$8,000,000

440 Grand Island Dr Osterville, MA 02655

Osterville Neighborhood

Estimated payment $48,595/month

Total Views 8,581
7 Beds
11 Baths
11,546 Sq Ft
$693 Price per Sq Ft

Highlights

  • Marina
  • Guest House
  • Deeded access to the beach
  • West Villages Elementary School Rated A-
  • Golf Course Community
  • Wine Cellar

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.

Listing Agent

Robert Kinlin

Berkshire Hathaway HomeServices Robert Paul Properties Listed on: 06/02/2025

Berkshire Hathaway HomeServices Robert Paul Properties

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $56,455

Year Built

  • Built in 2013

Lot Details

  • 1.1 Acre Lot
  • Near Conservation Area
  • Fenced Yard
  • Fenced
  • Landscaped Professionally
  • Level Lot
  • Cleared Lot
  • Property is zoned RF

HOA Fees

  • $385 Monthly HOA Fees

Parking

  • 3 Car Attached Garage
  • Parking Storage or Cabinetry
  • Side Facing Garage
  • Garage Door Opener
  • Off-Street Parking

Home Design

  • Contemporary Architecture
  • Wood Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • Wet Bar
  • Coffered Ceiling
  • Cathedral Ceiling
  • Recessed Lighting
  • French Doors
  • Wine Cellar
  • Family Room with Fireplace
  • 7 Fireplaces
  • Living Room with Fireplace
  • Sitting Room
  • Home Theater
  • Home Office
  • Bonus Room
  • Screened Porch
  • Home Gym
  • Home Security System

Kitchen

  • Breakfast Bar
  • Oven
  • Indoor Grill
  • Range with Range Hood
  • Microwave
  • Plumbed For Ice Maker
  • Second Dishwasher
  • Wine Refrigerator
  • Kitchen Island
  • Upgraded Countertops

Flooring

  • Wood
  • Wall to Wall Carpet
  • Marble
  • Ceramic Tile

Bedrooms and Bathrooms

  • 7 Bedrooms
  • Primary Bedroom on Main
  • Fireplace in Primary Bedroom
  • Custom Closet System
  • Walk-In Closet
  • Dual Vanity Sinks in Primary Bathroom

Laundry

  • Laundry on main level
  • Dryer
  • Washer
  • Sink Near Laundry

Finished Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Outdoor Features

  • Heated In Ground Pool
  • Deeded access to the beach
  • Balcony
  • Patio
  • Outdoor Gas Grill

Utilities

  • Central Heating and Cooling System
  • Heating System Uses Oil
  • Generator Hookup
  • Power Generator
  • Private Sewer

Additional Features

  • Energy-Efficient Thermostat
  • Guest House
  • Property is near schools

Listing and Financial Details

  • Assessor Parcel Number M:051 L:014002,2231336

Community Details

Recreation

  • Marina
  • Golf Course Community

Additional Features

  • Shops

Home Details

Home Type

Single Family

Est. Annual Taxes

$56,455

Year Built

Built in 2013

Lot Details

0

HOA Fees

$385 per month

Parking

3

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Contemporary
  • Year Built: 2013
  • Year Built Details: Actual
  • Special Features: VirtualTour

