Photograph of Dream Town agent Ann Connolly

Ann Connolly

Consistently a Top Producer, Awarded by the Chicago Association of Realtors

Ann has over 20 years experience in the real estate industry. After buying her first condo, she realized she wanted a career in real estate. She subsequently obtained her real estate license while working full time and her brokers license when she was nine months pregnant with her first child. With her children in school full time, Ann now has the opportunity work full time in real estate.

As a lifelong Chicagoan, Ann brings a deep knowledge of the Chicago marketplace to her clients. She believes every client should be treated with the same respect and care that she would like to receive. Her sense of humor and attention to detail make the home buying and selling process as safe, fun and hassle-free as possible.

Ann was born and raised on Chicago’s far southwest side, the 4th of 7 children of a Chicago fire chief and a full time mom. She was a standout athlete and played volleyball for the first Mother McAuley high school state volleyball champions. She was named ‘best server in the state’ after that tournament. She attended the University of the Pacific on an academic/athletic scholarship, graduating summa cum laude and playing in the NCAA Division I volleyball championship. Ann has an MBA from Trinity College, Dublin.

She is married to Liam O’Connor and has 2 boys, Rory (13) and Cathal (12), pronounced “Ca’ hal” … Irish for Charles. In her free time, Ann enjoys reading and working out, but likes nothing more than watching her kids run cross country, play basketball, soccer and Irish football.

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Awards & Accolades

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