Cheapside Road, Ascot
House prices, sold prices and local information for SL5 7QR, SL5 7FD, SL5 7DR.
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At a glance
32 property sales on Cheapside Road, Ascot have been recorded by HM Land Registry since 2016. In the last 12 months 1 home sold here for an average of £1,950,000. Most sales here are detached homes, which have sold for an average of £1,201,368. 5 homes here have sold more than once since 2016; 4 of them sold for more the second time. By property type, sales here have been 59% detached, 22% terraced, 19% semi-detached. Recorded sale prices on Cheapside Road range from £317,500 to £2,620,000. Every home sold here was sold freehold.
House prices on Cheapside Road compared
Average sale price over the last 12 months. Cheapside Road has had fewer than two sales in that time, so it is left out. See all SL5 house prices.
Average sale price by year
Tenure: 100% freehold and 0% leasehold across 37 recorded sales.
Prices by property type
| Type | Sales | Average price | Last sold |
|---|---|---|---|
| Detached | 19 | £1,201,368 | 10 Mar 2026 |
| Terraced | 7 | £468,357 | 26 Sep 2024 |
| Semi-detached | 6 | £663,333 | 9 Sep 2021 |
Sold prices on Cheapside Road
| Address | Date | Price | Type | Tenure |
|---|---|---|---|---|
| Whitegates, Cheapside Road SL5 7DR | 10 Mar 2026 | £1,950,000 | Detached | Freehold |
| Tetworth Hall, Cheapside Road SL5 7DU | 24 Nov 2025 | £18,000,000 | Other | Freehold |
| Tranby Lodge, Cheapside Road SL5 7DU | 15 Jul 2025 | £1,466,000 | Detached | Freehold |
| 4, The Walled Garden, Cheapside Road SL5 7FD | 28 Mar 2025 | £1,800,000 | Detached | Freehold |
| 1, The Walled Garden, Cheapside Road SL5 7FD | 16 Jan 2025 | £1,625,000 | Detached | Freehold |
| 61, Cheapside Road SL5 7QR | 26 Sep 2024 | £893,000 | Terraced | Freehold |
| 29, Cheapside Road SL5 7QR | 9 Sep 2024 | £750,000 | Detached | Freehold |
| 2, The Walled Garden, Cheapside Road SL5 7FD | 5 Jul 2024 | £1,415,000 | Detached | Freehold |
| 3, Park View, Cheapside Road SL5 7QS | 31 May 2024 | £333,000 | Terraced | Freehold |
| Elmbank Cottage, Cheapside Road SL5 7QH | 27 Mar 2024 | £1,400,000 | Detached | Freehold |
| 65, Cheapside Road SL5 7QR | 20 Oct 2023 | £360,000 | Terraced | Freehold |
| Silwood Farmhouse, Cheapside Road SL5 7QH | 27 Feb 2023 | £2,400,000 | Detached | Freehold |
| 47, Cheapside Road SL5 7QR | 9 Sep 2021 | £740,000 | Semi-detached | Freehold |
| 49, Cheapside Road SL5 7QR | 8 Sep 2021 | £815,000 | Detached | Freehold |
| 45, Cheapside Road SL5 7QR | 7 Sep 2021 | £600,000 | Semi-detached | Freehold |
| 3, Park View, Cheapside Road SL5 7QS | 1 Sep 2021 | £317,500 | Terraced | Freehold |
| 3, The Walled Garden, Cheapside Road SL5 7FD | 20 Aug 2021 | £1,900,000 | Other | Freehold |
| 3, The Walled Garden, Cheapside Road SL5 7FD | 20 Aug 2021 | £1,100,000 | Other | Freehold |
| Thatched Tavern, Cheapside Road SL5 7QG | 1 Jul 2021 | £1,250,000 | Other | Freehold |
| 11, Cheapside Road SL5 7QR | 6 May 2021 | £835,000 | Detached | Freehold |
| 25, Cheapside Road SL5 7QR | 30 Mar 2021 | £795,000 | Semi-detached | Freehold |
| Wisteria Cottage, Cheapside Road SL5 7QH | 15 Mar 2021 | £450,000 | Detached | Freehold |
| 67, Cheapside Road SL5 7QR | 26 Feb 2021 | £515,000 | Detached | Freehold |
| 47, Cheapside Road SL5 7QR | 14 Aug 2020 | £500,000 | Semi-detached | Freehold |
| 67, Cheapside Road SL5 7QR | 20 Dec 2019 | £410,000 | Detached | Freehold |
| Mile Ride House, Cheapside Road SL5 7DR | 5 Jun 2019 | £2,620,000 | Detached | Freehold |
| 87, Cheapside Road SL5 7QG | 22 Mar 2019 | £670,000 | Detached | Freehold |
| 35, Cheapside Road SL5 7QR | 12 Sep 2018 | £400,000 | Terraced | Freehold |
| 29, Cheapside Road SL5 7QR | 12 Jun 2018 | £635,000 | Detached | Freehold |
| 3, Park View, Cheapside Road SL5 7QS | 23 Feb 2018 | £375,000 | Terraced | Freehold |
| 37, Cheapside Road SL5 7QR | 26 Oct 2017 | £600,000 | Terraced | Freehold |
