Chrissy Sullivan
About Chrissy
Chrissy Sullivan is a trusted Chicago-based realtor with a decade of experience helping clients navigate one of the most important decisions of their lives - buying or selling a home. Known for her calm, honest approach and deep market knowledge, Chrissy works across the city and suburbs, guiding everyone from first-time buyers and growing families to downsizers and seasoned investors.
A University of Illinois alumni with a natural talent for communication, she’s skilled at simplifying complex situations and keeping clients comfortable and informed throughout the process. Her strengths lie in negotiation, organization, and offering individualized, strategic support to each of her clients during big life transitions.
Based in Chicago's northwest side, Chrissy combines her deep local knowledge with a genuine passion for helping people find the right fit - whether it’s a cozy or luxury condo, a dream house, or a multi-unit investment building. Outside of real estate, you’ll find her traveling (locally and globally), trying new restaurants, walking her dog on local trails, or catching up with friends over a glass of wine.
Clients choose Chrissy not just for her experience, but for the way she makes real estate feel less overwhelming, and dare say, even enjoyable.
It was a pleasure working with Chrissy. She helped make my first home buying experience a smooth transaction. She always had calming words when I was frustrated or rash in judgement and ultimately I couldn't be happier with my home purchase!
The Benefico Sullivan Group’s Past Sales
The Benefico Sullivan Group’s Exclusive Real Estate Listings
See what people are saying about Chrissy
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Aileen D. We are grateful for Len and Chrissy for helping us find our beloved home. They guided us with patience and professionalism throughout the entire journey.Also, a very special thanks goes to Len for his exceptional skills and the way he explained every part of the home buying process in such a clear and reassuring way. He made what could have been an overwhelming process so much easier to navigate, and we always felt we were in capable hands. Chrissy was just as kind, attentive, and detail-oriented making sure nothing slipped through the cracks and that we always felt cared for along the way.We highly recommend them to anyone looking to buy or sell a home-you won't find a better team!
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Rhonda R. Selling a loved one's home after their passing is never easy, but Chrissy and Len made the process as smooth and stress-free as possible. From the very beginning, they handled everything with professionalism, sensitivity, and an incredible attention to detail. They not only guided us through every step of the sale but also went above and beyond to ensure we got the best possible outcome. Their expertise in the market, strategic pricing, and exceptional negotiation skills led to a seamless transaction. They took care of everything—staging advice, marketing, showings, and paperwork—making what could have been an overwhelming process feel manageable and even reassuring. Beyond their skills as a real estate agent, Chrissy and Len showed genuine care and compassion, understanding the emotional weight of selling a home tied to so many memories. Their kindness and dedication meant the world to us, and we can’t recommend them highly enough to anyone looking for an agent who truly goes the extra mile. If you’re looking for someone who is knowledgeable, hardworking, and truly cares about their clients, look no further than Chrissy Sullivan and Len Benifico at Dream Town Realty! Thank You..
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Novi S. Working with Chrissy to find a home was a wonderful experience characterized by her communicativeness and insight into my needs. I was a first time home buyer and she made sure to walk me through what all I should be looking for in a home and more importantly what I liked in a home! I would highly recommend her to my friends (I already have) and it's a great thought that she's only going to continue to get better! Thanks a bunch Chrissy!
