please empty your brain below

There’s also a 3rd century roman bath house on the Orpington/St. Mary Cray border.
Nice. 16 out of 20. If you go further back can you make it 20 (out of ?)
I've commented on the Jewel Tower before, however I forgot to mention that it is a hidden gem (in plain site).

It is a shame that the Museum of London is currently closed as the Roman section was fascinating. From memory, there were the most interesting artefacts that would help you fill in the first couple of gaps. The Dark Ages passed me by though, I can't recall anything of note from that era.
These were all familiar to me, except for Walthamstow's Ancient House, which looks as though it has escaped from rural Kent or Essex (in which it was, when built!).
For just one city, that's very impressive.
I was excited to tell you about the ancient wall I pass by frequently in Barking (if it applies as it's not a full building), just to find out while researching that it's actually fake art 😢
Not sure I’d select Buckingham Palace, as the most visible bit is a C20 reclad of a C19 wing. Perhaps nearby Spencer House would be a more appropriate choice.
I think Ludenwich probably covers the 8th century too. Perhaps under the Royal Opera House extension extension.

I had no idea Saxon London was deliberately built west of the old Roman site.
Very little of the ancient wooden buildings of the Roman or Anglo Saxon periods remain, even up to the Great Fire. There are few extant late medieval examples, such as 41 Cloth Fair.

St Peter upon Cornhill has a credible claim to have been founded in the 3rd century. It is on the site of (part of) the Roman basilica. Although query if it continued in use while the heart of the settlement moved west to Lundenwic.

Like All Hallows, St Brides is also ancient, possibly 7th century, with Roman remains in the crypt.
If the coronation stone counts, what about Cleopatra's Needle (15th century BC)?
The range and scale of London's architecture are peerless. You could pick fine buildings for every decade from 1700 on. One for each of the last 200 years, probably. Books are written about the railway stations alone. And the tube stations. And the Liz Line. And the churches. Even the sewers. Stadiums? Power stations?

The greatest loss is perhaps Crystal Palace. My uncle, born Lambeth 1918, wept when he saw the fire.
That was fascinating DG, I learnt a lot!
You should have chosen Bow Church for the 14th century.
I'd switch Hampton Court for St James' Palace (1536), partially because it's the premier royal palace but also because being in central London it makes a walking tour of the last 11 centuries considerably easier.
It’s stretching the definition of building but queenhithe could be considerad a 9th century Saxon construction.
For the 1st century AD, how about that piece of the Roman basilica in the basement of the barbers in Leadenhall.

Possibly around 70AD if it is part of the original pre-Boudican building, or perhaps 90AD if part of the post-revolt rebuild.










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