Ron Sexsmith - "Galbraith Street", to which I could walk in 10 minutes. Kenny Wheeler - "Salina Street", to which I could walk in 3 minutes.
Joe & The Mesceleros, Bhindi Bhagee "Well, I was walking down the High Road And this guy stops me He'd just got in from New Zealand And he was looking for mushy peas..."
All of these beg the question: which street appears in the most song titles? My guess would be that the winner is Broadway in NYC.
Jan & Dean - "Dead Man's Curve". Jan & Dean were singing about a real Dead Man's Curve but they got the directions sort of wrong.
First one I thought of, by America: Ventura Highway in the sunshine Where the days are longer The nights are stronger Than moonshine You're gonna go I know...
Sorry, should read the original post more carefully. Unless it’s a “specific “ roundabout that they’re singing about.
Must be loads, a few of the top of my head; The Delines - Colfax Avenue Aztec Camera - Killermont Street Ryan Adams - Goodnight Hollywood Boulevard
Christopher Franke - "Malibu Avenue" (from the album "Pacific Coast Highway") Sonic Youth - "Pacific Coast Highway"