luxury real estate for sale Drapers, Jamaica

Goblin Hill Villas at San San is one of Jamaica’s most iconic boutique villa resorts, set on 11 acres of lush gardens overlooking San San Bay in Portland. Widely regarded as one of the island’s most precious jewels, the property features 16 Two-Bedroom villas at 1,600 SF and 12 One-Bedroom villas at 800 SF, each with kitchens, living/dining areas, and 16-foot terraces with sweeping ocean views. Designed and built in the 1970s by renowned architect Marvin Goodman, guests enjoy a newly resurfaced pool and tennis courts, forest trails, Zoysia lawns, several area beaches, Blue Lagoon within striking distance, a terrace with bar and restaurant and library/TV room. Rare hummingbirds, tropical flowers, and the sound of waves create a truly immersive Caribbean experience. Goblin Hill has commanding views of San San Bay, Alligator Head and Pellew Island also known as Princess Nina Island. With a historic legacy, a prime location, and significant upside to raise Average Daily Rates through renovations, combining units, or adding amenities, Goblin Hill Villas at San San offers a rare opportunity to create a boutique hotel centered around wellness or a first-of-its-kind resort villa community.

In the lush hills of San San Estate, Tradewinds Villa offers Caribbean elegance with relaxed charm. Set on 4.3 acres of land, it commands sweeping views of the Caribbean Sea, San San Beach, and the Alligator Head peninsula. Part of one of Portland’s most private communities, San San is known for its natural beauty and proximity to beaches like San San Beach and Frenchman’s Cove, both minutes away. The main house features classic Caribbean architecture with cool ocean breezes, wide verandas, green shutters, and hand-laid stone details. Inside, 3 spacious Bedrooms, 4 Bathrooms, and a library create a comfortable, character-filled home. A ranch-style corridor leads to a hidden lawn with a peaceful lookout, perfect for reflection or ocean views. Designed for al fresco entertaining, the villa includes a courtyard, breezy patio, and a generous swimming pool surrounded by tropical greenery. A self-contained studio with a Juliet balcony offers privacy for guests or a retreat. Being sold fully furnished as a going concern and newly priced, Tradewinds Villa is a turnkey opportunity to own a piece of Portland’s rare beauty.