440 Grand Island Dr, Osterville, MA 02655

Local realty services provided by:CENTURY 21 Shawmut Properties
440 Grand Island Dr,Barnstable, MA 02655
$7,750,000
  • 7 Beds
  • 11 Baths
  • 11,546 sq. ft.
  • Single family
  • Active
Listed by: robert kinlin
Office: berkshire hathaway homeservices robert paul properties
MLS#:73383981
Source:MLSPIN

Price summary

  • Price:$7,750,000
  • Price per sq. ft.:$671.23
  • Monthly HOA dues:$385

About this home

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...

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Home facts

  • Year built:2013
  • Listing ID #:73383981
  • Updated:August 01, 2026 at 11:04 AM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:11
  • Full bathrooms:9
  • Half bathrooms:2
  • Rooms Total:16
  • Flooring:Carpet, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Flooring - Wood, Marble, Tile, Wood
  • Dining Description:Closet/Cabinets - Custom Built, Coffered Ceiling(s), Recessed Lighting, Wood
  • Kitchen Description:Breakfast Bar / Nook, Countertops - Upgraded, Dishwasher, Flooring - Wood, Indoor Grill, Kitchen Island, Microwave, Oven, Pantry, Plumbed For Ice Maker, Range, Range Hood, Refrigerator, Second Dishwasher, Wine Refrigerator
  • Basement Description:Finished, Full, Interior Entry
  • Living area:11,546 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central, Fireplace, Fireplace(s), Oil
  • Central air:Yes

Structure and exterior

  • Roof:Wood
  • Year built:2013
  • Building area:11,546 sq. ft.
  • Lot area:1.1 Acres
  • Lot Features:Cleared, Level
  • Architectural Style:Contemporary
  • Exterior Features:Balcony, Patio, Porch, Professional Landscaping, Screened
  • Foundation Description:Concrete Perimeter

Utilities

  • Water:Public
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$7,750,000
  • Price per sq. ft.:$671.23
  • Tax amount:$59,471 (2026)

Features and amenities

  • Appliances:Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Laundry features:Closet/Cabinets - Custom Built, Dryer, Electric Dryer Hookup, First Floor, Flooring - Marble, Washer, Washer Hookup
  • Amenities:Elevator, Wet Bar, Wine Cellar
  • Pool features:Pool - Inground Heated, Private Pool

Parking

  • Total parking spaces:9
  • Parking description:Attached, Garage Door Opener, Garage Faces Side, Off Street, Storage
  • Garage:Yes
  • Garage spaces:3
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. MLSPIN Member Broker: J. Michael Brasco