This blog topic is a little different from the stuff London Shoes usually publishes – but the subject matter is quite interesting as provides a good current overview to living in certain London streets.
A few months ago, one of the UK’s biggest on-line estate agents ‘Rightmove’ produced data that highlighted the most expensive streets in London to buy a home in.
When I initially read through the property agent’s article, I felt that it couldn’t possibly be correct as I’ve seen info on loads of places that have sold for millions more. However – it turns out that these stats related to the ‘average asking price’ within the selected London streets – so, admittedly, there will always be properties that individually sell for much much more.
So – here’s London Shoes take on the ‘Smokes’ Top 5-Most Expensive Streets:-
- BUCKINGHAM GATE – average asking price – £9.6M
Buckingham Gate is a street in Westminster, right next door to Buckingham Palace – and across the road from Birdcage Walk – with Victoria Station at its southern end.
The nearest London tube stations to Buckingham Gate are Victoria station and Green Park tube station.
The properties at no.58 & no.59 Buckingham Gate have a bit of history about them as they were once the HQ of the London Scottish Regiment and were also the base location for the British Wreck Commissioner’s inquiry into the sinking of the RMS Titanic.
The embassy’s for both South Korea and Macedonia are situated within properties in Buckingham Gate.
There are also some high-end restaurants and cocktail bars located at the Victoria end of Buckingham Gate.
- VICARAGE GATE – average asking price – £6.3M
Vicarage Gate is a small Kensington street, near to the more expensive and exclusive Holland Park district.
Vicarage Gate is only a small street but there are some amazing Victorian houses that showcase Victorian architecture at its finest.
The nearest tube stations to Vicarage Gate are Notting Hill Gate and Kensington High Street.
The average starting price for a ‘drum’ down this street is £6M+ – but individually, on the open market – they go for a lot more.
- PARK ROAD – average asking price – £5.8M
Park Road is a street that runs all the way from St. John’s Wood in the north – through to Baker Street in the south. It’s a very busy road – a main bus route and has very heavy traffic.
At first glance it’s hard to see how a property down here could be on London’s most expensive list – however, its popularity is more to do with its location and its proximity to central London.
Park Road is exactly what it says on the tin – a road that runs alongside a ‘park’ – Regents Park to be precise.
Being next door to the wide-open green spaces of Regents Park, makes Park Road an enviable location for someone with a few bob who’s looking to buy a place in central London.
The properties are mainly in the form of flats/apartments within larger buildings – and the ones overlooking the Park demanding a much higher asking price.
- JOHN’S WOOD ROAD – average asking price – £5.3M
St. John’s Wood Road – is (obviously) in the St. John’s Wood area of London – northwest of Regents Park.
It is and has always been, a posh part of London, with some impressive properties housing some extremely wealthy folk.
St. John’s Wood Road has been home to the Lords Cricket Ground since 1814 – and just a few streets away are the Abbey Road Studios – where the Beatles, plus many other top artists, recorded the bulk of their work.
- CADOGAN SQUARE – average asking price – £4.8M
The fifth and probably my favourite of the Top 5 locations, Cadogan Square is a residential square in Knightsbridge – it is named after Earl Cadogan.
Although mainly a residential area, some of the properties are used for diplomatic and educational purposes (a few Embassy’s and private schools etc).
Built in 1877, it consists of a ‘residents only’ garden surrounded by red-brick houses, the majority of which have been converted into flats or apartments.
The legendary horror film stars Christopher Lee and Boris Karloff both once lived in Cadogan Square.
Cadogan Square is mainly made up of plush apartments that tend to be available on short leases and sold for several million pounds. There are still a few houses on the Square that have not (yet) been converted into flats, and these would probably be valued at over £30+ million each.
Cadogan Square would definitely be my fav place to live out of the Top 5 most expensive – the place just oozes class.
Anyway – after a good few hours on me trotters – clocking up over 14,000 ‘steps’ throughout an overall distance of 9 miles – I was desperately in need of a little liquid refreshment – and so, finding myself down near ‘Buckingham Gate’ – I stumbled upon the “Two Chairmen” pub.
Situated in Dartmouth Street, just off of Birdcage Walk – the ‘Two Chairmen’ is Westminster’s oldest pub.
The pub dates back to the 1700’s – and it’s pub sign depicts two men carrying a sedan chair – which would have been used to transport wealthy passengers to and from the ‘cockfighting pit’ just across the road from the pub.
The ‘chair men’ would then have a few beers in the pub while waiting for the cockfighting event to finish – and would then transfer passengers through London streets to wherever they wanted to go.
Today – the pub past history means that it is very much a touristy type pub – but nevertheless, still a cosy and interesting little boozer to sink a couple of ‘cheeky’ ones.
So – that’s all about London’s Top 5 most expensive streets to buy yourself a house (or two) – hope you enjoyed this little trek and its accompanying photos.
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See below the full gallery of photos taken to accompany this blog

Buckingham Gate is a street in Westminster, right next to Buckingham Palace – and across the road from Birdcage Walk The average asking price is – £9.6M

The properties at no.58 & no.59 Buckingham Gate have a bit of history about them as they were once the HQ of the London Scottish Regiment and were also the location for the British Wreck Commissioner’s inquiry into the sinking of the RMS Titanic

There are also some high-end restaurants and cocktail bars located at the Victoria end of Bucking-ham Gate.

