At Trophy Properties Caribbean, we understand that real estate isn’t just a transaction, it’s deeply personal. Whether you're searching for your dream home, investing in a vacation rental, or expanding your commercial portfolio, this is about creating the lifestyle you’ve envisioned.

Founded by Steve Haines, Neil Freeman, and Paul Weimer, and featuring Lisa DeLong and Leana Harris, our personable, knowledgeable team has sold over $3.3 billion in real estate across Anguilla, the Caribbean, and the United States. We’re also the exclusive sales agents for Four Seasons Anguilla’s private residence resales — a true insider advantage.

We’ve sat on every side of the table — as buyers, sellers, developers, financiers and trusted advisors — so we understand the excitement, the questions, and the importance of getting it right. With our deep local insight and global reach, we offer both the best selection of Anguilla properties and peace of mind.

Let’s make your next move a beautiful one — together.