Annie Flanagan

Annie Flanagan Photo

The Flanagan Group's mission is to consistently provide the highest level of real estate brokerage service for our clients.  We have worked hard to create a highly personalized, full service, boutique experience where our clients are our top priority.  Our market knowledge, local expertise, innovative marketing, tireless work ethic, and dedication to niche markets are just a few of the things that make our clients' home buying or selling experience seamless!

With almost 20 years of experience in the real estate business, The Flanagan Group knows the ins and outs of the Chicago and North Shore real estate market. We recognize the true value of a home, know how to "market to the masses", and do whatever it takes to make a deal come together. Our knowledge of local inventory and market trends is critical to understanding a home's value. This knowledge enables our clients to assess a home's value quickly and clearly, in order to make well informed decisions during their home search or when pricing their home for sale. Our cutting-edge marketing creates maximum exposure to drive the largest number of buyers to our listings. We market our listings utilizing social media outlets, email marketing, print marketing, staging, virtual staging and more.  Our clients benefit from our eye for detail and our passion for architecture and home design. We love helping buyers see the potential in a home and enjoy helping sellers showcase their home's beauty. And finally, we provide expert counsel to our clients on the best way to stage, market and price your home, craft an offer, present it to the seller's agent, and negotiate on your behalf to get the best price and terms on that perfect home.

Our knowledge of the North Shore and the city of Chicago comes from living here and being actively involved in the area for over 30 years. Maddie grew up in Evanston, attended Loyola Academy in Wilmette, and since graduating with a degree in communications from Miami University, she has lived in Lincoln Park. Maddie's organizational and marketing skills, honed during her career in wholesale sales, are critical to a smooth and successful real estate experience. After graduating from the University of Wisconsin, Annie lived in the city for ten years while working in insurance and risk management. Annie continued her career for several years after moving to the northern suburbs to start a family. Annie's strong communication skills and analytical abilities, combined with her expert negotiation skills, provide her clients with an edge when navigating competitive and ever-changing markets

The Chicago area is our home, and we love where we live! Making connections and building relationships is truly at the core of everything we do. We are a valuable resource for information on neighborhoods, schools, park district programs, shops, restaurants, local businesses and so much more.  And our love for the Midwest and Chicago runs deeper than just our real estate connections; our family has always believed that it is important to give back to the community, and we are both very active in various philanthropic organizations.

The Flanagan Group offers a boutique experience that is truly unparalleled. Our concierge level service is highly individualized: our clients' specific needs and interests are at the heart of everything we do, and we pay attention to every detail. Real estate moves fast, and our team's flexibility gives us the capacity to accommodate our clients' busy schedules. The Flanagan Group is always engaged, responsive, and reliable; providing our clients with superior service throughout their real estate experience. Above all else, we set a high bar for ourselves and our goal is to exceed expectations, alleviate stress and anticipate next steps to ensure our clients are informed and ready for action. 

We look forward to working with you!

Annie Flanagan & Maddie Flanagan


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