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5 Beds
5 Baths
3,498 sqft

$1,325,000

109A Chocolate Hole, St John, St. John VI, 00830

Price per sqft$378.79
Built in1984
Property size3,498 sqft
Property typeResidential

Overview

Active

Listed Feb 27, 2026

Updated Jul 12

Perched gracefully into the hillside of coveted Chocolate Hole, 109A is a refined multi-unit estate offering exceptional sunset views, strong rental performance, and an extraordinary level of mechanical modernization -- a rarity in the St. John market. Framed by one of the island's most expansive and nearly level lawns, this property captures the essence of Caribbean luxury living. From the rooftop terrace, watch golden sunsets melt into the horizon while ducks drift peacefully across the pond below. Gentle tradewinds and the serene location provide both privacy and a peaceful atmosphere -- all less than five minutes from the vibrant heart of Cruz Bay. Recently re-launched on VRBO and Airbnb, the property has seen immediate demand, securing multiple new reservations and filling the calendar through late spring, with strong bookings extending into summer and the upcoming high season. Its multi-unit configuration offers flexible use -- continue as a high-performing income property, enjoy as a private compound, or combine both for an ideal owner-occupied investment strategy.

Additional information

MLS® ID
26-60

Interior Features

Bedrooms
5
Bathrooms
5
Basement
No

Exterior Features

Lot Size
0.52 Acres

Other Property Details

Association Fee Frequency
Yearly
View
Yes

Courtesy of Katie Zachary, Holiday Homes of St. John,

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