I grew up on an estate named after various characters/features from Robin Hood. It was built in the fifties... And was nowhere near Nottinghamshire.
There's an area which, granted, is in Nottingham - I'm guessing developed in the mid 80s - but the person naming the roads was clearly a big fan of the local ice-skating superheroes. I may not be remembering completely accurately, but they had something like Jane Road, Torvill Road, Christopher Road, Dean Road, Sarajevo Drive, Bolero Avenue etc. Two neighbouring roads - one road each bearing their full name or just surname would have been a lovely tribute, but I found myself irrationally irritated (I was driving around looking for a nursing home) and seething "OK, we get the point!"
One of my absolute favourites has to be Letsby Avenue in Sheffield, which is where the police station is!
I'm sure it's got some great historical meaning and wasn't just the result of somebody smoking a lot of very special herbs in the 60s, but Whip-Ma-Whop-Ma-Gate - a long name for a teeny weeny little road in York - has to win some sort of a prize!
we have a lot of dodgy names in Worcestershire! Best Mans Lane, Hangmans Lane, Hornyold Road, Minge Lane etc.
I'm personally deeply hurt that you didn't see it necessary to mention Mearse Lane and Twatling Road, both in a small village near the Birmingham border. Obviously named after, respectively, Ricky Tomlinson and the irritating local councillor whom nobody could stand, but to whom they nevertheless promised to pay due tribute 