| 43, Cheapside Road SL5 7QR | 26 Oct 2017 | £705,000 | Semi-detached | Freehold |
| 49, Cheapside Road SL5 7QR | 9 Jun 2017 | £750,000 | Detached | Freehold |
| 53, Cheapside Road SL5 7QR | 21 Sep 2016 | £640,000 | Semi-detached | Freehold |
| Purbeck, Cheapside Road SL5 7DR | 30 Jun 2016 | £1,150,000 | Detached | Freehold |
| Purbeck, Cheapside Road SL5 7DR | 30 Jun 2016 | £1,220,000 | Detached | Freehold |
| Cleveland, Cheapside Road SL5 7QR | 3 Feb 2016 | £1,100,000 | 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 |
|---|---|---|
| 29, Cheapside Road | £635,000 (Jun 2018) → £750,000 (Sep 2024) | +18% over 6 yrs |
| 3, Park View, Cheapside Road | £375,000 (Feb 2018) → £317,500 (Sep 2021) → £333,000 (May 2024) | -11% over 6 yrs |
| 47, Cheapside Road | £500,000 (Aug 2020) → £740,000 (Sep 2021) | +48% over 1 yr |
| 49, Cheapside Road | £750,000 (Jun 2017) → £815,000 (Sep 2021) | +9% over 4 yrs |
| 67, Cheapside Road | £410,000 (Dec 2019) → £515,000 (Feb 2021) | +26% over 1 yr |
Buying on Cheapside Road?
Crime and flood risk near Cheapside Road
Crime
46 crimes were reported within about a mile of Cheapside Road in August 2026.
Crime level compared with the rest of England (10 = lowest crime):
Lower crime than about 50% of neighbourhoods in England, based on recorded crime rates (English Indices of Deprivation 2025).
| Violence & sexual offences | 16 |
| Anti-social behaviour | 11 |
| Other theft | 5 |
| Criminal damage & arson | 4 |
| Drugs | 3 |
| Public order | 3 |
Source: data.police.uk. Locations are approximate and cover the surrounding area, not just this street.
Flood risk
Cheapside Road is in or near 1 Environment Agency flood area:
- Chertsey Bourne 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 Cheapside Road
| School | Type | Ages | Ofsted | Distance |
|---|---|---|---|---|
| St George's School 208 pupils | Other independent school Christian | 11–19 | Report | 0.4 mi |
| St Michael's CofE Primary School, Sunninghill 194 pupils | Primary Church of England | 5–11 | Report | 0.7 mi |
| The Marist School 401 pupils | Other independent school Roman Catholic | 2–18 | Report | 0.7 mi |
| Cheapside CofE Primary School 159 pupils | Primary Church of England | 4–11 | Good Report | 0.7 mi |
| South Ascot Village Primary School 144 pupils | Primary | 4–11 | Report | 0.9 mi |
| Papplewick School 211 pupils | Other independent school | 6–13 | Report | 1.1 mi |
| Heathermount School 94 pupils | Other independent special school | 5–18 | Report | 1.2 mi |
| St Francis Catholic Primary School, South Ascot 210 pupils | Primary Roman Catholic | 4–11 | Outstanding Report | 1.2 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, shops and health
Train stations
- Ascot station 0.9 mi · 17 min walk
- Sunningdale station 1.8 mi · 35 min walk
- Martins Heron station 2.9 mi · 58 min walk
Nearest bus stops
- Watersplash Lane (Stop SQ, Cheapside Road) 9 min walk
- Winkfield Road (Stop WB, Winkfield Road) 9 min walk
- Watersplash Lane (Stop SP, Watersplash Lane) 9 min walk
- Winkfield Road (Stop WA, Winkfield Road) 10 min walk
GP surgeries
- Kings Corner Surgery
Kings Road, Sunninghill, Ascot · 0.9 mi - Green Meadows Surgery
Brook House, Heatherwood Hospital, Ascot · 1.3 mi - Ascot Medical Centre
Brook House, Heatherwood Hospital, Ascot · 1.3 mi - Magnolia House Surgery
Magnolia House, Station Rd, Ascot · 1.3 mi
Supermarkets
- Sainsburys Local Sainsburys Ascot High Street Local · 0.6 mi
- Asda Express Asda Ascot Express Petrol · 0.6 mi
- Tesco Express Tesco Ascot High St Express · 0.7 mi
- Tesco Express Tesco Sunninghill Express · 0.8 mi
Pharmacies
- Boots · 0.7 mi
- Day Lewis Pharmacy · 0.8 mi
- Ascot Pharmacy · 0.8 mi
Dentists
- Ascot Dental Practice · 0.4 mi
- J M Frankel And Associates · 0.6 mi
- Mcveigh Dental Care · 0.7 mi
Sources: Department for Transport (NaPTAN), NHS England organisation data, and GEOLYTIX Retail Points (open data). Walking times are estimates from straight-line distance.
