Jessie Bennett

Jessie Bennett

Licensed Real Estate Salesperson

Jessie Bennett
  • M
Great Barrington
306 Main Street
Great Barrington, MA 01230
26 Church Street
Lenox, MA 01240

About Me About Me

Jessie Bennett is a seasoned professional in the realm of real estate, serving clients across Berkshire County and Hudson Valley. Hailing from South Florida, her early years in studio dance instilled in her a resilience that has defined her career. Relocating to New York in 2009, Jessie embarked on a decade-long journey in the city's real estate market, honing her expertise and forging close relationships with property owners.

With eight years of experience as a rental and sales manager, Jessie transitioned seamlessly into residential sales in the Berkshires, where she excels in working directly with clients. Her approach is characterized by a commitment to education and inclusion, ensuring that her clients are active participants in the real estate process. In her dedication to making the real estate experience painless and pleasurable, Jessie embodies a bold and gritty spirit that sets her apart in the industry.

In the dynamic landscape where grit meets grace, Jessie Bennett stands as a beacon of professionalism, navigating the complexities of real estate with determination and a profound commitment to her client's success. 

  • Born In Ft Lauderdale
  • Lives In FL, NY, MA
  • Passion Real Estate

Agent Designations

  • Waterfront Property Specialist
  • Ski Property Specialist
  • Farm and Ranch Specialist
  • Resort and Second Home Property Specialist
  • Seller Representative Specialist
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My Listings and Sales

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  • Jessie Bennett

    Jessie Bennett

    Licensed Real Estate Salesperson
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