The embassy’s for both South Korea and Macedonia are situated within properties in Buckingham Gate.

Me – down in Buckingham Gate – the most expensive street, to buy- in London

Vicarage Gate is a small Kensington street, near to the more expensive and exclusive Holland Park district.

Vicarage Gate is only a small street but there are some amazing Victorian houses that showcase Victorian architecture at its finest. The average starting price for a ‘drum’ down this street is £6M+

Park Road is a street that runs all the way from St. John’s Wood in the north – through to Baker Street in the south. The average asking price for a property down this road is – £5.8M

Park Road is exactly what it says on the tin – a road that runs alongside a ‘park’ – Regents Park to be precise.

A little bit of ‘wisteria hysteria’ down in Park Road


The properties are mainly in the form of flats/apartments within larger buildings – and the ones overlooking the Park demanding a much higher asking price

Being next door to the wide-open green spaces of Regents Park, makes Park Road an enviable lo-cation for someone with a few bob who’s looking to buy a place in central London.

At first glance it’s hard to see how a property down here could be on London’s most expensive list – however, its popularity is more to do with its location and its proximity to central London.

The average asking price for a property in Park Road – especially the Regents Park side of the road – would be £5.8M

Park Road – leading in to Baker Street

St. John’s Wood Road – is (obviously) in the St. John’s Wood area of London – northwest of Regents Park.

It is and has always been, a posh part of London, with some impressive properties housing some extremely wealthy folk.

St. John’s Wood Road has been home to the Lords Cricket Ground since 1814

The average asking price for a property in St. John’s Wood Rd would set you back – £5.3M

St. John’s Wood Road has been home to the Lords Cricket Ground since 1814 –

Me – down St. John’s Wood Road

St. John’s Wood Road has always been, a posh part of London, with some impressive properties housing some extremely wealthy folk.

St. John’s Wood Road has always been, a posh part of London, with some impressive properties housing some extremely wealthy folk.

The fifth and probably my favourite of the Top 5 locations, Cadogan Square is a residential square in Knightsbridge – it is named after Earl Cadogan.

Built in 1877, Cadogan Square consists of a ‘residents only’ garden surrounded by red-brick houses, the majority of which have been converted into flats or apartments

Cadogan Square’s ‘residents only’ garden

The legendary horror film stars Christopher Lee and Boris Karloff both once lived in Cadogan Square.

Cadogan Square is mainly made up of plush apartments that tend to be available on short leases and sold for several million pounds. There are still a few houses on the Square that have not (yet) been converted into flats, and these would probably be valued at over £30+ million each.

The average asking price – for a property in Cadogan Square would set you back – £4.8M

Although mainly a residential area, some of the properties at Cadogan Square are used for diplomatic and education-al purposes (a few Embassy’s and private schools etc).

The average asking price – for a property in Cadogan Square would set you back – £4.8M

Cadogan Square would definitely be my fav place to live out of the Top 5 most expensive – the place just oozes class.

Situated in Dartmouth Street, just off of Birdcage Walk – the ‘Two Chairmen’ is Westminster’s oldest pub.

The pub dates back to the 1700’s and it’s pub sign depicts two men carrying a sedan chair – which would have been used to transport wealthy passengers to and from the ‘cockfighting pit’ just across the road from the pub.

One of London’s most popular ‘Cockfighting Pits’ was located directly opposite the ‘Two Chairmen’ pub in Dartmouth Street

The ‘chairmen’ would then have a few beers in the pub while waiting for the cockfighting event to finish – and would then transfer passengers by sedan chair, through London streets to wherever they wanted to go.

The famous ‘Cockpit Steps’ opposite the Two Chairmen pub

Inside the ‘Two Chairmen’ pub as it is today

A ‘cheeky’ beer – just waiting to be consumed – in the Two Chairmen pub – Dartmouth Street – just off of Birdcage Walk

Me – necking down a cheeky beer in the Two Chairmen pub – Westminster’s oldest pub.

Always interesting 👍
Really interesting stuff there Geoff. You deserved a ride back in a sedan chair after all that !
London Shoes reply:-
– carried by ‘Zinadine Sedan’
Always loved St John’s Wood tube ❤️
Nice places to live, I’d like Park Road then I could get a season ticket to the zoo, fascinating as usual Geoff x
When I was little, my Dad would take me out on Sunday and we’d see these big houses. We’d talk about which one we’d live in. Be quite happy in any of them 😊
Fascinating Geoff, same sort of prices as in The Fens 😉😉😉. Hope you’re well.
Thank you for that lovely interesting tour with our exchange rate of R24 to your £ l think l will pass 😊 haa
Thinking of moving ! Interesting read
Very interesting study Geoff.👍
London is a wonderful place to live if you have the money. I enjoyed my time in Shepherds Bush (not exactly Mayfair) but sites, shops and theatres close at hand.
Thank you, Geoff. I particularly like your “wisteria hysteria” pic. I’d never seen anything quite like that until now!
Many thanks – Glad you enjoyed it Brian
Wow, this list is eye-opening! It’s fascinating to see where London’s property market stands. Aspirational yet informative, your post really captures the essence of luxury in the city. Great work!
Thank you Caroline – glad you enjoyed the article
GEOFF (www.londonshoes.blog)