The midfielder was joined on the scoresheet by his former England international colleague Andy Sinton as the team of former White Hart Lane stars saw off the challenge of the Wycombe & District Football League side.
A couple of guest players were also in the mix – including actor Ralf Little – but it was Anderton who got the Legends off the mark with a 20-yard free-kick into the top corner after a foul on forward Paul McVeigh 10 minutes in.
It was 2-0 on 27 minutes as Sinton sent in a cross from the right, McVeigh won an aerial challenge with the goalkeeper and the ball squirmed free for guest player Aaron Chinery to lash home from the left angle.
Legends team stopper Gareth Howells had to be alert at the other end as the home side sought a way back into the game, while Anderton stung the palms of Howells’ opposite number four minutes before the break.
Hambleden made an energetic start to the second half and hit the woodwork before Paul Reading converted a cross from the right to halve the deficit on 56 minutes.
The visitors had their two-goal cushion back five minutes later, however, as McVeigh ran through on goal but unselfishly squared for guest player Mark Platt to roll the ball into the net.
McVeigh then tried an audacious chip from 30 yards which bounced down off the bar, with Sinton firing into the side netting from a tight angle on the rebound.
Mark Gower burst down the left and set up substitute Micky Southam to make it 4-1 on 73 minutes, with a fine individual effort from Sinton – beating his marker in central midfield before surging into the area and clipping low into the net – further extending his side’s advantage five minutes later.
Sinton hammered Gower’s cross towards the bottom corner shortly afterwards but was denied by the keeper, with Reading grabbing a consolation for the home side just before full-time.
Spurs Legends: Gareth Howells, John Lacy, Mark Falco, Kevin Watson, Stuart Nethercott, Brian Statham, Darren Anderton, Ralf Little, Paul McVeigh, Andy Sinton, Mark Gower. Substitutes and guest players: Micky Southam, Aaron Chinery, Mark Platt.