Legrottaglie returned to Juventus in the summer of 2005, but was instantly loaned out to A.C. Siena for the 2005–06 campaign, alongside teammate Igor Tudor and some youth players. While at the latter he was again a regular, as his team finally avoided relegation. Back at Juve, and as an experienced player, Legrottaglie was expected to play a role in the club's attempt to return to the top level following the 2006 Calciopoli scandal. However, he would only take the field in ten fixtures out of 42 – also being shown a red card – in a promotion as champions. Subsequently, Legrottaglie came very close to complete a transfer to Beşiktaş J.K. on a three-year contract, worth £1.1 million per season. The Turkish were set to pay £1.6 million to acquire his services, but negotiations broke down at the last minute and hence, the player remained in Torino; under Claudio Ranieri he started the new season right where he left off, on the substitutes' bench, being fourth-choice behind Jorge Andrade, Jean-Alain Boumsong and Domenico Criscito. Just four matches into the season, however, a serious knee injury sidelined Andrade for several months, and Legrottaglie was promoted to the starting eleven for the game against Reggina Calcio on 26 September, scoring the opener in a 4–0 rout. Criscito was loaned out to Genoa C.F.C. in January 2008 and, from then onwards, he paired with Giorgio Chiellini in central defence as the side allowed just nine goals in the first 14 matches following Andrade's injury (37 overall), finishing in third place; his contract ran originally until 30 June 2008, but in October 2007, due to his excellent form, he was awarded a two-year extension. In 2008–09, Legrottaglie continued to be first-choice despite the arrival of Olof Mellberg from Aston Villa (Andrade also was expected to return to first-team action, but he suffered a second serious knee injury). In September 2008, one month shy of his 32nd birthday, he signed another deal until June 2011, and played 27 league matches in a runner-up finish, thus qualifying for the UEFA Champions League for the second consecutive year; veteran Fabio Cannavaro returned to the club following his spell with Real Madrid, and this relegated him to the bench for parts of the 2009–10 campaign – he ended with 19 league appearances, netting once. Legrottaglie was injured during training in late May 2010, and thus missed out