These Are the Priciest Streets in All of Great Britain

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.

Alexander Phillips has unveiled his first newly launched trophy campaign since establishing Ray White Phillips & Co, with the landmark Randwick estate Earlswood being offered with a guide of $10.5 million.

The listing is an early statement for Phillips’ new Woollahra-based agency. Less than a month after opening, Ray White Phillips & Co had already secured more than $30 million across a series of booked auction campaigns, including the $9 million sale of 92 Ocean Street, Bondi, and sales in Waverley, Bronte, Clovelly, Paddington and Coogee.

Phillips also recently sold 9 Kenneth Street, Tamarama, for $20.25 million, the highest reported Eastern Beaches sale of 2026.

The latest addition to the agency’s books is one of the eastern suburbs’ more distinctive estates.

Occupying 778 sqm at 54 Dutruc Street, Earlswood pairs a restored Victorian Italianate manor with an adjoining two-storey contemporary residence designed by X-PACE Design Group.

The original home was built in 1891 and is a locally listed heritage residence within Randwick’s St Marks conservation area. Its restoration retains much of the formality and detail expected of a grand Victorian property, including a substantial entrance foyer, frescoes by Augusto Lorenzini, four-metre ceilings, marble fireplaces and a series of reception and entertaining rooms.

Four king-sized bedrooms are arranged on one level, while an attic retreat captures views towards the ocean. More recent additions include a custom kitchen with Gaggenau appliances, a butler’s pantry, Spotted Gum floors and ducted air-conditioning.

Next door, the second residence takes a distinctly contemporary approach. Off-form concrete, wide oak floorboards and clean architectural lines establish a deliberate contrast with the ornate historic manor.

The modern home contains three upper-level ensuite bedrooms, two living areas, a designer kitchen, courtyard and north-facing rooftop terrace. Villeroy & Boch-appointed terrazzo bathrooms and Italian lighting continue the detailed finish found throughout the estate.

Although architecturally different, the two homes have been designed to operate together or independently. Each has its own entrance, while both connect to a four-car basement containing a vehicle turntable, wine cellar and internal lift access.

The configuration lends itself to multigenerational living, accommodation for adult children or extended family, or a principal residence with a separate income-producing home. The properties have also been prepared for possible future title subdivision, subject to council approval.

The estate spans approximately 717sqm of internal floor area and has a 39-metre frontage to Rae Street, as well as landscaped gardens and dual-street access. It last changed hands for $10.75 million in November 2023, according to publicly available property records.

Earlswood arrives as Phillips begins the next phase of a 24-year career in Sydney’s eastern suburbs. He has been ranked among Australia’s leading residential agents for more than a decade, with his team reported to transact more than $1 billion in property annually across more than 400 clients.

Phillips said his decision to launch Ray White Phillips & Co was driven by the industry’s increasing reliance on technology, data and network reach, while maintaining his team’s focus on the eastern suburbs.

For Ray White, Earlswood provides an appropriately high-profile introduction to its newest prestige operation: a rare dual-residence property that offers both a carefully preserved piece of Randwick’s history and a markedly contemporary way of living.

Earlswood at 54 Dutruc Street, Randwick, is being marketed by Alexander Phillips of Ray White Phillips & Co through expressions of interest closing November 5.

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.

Restored Victorian Italianate manor Earlswood combines two substantial residences on 778sqm and leads the prestige offering from the newly established Ray White Phillips & Co.