From the moment Jackie Pascher first set foot on Anguilla, her love affair with the island was sealed. She remembers the sound of steel pan drifting across Maunday’s Bay, the moonlight silvering the bay and thought ‘I’d died and gone to heaven’.
With her warm Southern style – equal parts gracious and practical – Jackie has become one of Anguilla’s most trusted real estate guides because in her own words she ‘has a history with nearly every villa’.

Before founding Island Dream Properties 25 years ago, Jackie was a tourism marketing professional and for some years ran a bar and restaurant in Sandy Ground called Tropical Penguin (a name we adore at TRUE Anguilla). Hurricanes and life brought challenges, but her devotion to Anguilla never wavered and out of resilience came a new chapter – real estate. She has never looked back.


Today, she still manages the very first villa she brought into her portfolio, Patricks Bay Villa, proof of her long-term relationships and deep connections to the island’s homes. Jackie’s encyclopaedic knowledge shines through in the properties she represents.

At CeBlue above Crocus Bay, she offers breathtaking residences ideal for family retreats and investors alike. She also showcases elegant beachfront estates and charming hillside hideaways, many of which, like Bliss Villa and Seascape she has rented, sold and even re-sold across generations of clients.

For Jackie, it’s never just about property – it’s about sharing the Anguilla she fell in love with and helping others make it their home too.