Interior Features

  • Flooring: Wood, Tile, Carpet, Marble, Flooring - Wood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
  • Interior Amenities: Cathedral Ceiling(s), Coffered Ceiling(s), Wet bar, Home Office, Sitting Room, Wine Cellar, Media Room, Bonus Room, Exercise Room, Wet Bar, Elevator
  • Door Features: French Doors
  • Fireplace Features: Family Room, Living Room, Master Bedroom
  • Fireplace YN: Yes
  • Fireplaces: 7
  • Appliances: Range, Oven, Dishwasher, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
  • Total Bedrooms: 7
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Bathroom - Full, Closet, Flooring - Wall to Wall Carpet, Balcony / Deck
  • Room Bedroom3 Features: Bathroom - Full, Closet, Flooring - Wood, Recessed Lighting
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom4 Features: Bathroom - Full, Closet, Flooring - Wall to Wall Carpet
  • Room Bedroom5 Level: Second
  • Room Bedroom5 Features: Bathroom - Full, Closet, Flooring - Wall to Wall Carpet
  • Full Bathrooms: 9
  • Half Bathrooms: 2
  • Total Bathrooms: 11
  • Total Bathrooms: 10
  • Room Master Bedroom Features: Bathroom - Full, Walk-In Closet(s), Flooring - Wall to Wall Carpet, French Doors, Double Vanity, Exterior Access
  • Room Master Bedroom Level: First
  • Master Bathroom Features: Yes
  • Room Dining Room Features: Coffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Wood, Recessed Lighting
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Family Room Features: Flooring - Wood, French Doors, Exterior Access
  • Room Kitchen Level: First
  • Room Kitchen Features: Flooring - Wood, Pantry, Countertops - Upgraded, Kitchen Island, Breakfast Bar / Nook, Second Dishwasher
  • Laundry Features: Closet/Cabinets - Custom Built, Flooring - Marble, Electric Dryer Hookup, Washer Hookup, Sink, First Floor
  • Room Living Room Level: First
  • Room Living Room Features: Cathedral Ceiling(s), Flooring - Wood, French Doors, Recessed Lighting
  • Room Office Level: First
  • Room Office Features: Fireplace, Ceiling - Cathedral, Flooring - Wood
  • Basement: Full, Finished, Interior Entry
  • Above Grade Finished Sq Ft: 8394
  • Below Grade Sq Ft: 3152
  • Living Area: 11546
  • Spa YN: No
  • MAIN LO: AN6527
  • LIST PRICE PER Sq Ft: 692.88
  • PRICE PER Sq Ft: 692.88

Exterior Features

  • Exterior Features: Porch, Porch - Screened, Patio, Balcony, Pool - Inground Heated, Professional Landscaping, Fenced Yard, Guest House, Outdoor Gas Grill Hookup
  • Fencing: Fenced
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Other Structures: Guest House
  • Patio And Porch Features: Porch, Screened, Patio
  • Pool Features: Pool - Inground Heated
  • Pool Private YN: Yes
  • Road Surface Type: Paved
  • Roof: Wood
  • Waterfront Features: Beach Front, Bay, Beach Ownership(Deeded Rights)
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 3
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 3
  • Garage YN: Yes
  • Parking Features: Attached, Garage Door Opener, Storage, Garage Faces Side, Off Street
  • Total Parking Spaces: 6

Utilities

  • Sewer: Private Sewer
  • Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection, Outdoor Gas Grill Hookup
  • Cooling: Central Air
  • Heating: Central, Oil, Fireplace(s), Fireplace
  • Cooling Y N: Yes
  • Electric: Generator, Generator Connection
  • Heating YN: Yes
  • Security Features: Security System
  • Water Source: Public

Condo/Co-op/Association

  • Association Fee: 4620
  • Association Fee Frequency: Annually
  • Association YN: Yes
  • Community Features: Shopping, Golf, Conservation Area, House of Worship, Marina, Private School
  • Senior Community YN: No
  • REQD OWN ASSOCIATION: Yes

Lot Info

  • Parcel Number: M:051 L:014002,2231336
  • Zoning: RF
  • Farm Land Area Units: Square Feet
  • Lot Features: Cleared, Level
  • Lot Size Acres: 1.1
  • Lot Size Area: 1.1
  • Lot Size Sq Ft: 47916
  • Lot Size Units: Acres
  • Property Attached YN: No
  • PAGE: 0

Green Features

  • Green Energy Efficient: Thermostat

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 56455
  • Tax Book Number: 0

Multi Family

  • Basement Included Sq Ft: Yes

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/02/2025 06/02/25 For Sale $8,000,000 +90.5% $693 / Sq Ft
10/29/2018 10/29/18 Sold $4,200,000 -16.0% $404 / Sq Ft
09/06/2018 09/06/18 Pending -- -- --
08/18/2017 08/18/17 For Sale $5,000,000 -- $481 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

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Source: MLS Property Information Network (MLS PIN)

MLS Number: 73383981

MLS Property Information Network (MLS PIN)
Massachusetts Barnstable County Osterville 02655 Osterville

440 Grand Island Dr, Osterville, MA

This home is located at 440 Grand Island Dr, Osterville, MA 02655 and is currently priced at $8,000,000, approximately $692 per square foot. This property was built in 2013. 440 Grand Island Dr is a home located in Barnstable County with nearby schools including West Villages Elementary School, Barnstable United Elementary School, and Barnstable Intermediate School.

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Robert Kinlin
Listing Agent
Robert Kinlin
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Berkshire Hathaway HomeServices Robert Paul Properties
(508) 619-9342