The former Spurs man says ex-United boss Sir Alex Ferguson wanted to sign him after he had scored for England against Sweden in 1995, with Red Devils defender Gary Pallister helping to broker the move.
Ferguson had reportedly heard that Anderton had a release clause in his contract - which Lord Sugar was determined to remove.
Anderton told the 'Quickly Kevin, Will He Score?' podcast: "That was when United came in, after that game.
"Pally - Gary Pallister - went, 'Do you fancy coming to play for us?' as we were all having a game of snooker back at the hotel.
"He just said, 'Can I give the gaffer your number?'
"'Yeah, why not?'
"It was a little bit daunting to be fair. Though it was more daunting for my brother, who answered the phone.
"The next day I went and saw the chairman Sir Alan Sugar and he didn't let me leave his house without signing a new contract to get rid of that clause.
"It was a bit panic stations because Jurgen Klinsmann had said he wasn't going to stay, Gheorghe Popescu was going to Barcelona and Nicky Barmby wanted to leave."
Anderton never made that move to United and missed out on winning numerous league titles under Ferguson. Gutted.