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Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

More Info

Basic Information

  • Bedrooms7
  • Mls StatusActive
  • Bathroom11
  • Lot Features Cleared, Level
  • Parcel Number M:051 L:014002,2231336
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $7,293,500
  • Tax Year 2026
  • Taxes$59,471

Parking

  • Parking Spaces9
  • Covered Spaces 3
  • Garage YN Yes
  • Parking Features Attached, Garage Door Opener, Storage, Garage Faces Side, Off Street

Rooms

  • Bathrooms Total Decimal 10
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Dining Room First
  • Family Room First
  • Full Bath9
  • Half Baths2
  • Kitchen First
  • Living Room First
  • Master Bedroom First
  • Office First

Basic Information

  • List Price$7,750,000
  • MLS Number73383981
  • Modification Date07/27/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Location

  • NeighborhoodOyster Harbors
  • SubdivisionOyster Harbors
  • Address440 Grand Island Drive
  • Building Number440
  • CountyBarnstable
  • StateMA
  • StreetGrand Island Drive
  • TownBarnstable
  • Zip02655

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Interior Entry
  • Building Area Units Square Feet
  • Door Features French Doors
  • FireplaceYes
  • Fireplace Features Family Room, Living Room, Master Bedroom
  • Fireplaces Total 7
  • FoundationConcrete Perimeter
  • Garage Spaces3
  • Patio And Porch Features Porch, Screened, Patio
  • Property StyleContemporary
  • Rooms16
  • Utilities
    • For Electric Dryer
    • For Gas Range
    • Generator Connection
    • Icemaker Connection
    • Outdoor Gas Grill Hookup
    • Washer Hookup
  • Year Built2013
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage1.1
  • Other Structures Guest House

Interior

  • Flooring
    • Carpet
    • Flooring - Stone/Ceramic Tile
    • Flooring - Wall to Wall Carpet
    • Flooring - Wood
    • Marble
    • Tile
    • Wood
  • Interior Features
    • Bonus Room
    • Cathedral Ceiling(s)
    • Coffered Ceiling(s)
    • Elevator
    • Exercise Room
    • Home Office
    • Media Room
    • Sitting Room
    • Wet Bar
    • Wet bar
    • Wine Cellar

Exterior

  • Exterior Features
    • Balcony
    • Fenced Yard
    • Guest House
    • Outdoor Gas Grill Hookup
    • Patio
    • Pool - Inground Heated
    • Porch
    • Porch - Screened
    • Professional Landscaping
  • Fencing Fenced
  • RoofWood

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric Generator, Generator Connection
  • Heat SystemYes
  • Heating Central, Oil, Fireplace(s), Fireplace
  • Sewer Private Sewer
  • Water Source Public

Property Information

  • Square Feet11,546
  • Building Area Source Measured
  • Living Area 11,546
  • Lot Size Square Feet 47,916
  • Lot Size Units Acres

Amenities

  • Amenities
    • Conservation Area
    • Golf
    • House of Worship
    • Marina
    • Private School
    • Shopping
  • Appliances IncludedRange, Oven, Dishwasher, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
  • Green Energy Efficient Thermostat
  • Pool Features Pool - Inground Heated
  • Pool Private YN Yes
  • Security Features Security System

Water Body

  • Waterfront Features Bay, Beach Ownership(Deeded Rights)

Other

  • Association Fee $4,620
  • Association Fee Frequency Annually
  • Association YN Yes
  • Date Listed06/02/2025
  • Farm Land Area Units Square Feet
  • View Count8

Map Location

Driving Directions

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

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