Celebrities That Live in Orlando, Florida: Current and Former Residents

Basketball star Shaquille O’Neal’s Orlando story includes both the Magic and a long-standing connection to Isleworth. FOX 35 reported that he bought his Windermere-area estate in 1993 while playing for the Orlando Magic, then sold it in 2021. That makes him a former Isleworth homeowner rather than a current occupant of that estate. His connection also helps explain this guide’s wider geography: greater Orlando includes communities such as Windermere and Bay Hill, beyond the city limits. For buyers, Isleworth’s estate homes, Butler Chain of Lakes setting and private golf-club identity provide more useful neighborhood context than its famous former owners alone.

Tiger Woods also belongs to Isleworth’s residential history. GOLF’s February 2018 reporting documented the golfer’s move from Isleworth to the Jupiter area in 2011, placing his greater-Orlando connection firmly in the former-resident category. Jupiter is a separate Florida location, not an Orlando neighborhood. Woods and O’Neal therefore share a documented association with Isleworth, though their stories involve different timelines: Woods’s reported move and O’Neal’s later property sale. For someone exploring Orlando’s golf communities, those names offer historical context, while the community’s lakes, estate-home setting and private course describe its local character.

Singer and entertainer Justin Timberlake once owned a lakefront home in Dr. Phillips. WKMG’s February 2016 report traced his ownership from a purchase in 1999 to a sale in 2006. The dates matter because the article covered a subsequent resale: Timberlake’s own sale had taken place a decade earlier. His place in this guide is therefore as a former Dr. Phillips homeowner, not a recently reported resident. Alongside the Windermere-area stories, his former home adds another lakefront connection to the picture of greater Orlando, a region whose residential history extends well beyond its best-known visitor attractions.