How Milwaukee Bucks Star Pat Connaughton Built a $550 Million Real Estate Portfolio in 7 Years

TOI Sports Desk / TIMESOFINDIA.COM / Mar 13, 2025, 00:15 IST

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Pat Connaughton's transition from a baseball player with a $428,000 MLB signing bonus to an NBA player and successful real estate entrepreneur is remarkable. He established Three Leaf Partners, amassing a $550 million portfolio with projects enhancing communities, including a $45 million Wauwatosa development. Connaughton also collaborates with fellow athletes, thereby fostering impactful and sustainable developments.

How Milwaukee Bucks Star Pat Connaughton Built a $550 Million Real Estate Portfolio in 7 Years

Image Via Pat Connaughton/Instagram

Pat Connaughton’s path is pretty special, going from hurling baseballs to closing real estate deals. With a $428,000 signing bonus from the MLB, the Milwaukee Bucks star took a big risk that changed everything for him. In just seven years, he’s managed to create a $550 million real estate portfolio. What started as a calculated move has turned into a successful venture that’s benefiting communities.

Pat Connaughton’s Journey from Dual-Sport Athlete to Real Estate Entrepreneur

Pat Connaughton showcased his impressive dual-sport abilities at Notre Dame, excelling in both basketball and baseball. In 2014, he was drafted by the Baltimore Orioles in the fourth round of the MLB Draft, receiving a signing bonus of $428,000. Rather than blowing that money on luxuries, he smartly invested it in real estate near his college, paving the way for his plans.

Pat Connaughton made a quick switch from baseball to basketball, landing with the Milwaukee Bucks in 2018 to kick off his NBA journey. Alongside that, he started Three Leaf Partners, a real estate firm based in Milwaukee.

Their focus is on a range of projects, including multi-family and mixed-use developments, to enhance communities through thoughtful real estate practices.

Pat Connaughton’s $45 Million Downtown Wauwatosa Project Set to Deliver 153 Apartments

Under Connaughton's guidance, Three Leaf Partners has really taken off. The firm has snagged industrial properties totaling around 700,000 square feet and has been involved in several development projects.
A couple of standout projects are a $92 million development in Hartland with 267 apartments and a $70 million project in West Allis that includes 247 apartments.
They also launched a $17 million building with 55 apartments near Downer Avenue in Milwaukee and received approvals for a $45 million project that will add 153 apartments in downtown Wauwatosa.
Three Leaf Partners takes a different route than typical developers; they put a strong focus on creating projects that are sustainable and have a positive impact on the community.
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Out of the 125 investors within Three Leaf Partners around half are professional athletes who include players from the NBA as well as coaches alongside NFL and MLB members. Connaughton recognizes that retired athletes struggle financially so he organized business partnerships to launch his real estate projects.

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TOI Sports Desk

The TOI Sports Desk excels in a myriad of roles that capture the essence of live sporting events and deliver compelling content to readers worldwide. From running live blogs for India and non-India cricket matches to global spectacles featuring Indian talents, like the Chess World Cup final featuring Praggnanandhaa and the Badminton World Championships semifinal featuring HS Prannoy, our live coverage extends to all mega sporting events. We extensively cover events like the Olympics, Asian Games, Cricket World Cups, FIFA World Cups, and more. The desk is also adept at writing comprehensive match reports and insightful post-match commentary, complemented by stats-based articles that provide an in-depth analysis of player performances and team dynamics. We track news wires for key stories, conduct exclusive player interviews in both text and video formats, and file content from print editions and reporters. We keep track of all viral stories, trending topics and produce our own copies on the subjects. We deliver accurate, engaging, and up-to-the-minute sports content, round the clock.

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