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Barr moved to Scottish League Two club Stirling Albion in January 2018. He was caretaker manager of Stirling in October 2018, after Dave Mackay left the club.

Barr was appointed assistant manager of Scottish League Two club Annan Athletic in November 2018, replacing Kevin Rutkiewicz who had left the club to take over as manager of Barr's former club Stirling Albion.

Barr rejected a new deal from Dumbarton in the summer of 2017, and joined fellow Scottish Championship side Greenock Morton as the club's development team head coach, whilst still being registered as a player. He scored his first and what turned out to be only goal for the club in a Scottish League Cup tie against Queen's Park.

Barr signed a one-year contract with Dumbarton in June 2016.

In June 2015, after one season in Dingwall, Barr dropped down a division to Scottish Championship side Dumbarton. He scored his first goals for the club in a 3–2 friendly defeat to Partick Thistle on 11 July 2015. He was appointed captain on 19 July 2015. He extended his deal in January 2016, rejecting a full-time offer from a rival club, after making 22 appearances during the first half of the season, scoring twice. Barr scored the winning goal in a match against Hibernian in February 2016.

After leaving Kilmarnock, Barr went on trial with Scottish Premiership side Partick Thistle in July 2014 and also played as a trialist in pre-season for Motherwell. On 1 September 2014, Barr signed for Ross County. He made his debut on 13 September 2014, in a 2–1 home defeat against Motherwell. His season was ended in November 2014, when he suffered a knee injury against Aberdeen and underwent cruciate ligament surgery. At the end of the season, Barr was released by Ross County.

On 17 July 2013, Barr signed a one-year deal with Kilmarnock. He scored his first goal for Kilmarnock in a league match against Inverness Caledonian Thistle, and his second followed in a Scottish Cup defeat to Dundee United. The cup loss to Dundee United proved to be his final game for the club as he was injured shortly afterwards. He was not offered a new contract and left the club after the end of the 2013–14 season.

Barr had already featured in the Scotland 'B' team, playing in a 2–2 draw with Finland in February 2007.

Barr left Hearts when his contract expired at the end of the 2012–13 season.

Barr's first game of the new season came in the League Cup against Ayr United on 21 September 2011. A recurrence of his hernia injury that required surgery caused further setbacks, and his next appearance came as a substitute against Motherwell in the league on Christmas Eve. Barr was consistently selected in midfield by manager Paulo Sergio in the last few months of the 2011–12 season ahead of established midfield players. In the 2012 Scottish Cup Final, Barr started the match in central midfield and scored the opening goal in a 5–1 win against Hibernian. Barr's only league goal for Hearts also came against Hibernian, in his final appearance for the club at the end of the 2012-13 season.

On 25 January 2010, it was announced that Barr had signed a 3-year pre-contract with Hearts and would complete his move to Edinburgh upon the expiration of his contract with Falkirk at the end of the season. He was officially presented as a Hearts player at a press conference at Tynecastle on 8 June 2010. He made his debut on the opening day of the season against St Johnstone. Barr initially became a regular in the Hearts team at the start of the season but a loss of form and impressive displays by Craig Thomson saw Barr drop from the team. Injury further limited his appearances, and he only made 14 appearances that season.

Under new boss Eddie May Barr began playing at right back during the 2009–10 season rather than his more normal centre back role. With his contract due to expire at the end of the season, May confirmed in January that Hibs had made two attempts to sign Barr along with Aberdeen. Barr choose to sign for Hearts on a pre-contract in January rather than leave Falkirk immediately opting to help them escape relegation. Falkirk failed to avoid relegation and Barr left on a low note expressing hope that Falkirk would gain promotion quickly.

Barr was made Falkirk's captain at the age of 22 in January 2008, and went on to win the SPL Player of the Month award for March 2008.

Barr earned his first cap for Scotland in a 0–0 friendly draw against Northern Ireland at Hampden Park on 20 August 2008, becoming the first Falkirk player to play for Scotland since John White in 1959.

Barr broke through to the first team at the start of the 2006–07 season scoring his first goal for the club on 5 August 2006, in Falkirk's victory over Dunfermline. In December 2006, he was named as SPL Young Player of the Month for December. Barr received his first ever red card on 20 January 2007, for squaring up to Hearts' Andrius Velicka, but the decision was overturned on appeal and Barr was instead credited with a yellow card. The following season Barr was sent off twice: first against Hibernian, being given a second yellow card for throwing the ball away and then against Celtic for receiving a second yellow card.

Barr joined Forfar Athletic on loan at the start of the 2005–06 season, making his debut on 27 August against Peterhead as an 81st-minute substitute. His loan lasted until 31 December 2005. In all he made fifteen appearances for Forfar.

Barr went on to sign for Falkirk on 12 July 2002, and made his first team debut on 13 March 2004, as a substitute against Queen of the South. He made two more appearances the next season before being loaned out to Forfar Athletic at the start of the 2005–06 season.

Barr enrolled at St. Michael's Primary School in his home community of Moodiesburn in 1990, and from 1997 attended St. Maurice's High School in Cumbernauld. He was a keen footballer during his school years, playing for Westfield boys club and later the Moodiesburn equivalent.

Darren Barr (born 17 March 1985) is a Scottish professional football player and coach, who is currently assistant manager at Scottish League Two club Annan Athletic.