Southampton Isgrove was a member of
Southampton's academy system; his first inclusion in the Southampton's first team came on 30 October 2012 in the fourth round of the
2012–13 League Cup against
Leeds United, for which he was included on the bench. The midfielder came on as a substitute for winger
Steve De Ridder in the 66th minute, seeing out the remainder of the 3–0 defeat. He made his first start for the club the following August in a 5–1 victory against
Barnsley in the League Cup second round, setting up the opening goal. Isgrove made his league debut for Southampton in the first game of the 2014–15 season, playing the last 8 minutes of a 2–1 loss at
Liverpool in place of
Steven Davis. On 17 March 2015, Southampton confirmed that Isgrove had signed a two-year contract extension until 2017. He was released by Southampton at the end of the 2016–17 season.
Peterborough United (loan) On 13 March 2014, Isgrove joined
League One club
Peterborough United on a one-month loan, subsequently extended to the end of the season. Isgrove also played in the
2014 Football League Trophy Final, which Peterborough won 3–1 against
Chesterfield on 30 March 2014 at
Wembley Stadium. He helped Barnsley win the
Football League Trophy, beating
Oxford United of
League Two 3–2 in the
final at Wembley. On 30 January 2019, Isgrove signed for League One
Portsmouth on a loan deal until the end of the 2018–19 season He was released by Barnsley at the end of the 2018–19 season.
Swindon Town On 30 July 2019, Isgrove joined
League Two side
Swindon Town on a one-year deal following a successful trial.
Bolton Wanderers On 26 September 2020, Isgrove signed for newly relegated League Two side
Bolton Wanderers on a one-year contract, joining former Swindon Teammate
Eoin Doyle. He made his debut the same day, coming on as a 65th-minute substitute for
Jak Hickman in a 0–2 home defeat against
Newport County. On 5 December 2020 he scored his first Bolton goal when he scored Bolton's third goal in a 3–6 defeat against
Port Vale. On 26 May 2021, he signed a new two-year contract. During the 2021–22 season, due to injury to
Gethin Jones and poor form by
Harry Brockbank, Isgrove played multiple matches as a
right-back. He was injured in November 2021, and after returning to fitness in March 2022 he was injured playing for the reserves and missed the rest of the season. On 2 April, Bolton won 4–0 against
Plymouth Argyle in the
2023 EFL Trophy Final He missed the match through injury, though still received a medal as he had played in the earlier rounds. He continued to struggle with injury during the 2022–23 season, and on 23 May the club confirmed that Isgrove would be leaving at the end of his contract in June.
Sholing Following his release from Bolton, Isgrove joined
Southern Football League Premier Division South club
Sholing, appearing in a matchday squad for the first time on 26 September 2023.
Hume City On 22 September 2023,
National Premier Leagues Victoria club
Hume City announced the future signing of Isgrove, joining the club for the 2024 season. ==International career==