Chertsey Road, Windlesham

House prices, sold prices and local information for GU20 6EP, GU20 6HP, GU20 6HT.

Average price (last 12 months)
£597,500
2 sales
Average price (since 2016)
£666,537
41 sales
Price range
£250k – £2.15m
lowest to highest sale
Last sale
8 Dec 2025
GU20 6HP

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

Chertsey Road£597,500
GU20 postcode area£815,522
Windlesham£815,522
England & Wales£356,718

Average sale price over the last 12 months. See all GU20 house prices.

Average sale price by year

2016: £435,000 (1 sales)2016£435k2017: £368,333 (3 sales)2017£368k2018: £636,000 (5 sales)2018£636k2019: £540,000 (4 sales)2019£540k2020: £505,000 (2 sales)2020£505k2021: £635,000 (8 sales)2021£635k2022: £933,000 (6 sales)2022£933k2023: £825,833 (6 sales)2023£826k2024: £404,000 (2 sales)2024£404k2025: £749,250 (4 sales)2025£749k

Prices by property type

TypeSalesAverage priceLast sold
Detached20£884,6001 Dec 2025
Semi-detached11£543,6368 Dec 2025
Terraced9£378,4449 May 2024
Flat1£249,9998 Apr 2019

Sold prices on Chertsey Road

AddressDatePriceTypeTenure
Orchard Manor Care Home, Chertsey Road GU20 6HZ 19 Dec 2025£21,960,000 OtherFreehold
60, Chertsey Road GU20 6HP 8 Dec 2025£570,000 Semi-detachedFreehold
91, Chertsey Road GU20 6HU 1 Dec 2025£625,000 DetachedFreehold
Keith Cottage, Chertsey Road GU20 6HT 26 Sep 2025£1,170,000 DetachedFreehold
80, Chertsey Road GU20 6HP 24 Mar 2025£632,000 Semi-detachedFreehold
Orchard Cottage, Chertsey Road GU20 6HZ 27 Nov 2024£430,000 OtherFreehold
Orchard Cottage, Chertsey Road GU20 6HZ 19 Jun 2024£430,000 OtherFreehold
36, Chertsey Road GU20 6EP 9 May 2024£350,000 TerracedFreehold
77, Chertsey Road GU20 6HD 12 Mar 2024£344,000 Semi-detachedFreehold
26, Chertsey Road GU20 6EP 1 Mar 2024£458,000 Semi-detachedFreehold
89, Chertsey Road GU20 6HU 25 Aug 2023£685,000 DetachedFreehold
92, Chertsey Road GU20 6HP 3 Aug 2023£675,000 Semi-detachedFreehold
Lynbrook, Chertsey Road GU20 6HZ 8 Jun 2023£1,150,000 DetachedFreehold
Brickmakers Arms, Chertsey Road GU20 6HT 31 May 2023£287,498 OtherLeasehold
Brickmakers Arms, Chertsey Road GU20 6HT 31 May 2023£2,450,000 OtherFreehold
Orchard Manor Care Home, Chertsey Road GU20 6HZ 25 Apr 2023£6,794,925 OtherFreehold
Brickmakers Arms, Chertsey Road GU20 6HT 26 Feb 2023£578,000 OtherLeasehold
63, Chertsey Road GU20 6HE 14 Feb 2023£940,000 DetachedFreehold
81, Chertsey Road GU20 6HD 18 Jan 2023£830,000 DetachedFreehold
52, Chertsey Road GU20 6EP 10 Jan 2023£675,000 Semi-detachedFreehold
85, Chertsey Road GU20 6HD 1 Dec 2022£510,000 Semi-detachedFreehold
The Clock House, Chertsey Road GU20 6HT 30 Nov 2022£2,150,000 DetachedFreehold
Orchard Manor Care Home, Chertsey Road GU20 6HZ 12 Oct 2022£2,750,000 OtherFreehold
66, Chertsey Road GU20 6HP 3 Aug 2022£720,000 DetachedFreehold
76, Chertsey Road GU20 6HP 22 Jul 2022£975,000 DetachedFreehold
22, Chertsey Road GU20 6EP 30 Mar 2022£418,000 TerracedFreehold
2, Loneacre, Chertsey Road GU20 6JH 1 Feb 2022£825,000 DetachedFreehold
61, Chertsey Road GU20 6HE 21 Jan 2022£1,800,000 DetachedFreehold
5, Loneacre, Chertsey Road GU20 6JH 6 Dec 2021£785,000 DetachedFreehold
95, Chertsey Road GU20 6HU 3 Dec 2021£710,000 DetachedFreehold
29, Chertsey Road GU20 6EW 25 Nov 2021£500,000 Semi-detachedFreehold
24, Chertsey Road GU20 6EP 23 Sep 2021£398,000 TerracedFreehold
3, Loneacre, Chertsey Road GU20 6JH 10 Jun 2021£742,000 DetachedFreehold
Orchard Manor Care Home, Chertsey Road GU20 6HZ 27 May 2021£2,000,000 OtherFreehold
68, Chertsey Road GU20 6HP 13 May 2021£625,000 DetachedFreehold
Orchard Manor Care Home, Chertsey Road GU20 6HZ 27 Apr 2021£2,000,000 OtherFreehold
87, Chertsey Road GU20 6HD 10 Mar 2021£930,000 DetachedFreehold
38B, Chertsey Road GU20 6EP 14 Jan 2021£390,000 TerracedFreehold
38, Chertsey Road GU20 6EP 13 Aug 2020£365,000 TerracedFreehold
66, Chertsey Road GU20 6HP 17 Apr 2020£645,000 DetachedFreehold
41, Chertsey Road GU20 6EW 19 Dec 2019£440,000 OtherFreehold
58, Chertsey Road GU20 6HP 20 Sep 2019£460,000 Semi-detachedFreehold
97, Chertsey Road GU20 6HU 22 Jul 2019£925,000 DetachedFreehold
30, Chertsey Road GU20 6EP 15 May 2019£525,000 Semi-detachedFreehold
2A, Chertsey Road GU20 6ET 8 Apr 2019£249,999 FlatLeasehold
Brickmakers Arms, Chertsey Road GU20 6HT 12 Mar 2019£150,000 OtherLeasehold
Keith Cottage, Chertsey Road GU20 6HT 30 Nov 2018£860,000 DetachedFreehold
24, Chertsey Road GU20 6EP 30 Aug 2018£380,000 TerracedFreehold
80, Chertsey Road GU20 6HP 31 Jul 2018£540,000 Semi-detachedFreehold
75, Chertsey Road GU20 6HE 28 Jun 2018£600,000 DetachedFreehold
12

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

AddressSalesChange
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?

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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):

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Lower crime than about 80% of neighbourhoods in England, based on recorded crime rates (English Indices of Deprivation 2025).

Anti-social behaviour3
Criminal damage & arson2
Other theft2
Burglary1
Violence & sexual offences1

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

SchoolTypeAgesOfstedDistance
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

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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

HereEng & Wales
Owned88.0%62.5%
Private rented12.0%20.3%
Social rented0.0%17.1%
Households601

People

HereEng & Wales
Under 1518.3%17.4%
Aged 15–6459.8%64.1%
Aged 65+21.8%18.6%
Residents1,483

Broadband

HereUK
Superfast (30Mbit+)100%95%
Ultrafast (300Mbit+)98%80%
Gigabit-capable98%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

See all streets in Windlesham All streets in GU20