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Maidenhead Road, Windsor

MyStreetCheck free street report: Maidenhead Road, Windsor · 30 October 2026 · www.mystreetcheck.co.uk/windsor-windsor-and-maidenhead/maidenhead-road/

House prices, sold prices and local information for SL4 5HF, SL4 5SE, SL4 5GR.

Average price (last 12 months)
£513,333
3 sales
Average price (since 2016)
£644,631
70 sales
Price range
£290k – £2.6m
lowest to highest sale
Last sale
24 Apr 2026
SL4 5HF

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At a glance

70 property sales on Maidenhead Road, Windsor have been recorded by HM Land Registry since 2016. In the last 12 months 3 homes sold here for an average of £513,333. Most sales here are detached homes, which have sold for an average of £798,875. Average sale prices rose from £431,175 in 2016 to £495,000 in 2026 (+15%), though averages on a single street can swing with the mix of homes sold. That is 8% below the Windsor average of £559,002 over the same period. 12 homes here have sold more than once since 2016; 12 of them sold for more the second time. By property type, sales here have been 34% detached, 24% semi-detached, 23% terraced. Recorded sale prices on Maidenhead Road range from £290,000 to £2,600,000. 70% of homes sold here were freehold and 30% leasehold. Of 86 streets in Windsor with at least two sales in the last year, Maidenhead Road ranks 46th for average price.

House prices on Maidenhead Road compared

Maidenhead Road£513,333
SL4 postcode area£578,389
Windsor£559,002
England & Wales£358,701

Average sale price over the last 12 months. See all SL4 house prices.

Average sale price by year

2016: £431,175 (4 sales)2016£431k2017: £610,667 (9 sales)2017£611k2018: £553,955 (11 sales)2018£554k2019: £733,450 (10 sales)2019£733k2020: £688,600 (5 sales)2020£689k2021: £669,444 (9 sales)2021£669k2022: £859,000 (5 sales)2022£859k2023: £498,333 (3 sales)2023£498k2024: £671,786 (7 sales)2024£672k2025: £705,000 (5 sales)2025£705k2026: £495,000 (2 sales)2026£495k

Tenure: 70% freehold and 30% leasehold across 90 recorded sales. Lease extension calculator.

Prices by property type

TypeSalesAverage priceLast sold
Detached24£798,87519 Dec 2025
Semi-detached17£764,41220 Jun 2025
Terraced16£465,41924 Apr 2026
Flat13£423,80826 Mar 2025

