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:December 17, 2025 at 01:34 PM
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
$710,000Active3 beds 2 baths1,660 sq. ft.435 Old Mill Road, Barnstable, MA 02655
MLS# 73460268Listed by: NextHome Signature Realty
$995,000Pending3 beds 4 baths2,162 sq. ft.139 Falling Leaf Lane, Osterville, MA 02655
MLS# 22505679Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$4,550,000Pending5 beds 7 baths6,768 sq. ft.405 Bridge Street, Osterville, MA 02655
MLS# 22505663Listed by: SOTHEBY'S INTERNATIONAL REALTY
$789,000Active3 beds 2 baths1,136 sq. ft.123 Tower Hill Rd, Barnstable, MA 02655
MLS# 73451501Listed by: Compass
$1,115,000Active4 beds 2 baths1,775 sq. ft.40 Waterfield Rd, Barnstable, MA 02655
MLS# 73447061Listed by: Keller Williams Realty
$349,500Pending2 beds 1 baths594 sq. ft.3040 Falmouth Road, Osterville, MA 02655
MLS# 22505078Listed by: COMPASS MASSACHUSETTS, LLC
$349,500Active2 beds 1 baths594 sq. ft.3040 Falmouth Rd #H, Barnstable, MA 02655
MLS# 73441413Listed by: Compass
$680,000Active3 beds 2 baths1,152 sq. ft.369 Bumps River Rd, Barnstable, MA 02655
MLS# 73440321Listed by: Keller Williams Realty
$1,895,000Active3 beds 4 baths3,551 sq. ft.199 East Bay Road #13, Barnstable, MA 02655
MLS# 73438035Listed by: Sotheby's International Realty
$1,895,000Pending3 beds 4 baths3,551 sq. ft.199 East Bay Road, Osterville, MA 02655
MLS# 22504569Listed by: SOTHEBY'S INTERNATIONAL REALTY