Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

66 Chocolate Hole, Cruz Bay, St. John, USVI 00830

1 of 63 Photos Map
$3,900,000
7 Beds
7 Baths
7,500 Sqft

Highlights of 66 Chocolate Hole

Approx Ext Acres
0.76
Area
St John
Island
St John
MLS #
26-172
Status
Active
Total Approx. SqFt
7,500
Total Bedrooms
7
Year Built
1995
Approx Int Sqft
4,000
Estate
Chocolate Hole
Landscaping
Professional
Quarter
Cruz Bay
Subdivision
Chocolate Hole
Total Bathrooms
7
Total SqFt
7,500
View Property Website

  • More About 66 Chocolate Hole, St. John, USVI, 00830

    Tennis Villa is a rare Chocolate Hole estate offering across two separate residences. The main villa features four bedrooms, a gourmet kitchen, vaulted ceilings, spacious indoor-outdoor living areas, a 43-foot pool, and wheelchair accessibility throughout. A separate three-bedroom Tennis Cottage expands the property's versatility for guests, extended family, or rental use. Additional highlights include a regulation tennis court resurfaced in 2023 with pickleball markings, solar power with Tesla battery backup, harbor views, mature landscaping, and a prime location just minutes from Cruz Bay and boating access in Great Cruz Bay.
  • Features
    • AC/Fans: Yes
    • Cistern: Masonry
    • Roof: Concrete, Solar Panels
    • Appliances # of Units: 7
    • Cistern Capacity +/- (gal.): 88, 000
  • Additional Info
    • Builder Name: Hold
    • Construction: Masonry
    • Easements: Of Record
    • Grade: Flat
    • Restrictions: CCRs
    • Road Assessment Year: 2026.00
    • Waterfront: N
    • Condition: Very Good
    • Deck SqFt: 3,500
    • Foundation: Concrete
    • Insurance: Available
    • Road Assessment: $800
    • Sewer: Septic
    • Zoning: R-2Residential
  • Amenities
    • Appliances: Dishwasher, Dryer, Freezer, Refrigerator, Stove, Washer
    • Pool: Yes
    • Furnished: Yes
    • View: Caribbean, Harbor, South Shore, St. Thomas, West/sunset
  • Fees and Taxes
    • HOA Fee: $260
    • Tax Year: 2026
    • HOA Frequency: Annually
    • Taxes: 11344.30

Listing courtesy of Holiday Homes of St. John, (340) 776-6776.

Abigail Schnell OConnell
Abigail Schnell OConnell Broker
340.998.1934
Email Me
  • This field is for validation purposes and should be left unchanged.

About this area
Chocolate Hole

Chocolate Hole is a brief five-minute drive from Cruz Bay and is one of the most welcoming neighborhoods on St. John’s south shore. In this well-established neighborhood, which is nestled around two south shore bays, you’ll find a mix of longtime island residents and popular vacation rental villas. Many Chocolate Hole homes boast pretty ocean views...

Price Range: $1,325,000 - $8,500,000

About This Area
View 26 listings

Map of 66 Chocolate Hole Cruz Bay St. John, US Virgin Islands 00830

Loading Map...

66 Chocolate Hole

Similar Listings

300-49 Chocolate Hole 1
49 Photos
$3,895,000
6 Beds 7 Baths 6,371 Sqft 0.72 Acre
300-49 Chocolate Hole
Cruz Bay, St. John
1-c Fish Bay 1
12 Photos
$4,500,000
6 Beds 5 Baths 4,380 Sqft 0.51 Acre
1-c Fish Bay
Reef Bay, St. John
SOLD
98 Chocolate Hole 1
63 Photos
$3,150,000
4 Beds 3 Baths 6,250 Sqft
98 Chocolate Hole
Cruz Bay, St. John
SOLD
127 B Chocolate Hole 1
1 Photo
$2,835,000
6 Beds 8 Baths 6,500 Sqft
127 B Chocolate Hole
Cruz Bay, St. John
SOLD
211& 211a Chocolate Hole 1
45 Photos
$3,000,000
6 Beds 6 Baths 6,270 Sqft
211& 211a Chocolate Hole
Cruz Bay, St. John
SOLD
97 Chocolate Hole 1
52 Photos
$2,500,000
4 Beds 5 Baths 5,666 Sqft
97 Chocolate Hole
Cruz Bay, St. John
SOLD
465 Chocolate Hole 1
51 Photos
$3,550,000
6 Beds 6 Baths 5,900 Sqft 0.5 Acre
465 Chocolate Hole
Cruz Bay, St. John
SOLD
300-49 Chocolate Hole 1
47 Photos
$4,000,000
6 Beds 6.5 Baths 6,371 Sqft
300-49 Chocolate Hole
Cruz Bay, St. John

Explore our

Popular Searches

All St. John Homes
Cruz Bay
Chocolate Hole
Peter Bay
Fish Bay
Coral Bay
Catherineberg
Timeshares
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
Picture of an interior
  • Back
    • close-icon
    • This field is for validation purposes and should be left unchanged.

    Email to a Friend

    4410 Garfield County Road
    Building, Neighborhood

    $759,000

    5 Beds 6 Baths 5,000 Sqft

    This listing will not show on your search results in the future.

    Want to see all hidden listings?
    View All Hidden Listings

    Saved Search

    Get alerts on new listings and listing updates that match below search criteria

    North Routt, $500,000-$700,000, 3+ beds, 3+ baths

    Listing Saved!

    Get alerts on new listings and listing updates that match below search criteria

    Add to Collection

    Organize and manage your saved listings by adding it to collection

    Waterfront Outdoors Pool
    • This field is for validation purposes and should be left unchanged.
    4410 Garfield County Road
    Building, Neighborhood

    $759,000

    5 Beds 6 Baths 5,000 Sqft
    Thank you

    Your request regarding this home has been succesfully sent, we’ll contact you shortly to follow up with you.

    Would you like to add this home to your tour list?

    or

    >
    close-icon

    Search St. John Island USVI

    St. John Map
    Select All Areas
    Cruz Bay (184)
    Maho Bay (8)
    Reef Bay (12)
    Coral Bay (98)
    East End (42)

    Property Type

    Price Range

    to

    Beds

    Baths

    SqFt

    to

    Acreage

    to

    Furnished

    Construction Type

    Estate

    Condo Name

    Less Search Options–
    Back Reset clear-icon clear

    By joining you agree to our Terms of Use and Privacy Policy

    International Partners