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.
For sale
$3,900,000
66 Chocolate Hole Rd, Saint John, VI 00830
7beds
7baths
7,500sqft
Single Family Residence
Built in 1995
0.76 Acres Lot
$-- Zestimate®
$520/sqft
$22/mo HOA
What's special
Gourmet kitchenThree-bedroom tennis cottageHarbor viewsMature landscapingFour bedroomsVaulted ceilings
- 1 day
- 46
- 11
Zillow last checked:
Listing updated:
Listed by:
Abigail Schnell O'Connell,
Holiday Homes of St. John
Source: St John BOR,MLS#: 26-172
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Freezer, Refrigerator, Stove, Washer
Features
- Furnished: Yes
Interior area
- Total structure area: 7,500
- Total interior livable area: 7,500 sqft
Property
Features
- Has private pool: Yes
- Pool features: Pool
- Spa features: None
- Has view: Yes
- View description: Caribbean, Harbor, South Shore, St. Thomas, West/sunset
- Has water view: Yes
- Water view: Caribbean,Harbor,South Shore,St. Thomas
Lot
- Size: 0.76 Acres
- Features: Landscaped
- Topography: Flat
Details
- Parcel number: 66
- Zoning: R-2Residential
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Masonry
- Foundation: Concrete
- Roof: Concrete,Solar Panels
Condition
- Year built: 1995
Details
- Builder name: Hold
Utilities & green energy
- Sewer: Septic Tank
- Water: Masonry Cistern
Community & HOA
Community
- Subdivision: Chocolate Hole
HOA
- Has HOA: Yes
- HOA fee: $260 annually
Location
- Region: Saint John
Financial & listing details
- Price per square foot: $520/sqft
- Date on market: 9/9/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/9/2026 | Listed for sale | $3,900,000$520/sqft |
Source: St John BOR #26-172 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 00830
Nearby schools
GreatSchools rating
No schools nearby
We couldn't find any schools near this home.






