I think of myself as a matchmaker- bringing buyers and sellers together. I love the deal and I love seeing my clients satisfied.
— Judy Michaelis

Judy Michaelis has been bringing financial expertise and acumen to her Fairfield County real estate practice since 1993. Having raised a family in Westport, CT, she has a reputation as a hard-working broker, on both sides of the transaction, dedicated to getting the job done. With over $340M in closed sales to date, Judy is a member of the Coldwell Banker® brand’s Presidential Premier group, which represents the top 1% of sales associates internationally. 

Having begun her real estate career as a Certified Public Accountant specializing in real estate partnerships and taxation at a Big-Four accounting firm in New York City, Judy's credentials include a B.B.A. in Accounting/Marketing and a Master's degree in Taxation. With a real understanding of the local marketplace, whether representing buyers or sellers, all clients are guided through the process with attention to detail and a very high level of expertise and professionalism.

Believing that buying and selling real estate is one of the most unique transactions many will undertake, one that is both financial and emotional, Judy meets each client where they are—first time buyer, down-sizer, up-sizer, investor or builder—while solid relationships with resourceful and acclaimed stagers help your property show its best side.

92% of all home buyers use the internet to research the marketplace. Known for her innovative marketing skills, as a listing broker, Judy puts the power of the internet, including social media, to work on every listing. Her objective is to sell your house, netting you the highest proceeds in the shortest amount of time. Buyers benefit from her deep understanding of the market place and its historical underpinnings—key to finding the right house at an accurate price. At work, guiding buyers + sellers through the process, happily and successfully—for over 23 years. Personal attention. Proven results, with Judy Michaelis.


Debbie Shaughnessy, Agent - Debbie grew up in Westport CT and has been practicing real estate here since 2005. After receiving her BS at UCONN's School of Business, she worked in the corporate world as a buyer for the large regional retail chain, then switched to the sales side for several major manufacturers. She attributes her 10+ years in sales to making her a great negotiator and skilled in client relations. She resides in Westport and is raising her daughter in the renowned Westport public school system. Debbie knows this town, and its people, making her the g0-to resource for any Westport recommendation once you are here - from plumber to pediatrician to pizza delivery!

I love introducing new buyers to the area and sharing all there is to love about this town.
— Debbie Shaughnessy


Annie Ford, Director of Marketing and Client Care – Annie joined the JMG team in 2017 and focuses on developing impactful marketing strategies for each unique property.  A graduate of Villanova University, her brand marketing background ranges from television and sports to packaged goods and luxury brands. She resides in Westport with her family and loves the small town feel and endless activity that living by the Sound provides!

I look forward to working 1-on-1 with Judy’s clients to support their goals + create a memorable experience.
— Annie Ford