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Greenwood made his first start for Manchester United in 2019 in a UEFA Europa League match against Astana, in which he scored becoming the club's youngest ever goalscorer in European competition at the age of 17 years, 353 days.

On 6 March 2019, under the management of Ole Gunnar Solskjær, Greenwood made his competitive debut as an 87th-minute substitute for Ashley Young in a 3–1 win against Paris Saint Germain in the UEFA Champions League. At the age of 17 years and 156 days, he became the second youngest player to represent the club in a European competition and the youngest ever in the Champions League era, only behind Norman Whiteside. Four days later, he made his Premier League debut from the bench in a 2–0 defeat to Arsenal to become one of the club's youngest league debutants.

On 17 July 2019, Greenwood scored his first senior goal for Manchester United in a 4–0 pre-season victory against Leeds United, and followed it up with a second in United's following friendly against Inter Milan. He began the season making substitute appearances in each of United's first four league matches, before starting their Europa League opener against Kazakhstani side Astana; he scored the only goal of the game to become the club's youngest ever goalscorer in European competition at the age of 17 years, 353 days. He then scored a week later in United's League Cup tie against Rochdale. On 7 November, Greenwood scored and assisted Martial, in United's 3–0 win over Partizan Belgrade, qualifying them for the knockout stages of the competition. On 24 November, Greenwood scored his first league goal in a 3–3 draw with Sheffield United. On 12 December, Greenwood scored a brace and won a penalty in the final game of the Europa League group stage against AZ Alkmaar. Manchester United won the game 4–0 and finished top of their group. Greenwood featured on the Europa League team of the week for matchweek 6. On the 15th of December 2019, in a match against Everton, Greenwood came on to replace Jesse Lingard and score a late equaliser 12 minutes later. He was praised for his performances by Sky Sports pundit and former Manchester United full-back Gary Neville, who said Greenwood looked like the "real deal" after rescuing a point for Manchester United. On 27 December, against Newcastle United, he scored his eighth goal of the season which won Manchester United's December Goal of the Month. On 11 January 2020, in the 76th minute, Greenwood scored the final goal in a 4–0 win against Norwich City, after replacing Andreas Pereira in the 71st minute. On 26 January 2020, in the 56th minute , Greenwood scored a penalty which was the final goal in a 6–0 win against Tranmere Rovers F.C., this was his tenth goal of the season. On 23 February 2020, in the 75th minute, Greenwood scored a stunner which was the final goal in a 3–0 win against Watford F.C.; this was his eleventh goal of the season.

On 30 August 2019, Greenwood was included in the England under-21 squad for the first time and made his debut as a 59th-minute substitute during the 3–2 win against Turkey on 6 September 2019 in qualifying for the 2021 European Under-21 Championship. On 19 November 2019, Greenwood scored his first goal for the U21s; equalising against The Netherlands in a match which England ultimately lost 2–1.

In March 2019, former academy coach Mark Senior said: "People says he's like the new Robin van Persie but I don't know. I think he's his own man. I've not seen another player like him. His style means his pace is deceptive because he is absolutely rapid."

In July 2019, Manchester United manager Ole Gunnar Solskjær praised Greenwood during their pre-season tour, saying: “He can play all of the front-three positions, or across the front four, as he can play number 10, number seven, number 11 and number nine. He’s a natural footballer with his left foot, coming in, but he’s got two feet and can play anywhere along the front. He’s just a natural. When he takes a penalty with his right, then takes a penalty with his left, free-kicks with his left, free-kicks with his right. He is almost what you’d call 50-50, maybe 51-49 left-footed."

In July 2018, Greenwood travelled with the first team on their pre-season tour of the United States. On 20 July, he made his non-competitive debut as a 76th-minute substitute for Luke Shaw in a 1–1 draw against Club America. He also featured in a 0–0 draw with the San Jose Earthquakes three days later. On 2 October, Greenwood signed his first professional contract with the club. In December, he was selected by José Mourinho to train with the first team ahead of their UEFA Champions League match against Valencia.

Greenwood began his career as a midfielder but gradually evolved into a centre forward. In May 2018, former Manchester United player Clayton Blackmore said: "He's great on the ball and very good with both feet. He's the first person I've seen that takes penalties and free-kicks with his wrong foot. I've never come across anyone like that!"

Greenwood joined Manchester United at the age of six, playing at the club's development school in Halifax. After progressing through the academy ranks, he joined up with the Under-18 squad for the 2017–18 season, despite being eligible for the Under-16s, and finished as top scorer of the U18 Premier League North with 17 goals in 21 games. In May 2018, Greenwood was named Player of the Tournament as the youth side won the ICGT Trophy in the Netherlands.

Greenwood has represented the England under-17 team making six appearances in 2017–18 and was part of the squad in the Algarve Tournament in Portugal.

On 12 May, the final day of the season, Greenwood made his first senior start for the club in a 2–0 defeat to Cardiff City.

Mason Will John Greenwood (born 1 October 2001) is an English professional footballer who plays as a forward for Premier League club Manchester United and the England under-21 team.