Notable Home Sales

Hub International chairman & real estate agent buy Winter Park lakefront home

A photo of the front of the recently sold home on Trismen Terrace in Winter Park.

The chairman of Florida operations for global insurance broker Hub International and his wife, a real estate agent with Fannie Hillman & Associates, paid $2.319 million on Tuesday for a home on Winter Park's Lake Osceola.

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.


The buyers were John "Jack" M. Kuykendall and Cynthia "Cindy" Kuykendall, who acquired the property through their revocable trust. No mortgage was recorded with the deed in Orange County.

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.

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