about our team

Jessica Chestler and Ben Jacobs founded a results-driven real estate advisory group built on quality service, honesty, integrity, and nearly two decades of seasoned experience. The award-winning Chestler Jacobs Team specializes in working with a discerning clientele and luxury properties spanning across New York City, Brooklyn, South Florida, and The Hamptons.

At Douglas Elliman, they have consistently been ranked in the Top 10 for sales nationwide. Most recently, they ranked as the #4 team nationwide in Gross Commissions. They have combined sales of over $1.5 Billion worth of real estate.

What fuels the success of this team is tenacity, versatility, and creativity. They formed their partnership focusing on the importance of building strong friendships with buyers, sellers, developers, investors, tenants, and landlords alike. Almost all of their business is repeat or referral based, ensuring their clients are represented in the best possible way and making sound business decisions in every transaction. They have been fortunate to have sold over $700 million since 2020 when their partnership was formed despite many of the difficult global changes post pandemic.

The Chestler Jacobs Team understands the magnitude of a real estate transaction in both emotional and financial terms. Their hands-on guidance sets them apart, as does their ability to work in numerous neighborhoods throughout New York and South Florida.

Jess hails from Manhattan and grew up in Westchester, while Ben, originally from Burlington, VT, grew up in Miami Beach. They are also both involved in numerous charities & organizations with a focus on the arts & social issues.