Our Team

Regan Grabill

Real Estate Broker

Regan joined Second City Agents in 2022, and has been helping first-time condo buyers and renters ever since. She specializes in helping newcomers move to Chicago and finding the right area that meets all of their needs and a place they will love to call home. She takes pride in building strong relationships to personalize experiences and ensure her clients are comfortable and confident. Her innovative approaches and commitment to serving her clients make Regan a trustworthy and caring broker to work with.

Regan was born and raised in Fort Wayne, Indiana. After attending Miami of Ohio and earning her Bachelor of Arts in Interactive Media Studies and Bachelor of Science in Entrepreneurship, she began her career in marketing and advertising and continued to work in a user experience technology role, focusing on market research. Having lived in both River North and Streeterville and knowing the areas well, she decided to take her skills, experience, and passion for serving others and make the move into real estate. 
In her free time, Regan loves to travel, do Pilates at Solidcore, cook, and explore new restaurants around the city with friends and family.

Eli Masud and his team are great! The entire transaction was handled with professionalism and clear, prompt communication. Eli took all of the anxiety out of the hom...
Brian King
Eli at Second City Agents is the best in the biz! Communication is A+, attention to detail and overall knowledge is A+ and feeling like you are in good hands A+. Wil...
Bobby Koertgen
Eli and Sal were wonderful to work with. They were very transparent which we needed as first time buyers. We had tons of questions that they were able to answer. It...
Maggie Wall
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Every team member has deep roots in their local neighborhood, bring specialized business skills to the table, and has a hardworking mentality coming from a competitive athlete background. Make Second City Agents YOUR First Choice!
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