Sold prices on Maidenhead Road

AddressDatePriceTypeTenure
219, Maidenhead Road SL4 5HF 24 Apr 2026£490,000 TerracedFreehold
257, Maidenhead Road SL4 5HF 15 Jan 2026£500,000 TerracedFreehold
Dedworth Manor Lodge, Maidenhead Road SL4 5HF 19 Dec 2025£550,000 DetachedFreehold
191, Maidenhead Road SL4 5EZ 20 Jun 2025£595,000 Semi-detachedFreehold
133, Maidenhead Road SL4 5EZ 13 Jun 2025£775,000 DetachedFreehold
309, Maidenhead Road SL4 5SE 28 Mar 2025£1,150,000 DetachedFreehold
Flat 1, 4, Maidenhead Road SL4 5EQ 26 Mar 2025£455,000 FlatLeasehold
28, Racecourse Marina Village, Maidenhead Road SL4 5GR 20 Mar 2025£20,000 Other New buildLeasehold
21, Racecourse Marina Village, Maidenhead Road SL4 5GR 19 Nov 2024£1,000 Other New buildLeasehold
331, Maidenhead Road SL4 5SE 12 Nov 2024£750,000 DetachedFreehold
249, Maidenhead Road SL4 5HF 31 Oct 2024£492,500 TerracedFreehold
247, Maidenhead Road SL4 5HF 11 Oct 2024£550,000 TerracedFreehold
25, Racecourse Marina Village, Maidenhead Road SL4 5GR 16 Sep 2024£400,000 DetachedLeasehold
211, Maidenhead Road SL4 5HF 1 May 2024£560,000 TerracedFreehold
5, Sutherland Grange, Maidenhead Road SL4 5TN 30 Apr 2024£875,000 FlatLeasehold
Foxglove House, Maidenhead Road SL4 5UB 1 Mar 2024£850,000 Detached New buildFreehold
335, Maidenhead Road SL4 5SE 4 Jan 2024£625,000 DetachedFreehold
Bluebell House, Maidenhead Road SL4 5UB 22 Dec 2023£875,000 Detached New buildFreehold
Flat 15, Villiers Court, Maidenhead Road SL4 5ED 15 Dec 2023£320,000 FlatLeasehold
195, Maidenhead Road SL4 5EZ 1 Nov 2023£320,000 OtherFreehold
27, Racecourse Marina Village, Maidenhead Road SL4 5GR 11 Oct 2023£1,000 Other New buildLeasehold
19, Racecourse Marina Village, Maidenhead Road SL4 5GR 22 Sep 2023£93,300 Other New buildLeasehold
104, Maidenhead Road SL4 5EX 15 Sep 2023£699,950 DetachedFreehold
Flat 8, Villiers Court, Maidenhead Road SL4 5ED 13 Mar 2023£300,000 FlatLeasehold
16, Racecourse Marina Village, Maidenhead Road SL4 5GR 17 Feb 2023£58,333 OtherLeasehold
23, Racecourse Marina Village, Maidenhead Road SL4 5GR 3 Feb 2023£833 Other New buildLeasehold
137, Maidenhead Road SL4 5EZ 23 Nov 2022£985,000 Semi-detachedFreehold
12, Racecourse Marina Village, Maidenhead Road SL4 5GR 21 Nov 2022£58,333 OtherLeasehold
11, Racecourse Marina Village, Maidenhead Road SL4 5GR 7 Nov 2022£58,333 OtherLeasehold
18, Racecourse Marina Village, Maidenhead Road SL4 5GR 14 Oct 2022£75,000 Other New buildLeasehold
Squires Garden Centre, Maidenhead Road SL4 5UB 3 Aug 2022£7,675,238 OtherFreehold
139, Maidenhead Road SL4 5EZ 18 Jul 2022£745,000 Semi-detachedFreehold
259, Maidenhead Road SL4 5HF 18 Jul 2022£475,000 TerracedFreehold
Riverside Lodge, Maidenhead Road SL4 5TW 31 May 2022£1,400,000 DetachedFreehold
17, Racecourse Marina Village, Maidenhead Road SL4 5GR 28 Feb 2022£100,000 OtherLeasehold
337, Maidenhead Road SL4 5SE 12 Jan 2022£690,000 DetachedFreehold
5, Racecourse Marina, Maidenhead Road SL4 5HT 15 Dec 2021£33,333 OtherLeasehold
The Cottage, Sutherland Grange, Maidenhead Road SL4 5TN 13 Dec 2021£815,000 DetachedFreehold
Dedworth Manor Lodge, Maidenhead Road SL4 5HF 28 Oct 2021£390,000 DetachedFreehold
101, Maidenhead Road SL4 5EY 18 Aug 2021£910,000 Semi-detachedFreehold
4, Sutherland Grange, Maidenhead Road SL4 5TN 29 Jun 2021£635,000 FlatLeasehold
22, Maidenhead Road SL4 5EQ 16 Mar 2021£625,000 Semi-detachedFreehold
317, Maidenhead Road SL4 5SE 9 Mar 2021£735,000 DetachedFreehold
Dorney View, Sutherland Grange, Maidenhead Road SL4 5TN 9 Mar 2021£1,000,000 Semi-detachedFreehold
249, Maidenhead Road SL4 5HF 10 Feb 2021£465,000 TerracedFreehold
243, Maidenhead Road SL4 5HF 5 Feb 2021£450,000 TerracedFreehold
225, Maidenhead Road SL4 5HF 16 Dec 2020£458,000 TerracedFreehold
Flat 1, 2, Maidenhead Road SL4 5EQ 15 Dec 2020£435,000 FlatLeasehold
12, Maidenhead Road SL4 5EQ 26 Nov 2020£875,000 Semi-detachedFreehold
95, Maidenhead Road SL4 5EY 28 Oct 2020£600,000 Semi-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
257, Maidenhead Road £430,000 (Aug 2017) → £500,000 (Jan 2026) +16%
over 8 yrs
Dedworth Manor Lodge, Maidenhead Road £390,000 (Oct 2021) → £550,000 (Dec 2025) +41%
over 4 yrs
309, Maidenhead Road £520,000 (Sep 2018) → £1,150,000 (Mar 2025) +121%
over 7 yrs
249, Maidenhead Road £446,500 (Feb 2018) → £465,000 (Feb 2021) → £492,500 (Oct 2024) +10%
over 7 yrs
137, Maidenhead Road £590,000 (Jun 2017) → £985,000 (Nov 2022) +67%
over 5 yrs
Squires Garden Centre, Maidenhead Road £4,675,000 (Nov 2018) → £7,675,238 (Aug 2022) +64%
over 4 yrs
139, Maidenhead Road £660,000 (Jun 2019) → £745,000 (Jul 2022) +13%
over 3 yrs
259, Maidenhead Road £450,000 (Mar 2017) → £475,000 (Jul 2022) +6%
over 5 yrs
337, Maidenhead Road £520,000 (Feb 2019) → £690,000 (Jan 2022) +33%
over 3 yrs
Dorney View, Sutherland Grange, Maidenhead Road £962,000 (Sep 2018) → £1,000,000 (Mar 2021) +4%
over 2 yrs
243, Maidenhead Road £405,000 (Aug 2017) → £450,000 (Feb 2021) +11%
over 3 yrs
225, Maidenhead Road £425,000 (Jul 2018) → £458,000 (Dec 2020) +8%
over 2 yrs

