440 GRAND ISLAND DRIVE, OSTERVILLE MA, 02655

$7,750,000

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Cape Cod MLS #22502682

Status: Price Change
Year Built: 2013
Total Rooms: 16
Full Bathrooms: 9
Bedrooms: 7
Half Bathrooms: 2
Waterview: No
Waterfront: No
Lot Size: 1.1 acres
Living Area: 11546 ft2
Price Change: 09/05/2025
Listing Date: 06/02/25 DOM: 380 days
Total Assessment: $7,293,500
Improvements Assessment: $7,293,500
Special Assessment: N/A
Annual Taxes: $59,471
Tax Year: 2026
Land Assessment: 0
Zoning: ********
Lead Paint: N/A
Flood Zone: N/A

440 GRAND ISLAND DRIVE, OSTERVILLE MA, 02655

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


General Information:

VILLAGE: Osterville
STYLE: Single Family Residence
HEAT/COOLING: YES/
GARAGE: YES
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Listing Courtest of:
Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Robert Kinlin (508-420-1414)

440 GRAND ISLAND DRIVE OSTERVILLE MA 02655 Property Information Last Updated June 17, 2026 at 10:45:17 PM EDT.

 

CCIAOR MLS IDX listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties