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440 grand island drive

Osterville, MA 02655

$7,750,000

7 BEDS 11 BATHS
11,546 SQFT1.1 AC LOT
Residential - Single Family
Image 1: Aerial View
Image 2: Approach
Image 3: Aerial View
Image 4: Pool Area
Bedrooms 7
Total Baths 11
Full Baths 9
Square Feet 11546
Acreage 1.1
Status Active
MLS # 22502682
County Barnstable
More Info
Category Residential - Single Family
Status Active
Square Feet 11546
Acreage 1.1
MLS # 22502682
County Barnstable
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.
Location not available

Exterior Features

  • Construction Single Family Residence
  • Siding Shingle
  • Exterior Private Yard
  • Roof Shingle
  • Garage Yes
  • Garage Description Garage Door Opener, Direct Access, Off Street
  • Water Public
  • Lot Description Interior Lot, Cleared, Fenced/Enclosed, Level

Interior Features

  • Appliances Water Heater, Wine Cooler, Range Hood, Countertop Range, Dishwasher, Indoor Grill, Microwave, Refrigerator, Wall/Oven Cook Top, Washer
  • Heating Propane, Forced Air, Oil
  • Cooling Central Air
  • Basement Bulkhead Access, Interior Access, Finished, Full
  • Fireplaces 6
  • Living Area 11,546 SQFT
  • Year Built 2013
  • Stories 2

Neighborhood & Schools

  • Subdivision Oyster Harbors

Financial Information

  • Parcel ID 051-014-002
  • Zoning RF-1

Additional Services

Internet Service Providers

Listing Information

Listing Provided Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties - rkinlin@robertpaul.com
The data for this listing came from the Cape Cod and Islands MLS.
Listing data is current as of 04/29/2026.

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