These Are the Priciest Streets in All of Great Britain
Barnet, in North London, lays claim to two of the country’s most expensive roads to own a home.
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Winnington Road, lined in red-brick mansions, some set behind tall hedges and many with gated entries, spans a leafy stretch of the North London borough of Barnet.
It’s also the most expensive street in Great Britain, according to a report Monday from Rightmove.
A home on the well-to-do street, which is close to Highgate Golf Club and Hampstead Heath, has an average asking price of £12.5 million (US$17.7 million), the online property portal said.
The most expensive home for sale on the street is a 10-bedroom house asking £17.95 million.
London lays claim to many of the most expensive streets in the U.K.
Chester Square in London’s Westminster ranked as the second-priciest street, with an average asking price of £11.5 million. The Bishops Avenue, also in Barnet, rounded out the top three, with an average price tag of £8.9 million.
“This year’s top 20 [most expensive] is taken up almost entirely by London addresses, showing the city still reigns supreme when it comes to ultra-prime property,” Colleen Babcock, Rightmove’s property expert, said in the report.
“For buyers looking for prestigious roads outside of the hustle and bustle of London, Elmbridge in Surrey is flying the flag for the rest of the country as the only area outside the capital to make the top 20 list,” Babcock said.
Homes on East Road in Elmbridge—about 20 miles southwest of central London—have an average asking price of £8.8 million.
Outside of England, Drumsheugh Gardens in Edinburgh is the most expensive street in Scotland with an average asking price of £560,000. Hollybush Road in Cardiff, where homes ask an average of £1.2 million, is the most expensive in Wales.
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A landmark Watsons Bay residence formerly owned by businessman Mark Bouris has returned to the market, bringing one of the harbourside village’s most distinctive homes back into play.
The five-bedroom property at 23 Robertson Place occupies 654 square metres opposite Robertson Park, within footsteps of Watsons Bay Beach, the ferry wharf and the celebrated restaurants lining the foreshore.
Its position places the home at the centre of one of Sydney’s most recognisable harbour villages, yet its substantial proportions, private outdoor areas and garaging give it a degree of separation rarely found so close to the waterfront.
The residence was previously owned by Bouris, the founder of Wizard Home Loans and chairman of Yellow Brick Road. Property records show it last changed hands in November 2013 for $7 million, having sold for $890,000 in 1995.
That 2013 transaction was handled by prestige agent Bill Malouf through Highland Double Bay. Bouris was the vendor when the home last sold.
Architect Malcolm Sholl designed the contemporary residence around a fluid connection between its interiors and outdoor entertaining areas. Extensive glazing draws natural light into the principal rooms, while district views take in the Sydney Harbour Bridge.
Travertine flooring extends through the principal living areas and out towards the terraces, reinforcing the relationship between the home and its coastal setting.
At the centre of the residence is a marble kitchen equipped with Gaggenau gas appliances and an integrated Miele coffee machine. It connects to expansive open-plan living and dining areas designed for both family life and large-scale entertaining.
Five double bedrooms are accompanied by three bathrooms and a guest powder room. Informal living spaces include a home cinema.
Outside, there’s a 23-metre lap pool and an alfresco entertainer’s terrace. Internal access from the garage and accommodation for four cars are especially valuable in the tightly held village location.
The address also carries an unusual fragment of local architectural history. Woollahra planning material identifies portions of an early Victorian cottage dating from about 1839 within the contemporary three-storey residence, placing the property within the wider Watsons Bay heritage conservation area.
The home made headlines for another reason in January 2025, when a Ferrari left the road and struck the property. Two occupants of the vehicle were taken to hospital following the incident.
The Agency’s Ben Collier has a $20 million guide.
Watsons Bay remains one of Sydney’s smallest and most tightly held prestige markets. There have only been two house sales in the suburb so far in 2026. The suburb record was set late last year when yachtie Linda Goddard paid $35.5 million for a Pacific Street waterfront.
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