Cadey O’Leary, Founder, Cadey O’Leary Collection


Through her unwavering commitment to excellence and profound desire to deliver exceptional service, results and value, Cadey O’Leary has propelled her business on an impressive and deliberate growth trajectory.

She applies her breadth of entrepreneurial experience, market knowledge, understanding of new construction and development, marketing skills, and design eye for the betterment of her clients. O’Leary is intentional about the clients she serves and committed to offering sound counsel and support that extend well beyond the transaction. Her success is found not only in her performance but also in the powerful testimonials and personal introductions that fuel her referral-based business and engender lasting friendships.

O’Leary works with buyers, sellers, developers and investors and has cultivated expertise in design, development consultation and new-construction sales in the top tier of the market. Her most significant project has been more than two years in the making. O’Leary has collaborated with an extraordinary team of designers, architects, developers and colleagues in creating a boutique condominium development that she anticipates will become the marquee address of Lincoln Park: 2350 N. Orchard. The Orchard Private Residences offers 32 of the most highly appointed, finely designed homes in the city. “I am privileged to be part of this architectural and design masterwork and am excited to start our sales in earnest this summer,” she says.

Central to O’Leary’s philosophy is forming connections that enhance the professional and personal lives of her clients, colleagues and friends. O’Leary has become highly attuned to adapting to her clients’ needs and establishing processes and resources that improve efficiency, clarity and outcomes. “My objective is to make the process of buying or selling a home as easy and enjoyable as possible while exceeding expectations,” she says.

The Chicago Association of Realtors has recognized O’Leary as a Top Producer, and she has also been named by Jameson Sotheby’s International Realty as a Top 20 Producer. O’Leary is a member of the University Club of Chicago and the Lincoln Park Chamber of Commerce and is a longtime, active parishioner at St. Vincent de Paul in Lincoln Park. She is considering forming a “Bring Back Treasure Island Club” to inspire collective action around her former grocery mainstay, which abruptly closed last fall.

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