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Luxury Residential Estate

440 Grand Island Drive Osterville, MA 02655

440 Grand Island Drive, Osterville, MA, 02655
$7,750,000
For Sale
$7,750,000

A privately sited estate with a 10,000-square-foot main residence, guest house, and resort-style pool in a gated enclave.

Days on Market15

Property Features for 440 Grand Island Drive

General Information

Standard status
Active
Property subtype
Commercial

Building Details

Year Built
2013
Listing agency Berkshire Hathaway HomeServices Robert Paul Properties
Listed by Robert B Kinlin ([email protected])
Source Spauldingrealty
Added: Jul 8 Updated: Jul 22 at 9:33AM Checked: Jul 22 at 9:33AM

Displayed information is deemed reliable but is not guaranteed and should be independently verified. All listing content including descriptions, pricing, images are the copyrighted material of Berkshire Hathaway HomeServices Robert Paul Properties


Investment Insights

Based on property information with market context.

Privately sited within the Oyster Harbors golf enclave, this specialty residential estate offers a main residence with approximately 10,000 square feet, plus a two-bedroom guest house. The home’s layout transitions from formal living and family rooms to an elegant dining area, and includes a chef’s kitchen anchored by dual oversized islands. A fireside sitting room and a sunroom add to the indoor-outdoor feel, with a custom-crafted bar, casual seating, retractable screens, and a second kitchen with a built-in grill and dining area.

The primary suite is located on the main level and features its own fireplace, a spa-like bath, and a refined home office. The second level includes four en-suite bedrooms and a sitting room. A finished lower level provides a wine cellar, media room, game room, and fitness space. Outdoors, the property is surrounded by lush landscaping and features a resort-style pool framed by expansive lounging areas.

The estate is situated in a gated enclave with beach and dock rights, supporting a private, resort-style lifestyle within the Cape Cod community described by the seller.

Key Highlights

  • 2013‑built estate with a 10,000 SF main residence, two‑bedroom guest house, and resort‑style pool area
  • Privately sited within a gated golf enclave with beach and dock rights
  • Sunroom features a custom bar, casual seating, and a second kitchen with built‑in grill and dining area, enclosed by retractable screens

Property Analytics

Location Intelligence

Current Use by Public Records

Specialty properties

Suggested Use

Pharmacy Bakery Cafe & Coffee Shop Barber Shop Furniture & Home Goods Restaurant (Bike/Boat/Book/etc) Store Computer & Electronic Repair Catering Service Grocery & Convenience Store

Zoning and permitted uses should be independently verified with local authorities.

FAQs

What type of property is this?
Specialty property - A privately sited estate with a 10,000-square-foot main residence, guest house, and resort-style pool in a gated enclave.
Where is this specialty property located?
The property is located at 440 Grand Island Drive Osterville, MA.
What is the asking price?
The asking price for this property is $7,750,000.
What are key features of this property?
This property features: 2013‑built estate with a 10,000 SF main residence, two‑bedroom guest house, and resort‑style pool area; Privately sited within a gated golf enclave with beach and dock rights; Sunroom features a custom bar, casual seating, and a second kitchen with built‑in grill and dining area, enclosed by retractable screens
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