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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
    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.
    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

        DateEventPrice
        9/9/2026Listed 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

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 00830

        Getting around

        30 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating

        No schools nearby

        We couldn't find any schools near this home.