109A Chocolate Hole, St John, VI 00830

New Listing
$1,425,000
Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 3,498 Lot Size (sq. ft.): 22,651 Status: Active
Current Price: $1,425,000 List Date: 2/27/2026 Last Modified: 2/27/2026

Description

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.

Supplements: 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.

More Information MLS# 26-60

Contract Information

Realtor.com Type: Residential - Single Family Assoc. Fee: 531 Assoc. Year: 2026 Road Assessment $: 700 Road Assessment Year: 2026 Insurance: Available Concessions: No Bank Owned: No 3rd Party Approval Required: No Current Price: $1,425,000 Status: Active Book Section: Residential List Date: 2026-02-22 List Price: $1,425,000

Location, Legal, and Tax Information

Country: US Easements: Of the record Access: estate roads Zoning: W-1WaterfrontPl Restrictions: CCRs Stamp Tax: Split HOA Dues: Annually

General Property Description

Waterfront: N Total Half Baths: 1 Total Bathrooms: 4 Sq Ft Enclosed (+/-): 2033 Sq Ft Deck (+/-): 1465 Pool: No Hot Tub/Spa: Yes Lot Size In Acreage: 0.52 Lot Size In SqFt: 22651 Hurricane Damaged Property: No Total Bedrooms: 5 Total SqFt. (+/-): 3498 Year Built: 1984

House/Apt

Apartment: 1

Condition

Good: 1

Sewer

Septic: 1

View

East/sunrise: 1 South Shore: 1 Valley: 1

Construction

Masonry: 1 Stone: 1

Addl Construction

Builder: Monsanto Foundation: Masonry Grade: Moderate

Roof

Concrete: 1

Landscaping

Natural: 1

Furnished

Yes: 1

Appliances

Dryer: 1 Refrigerator: 1 Stove: 1 Washer: 1

Cistern

Capacity +/- (gal.): 15,000-/+ Masonry: 1

Possession

Buyer Honor Rntl Res: 1

Location Legal and Tax Information

Parcel Number: 109A Estate: Chocolate Hole Quarter: Cruz Bay Island: St John State/Province: VI Postal Code: 00830 Subdivision: Chocolate Hole

Property Features

Condition: Good Sewer: Septic Construction: Masonry; Stone Roof: Concrete Landscaping: Natural View: East/sunrise; South Shore; Valley Furnished: Yes Appliances: Dryer; Refrigerator; Stove; Washer Cistern: Masonry Possession: Buyer Honor Rntl Res
Listing Office: Holiday Homes of St. John
IDX
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