The Stephanie Cutter Group is proud to serve buyers and sellers throughout Chicago and the North Shore, offering a thoughtful, relationship-driven approach to real estate. Our team understands that buying or selling a home is more than a transaction—it’s a major life moment—and we are committed to guiding clients through every step with clarity, confidence, and care.
Each member of the Group is deeply passionate about building genuine, one-on-one connections with clients. We take the time to listen, understand goals, and tailor strategies that reflect each client’s unique needs and circumstances. Our commitment does not end at the closing table; we strive to be trusted advisors long after the deal is done, offering ongoing support, market insight, and resources whenever they’re needed.
United as a team, The Stephanie Cutter Group upholds the highest standards of personalized client service. We combine years of experience in residential sales, strategic marketing, and skilled negotiations to deliver results while protecting our clients’ best interests.
Whether you are purchasing your first home, selling a long-time residence, investing, or making a strategic move in a competitive market, The Stephanie Cutter Group is dedicated to delivering exceptional service, honest guidance, and lasting relationships built on trust.
MEET THE TEAM
Stephanie Cutter
LEAD BROKER
Stephanie has been a full-time Realtor with Coldwell Banker in Chicago since 2001, building a business rooted in trust, repeat clients, and referrals, which account for about 95% of her work. She believes clients are partners, not transactions, and prioritizes listening carefully to their goals, timelines, and budgets while exceeding expectations. Stephanie’s entrepreneurial spirit began in childhood and was shaped by her parents’ examples of hard work, growth, and balance, inspiring her to enter real estate at 21. She measures success not only by sales, but by educating and empowering clients to make confident decisions. Known for her analytical, strategic approach, she excels at pricing, negotiations, and advising clients on buying, selling, or renting. Backed by a strong team and extensive experience, she skillfully navigates complex transactions. Stephanie also supports clients long after closing, offering guidance on home improvements and finances. Her dedication has earned her top Realtor recognition and placement in the top 1% of Coldwell Banker agents.
Kendra Baldwin Pack
BROKER
Kendra joined the Stephanie Cutter Group in the Fall of 2024. She comes to our team with seven years of experience at Coldwell Banker Realty and is dedicated to being a resource for clients at every step of the buying and selling processes. Before becoming a real estate agent, Kendra earned her M.A. in Education Administration from Santa Clara University and her B.S. in Kinesiology from California State University, East Bay (formerly known as Hayward). She then went on to pursue a career in higher education administration, where she spent 12 years managing various initiatives and human resources related activities for faculty at top-tier universities. The communication, project management and customer service skills she refined in her previous career seamlessly transition into skills necessary to exceed our client’s expectations time and time again. Kendra enjoys spending time with her family and playing softball in her spare time. Fun fact: her Freshman and Sophomore college softball teams were recently inducted into her university’s Hall of Fame!
Matt Majdecki
OPERATIONS & MARKETING MANAGER
Matt joined the Stephanie Cutter Group in 2018 as Operations & Marketing Manager, bringing with him a strong background in communications, marketing, and operations. He earned his B.A. in Communications from the University of Illinois. Matt began his professional journey at several of Chicago’s top radio stations, where he gained experience in marketing strategy, production, sound engineering, and even on-air broadcasting. He later transitioned to a suburban park district, where he was responsible for facility management, daily operations, marketing initiatives, and customer service, further strengthening his organizational and problem-solving abilities. At the Stephanie Cutter Group, Matt plays a key role in ensuring smooth operations, consistent branding, and effective support for clients and the team. Outside of work, Matt enjoys downhill skiing, playing hockey, cycling, and spending time with his family.
FEATURED PROPERTIES
CONNECT WITH
THE STEPHANIE CUTTER GROUP
