If you recall, Sharapova famously defeated Williams in the 2004 Wimbledon final as a 17-year-old.
This time, however, she would be facing a Serena Williams who is coming off her third Wimbledon title last year.
Serena, who defeated her sister Venus in the singles final last year, opens with Michelle Larcher de Brito of Portugal.
Sharapova, meanwhile, plays Kateryna Bondarenko of the Ukraine in the first round. The potential matchup with Williams is no certainty, however, as Sharapova will likely have to get by Daniela Hantuchova in the third round before a potential fourth-rounder with Serena.
No. 6 seed and French Open finalist Sam Stosur and No. 3 seed Caroline Wozniacki, who earned my title as "sleeper" of the tournament, highlight the second quarter of the draw—to potentially play Serena in the semifinals.
Kim Clijsters, seeded No. 8 and playing Wimbledon for the first time since 2006, could face fellow Belgian Justine Henin in the round of 16.
Henin, seeded No. 17, potentially would have to get past No. 12 seed Nadia Petrova in the third round.
No. 4 seed Jelena Jankovic is the highest seed in the quarter. The Serbian former world No. 1 has an opening round match against promising British teenager Laura Robson.
Robson, the junior champion in SW19 two years ago, will likely take on the former world number one on Monday.
Jankovic, who made the semifinals of the French Open earlier this month, has yet to reach the last eight at Wimbledon.
Another British wild card, Heather Watson, the reigning US Open junior champion, faces Italian qualifier Romina Oprandi in her opener.
Clijsters, who last year played in an exhibition test match against Steffi Graf, opens against Italy’s Maria Elena Camerin.
The bottom quarter of the draw is highlighted by Venus Williams, the No. 2 seed, who opens against Rossana de los Rios of Paraguay, who like Clijsters is one of the few mothers competing on the WTA Tour.
Former world No. 1 Ana Ivanovic, unseeded, takes on Shahar Peer of Israel, seeded No. 13, in an interesting first-round match.
Francesca Schiavone, the No. 5 seed and reigning French Open champion, opens against Vera Dushevina of Russia and is seeded to potentially face Venus Williams in the quarterfinals.
For the full women’s draw, go to www.Wimbledon.org—and remember, it's all about the luck of the draw!