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.
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 ent...
Ann did a great job helping to sell my place in the difficult 2009 market. Her first piece of good advice was that we work with a stager to make sure the place would show as well as possible. She even brought some of her own belongings to help the condo look its best. When I got an offer, she helped me figure out how to negotiate the right price. After that, she helped with everything el...
I would like to thank you for your support and extra help in getting my son Daniel into a condo on Elk Grove in Wicker Park. He is in, settled down and continuing to do well in school. Your prediction, during the inspection, that this condo will appraise at least at 250K when the building is fully occupied is right on. Daniel called and said the young lady on the first floor is getting a...
I have worked with Ann twice - once when I bought my first house in Chicago and again when I sold it 10 years later - and can highly recommend her! We put our house on the market in 2009 when we relocated to NJ, in one of the lowest points of the housing market. I don't think any of us realized just how difficult the market was, but we soon found out. Ann did a great job - holding countl...
Ann was great, on the sell and buy side. Didn't push, and was very patient. Great advice on how to maximize my sales price by staging my condo.
Ann was a fantastic buyer's agent for my family. We were interested in a condo with nice vintage features and lots of character. Our favoured locations were in and around Andersonville and we had the usual financial constraints that seem to be an issue for many people at the moment. Ann's personality matched ours perfectly, she had amazing patience, and her insight into our desires was e...
Our agent was Ann Connolly and she was fantastic. I met with her two years ago to put my condo on the market and we decided it wasnt the right time. When my fiance and I decided to look for a house I contacted her again. She was patient, knowledgeable and realistic about the market and our options. Ann went above and beyond for us and we plan to use her to sell our condos once the market...
Ann was a pleasure to work with and very thorough in analyzing and showing prospective properties for purchase. She has an excellent understanding of Chicago's numerous neighborhoods and will save you tons of time as buyer by vetting properties for you.
Ann did a great job for us, especially when it came to developing our offer to the seller. We were in a hyper competitive market with many potential buyers and with Ann's help we were able to close the deal at less than asking price. Great job Ann!
We loved working with Anne. She was super friendly, highly professional and made us feel very confident about our sale and purchase. What we valued most about Ann was that she was extremely responsive to our calls/emails. We would recommended Ann to any of our friends in need of a realtor.
Ann helped customize our experience by taking our individual needs into account. She did additional research that helped us to get an incredibly good deal. She helped us every step of the way, accommodating our lively toddler and even offering to babysit for our closing! She was at our unit in -20 degree weather, making sure our future furnace worked the night before our final sale. We c...
My husband and I had the pleasure of meeting Ann three years ago (yes-we are officially the worst clients in the world) and after a long search we closed last week on a beautiful home in Lakeview. She was so incredibly patient and kind to us throughout the process. Ann recommended an excellent inspector and a wonderful attorney as well and with her guidance the entire process went smooth...
I rate my experience with Ann Connolly a 5. She was always accessible and responsive and had my back throughout the entire process. She was quick yet thorough and went above and beyond throughout the process of renting my condo and subsequently selling it. I had a high comfort level that I was in good hands and that she had my best interests at heart.
Ann was there at every turn to guide us through the process. Her expertise in the negotiation was very valuable.
I enjoyed working with Ann and was generally happy with the process.
Ann was referred to us by my sister and her husband. She was very accommodating with our schedule and flexible to go take us on open houses even on Sundays. She answered all of our questions and helped us through the buying process up until our closing.
Ann is down to earth and extremely competent. Her manner is calm and intentional. My experience with Ann was nothing but positive. She is a true professional. I highly recommend her.
Ann was wonderful to work with...she kept us fully informed every step of the way until the sale was finally made....in addition she helped us find resources to prepare our condo for sale. She also asssisted us in finding a moving company...We give her an A++
Ann's prospective and vision was truly amazing. I trusted her and was able to sell my home in 3 weeks.
Ann was a fantastic guide through my first-time home buying experience. She took all of my needs in to account and found me properties that fit them. She truly got what I was looking for and there was never ANY pressure to settle for something that was not a good fit or to look beyond my means. She was lightning-fast with responses and gave me invaluable advice throughout the process. He...
Ann did an outstanding job locating the perfect condominium for our needs. She was very accessible throughout the entire process. We highly recommend Ann!
We worked with Ann Connolly to provide a CMA (competitive market analysis) of our home. We were in a bit of a rush since we had put an offer in on another home. We wanted to interview several agents before settling on one to list ours. Ann was quick, thoughtful and professional. While we did not ultimately list our home, we would have welcomed working further with Ann.
I highly recommend my friend and realtor Ann Connolly through Dream Town Real Estate. Not only is she a great friend and someone I've been staging homes for and working with for over 10 years, but she has truly done an amazing job selling my home for top dollar and helped me to find my future home, helped negotiate both deals, and provided a lot of professional and personal guidance. Ann...
Ann Connolly went above and beyond my expectations. I had very difficult asks as i was selling my condo remotely and she was absolutely amazing. She essentially walked me through all i needed to do to sell my first condo and she helped me find everything from cleaning people to selling some of the furniture left over in the unit. I really appreciated her responsiveness and her willingnes...
I give score of 5 Ann is an excellent agent and goes out of her way to give client satisfaction I highly recomment Ann anytime
During our quest to find a nice and spacious apartment for our family on a tight budget, we were lucky enough to have been recommended to Ann Connolly. She understood our needs and combined with her in depth knowledge of the market was able to ensure viewings the minute any relevant properties appeared on the market. She went out of her way to help us and we will definitely be contacting...
We've worked with Ann on 4 transactions since 2009. She sold a condo downtown, bought and sold a condo in Wrigleyville, and most recently we purchased a single family home in the Chicago suburbs (April, 2020). Ann's professionalism shines through every imaginable bump in these kinds of transactions and we were so happy we had Ann on our side guiding us through.
I've worked with Ann for 12 years now: purchasing my "bachelorette pad" condo then later a house with my husband, and most recently selling that condo. I haven't even considered working with another realtor. Why? Ann has a deep understanding of the Chicago market and its many neighborhoods; whether you're a buyer or a seller, she carefully listens to what you need then delivers options a...
Ann helped me sell this property and 5 other income buildings in 2020/2021. Total selling volume was over $2.8 million. After 30 years in active income property ownership I am transitioning to passive real estate. Ann did a great job on recommending the listing prices, reading the buyers and the market. I felt confident in each transaction I was getting full value. If you are looking to ...
Ann was fantastic to work with from the beginning thru the closing. She is dedicated, very knowledgeable and professional. Our experience with her exceeded our expectations by far. She was always responsive and available. Overall, she was an amazing resource in getting our property sold quickly and at an attractive price. We would highly recommend her services.
Ann is the best! She is knowledgeable about the area and made the process of selling our home seamless. She was an absolute pleasure to work with. We highly recommend her.
As a first time home buyer, I could not have been more clueless as to how the process worked and the sequence of closing from start to finish. Ann truly took my wife and I under her wing and was our guiding light throughout the entire process, from the very beginning to the finish line. Ann has an indescribable level of expertise and through her tenure in her field, she has made many ess...