An oceanfront estate owned by legendary sports agent David Falk, best known as Michael Jordan’s longtime representative and the man who coined the phrase “Air Jordan,” has hit the market on Kiawah Island, South Carolina, for $25 million.
Represented by Doug Lee of Kiawah Island Real Estate, the property at 88 Surfsong Road would set a new record for both Kiawah Island and Charleston County if it sells for its asking price. Falk, who was portrayed by actor Chris Messina in the 2023 film Air, directed by Ben Affleck, has owned the residence for more than two decades.
Situated on one of the widest stretches of oceanfront land on Kiawah Island, the property occupies a rare dual homesite. One of only five homes on the Island to enjoy this distinction, the estate spans 1.24 acres and commands sweeping views of the Atlantic Ocean, with sightlines extending along the Island’s curved shoreline in both directions.
The 8,851-square-foot residence offers seven bedrooms and eight-and-a-half baths. Designed to maximize its oceanfront setting, the home’s upper three levels open to expansive water views, while outdoor terraces line each floor.
The home’s centerpiece is a dramatic two-story living room that rises to an oval gallery above. Floor-to-ceiling windows frame views of the Atlantic and the property’s private beach boardwalk, creating a seamless connection between the interiors and the coastal landscape.
Outside, the resort-style amenities are equally impressive. A 110-foot swimming pool with an infinity-edge waterfall anchors the grounds, accompanied by a roofed spa and cabana complete with an outdoor fireplace. Throughout the property, landscaped gathering spaces have been thoughtfully positioned to encourage both entertaining and quiet moments of relaxation.
A Kiawah Island Club Golf Membership is available with the purchase, providing access to the Club’s renowned Cassique and River Course golf facilities, as well as an extensive collection of amenities that includes beach clubs, a 9,000-square-foot fitness center, fine dining venues, a spa, boathouse, and the meticulously restored Two Meeting Street Inn in historic downtown Charleston.
The listing arrives as Kiawah Island continues to experience unprecedented momentum in its luxury real estate market. According to Kiawah Island Real Estate, April 2026 marked the strongest April on record, with 28 transactions totaling more than $102.6 million, representing a 56 percent increase in sales activity and a 71 percent increase in sales volume year over year. The Island also posted its strongest first quarter in history, recording $232 million in sales across 79 transactions.
With its exceptional oceanfront setting, resort-caliber amenities, and connection to one of the most influential figures in sports marketing history, 88 Surfsong Road represents one of the most significant residential offerings ever to come to market on Kiawah Island.
Price: $25,000,000
Location: 88 Surfsong Road, Kiawah Island, South Carolina
Size: 8,851 square feet
Listing Agent: Doug Lee, Kiawah Island Real Estate
For more information, visit https://www.kiawahisland.com/real-estate/property/421/0088/.