Gretzky's real estate journey is quite remarkable. In the late 1980s, shortly after joining the LA Kings, he bought a sizable property in the exclusive Beverly Hills community of Beverly Park. The Oilers are seeking their first Stanley Cup since 1990 after the blockbuster Wayne Gretzky trade. a Stanley Cup. The Kings star scored 20 points in 2012 and 26 in 2014 to help Los Angeles Did Gretzky win the Stanley Cup with the Rangers? Wayne Gretzky has four Stanley Cups to his name. He won the Stanley Cup four times with the Edmonton Oilers, in 1983-84, 1984-85, 1986-87, and 1987-88. The Los Angeles Kings' Dave Taylor is the only other player with more than one Stanley Cup victory. He's got three of them. The game took place on a Saturday night at Maple Leaf Gardens, and saw the Leafs face Wayne Gretzky and the Kings for the right to play the Montreal Canadiens for the Stanley Cup. [relatedlinks In game seven, Gretzky scored a hat-trick and added an assist to give the Kings another 5–4 win and the first Stanley Cup Finals berth in team history. Gretzky later called Game 7 of the 1993 Campbell Conference Finals the greatest game he had ever played. As centre and team captain, Gretzky led the Oilers to four Stanley Cup victories (in the 1983–84, 1984–85, 1986–87, and 1987–88 seasons). Following the 1987–88 season, he was traded to the Los Angeles Kings. Did Wayne Gretzky win four Stanley Cups in a row? Contrary to popular belief, Wayne Gretzky did not win four Stanley Cups in a row. He almost achieved this, but was off by one season. He won the Stanley Cup back-to-back in the 1983-84 and 1984-85 seasons, followed by another back-to-back victory from 1986-87 and 1987-88. A four-time Stanley Cup champion, he captured the greatest trophy in sports in 1984, 1985, 1987 and 1988 with the Edmonton Oilers. 2. Gretzky was a two-time Conn Smythe Trophy winner in 1985 and 1988. B1PpWOP.