Michael Maggio brings a rare blend of entrepreneurial drive, financial-market expertise, and client-focused strategy to his real estate practice. Based on Chicago's North Shore, Michael proudly serves clients across the entire Chicagoland region — from the city to the south, west, and north suburbs — and will go wherever his clients' goals take them.

Before entering real estate, he launched and ran successful businesses, helped bring a software development company to market, and spent seventeen years in the financial industry on both the trading and brokerage sides. His ability to analyze market trends, negotiate confidently, and respond quickly to changing conditions has shaped his reputation as a results-driven real estate advisor.

Originally from Illinois, Michael lived in several parts of the country before choosing to return to the Midwest to raise his family—a decision that deepened his appreciation for the strong communities, exceptional schools, and unique character of Chicagoland's diverse neighborhoods and suburbs. His wife, Kelly, a third-generation Wilmette native and a leader within the brokerage, offers invaluable local perspective that further enriches Michael's understanding of the lifestyle, history, and long-standing appeal of the region.

Michael understands the magnitude of buying or selling a home, whether it's a first purchase, an upsizing moment, or a long-awaited transition. He is known for walking his clients through every step with clarity, communication, and well-crafted solutions that keep the process seamless from start to finish. His approach is grounded in setting clear expectations, delivering thoughtful strategy, and ensuring clients feel confident and supported throughout their real estate journey.

Rooted in the North Shore. Serving all of Chicagoland. Driven by experience. Committed to results.