About Jillian

Trusted. Proven. Dedicated.

With over 30 years of experience in Lower Fairfield County’s dynamic real estate market, Jillian Klaff is a respected leader and consistent top producer at Coldwell Banker Realty in Westport. Frequently ranked among the top ten Realtors® in Westport and surpassing $600 million in career sales, Jillian is known for delivering exceptional results with integrity, skill, and unwavering dedication.

Since joining Coldwell Banker Realty in 2021, Jillian has earned the prestigious International President’s Premier, International President’s Elite, and International Diamond Society honors — placing her among the top 1%–7% of sales professionals worldwide.

Holding both GRI (Graduate Realtor Institute) and ABR (Accredited Buyer Representative) designations, Jillian represents buyers and sellers with equal expertise. Her background as a Certified Public Accountant in New York provides a strong financial foundation, enhancing her negotiation skills and strategic guidance. Whether assisting with condominiums, historic estates, land acquisitions, or new construction, Jillian approaches every transaction with precision, creativity, and clear communication.

Originally from Zimbabwe and educated at the University of Cape Town, Jillian emigrated to the United States 48 years ago. After moving to Connecticut in 1994, she transitioned into real estate, seamlessly combining her financial acumen with her passion for helping people achieve their goals.

Jillian has developed particular expertise in land purchases and new construction, collaborating with many of the area’s leading builders to market and sell both custom and spec homes. Having partnered in the building of two spec homes herself, she offers clients invaluable firsthand insight into the construction and development process.

​​​​​​​Straightforward, down-to-earth, and goal-oriented, Jillian is known for her constant communication and steady guidance. She greets challenges with poise and handles transactions of every caliber with professionalism and care. Her mission is simple: to provide excellence in service, confidence throughout the process, and the assurance that she is always advocating in her clients’ best interests.
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Deep Community Roots

Jillian resides in Westport with her husband and raised her three sons in the Westport Public Schools system. Now the proud grandmother of five, family is her highest priority — followed closely by real estate.

An active member of the community, she has served as Treasurer of the Mid-Fairfield County Association of Realtors, as a Board Member of the Federation of Jewish Philanthropy in Lower Fairfield County (including co-chairing its fundraising campaign), and on the Board of the Jewish Family Service of Fairfield County. She is also a member of the Westport Garden Club and supports Pink Aid and Sustainable Westport.

​​​​​​​When she’s not working with clients, Jillian enjoys gardening alongside her labradoodle, Rosie, participating in two book clubs as an avid reader, and traveling the world to visit family and friends.

Awards