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Features | Apr. 2025

DINNY DWYER, SARAH DWYER & KATHLEEN DWYER BAUER

By Contributor

PRODUCED BY KEMMIE RYAN
PHOTOGRAPHY BY MARIA PONCE BERRE, JAMES GUSTIN, IAN MCLEOD, AND KATRINA WITTKAMP
STYLING BY THERESA DEMARIA
HAIR & MAKEUP BY DORIA DEBARTOLLO AND LEANNA ERNEST

162 Dwyer Bauer13

If you’re looking for a seasoned team with unparalleled knowledge about the North Shore, look no further than The Dwyer Group at Compass. Comprised of Dinny Dwyer, Sarah Dwyer, and Kathleen Dwyer Bauer, this powerful family trio brings deep ties to the North Shore community and a commitment to going the extra mile for both buyers and sellers. A long-time Winnetka resident, Dinny is a consistent multimillion dollar producer, which places her among the top realtors in the nation. Sarah’s expertise goes beyond showings to the in-depth research and negotiations that are necessary for a smooth transaction. Kathleen, the fifth of Dinny’s six children, recently brought her background in advertising, sales, and marketing to the family business. With real estate in her blood, she says it was always a dream to work alongside her mother and sister-in-law, Sarah. Kathleen generates top-of-the-line marketing plans when listing new homes for The Dwyer Group and her sales background has made her a motivated, detail-oriented, and personable addition to the team. Together, Dinny, Sarah, and Kathleen have more than 70 years of combined real estate experience with more than $1 billion in sales.

What trends are you currently seeing in the real estate market, and how do you anticipate it evolving over the next year? How do you think the local real estate market differs from other regions in the U.S.?
The trends we are currently seeing in the real estate market are low inventory, high competition, and inflated sale prices. In the next year, we feel trends will stay the same because inventory continues to remain low. Our local market differs from other regions in the U.S. because we have the lake, highly rated schools, and we are in close proximity to the city. These appealing characteristics will always lead to more competition and give us an edge over other areas.

How do you ensure that your personal brand stands out in such a crowded and competitive real estate space?
Our combined experience has taught us that the keys to success in a crowded and competitive real estate space are putting your client first and going above and beyond for them, treating others the way you want to be treated, and being able to navigate all different types of markets—adjusting to the learning curves that come along with each one of them. Because there are three of us, The Dwyer Group takes pride in the fact that we are the ones representing our clients every single inch of the way.

How do you set realistic expectations for your clients, particularly when it comes to pricing and timelines?
Research, research, research! In order to set realistic expectations for our clients, particularly when it comes to pricing and timelines, we are experts in the market. We educate our clients as to where their home fits in that market. And at this particular time in real estate history, competitive pricing and an understanding of realistic timelines are key to a favorable transaction for all.

Dinny Dwyer, Sarah Dwyer, and Kathleen Dwyer Bauer are with The Dwyer Group’s Compass office at 568 Lincoln Avenue in Winnetka. For more information, contact Dinny Dwyer at 847-217-5146 or email at [email protected]; Sarah Dwyer at 847-727-4619 or at [email protected]; or Kathleen Dwyer Bauer at 847-271-5146 or at [email protected]. You may also follow The Dwyer Group on Instagram @the.dwyer.group.

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