Area profile
Deprivation
This neighbourhood is in decile 9 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 | 9 of 10 |
| Employment | 10 of 10 |
| Education and skills | 9 of 10 |
| Health and disability | 10 of 10 |
| Crime | 6 of 10 |
| Access to housing and services | 4 of 10 |
| Living environment | 7 of 10 |
Each domain ranked in deciles across England (10 = least deprived).
Homes
| Here | Eng & Wales | |
|---|---|---|
| Owned | 67.8% | 62.5% |
| Private rented | 27.6% | 20.3% |
| Social rented | 4.6% | 17.1% |
| Households | 587 |
People
| Here | Eng & Wales | |
|---|---|---|
| Under 15 | 14.7% | 17.4% |
| Aged 15–64 | 64.3% | 64.1% |
| Aged 65+ | 21.0% | 18.6% |
| Residents | 1,569 |
Broadband
| Here | UK | |
|---|---|---|
| Superfast (30Mbit+) | 86% | 95% |
| Ultrafast (300Mbit+) | 71% | 80% |
| Gigabit-capable | 71% | 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.
Mobile signal
| Here | Eng & Wales | |
|---|---|---|
| 4G indoors, all 4 networks | 94% | 89% |
| 4G indoors, at least 1 network | 100% | 100% |
| 4G outdoors, all 4 networks | 100% | 99% |
| Calls indoors, all 4 networks | 97% | 92% |
Share of homes across Windsor and Maidenhead with good coverage (Jul 2025). Signal varies street by street; check your exact address on Ofcom's checker. 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.
Energy ratings and home sizes on Cheapside Road
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Who lives around Cheapside Road
Ethnic group
| Here | Windsor and Maidenhead | |
|---|---|---|
| White | 85.5% | 79.8% |
| Asian, Asian British or Asian Welsh | 7.9% | 13.1% |
| Mixed or Multiple ethnic groups | 3.6% | 3.4% |
| Black, Black British, Black Welsh, Caribbean or African | 1.5% | 1.5% |
| Other ethnic group | 1.5% | 2.1% |
Religion
| Here | Windsor and Maidenhead | |
|---|---|---|
| Christian | 56.8% | 49.8% |
| No religion | 31.1% | 31% |
| Not answered | 6.6% | 6.1% |
| Muslim | 2.8% | 5.6% |
| Hindu | 0.9% | 3.1% |
| Sikh | 0.8% | 2.9% |
| Jewish | 0.4% | – |
| Other religion | 0.3% | 0.5% |
Country of birth
| Here | Windsor and Maidenhead | |
|---|---|---|
| Born in the UK | 77.5% | 78.3% |
| Born outside the UK | 22.5% | 21.7% |
Highest qualification
| Here | Windsor and Maidenhead | |
|---|---|---|
| Level 4 qualifications and above | 49% | 45% |
| Level 3 qualifications | 14.6% | 14.8% |
| Level 2 qualifications | 13.9% | 12.9% |
| No qualifications | 9.8% | 12.6% |
| Level 1 and entry level qualifications | 6.9% | 8.1% |
| Apprenticeship | 3.3% | 4.1% |
| Other qualifications | 2.4% | 2.5% |
General health
| Here | Windsor and Maidenhead | |
|---|---|---|
| Very good health | 59.7% | 55.8% |
| Good health | 28.4% | 31.8% |
| Fair health | 7.5% | 9.4% |
| Bad health | 4.1% | 2.4% |
| Very bad health | 0.3% | 0.7% |
Cars or vans per household
| Here | Windsor and Maidenhead | |
|---|---|---|
| 2 cars or vans in household | 37.7% | 33.9% |
| 1 car or van in household | 36.5% | 40% |
| 3 or more cars or vans in household | 19.6% | 13.5% |
| No cars or vans in household | 6.1% | 12.7% |
Source: Census 2021 (ONS), via Nomis. Percentages of usual residents or households, as recorded in March 2021.
Figures cover the surrounding neighbourhood (Lower Layer Super Output Area, about 1,500 residents). Full demographics of Windsor and Maidenhead.
Planning and heritage near Cheapside Road
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Planning applications near Cheapside Road
Recent planning applications around Cheapside Road from the council's planning register. Choose how far to look:
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Council tax here
Windsor and Maidenhead Band D is £1,953 a year (Band A £1,302). See every band.
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