440 Grand Island Dr, Osterville, MA 02655

Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
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 2-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. Inside, refined architectural detail defines elegant living and entertaining spaces, from the chef’s kitchen with granite islands and fireside sitting room to the spectacular sunroom with a bar, kitchen, and retractable screens. The main-level primary suite is a serene retreat, while four additional en-suite bedrooms and a sitting room await upstairs. The lower level includes a wine cellar, media room, gym, and game room. Outside, lush landscaping surrounds the resort-style pool and expansive lounging areas. Complete with beach and dock rights, this estate is an extraordinary offering in one of Cape Cod’s most prestigious settings.

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Home facts

  • Year built:2013
  • Listing ID #:73383981
  • Updated:January 03, 2026 at 11:26 AM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:11
  • Full bathrooms:9
  • Half bathrooms:2
  • Living area:11,546 sq. ft.

Heating and cooling

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

Structure and exterior

  • Roof:Wood
  • Year built:2013
  • Building area:11,546 sq. ft.
  • Lot area:1.1 Acres

Utilities

  • Water:Public
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$7,750,000
  • Price per sq. ft.:$671.23
  • Tax amount:$56,455 (2025)
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.

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