Buying on Maidenhead Road?

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Crime and flood risk near Maidenhead Road

Crime

150 crimes were reported within about a mile of Maidenhead Road in August 2026.

Crime level compared with the rest of England (10 = lowest crime):

12345678910

Lower crime than about 60% of neighbourhoods in England, based on recorded crime rates (English Indices of Deprivation 2025).

Violence & sexual offences50
Anti-social behaviour22
Criminal damage & arson17
Public order16
Other theft12
Vehicle crime9

Source: data.police.uk. Locations are approximate and cover the surrounding area, not just this street.

Schools near Maidenhead Road

SchoolTypeAgesOfstedDistance
St Edward's Royal Free Ecumenical Middle School, Windsor 482 pupils Middle deemed secondary Church of England/Roman Catholic 9–13 Good Report 0.4 mi
St Edward's Catholic First School 280 pupils Primary Roman Catholic 5–9 Good Report 0.4 mi
Dedworth Middle School 517 pupils Middle deemed secondary 9–13 Good Report 0.5 mi
Dedworth Green First School 171 pupils Primary 3–9 Report 0.5 mi
The Green Room School 58 pupils Other independent special school 11–25 Report 0.7 mi
The Windsor Boys' School 986 pupils Secondary 13–18 Report 0.7 mi
Homer First School and Nursery 168 pupils Primary 3–9 Report 0.7 mi
Hilltop First School 177 pupils Primary 4–9 Good Report 0.7 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, shops and health

Train stations

  • Windsor & Eton Central station 1.1 mi · 22 min walk
  • Windsor & Eton Riverside station 1.3 mi · 25 min walk
  • Datchet station 2.4 mi · 49 min walk

