Dream Town Real Estate Consultant - Ann Connolly

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Ann Connolly

312.698.8552 off
312.476.0224 cell
312.698.8553 fax

Contact Ann



Ann has over 17 years experience in the real estate industry. After buying her first condo, she realized she had a passion for 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 to again follow her passion full time. She was drawn to Dream Town by the company's unique client-care model, cutting edge technology and customer service focus.

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 homemaker. From an early age, she was drawn to competitive sports and played volleyball for Mother McAuley high school. She attended the University of the Pacific on an academic/athletic scholarship, graduating summa cum laude and finishing 2nd in the NCAA Division I volleyball tournament. Ann has an MBA from Trinity College, Dublin. She is married to Liam O'Connor and has 2 boys, Rory (9) and Cathal (7), pronounced "Ca' hal" ... Irish for Charles.

What My Clients Have To Say

  • Ann is great! She takes the time to answer any questions a buyer may have. I plan to use Ann if I ever sell my condo.
    Kay Frederick, Pilsen
  • Ann was very professional and even more patient with us as new home buyers. She is very knowledgeable about the industry.
    Barb, Pilsen
  • Ann was a pleasure to work with. She worked around our schedule, picked us up at the airport several times and did not hesitate to give us the time we needed. Being from out of town, her knowledge of Chicago helped us find the ideal location for our needs. We couldn't have been more pleased with the service.

    Jay and Debbie, Bridgeport
  • I cannot recommend Ann Connolly highly enough. From the moment we exchanged our first emails, she demonstrated the highest level of attentiveness and professionalism. She has a deep understanding of the market and the city; she listened to my wants and needs, and gave me honest, thoughtful opinions on the homes we viewed. Because of her, I ended up with a place I absolutely love. The entire home-buying process is stressful, but she did everything possible to help and support me throughout, way above and beyond what a realtor is expected to handle. After closing, she even offered to wait at my loft for my internet & satellite setups so I wouldn't have to take any more time off work. Ann's kindness, integrity and true concern for her clients are just a few of the qualities that make her a wonderful realtor (and an even better person); I consider her a friend. You will not be disappointed in working with her.

    Ronnie Hunt, Bucktown