Chestler Jacobs 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, The Hamptons, and South Florida.

At Douglas Elliman, they have consistently been ranked in the Top 25 for sales nationwide and recently received the esteemed Pinnacle Award, recognizing them as in the top 3% of agents nationwide. Most recently, they ranked as the #5 team nationwide in Gross Commissions and the #4 team in volume sold. They have a combined sales of $1 Billion dollars' worth of real estate. What fuels the success of this team, armed with the knowledge of those who’ve been in the business for many years, 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 95% of their business is referral based, making them actively involved in making sure their clients are being represented in the best possible way and making sound business decisions. They have been fortunate to have sold over $110 million in 2020, $240 million in 2021, and $160 million in 2022. Their 2023 year is off to a great start with already $75 million worth of real estate in-contract.

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.