Nearest bus stops

  • Buckland Crescent (Stop BU, Vale Road) 1 min walk
  • Buckland Crescent (Stop BV, Vale Road) 1 min walk
  • Millstream (Stop UP, Maidenhead Road) 2 min walk
  • Millstream (Stop UT, Maidenhead Road) 3 min walk

GP surgeries

  • Clarence Medical Centre
    Vansittart Road, Windsor · 0.9 mi
  • Lee House Surgery
    84 Osborne Road, Windsor · 1.1 mi
  • South Meadow Surgery
    3 Church Close, Eton, Windsor · 1.1 mi
  • Sheet Street Surgery
    21 Sheet Street, Windsor · 1.4 mi

Supermarkets

  • Budgens Budgens Dedworth · 0.4 mi
  • The Co-operative Food Co-op Dedworth · 0.4 mi
  • Little Waitrose Shell Little Waitrose Shell Windsor · 0.5 mi
  • Tesco Express Tesco Windsor Express · 0.5 mi

Pharmacies

  • Dedworth Road Pharmacy · 0.5 mi
  • Hetpole Pharmacy · 0.7 mi
  • Tesco Instore Pharmacy · 0.8 mi

Dentists

  • 67 Dedworth Road · 0.4 mi
  • Bupa Dental Care Windsor · 0.5 mi
  • The Dental Surgery · 0.8 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

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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.

Income8 of 10
Employment9 of 10
Education and skills10 of 10
Health and disability10 of 10
Crime7 of 10
Access to housing and services8 of 10
Living environment3 of 10

Each domain ranked in deciles across England (10 = least deprived).

Homes

HereEng & Wales
Owned72.3%62.5%
Private rented19.4%20.3%
Social rented8.3%17.1%
Households712

People

HereEng & Wales
Under 1519.0%17.4%
Aged 15–6460.2%64.1%
Aged 65+20.8%18.6%
Residents1,743

Broadband

HereUK
Superfast (30Mbit+)100%95%
Ultrafast (300Mbit+)81%80%
Gigabit-capable81%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

HereEng & Wales
4G indoors, all 4 networks94%89%
4G indoors, at least 1 network100%100%
4G outdoors, all 4 networks100%99%
Calls indoors, all 4 networks97%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 Maidenhead Road

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Who lives around Maidenhead Road

Ethnic group

HereWindsor and Maidenhead
White84.5%79.8%
Asian, Asian British or Asian Welsh7.4%13.1%
Mixed or Multiple ethnic groups4.2%3.4%
Other ethnic group2.5%2.1%
Black, Black British, Black Welsh, Caribbean or African1.4%1.5%

Religion

HereWindsor and Maidenhead
Christian52.5%49.8%
No religion34.6%31%
Not answered7.5%6.1%
Muslim2.6%5.6%
Sikh1.9%2.9%
Hindu0.4%3.1%
Buddhist0.3%0.6%
Other religion0.2%0.5%

Country of birth

HereWindsor and Maidenhead
Born in the UK79.3%78.3%
Born outside the UK20.7%21.7%

Highest qualification

HereWindsor and Maidenhead
Level 4 qualifications and above48.8%45%
Level 3 qualifications14.1%14.8%
No qualifications10.1%12.6%
Level 2 qualifications10.1%12.9%
Level 1 and entry level qualifications9.4%8.1%
Apprenticeship4%4.1%
Other qualifications3.5%2.5%

General health

HereWindsor and Maidenhead
Very good health55.9%55.8%
Good health31.6%31.8%
Fair health10%9.4%
Bad health2.1%2.4%
Very bad health0.4%0.7%

Cars or vans per household

HereWindsor and Maidenhead
1 car or van in household47.8%40%
2 cars or vans in household31%33.9%
No cars or vans in household12.6%12.7%
3 or more cars or vans in household8.6%13.5%

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 Maidenhead Road

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Planning applications near Maidenhead Road

Recent planning applications around Maidenhead Road from the council's planning register. Choose how far to look:

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Nearby streets in SL4

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