After interest from FA Cup holders Everton, Armstrong joined Tottenham Hotspur for a fee of £4.5 million in June 1995, replacing Bayern Munich-bound Jürgen Klinsmann. With the funds coming from a new kit deal and the sales of Klinsmann, Gica Popescu and Ilie Dumitrescu, this made him both Tottenham's most expensive signing, until Les Ferdinand for £6 million in 1997. It was also Palace's most expensive sale, until Andrew Johnson joined Everton for £8.6 million in 2006.