Jennifer Leahy

Jennifer Leahy is a leading luxury real estate expert in Connecticut, with nearly $1.5 billion in career sales. A former mortgage professional, she entered the industry in 2002, bringing a deep understanding of real estate finance to her work. As founder of The Jennifer Leahy Team at Compass, she is known for strategic marketing, skilled negotiation, and deep local expertise. In 2026, the team was ranked #2 small team in Connecticut and #117 nationwide by RealTrends, placing it among the nation’s top 1% of performing teams.

Jennifer’s notable sales include representing Great Island, which sold for $85 million in 2023 in one of the year’s most significant residential transactions nationwide. She appeared on Million Dollar Listing New York in Season 7, Episodes 3 and 4, featuring 50 Cent’s Connecticut estate, and is frequently quoted in The Wall Street Journal, The New York Times, Bloomberg, and Greenwich Time for her real estate market expertise.

A Greenwich native, Jennifer remains deeply connected to her community. She supports the Domestic Violence Crisis Center and local charities, previously served on the board of the David Lynch Foundation and as a local Planning & Zoning Commissioner, and has taught meditation to real estate professionals since the pandemic.

Jennifer holds a master’s degree in Special and General Education from Bank Street College of Education and a bachelor’s degree in Theater and Religious Studies from Fordham University. A certified yoga instructor and former teacher at Eagle Hill School in Greenwich, she brings a distinctive blend of business acumen, community knowledge, and personal perspective to her work.