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Associate Broker NY / Salesperson CT

Ann Stettner

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A little bit about me...

Ann brings more than three decades of distinguished experience in real estate, sales, marketing, and executive leadership to her role at Neil Charles Real Estate. Licensed for over 35 years, she has advised buyers and sellers across the Hudson Valley, New York, Litchfield County, Connecticut, and beyond, earning a reputation as a trusted authority in some of the region’s most competitive and nuanced markets. Known for her strategic insight, tireless work ethic, and uncompromising integrity, Ann consistently delivers exceptional results while providing highly personalized, client-focused service. Her longstanding record of success and consistently outstanding client testimonials underscore her standing as a leader in the field and a steadfast advocate for her clients’ interests.

Ann’s real estate expertise is informed by a broader career in executive leadership and brand strategy. In the 1990s, she served as a senior executive at International Sports and Entertainment Strategies (ISES), an international sports marketing firm, where she worked with high-profile clients and complex negotiations at a global level. In 1997, she brought her entrepreneurial drive to Wild Thymes Farm Inc. as co-owner and head of sales and marketing, playing a central role in building the brand and expanding its market presence. These experiences continue to shape her sophisticated, businessminded approach to real estate advisory.

A graduate of Colgate University, Ann is globally minded and culturally fluent, having traveled extensively and developed fluency in Spanish, along with proficiency in Italian. She has lived full-time in the Hudson Valley and Litchfield County for more than 25 years and brings deep local knowledge informed by genuine community involvement. Her commitment to the region is reflected in her service on local boards, including the Winnakee Land Trust and Dutchess Day School.

Ann resides in Sharon, Connecticut, with her husband and daughter and remains deeply connected to the communities she serves. Clients value not only her experience and market intelligence, but also her discretion, clear communication, and unwavering dedication—qualities that have defined her career and continue to set her apart.

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In the Words of my Clients

Success Stories

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"Ann has helped make our family's monumental shift from the San Francisco Bay Area to beautiful Litchfield County in Connecticut an almost seamless experience. We couldn't be more pleased with the end result - she found us our dream home at a time of
"Buying a home is a crazy process, with countless moving parts. Ann brings a feeling of calm and order, is great at managing expectations, connecting dots, and facilitating intros to the right people who can get the job done quickly and efficiently. s
"Working with Ann Stettner was an exceptional experience, particularly because discretion and privacy were of the utmost importance in our situation. From the very beginning, Ann understood the sensitivity involved and handled every aspect of the proc
"After years of buying and selling property in both Litchfield County and the Hudson Valley, I had come to expect a certain level of frustration when working with real estate agents. Too often, I found myself doing much of the follow-up, chasing infor

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