$7,750,000
440 Grand Island Dr
Barnstable, MA, 02655
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.
Property Details
Price:
$7,750,000
MLS #:
73383981
Status:
Active
Beds:
7
Baths:
10
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
oysterharbors
Listed Date:
Jun 2, 2025
Finished Sq Ft:
11,546
Total Sq Ft:
11,546
Lot Size:
47,916 sqft / 1.10 acres (approx)
Year Built:
2013
Schools
Interior
Above Grade Finished Area
8394
Appliances
Range, Oven, Dishwasher, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
Bathrooms
9 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
3152
Cooling
Central Air
Fireplaces Total
7
Flooring
Wood, Tile, Carpet, Marble, Flooring – Wood, Flooring – Stone/Ceramic Tile, Flooring – Wall to Wall Carpet
Heating
Central, Oil, Fireplace(s), Fireplace
Interior Features
Cathedral Ceiling(s), Coffered Ceiling(s), Wet bar, Home Office, Sitting Room, Wine Cellar, Media Room, Bonus Room, Exercise Room, Wet Bar, Elevator
Laundry Features
Closet/Cabinets – Custom Built, Flooring – Marble, Electric Dryer Hookup, Washer Hookup, Sink, First Floor
Exterior
Architectural Style
Contemporary
Attached Garage YN
1
Community Features
Shopping, Golf, Conservation Area, House of Worship, Marina, Private School
Covered Spaces
3
Exterior Features
Porch, Porch – Screened, Patio, Balcony, Pool – Inground Heated, Professional Landscaping, Fenced Yard, Guest House, Outdoor Gas Grill Hookup
Fencing
Fenced
Garage Spaces
3
Green Energy Efficient
Thermostat
Lot Features
Cleared, Level
Open Parking Spaces
6
Other Structures
Guest House
Parking Features
Attached, Garage Door Opener, Storage, Garage Faces Side, Off Street
Parking Spots
9
Parking Total
9
Patio And Porch Features
Porch, Screened, Patio
Roof
Wood
Security Features
Security System
Waterfront Features
Bay, Beach Ownership(Deeded Rights)
Financial
HOA Fee
$4,620
HOA Fee Frequency
Annually
Tax Year
2026
Taxes
$59,471
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Barnstable as of Aug 06, 2026
179
Single Family Listed
126
Avg DOM
638
Avg $ / SqFt
$2,051,317
Avg List Price
Community
- Address440 Grand Island Dr Barnstable MA
- CityBarnstable
- CountyBarnstable
- Zip Code02655
Subdivisions in Barnstable
Similar Listings Nearby
Property Summary
- 440 Grand Island Dr Barnstable MA is a Single Family for sale in Barnstable, MA, 02655. It is listed for $7,750,000 and features 7 beds, 10 baths, and has approximately 11,546 square feet of living space, and was originally constructed in 2013. The current price per square foot is $671. The average price per square foot for Single Family listings in Barnstable is $638. The average listing price for Single Family in Barnstable is $2,051,317. To schedule a showing of MLS#73383981 at 440 Grand Island Dr in Barnstable, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties. 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 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 set forth herein.
440 Grand Island Dr
Barnstable, MA













































