Chevrolet dealership matriarch Holler sells Winter Park lakefront home for $3.8M

GrowthSpotter contributor

Less than two years after she paid $3.7 million for a lakefront home in Winter Park, local Chevrolet dealership matriarch Juliette “Judi” Holler sold the home this week at a slight profit to a local business executive.

Ryan Gabriel Miller and his wife, Tiffani Fernandez Miller, paid $3.8 million for the house in the 500 block of N. Interlachen Avenue, according to a deed signed in Orange County on Wednesday and recorded a day later.

Holler, head of the Holler Classic chain of Chevrolet dealerships, bought the home in May 2016. Miller is chief financial officer of Highwinds Technology Management, a technology firm based in Winter Park that delivers media, games, ads and websites on its global content delivery network, per its website. 

The New England Colonial revival-style home is in the heart of downtown Winter Park on the shores of Lake Osceola. Prominent Winter Park architect James Gamble Rogers II designed the house, which was built in 1933 and updated in 2000.

The 5,249-square-foot home sits on a 0.82-acre lot, where a brick driveway and limed brick façade showcase the exterior. Inside, the three-bed, five-bath home features custom built-in cabinetry, wood floors and upgraded lighting. A separate garden cottage, covered boat dock and lift are found out back.

“You’ve got an extremely small amount of inventory on Interlachen on Lake Osceola,” said John Pinel of Coldwell Banker Residential Real Estate, who represented the buyers in the transaction. “Those are estate-type of properties. There are less than a dozen of them, which makes them extremely valuable.”

Another selling feature, Pinel said, was the home’s one-block proximity to S. Park Avenue.

“Everyone wants to walk to Park Avenue,” Pinel said. “You’ve got all the restaurants and shops … It’s a destination; it’s been a destination for 100 years.”

Holler marked her homestead exemption earlier this year at a smaller home of 4,627 square feet on Georgia Avenue in Winter Park, bought in 2012 for $2.2 million. 

Judi Holler comes from a long line of automotive pioneers. Her grandfather founded Allen Brothers, a Cadillac dealership in Connecticut, in 1912. Her husband, Roger Holler Jr., was the grandson of William E. “Bill” Holler, a vice president at General Motors and general sales manager of Chevrolet from 1929 to 1945.

The first Holler Chevrolet dealership opened in Orlando in 1938. Roger Holler Jr. expanded that one dealership to 11 in the Greater Orlando area. All the while, Judi Holler was a partner and adviser in running the business.

Roger Holler Jr. died in February 2004 at the age of 63. Judi Holler formally took over as president and chairman of the business.

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