Primary on Main
Address
440 Grand Island Drive, Osterville, MA
Price
$ 7,250,000
Property Attributes
- MLS#22502682
- TypeSingle Family
- Listing Status Active
- CountyBarnstable
- CityOsterville
- AreaBarnstable
- NeighborhoodOyster Harbors
- Zip02655
- StyleSingle Family Residence
- Year Built2013
- Taxes$ 59471
- Price$ 7,250,000
- Bedrooms7
- Full Bathrooms9
- Half Bathrooms2
- Sqr Footage11546
- Lot Size1.1 Acres
Data Source:
Cape Cod and Islands MLS (CCIMLS)
Property Description
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.
| Price History | |
|---|---|
| 9/1/2026 | Listed $7,250,000 |
General Features
| Heating | Oil,Propane |
|---|---|
| Cooling | Central Air |
| Roof | Shingle |
| Appliances | Countertop Range,Dishwasher,Indoor Grill,Microwave,Refrigerator,Range Hood,Wall/Oven Cook Top,Washer,Wine Cooler,Water Heater |
| HOA Fee | 4620 |
| Garage Spaces | 3 |
| Patio/Porch Features | Deck,Patio,Porch |
| Security Features | Security System |
| Construction Materials | Shingle Siding |
| Year Built | 2013 |
| Stories Count | 2 |
| Property Subtype | Single Family Residence |
| Tax Year | 2026 |
| Assoc Fee Paid Per | Annually |
| County | Barnstable |
| Property Type | Residential |
| Association Amenities | Road Maintenance,Security,Beach Access,Boat Dock,Golf Course |
| HOA | true |
| Attached Garage | true |
| Subdivision Name | Oyster Harbors |
| Garage Y/N | true |
| Other Structures | Guest House |
| Total Rooms | 16 |
| Full Baths | 9 |
| Status | Active |
| Directions | Bridge Street to Oyster Harbors Gatehouse. |
| City | Osterville |
| MLS Area | Barnstable |
| Lot Size Units | Acres |
| Lot Size Square Feet | 47916 |
| Tax Annual Amount | 59471 |
| Showing Instructions | Total square footage, bedroom, and bathroom counts reflect both the main house and the guest house. Contact Robert Kinlin at 508.648.2739, rkinlin@robertpaul.com or Donna Aucoin at 508.737.0465, daucoin@robertpaul.com. Please give 24 hours notice. |
| Virtual Tour | https://vimeo.com/1010678229?share=copy#t=0 |
| Building Area Units | Square Feet |
| Standard Status | Active |
| Tax Assessed Value | 7293500 |
Interior Features
| Interior Amenities | Linen Closet,Pantry,Recessed Lighting,Walk-In Closet(s),Wet Bar |
|---|---|
| Basement | Finished,Full |
| Flooring | Wood,Tile,Carpet |
| Total Fireplaces | 6 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Half Baths | 2 |
| Laundry Features | Electric Dryer,Electric Dryer Hookup,Washer Hookup |
| Total Bedrooms | 7 |
| Total Baths | 11 |
Exterior Features
| Parking Features | Direct Access,Garage Door Opener,Off Street |
|---|---|
| Lot Features | Fenced/Enclosed,Interior Lot,Cleared,Level |
| Water Source | Public |
| Total Parking | 6 |
| Lot Size Area | 1.1 |
| Building Area Total | 11546 |
| Lot Size Acres | 1.1 |
| Waterfront Y/N | false |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 02655
Price
Taxes
Year Built
Massachusetts MLS Property Info Network (MLSPIN) - The property listing data and information 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 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
The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than eXp Realty on Cape Cod and Islands are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor eXp Realty on Cape Cod and Islands shall be responsible for any typographical errors, misinformation,
