When it comes to Anguilla real estate, you likely already know these names: Steve Haines, top-producing broker and the exclusive agent for Four Seasons residence resales; Paul Weimer, the Caribbean’s leading broker; and financier Neil Freeman, Aries Capital founder and the owner of Villa Alegria and co-developer of Tranquility Beach.
They’ve teamed up with local broker Lisa DeLong and rental specialist Leana Harris to create Trophy Properties Caribbean – a new real estate brokerage and rental company built on decades of experience, local roots and a lifetime of personal and professional connections.

Together, this talented team offers a 360° view of Anguilla real estate. They’ve been real estate brokers, buyers, sellers, developers, financiers and managers. That means clients get expert guidance through every step of the journey, whether buying land or their dream villa, developing a resort or booking, or managing a vacation rental.
The results speak for themselves. Collectively, the team has closed more than $3.3 billion in sales and $10 billion in financing across Anguilla, the Caribbean and the US, including iconic properties such as Four Seasons Anguilla, Zemi Beach House, Aurora Anguilla Resort, Tranquility Beach Anguilla, Santosha Villa Estate and Long Bay Villas Anguilla.

As trusted rental experts, the team works with Anguilla’s top-rated villas, providing seamless booking and five-star concierge service. But credentials are only part of the story. What makes this team extra special is their connection to the island, their clients and each other.
Paul bought his villa through Lisa. Neil purchased properties from Steve. Lisa has sold and Leana has booked multiples of Neil’s properties. Paul and Steve worked together during the Four Seasons sale, and Neil and Paul shared Miami office space years ago.

Because they’ve bought, sold and developed their own Anguilla homes and investment properties, they know what clients need and value most. With this local knowledge – and a global network of investors, luxury brands and industry partners – the Trophy Properties Caribbean team delivers a powerful advantage for anyone seeking a home, vacation rental or investment in Anguilla.