440 Grand Island Dr, Osterville, MA 02655
Local realty services provided by:Cohn & Company ERA Powered
440 Grand Island Dr,Barnstable, MA 02655
$7,750,000
- 7 Beds
- 11 Baths
- 11,546 sq. ft.
- Single family
- Active
Listed by:robert kinlin
Office:berkshire hathaway homeservices robert paul properties
MLS#:73383981
Source:MLSPIN
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 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.
Contact an agent
Home facts
- Year built:2013
- Listing ID #:73383981
- Updated:September 21, 2025 at 10:32 AM
Rooms and interior
- Bedrooms:7
- Total bathrooms:11
- Full bathrooms:9
- Half bathrooms:2
- Living area:11,546 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Fireplace, Fireplace(s), Oil
Structure and exterior
- Roof:Wood
- Year built:2013
- Building area:11,546 sq. ft.
- Lot area:1.1 Acres
Utilities
- Water:Public
- Sewer:Private Sewer
Finances and disclosures
- Price:$7,750,000
- Price per sq. ft.:$671.23
- Tax amount:$56,455 (2025)
New listings near 440 Grand Island Dr
- Open Sat, 3 to 5pmNew$1,100,000Active3 beds 3 baths2,227 sq. ft.
25 Sturbridge Drive, Osterville, MA 02655
MLS# 22504792Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES - $3,100,000Pending4 beds 4 baths3,720 sq. ft.
355 Bridge Street, Osterville, MA 02655
MLS# 22504640Listed by: SOTHEBY'S INTERNATIONAL REALTY - New$5,895,000Active5 beds 6 baths4,637 sq. ft.
245 North Bay Road, Barnstable, MA 02655
MLS# 73430900Listed by: Berkshire Hathaway HomeServices Robert Paul Properties - New$5,895,000Active5 beds 6 baths4,637 sq. ft.
245 North Bay Road, Osterville, MA 02655
MLS# 22504570Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES - Open Sat, 10am to 12pm$615,000Active2 beds 2 baths1,150 sq. ft.
920 Main St #2-1, Barnstable, MA 02655
MLS# 73430069Listed by: Keller Williams Realty - Open Sat, 2 to 4pm$615,000Active2 beds 2 baths1,150 sq. ft.
920 Main Street, Osterville, MA 02655
MLS# 22504517Listed by: KELLER WILLIAMS REALTY - $7,950,000Active8 beds 9 baths7,350 sq. ft.
850 Sea View Avenue, Osterville, MA 02655
MLS# 22504438Listed by: SOTHEBY'S INTERNATIONAL REALTY - $1,495,000Active4 beds 3 baths2,326 sq. ft.
77 Robbins St, Barnstable, MA 02655
MLS# 73426806Listed by: Berkshire Hathaway HomeServices Robert Paul Properties - $1,295,000Active3 beds 2 baths3,387 sq. ft.
44 Avalon Cir, Barnstable, MA 02655
MLS# 73426394Listed by: Berkshire Hathaway HomeServices Robert Paul Properties - $949,900Active3 beds 3 baths2,050 sq. ft.
177 Bayview Cir, Barnstable, MA 02655
MLS# 73423309Listed by: Berkshire Hathaway HomeServices Robert Paul Properties