Former Milwaukee Bucks guard Jrue Holiday has sold his River Hills estate for $5 million, closing a deal that ties the property to a series of high‑profile basketball connections. The sale marks the latest chapter in a saga that began when the home was rented by former teammate Damian Lillard during Lillard’s brief stint with the Bucks.
A court‑side retreat
The 9,486‑square‑foot mansion, located at 8615 N. Dean Circle, River Hills, Wisconsin, boasts eight bedrooms, ten bathrooms, and a full‑size indoor basketball court. Designed with luxury in mind, the residence also features a fitness center, an outdoor kitchen, a riverside deck and a fire pit that overlooks the Milwaukee River, offering both recreation and relaxation.
La Strega Trust, a Wisconsin‑based entity with its official website at stregatrust.com, was the purchaser. The trust’s acquisition adds a high‑profile property to its portfolio and underscores the ongoing interest in premium real estate within the Milwaukee metro area.
Holiday’s wife, Lauren Cheney Holiday, brings her own athletic pedigree to the story. A former member of the U.S. women’s national soccer team, she contributed to the country’s 2015 Women’s World Cup victory before marrying the NBA veteran.
During his time in Milwaukee, Lillard relied on the home as a rental, but the arrangement was not without its challenges. Lillard reportedly communicated directly with Holiday about tenant issues, including intermittent Wi‑Fi problems that required attention.
From Bucks champion to Trail Blazer
Holiday’s basketball journey includes a 2021 NBA championship with the Bucks, a trade to the Boston Celtics in 2023, and a current role with the Portland Trail Blazers. His tenure in Milwaukee cemented his reputation as a clutch performer and a cornerstone of the team’s title run.
The property’s sale not only reflects a change in ownership but also illustrates how NBA careers can intertwine with high‑end real estate, creating narratives that extend beyond the hardwood. As the home transitions to new hands, it remains a testament to the lifestyles and legacies of the athletes who have called it theirs.