440 Grand Island Drive, Osterville, MA 02655

Osterville
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
440 Grand Island Drive,Osterville, MA 02655
$7,750,000
  • 7 Beds
  • 11 Baths
  • 11,546 sq. ft.
  • Single family
  • Active
Listed by: robert b kinlinrkinlin@robertpaul.com
Office: berkshire hathaway homeservices robert paul properties
MLS#:22502682
Source:CAPECOD

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 #:22502682
  • Added:309 day(s) ago
  • Updated:April 08, 2026 at 04:45 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:11
  • Full bathrooms:9
  • Rooms Total:16
  • Flooring:Carpet, Tile, Wood
  • Kitchen Description:Cooktop, Dishwasher, Electric Water Heater, Indoor Grill, Microwave, Range Hood, Refrigerator, Wall/Oven Cook Top
  • Basement Description:Bulkhead Access, Finished, Full, Interior Entry
  • Living area:11,546 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:2013
  • Building area:11,546 sq. ft.
  • Lot area:1.1 Acres
  • Lot Features:Cleared, Conservation Area, House of Worship, Level, Marina, Near Golf Course, Public Tennis, School, Shopping
  • Architectural Style:Contemporary, Single Family Residence
  • Construction Materials:Shingle Siding
  • Exterior Features:Cleared, Conservation Area, House of Worship, Level
  • Foundation Description:Poured
  • Levels:2 Story

Schools

  • Middle school:Barnstable
  • Elementary school:Barnstable

Utilities

  • 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:Cooktop, Electric Water Heater, Range Hood, Refrigerator, Washer
  • Laundry features:First Floor, Laundry Areas, Washer
  • Amenities:Linen Closet, Pantry, Recessed Lighting, Wet Bar
  • Pool features:Gunite, Heated, In Ground, Pool Cover

Parking

  • Total parking spaces:6
  • Garage:Yes
  • Garage spaces:3
MLS LogoDisclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Coldwell Banker Realty include the name of the listing broker. Neither the listing company nor Better Homes and Gardens Real Estate The Shanahan Group shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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