Two Generations. One Market. Twenty Years of Results.
Leslie Leopold has spent more than two decades earning the trust of buyers, sellers, and investors across the Florida Keys — building a reputation on honest counsel, deep market knowledge, and a track record that includes the highest residential sale in Florida Keys history.
Annie Hagen grew up here, studied psychology, and came to real estate the same way most people do — through the experience of investing in this market herself. What she found convinced her to make it a career.
Together they cover the full range of what a Florida Keys client needs: Leslie's two decades of negotiating complex, high-stakes transactions and Annie's fresh perspective, community ties, and genuine understanding of what draws people to this place — and what makes them stay.
Their clients range from first-time buyers navigating the Keys market for the first time to sellers parting with generational waterfront estates. The approach doesn't change. Every transaction — at every price point — is handled with the same preparation, discretion, and standard of care that defines what it means to be represented by Sotheby's International Realty.
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