Welcome to Pineapple House, an extraordinary executive residence that embodies timeless elegance, Caribbean warmth, and exquisite craftsmanship. From its commanding street presence, defined by custom hand-forged gates, tranquil fountains, and mature tropical landscaping, this home exudes refinement and serenity from the moment you arrive.
Inside, sophistication unfolds as natural light floods every room, illuminating grand open spaces and flawless detailing. The custom sculptural staircase anchors the heart of the home, blending function with artistry as it rises gracefully through the living space. The grand living room, bright and expansive, provides a fabulous gathering space for family and guests, while a beautifully appointed full bar and floor-to-ceiling glass-encased, climate-controlled wine closet, set just off this main area, make entertaining effortless and refined.
The formal dining room is surrounded by windows, creating a sophisticated, light-filled setting for memorable dinners. The chef’s kitchen, designed for both function and connection, features a built-in family dining table and an expansive butler’s pantry.
The residence offers six spacious bedrooms, six bathrooms, and two half baths, including a luxurious primary suite with private access to an open-air ~1000sqft stargazing terrace, ideal for the astronomy enthusiast or simply appreciating Cayman’s night sky. Additional highlights include a full gym with water views, a large family room lined with books, perfect for movie nights or game gatherings, an inspiring art studio overlooking the North Sound, and private maid’s quarters with a full kitchen and bath.
Outdoors, the resort-style setting is pure Cayman paradise. A large custom swimming pool with a 12.5-meter lap lane invites both fun and fitness, complemented by a jacuzzi and outdoor shower. The expansive covered patio captures the cooling trade winds and features automatic retractable screens for year-round enjoyment.
The tropical gardens are a world unto themselves, layered with pathways, secluded sitting areas, and a tranquil meditation garden designed for moments of complete zen and relaxation, offering both privacy and a deep connection to nature.
For boating enthusiasts, a fully serviced dock provides direct access to the North Sound’s turquoise waters, just minutes from world-class snorkeling, Stingray City, deep-sea fishing, waterfront dining, and the vibrant Camana Bay.
Pineapple House is more than a home; it’s a refined expression of luxury Cayman living, where artistry, scale, and sense of place come together in perfect harmony.
Location
West Bay
If you’re looking for a slice of authentic island life but still want to be close to the action, West Bay is a great option. With its beautiful beaches, meandering coastal road and maze of narrow streets, it has a quiet charm all of its own yet it’s within easy reach of Seven Mile Beach, Camana Bay and George Town. It also offers an eclectic mix of residential properties, from luxury oceanfront homes and apartments to quaint island cottages.
In many ways, West Bay offers the best of both worlds. Located at the northernmost point of the island and surrounded by ocean to the north, east and west, there’s a real sense of being away from it all. But thanks to the Esterley Tibbetts highway, it’s incredibly easy to access Seven Mile Beach, George Town and beyond.
There’s a wide range of residential properties available, from canal-side living at The Shores to seafront condos at the Boggy Sands Club, and a number of glorious beaches to explore, such as Cemetery Beach and Barkers National Park.
The area offers fantastic diving, snorkelling, kite surfing, horseback riding and cycling and there’s no shortage of great restaurants and cafés either, from the Cracked Conch and Ristorante Pappagallo to Heritage Kitchen and VIVO.
As for shopping, you’ll find all the essentials such as groceries, banking and gas within easy reach. And families are well catered for with three local schools — a government primary and a private primary and high school.
Mortgage estimate
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These calculations are for guidance only. You will need to contact a mortgage lender directly to find out exactly how much your monthly payments would be.
