For sale

$1,100,000

300-37 Chocolate Hole Rd, Saint John, VI 00830

2beds

2baths

2,066sqft

N/A

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Single Family Residence

Built in 1977

0.53 Acres Lot

$-- Zestimate^®

$532/sqft

$125/mo HOA

What's special

Year-round sunsets

This property delivers rare waterfront potential with sweeping 180 Caribbean views and year-round sunsets. In a sought-after neighborhood just minutes from Cruz Bay, this 2BR/2BA home with pool and kitchenette is actively generating short-term rental income. The main structure sustained storm damage in 2017 but remains operational. New owners can use as it is today while taking advantage of a solid foundation and flexible layout to reimagine, expand and rebuild. Deeded HOA access to a private dinghy dock and landing completes this prime opportunity.

1 day
96
9

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 2
Bathrooms: 2

Cooling

Split

Appliances

Included: Refrigerator

Interior area

Total structure area: 2,066
Total interior livable area: 2,066 sqft

Property

Features

Has private pool: Yes
Pool features: Pool
Spa features: None
Has view: Yes
View description: Caribbean, St. Thomas, West/sunset
Has water view: Yes
Water view: Caribbean,St. Thomas
Waterfront features: Waterfront

Lot

Size: 0.53 Acres
Features: Natural Landscaped
Topography: Steep/Moderate

Details

Parcel number: 30037
Zoning: R-2Residential

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Masonry
Foundation: Concrete
Roof: Galvanized

Condition

Year built: 1977

Details

Builder name: Williams/Carlson

Utilities & green energy

Sewer: Septic Tank
Water: Masonry Cistern

Community & HOA

Community

Subdivision: Great Cruz Bay

HOA

Has HOA: Yes
HOA fee: $1,500 annually

Location

Region: Saint John

Financial & listing details

Price per square foot: $532/sqft
Date on market: 9/9/2026

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
9/9/2026	Listed for sale	$1,100,000-41.4%$532/sqft
Source: St John BOR #25-192 Report a problem
7/2/2025	Listing removed	--
Source: Owner Report a problem
4/3/2025	Price change	$1,877,000-6.1%$909/sqft
Source: Owner Report a problem
2/6/2025	Listed for sale	$1,999,977+12.5%$968/sqft
Source: Owner Report a problem
10/23/2021	Listing removed	--
Source: Local MLS Report a problem
3/9/2021	Listed for sale	$1,777,000-10.1%$860/sqft
Source: Tropical Properties, Inc #21-103 Report a problem
9/22/2020	Listing removed	$1,977,000$957/sqft
Source: Tropical Properties, Inc #20-237 Report a problem
9/11/2020	Listed for sale	$1,977,000$957/sqft
Source: Tropical Properties, Inc #20-237 Report a problem