Chertsey Road | £365,000 (Aug 2017) → £390,000 (Jan 2021) | +7% over 3 yrs |
Buying on Chertsey Road?
Crime and flood risk near Chertsey Road
Crime
9 crimes were reported within about a mile of Chertsey Road in August 2026.
Crime level compared with the rest of England (10 = lowest crime):
Lower crime than about 80% of neighbourhoods in England, based on recorded crime rates (English Indices of Deprivation 2025).
| Anti-social behaviour | 3 |
| Criminal damage & arson | 2 |
| Other theft | 2 |
| Burglary | 1 |
| Violence & sexual offences | 1 |
Source: data.police.uk. Locations are approximate and cover the surrounding area, not just this street.
Flood risk
Chertsey Road is in or near 1 Environment Agency flood area:
- Windle Brook and Hale, Mill and Addlestone Bournes Flood alert area
Flood warning areas cover places at risk from rivers and the sea. Surface water risk isn't included. Check the long-term flood risk for a postcode on GOV.UK.
Schools near Chertsey Road
| School | Type | Ages | Ofsted | Distance |
|---|---|---|---|---|
| Fernways School 51 pupils | Other independent special school | 7–16 | Report | 0.6 mi |
| Valley End CofE Infant School 163 pupils | Primary Church of England | 5–7 | Report | 1.0 mi |
| Windlesham Village Infant School 68 pupils | Primary | 4–7 | Good Report | 1.1 mi |
| Coworth-Flexlands School 136 pupils | Other independent school Christian | 2–11 | Report | 1.1 mi |
| Hall Grove School 451 pupils | Other independent school | 3–16 | Report | 1.4 mi |
| Lightwater Village Infant School and Nursery 199 pupils | Primary | 2–7 | Good Report | 1.4 mi |
| Gordon's School 988 pupils | Secondary | 11–18 | Report | 1.6 mi |
| Lightwater Village Junior School 183 pupils | Primary | 7–11 | Report | 1.7 mi |
Source: Department for Education (Get Information about Schools) and Ofsted. Grades are from each school's last graded inspection; newer inspections use report cards without a single overall grade, so check the full report. Distances are straight-line. Check catchment areas with the local council.
Getting around and local GPs
Train stations
- Bagshot station 1.7 mi · 34 min walk
- Sunningdale station 1.9 mi · 38 min walk
- Longcross station 2.7 mi · 54 min walk
Nearest bus stops
- Post Office (nr, Updown Hill) 5 min walk
- Post Office (o/s, Updown Hill) 5 min walk
- Cooper Road (adj, Updown Hill) 6 min walk
- Cooper Road (opp, Updown Hill) 7 min walk
GP surgeries
- Lightwater Surgery
All Saints Road, Lightwater · 1.2 mi - Park House Surgery
6 Park Street, Bagshot · 1.9 mi - Kings Corner Surgery
Kings Road, Sunninghill, Ascot · 2.3 mi - Chobham & West End Medical Practice
16 Windsor Road, Chobham, Woking · 2.4 mi
Sources: Department for Transport (NaPTAN) and NHS England practice data. Walking times are estimates from straight-line distance.
Area profile
Deprivation
This neighbourhood is in decile 10 of 10 on the English Indices of Deprivation 2025, where 1 is the most deprived 10% of areas in England and 10 the least deprived.
Income: decile 10 of 10 · Crime: decile 9 of 10.
Homes
| Here | Eng & Wales | |
|---|---|---|
| Owned | 88.0% | 62.5% |
| Private rented | 12.0% | 20.3% |
| Social rented | 0.0% | 17.1% |
| Households | 601 |
People
| Here | Eng & Wales | |
|---|---|---|
| Under 15 | 18.3% | 17.4% |
| Aged 15–64 | 59.8% | 64.1% |
| Aged 65+ | 21.8% | 18.6% |
| Residents | 1,483 |
Broadband
| Here | UK | |
|---|---|---|
| Superfast (30Mbit+) | 100% | 95% |
| Ultrafast (300Mbit+) | 98% | 80% |
| Gigabit-capable | 98% | 80% |
Share of homes on this street's postcodes that can get each speed. UK figure is the average across all postcodes. Source: Ofcom Connected Nations.
Neighbourhood figures cover the surrounding Lower Layer Super Output Area (about 1,500 residents). Sources: Census 2021 (ONS) and the English Indices of Deprivation 2025.
Nearby streets in GU20
- Updown Hill£1.3m
- Poplar Avenue£625k
- Heathpark Drive£902k
- Church Road£463k
- Bosman Drive£655k
- Windmill Field£710k
- London Road£330k
- Newark Road£645k
- Kings Lane£840k
- School Road£643k
- Westwood Road£3.29m
- Snows Ride£1.4m