Located on a half-acre lot in the 100 block of Trismen Terrace, the home lies northeast of the Polasek Museum & Sculpture Gardens, and a block off of Osceola Avenue.
A Winter Park native, Jack became chairman of Florida operations for Hub International when it acquired his Kuykendall Gardner, LLC insurance brokerage in October 2015.
Cindy and Jack, originally high school sweethearts, married a few years ago and moved into her home in Winter Park. That prompted Jack to list his Maitland lakefront home, which Cindy sold in May for $1.15 million.
Built in 2002, the two-story Mediterranean home features 4,546 square feet of conditioned area, with four bedrooms, 5.5 bathrooms, two offices, hardwood floors, a covered lanai and pool, and custom boathouse and 18-foot SeaRay boat that may have sold with the property, according to a recent listing.
The home was listed by Lisa Schurter of Absolute Realty Group. It was originally listed at $2.95 million in February 2015, $631,000 above its eventual sale price.
The seller was Bryan Adam Cole, who previously paid $1.85 million in April 2011.