Dean Ramoino brings more than 15 years of experience in the competitive Chicagoland real estate market, backed by a rare blend of wealth management expertise and hands-on investing. His real estate journey began straight out of college with the purchase of his first investment property, setting the foundation for a career as both a seasoned landlord and strategic advisor. Prior to transitioning into residential sales, Dean spent several years in the Private Wealth Division at J.P. Morgan Chase, where he developed the analytical mindset that now helps clients evaluate opportunities with clarity, precision, and long-term vision. He also spent significant time in medical device sales at Stryker, where he honed the high-stakes negotiation skills and client-focused dedication that define his real estate practice today.
Discipline, adaptability, and a team-first mindset define Dean’s approach. A native of Janesville, Wisconsin, he spent several years traveling internationally as a professional basketball player with the Washington Generals, competing against the Harlem Globetrotters. The work ethic and resilience required to perform on a global stage directly inform how he serves his clients today. Whether guiding a first-time buyer or structuring a complex multi-unit investment, Dean brings focus, energy, and steady leadership to every transaction.
As the first agent to team up with Brian Moon when The Moon Group was formed, Dean has been a close partner and trusted confidant since day one. Together, they have built one of Chicagoland’s most respected teams, consistently achieving over $30 million in annual sales. Dean’s market expertise spans throughout the entire Chicagoland area with a focus on Chicago’s North Side, where his deep local knowledge and strategic insight help clients navigate competitive markets with confidence.
Having lived in several of Chicago’s most recognizable neighborhoods, Dean now calls Edgewater home. Outside of real estate, Dean has a strong passion for golf and proudly serves as Chairman of the Keller Williams ONEChicago Annual Charity Golf Outing, an event that consistently draws more than 100 golfers each year. Dean is also an avid woodworker, bringing the same patience, craftsmanship, and attention to detail to his workshop as he does to building long-term client relationships.
