Ivan Lendl’s residences reflect his journey from Czechoslovakian tennis talent to global superstar and US citizen. Until around the age of 21, he lived with his parents in an apartment on the third floor of a multifamily building at 18 Bachmačská Street in Ostrava. In 1981, he moved to Boca Raton, Florida, where he owned a condominium and trained. At that time, he was a frequent guest of his tennis advisor and confidant, Wojtek Fibak, at his homes in Greenwich, Connecticut. The former Polish top-ten player not only played a crucial role as Ivan Lendl’s mentor and manager in the early stages of his rise to world number one but also helped him settle into life in the United States and gave him an understanding of the Western lifestyle and the commercial mechanisms of professional sports. As a passionate art collector, he influenced Lendl culturally as well. Fibak’s English country-style house at 36 Mayfair Lane, built in 1932, offered 7,438 square feet of living space, 7 bedrooms, and 10 bathrooms and was situated on 5.4 acres of park-like grounds on a quiet country road. The property also included a swimming pool, a pool house, an 830-square-foot guest house with one bedroom above the garage, and a terraced tennis court built specifically for Lendl.
As he liked Greenwich and the surrounding area very much, and the landscape reminded him of his Czechoslovakian homeland, Ivan Lendl finally bought his first house there at 16 Rock Ridge Avenue in 1984. It was a Georgian colonial mansion, built in 1928, with 7 bedrooms and 10 bathrooms on a 3.4-acre lot. To prepare for the US Open, he famously had a replica of the Flushing Meadows hard court installed on these grounds. Lendl also kept several German Shepherds there, which were meant to serve as loyal companions and, not without reason, as protectors of the property. Another mansion he owned in Greenwich had been destroyed by fire in March 1985. It was located on an exclusive development plot named Conyers Farm, vacant at the time, and Lendl had planned to renovate it. Police determined the fire was started in a first-floor fireplace. Four people from Stamford – three adults and a 15-year-old girl – were arrested and charged with reckless burning, criminal trespass, and reckless endangerment.
In the late 1980s, Lendl purchased a 445-acre property at 400 5 1/2 Mile Road in Cornwall/Goshen, Connecticut. He commissioned an 18,000-square-foot Georgian Federal-style mansion, which was built in 1992 and became the primary home of him and his family for over three decades. It featured 10 bedrooms, 15 bathrooms, and extensive training facilities like a 1,872-square-foot gymnasium with 25-foot ceilings. Additional amenities included a separate spa and workout room with his-and-her steam rooms, locker rooms, a game room, indoor and outdoor pools, a caretaker’s house, a horse barn, formal gardens, and, of course, a custom hard court designed to match the US Open surfaces. In 2005, he decided to sell the estate after he was unable to get permits to build a high-end golf course on the land. The estate then was on and off the market for about 20 years and was finally sold in January 2024 for $12 million, setting a record for the highest residential sale in Litchfield County. One month later he bought a 70-acre property in West Cornwall, where he now lives with his wife and practices pickleball on his own pickleball court.
Ivan Lendl also acquired properties in Florida, which he initially used as winter residences while his daughters grew up. For example, he owned a 3,027-square-foot home in Bradenton, built in 1989, that was located close to the IMG Sports Academy and offered for sale in 2023. He maintained as well an 8,461-square-foot luxury residence at 3200 Savannah Place, about 9 and a half miles north of Vero Beach, for many years. It was situated in the high-end gated community known as Windsor, set between the Indian River and the Atlantic Ocean along Florida’s Treasure Coast. Built in 2002, this British West Indies-style home spanned 1.1 acres across two lots. It featured 8 bedrooms, 10 bathrooms, plus a resort-style swimming pool, and overlooked a lake behind the green of the first hole on Windsor’s golf course. It was sold in 2020 for $5.8 million since Lendl and his wife wanted to downsize after their 5 daughters had moved out. In February 2026, at the inauguration of the Ivan Lendl Stadium Court at the Grand Harbor Golf and Beach Club, located just a 25-minute drive away, Lendl informed the audience that he was planning to return to Vero Beach.