Agent Details


Lincoln Park & The Upper Market in Chicago and Beyond

Cadey O’Leary has honed her knowledge and passion for quality new construction and design into a successful residential real estate business where she serves a range of clients from real estate developers to buyers and sellers of fine homes and condominiums on the city’s north side. With over ten years of upper-market real estate experience, extensive background as a successful entrepreneur and marketing expert with a staunch commitment to excellence, Cadey has established herself as one of Chicago’s award-winning and top-producing agents. Appreciated for her candor, sales proficiency and personability, she values long-term relationships and is devoted to producing great outcomes for her clients who rely on her for all their real estate needs.

With a keen understanding of what the luxury buyer values, Cadey has worked with several developers in helping design, market and sell new Single-Family Homes and condominiums, many of which have achieved new pricing thresholds in their markets. The hallmark of Cadey’s career to date has been the intensive ground-up developer collaboration and successful sell out of The Orchard Private Residences in Lincoln Park, surpassing previous pricing benchmarks by more than 30%. Cadey and her sales and marketing team worked alongside top talent in development, architectural and interior design in conceptualizing and producing a masterfully detailed, finely appointed boutique residential building that has become the new standard for luxury and most highly sought address on the city’s north side.

Cadey’s unwavering dedication to offering unparalleled service for every client and her proficiency in communication and negotiation have placed her in the upper echelon of realtors in the city. She is among the top-10 selling agents in Lincoln Park with one of the highest average transaction sizes. Cadey has consistently been recognized as one of Chicago Agent Magazine’s “Who’s Who of Real Estate,” a Top Producer by the Chicago Association of Realtors® and among America’s top 1.5% of real estate brokers. Cadey enjoys connecting her clients, friends and colleagues, professionally and personally, and has co-founded several networking groups. She has cultivated personal relationships with brokers in other markets across the United States and has carved a particular focus and expertise in 30A along northwest Florida’s Emerald Coast, a long-favorite vacation spot for her family and her.


We pride ourselves on serving our clients as lifelong advisors on all things real estate. Our goal is to deliver exceptional service, counsel and results and forge lasting relationships through delightful experiences and genuine care.