The Pineapple House Cottages

As the premier partner for ultra-high-net-worth individuals seeking a Caribbean base, choose, Chestertons Antigua & Barbuda. We understand that for our clients, a property in Antigua is more than just a home; it is a gateway to global mobility and a cornerstone of a secure international lifestyle.
Why Partner with Chestertons Antigua?
While our reach is global, our heart is local. We pride ourselves on being a personable, independent team that prioritises long-term relationships over simple transactions. When you choose to work with us, you aren’t just hiring an agent, you are gaining a dedicated partner committed to navigating the island’s nuances on your behalf.
We combine a 200-year British heritage with a warm, Caribbean approach. You can expect professional, discreet service that meets the highest international standards, delivered by a team that truly knows and loves these islands.
As market leaders, we provide our clients with a ”first-look” advantage. This includes exclusive off-plan opportunities and off-market listings in Antigua’s most coveted enclaves, from the vibrant waterfront of Jolly Harbour to the secluded luxury of Pearns Point.
We specialise in guiding clients through the intricacies of the Citizenship by Investment Programme (CIP) and securing Non-Citizen Land Holding Licences. Our goal is to make the administrative side of global mobility as stress-free as possible, allowing you to focus on enjoying your new residence.
Our relationship doesn’t end there. Whether you require bespoke property management to protect your investment while away, or high-end rental marketing to generate yield, we handle every detail with meticulous care.
We invite you to contact us for a confidential conversation about your property goals.