Dower House Crimp Hill Road, Windsor And Maidenhead is the most expensive house sold in Old Windsor, at £4,850,000 in April 2016. The 100 highest recorded sales start at £860,000.
Sold prices from HM Land Registry, not asking prices. How we calculate this
All house prices in Old WindsorThe 100 most expensive houses sold in Old Windsor went for between £860,000 and £4,850,000.
Old Windsor, part of Windsor and Maidenhead, has seen some remarkable property sales over the years. Since 1995, there have been 2,457 sales in the area. At the top of the market, the most expensive house sold for an impressive £4,850,000, with that record sale taking place in 2016. At the other end of the list, the least expensive home sold for £860,000, showing that even the most affordable properties on the list command significant prices. The most recent sale on the list occurred in 2026, rounding out a long history of high-value transactions in the area.
Dower House Crimp Hill Road, Windsor And Maidenhead tops the list at £4,850,000, followed by Dower House Crimp Hill Road, Windsor And Maidenhead at £3,600,000. Select a house to see where it is and what it sold for before.
| Year | Sold for | Change on previous sale |
|---|---|---|
| 2022 | £2,350,000 | +£550,000 |
| 2017 | £1,800,000 | +£165,000 |
| 2006 | £1,635,000 | +£1,005,000 |
| 2004 | £630,000 | +£154,000 |
| 2002 | £476,000 | First recorded sale |
Old Windsor has the 9th highest recorded sale of the 17 areas in Windsor and Maidenhead.
£5,850,000
£4,900,000
Old Windsor (this area)
£4,850,000
£4,225,000
£3,880,000
More quick answers on house prices, sales, areas, green space and crime in Old Windsor.
There's a lot to think about. Whether it's a home to live in or a buy-to-let, our free checklist walks you through what to check before you make an offer.
What to check before you buyPrice information is from HM Land Registry, location boundaries are from OpenStreetMap, and households and population are from Nomis Census 2021 postcode estimates (21 March 2021). Parks and green space are from OS Open Greenspace. Contains OS data © Crown copyright and database right 2026. Crime is from police.uk street-level data. Contains public sector information licensed under the Open Government Licence v3.0. Source: police.uk.
Last updated 6 November 2026 at 00:29 with the latest Land Registry data (September 2026). The Old Windsor dataset covers 177 postcodes.
Contains HM Land Registry data © Crown copyright and database right 2026. This data is licensed under the Open Government Licence v3.0.
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