The most expensive streets in Windsor
Windsor's priciest addresses, ranked by median sold price over the last five years — from HM Land Registry records, not asking prices. Every street links to its full sale-by-sale history.
St Leonards Hill tops the table at a £1,800,000 median (top recorded sale: £3,837,500) — about 3.6× the £500,000 median for Windsor as a whole. Bolton Crescent and Claremont Road follow at £1,605,001 and £1,420,000. Each row links to the street's own page, with every recorded sale behind the figure.
Median sold price per street over the last five years, HM Land Registry Price Paid Data (standard market sales; streets with at least 5 recorded sales). £/m² is the street's median of sold price ÷ EPC floor area, shown where at least three sales match an EPC — the like-for-like measure that separates big homes from expensive ones. Street-level medians move with what happens to sell — treat them as a robust guide, not a valuation of any home.
Most expensive streets in Windsor — FAQs
St Leonards Hill (SL4), with a median sold price of £1,800,000 across 11 recorded sales in the last five years, and a top recorded sale of £3,837,500 — HM Land Registry data.
1. St Leonards Hill, SL4 (£1,800,000 median); 2. Bolton Crescent, SL4 (£1,605,001 median); 3. Claremont Road, SL4 (£1,420,000 median).
From HM Land Registry Price Paid Data: each street's median sold price over the last five years, standard market sales only, with a floor of 5 recorded sales so a single mansion sale doesn't crown a street. Streets are matched to Windsor using the Land Registry's own town field. Updated as new sales are registered.
Of Windsor's priciest streets, Bolton Crescent (SL4) has the highest price per floor area at roughly £8,995/m² (median of sold price ÷ EPC floor area). A street can top the headline table simply because its homes are large — £/m² shows where each metre itself costs the most.
Using these figures
Journalists: this table is free to quote and republish with attribution to Housometer and a link to this page. The figures recompute as HM Land Registry registers new sales, and every street links to its underlying transactions. For a custom cut (Windsor by property type, a wider area, or year-on-year moves), contact us — usually same-day.
Buying on one of these streets?
A £5 Housometer report shows what a specific Windsor home is worth — with the comparable sales behind it — plus flood, ground, crime, noise, schools and planning.