25 Oyster Way Osterville, MA 02655
Listing Courtesy of: MLS LogoCCIMLS / Listed By: Robert B Kinlin, Berkshire Hathaway Homeservices Robert Paul Properties - Contact:  rkinlin@robertpaul.com

  25 Oyster Way Osterville, MA 02655

Active (16 Days)
$9,500,000 (USD)
5
BED
6
BATH
7,157
SQFT

Description

Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds designed for both grand entertaining and quiet moments of retreat. Inspired by the timeless character of a European country estate, the residence encompasses 7,157 square feet of thoughtfully designed living space where sophisticated craftsmanship meets effortless comfort. A dramatic foyer introduces the home's remarkable interior, opening to an impressive great room with soaring vaulted ceilings, architectural columns, a custom fireplace, and expansive walls of glass that frame the ever-changing waterfront. Designed for both everyday living and elegant entertaining, the sun-filled dining room captures tranquil water views and flows seamlessly into a beautifully appointed chef's kitchen featuring a coffered ceiling, granite countertops, an oversized center island, and direct access to a spacious waterside terrace.

The first-floor primary suite offers a luxurious private retreat, while four additional bedrooms--including a gracious guest suite above the attached three-car garage--provide exceptional accommodations for family and guests.

Outdoor living is equally compelling. Expansive terraces and inviting gathering spaces overlook the pool, manicured gardens, and deep-water dock, creating an idyllic setting for waterfront entertaining or peaceful afternoons by the shore. Set within one of Cape Cod's most coveted private enclaves, where golf, boating, and an unmatched sense of privacy define the lifestyle, this exceptional estate represents a rare opportunity to own a legacy property in Oyster Harbors.

MLS #:
22603271
Taxes
$64,017(2026)
Lot Size
1.65 acres
Type
Single-Family Home
Year Built
1999
County
Barnstable County
Community
Oyster Harbors

Listed By

Robert B Kinlin, Berkshire Hathaway Homeservices Robert Paul Properties, Contact: rkinlin@robertpaul.com
Source
CCIMLS
Last checked Jul 21 2026 at 7:02 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathrooms: 2
Interior Features
  • Hu Cable Tv
  • Linen Closet
  • Pantry
  • Wet Bar
  • Wine Cooler
  • Laundry: Electric Dryer Hookup
  • Laundry: Washer Hookup
  • Laundry: Laundry Room
  • Dishwasher
  • Gas Range
  • Refrigerator
  • Washer
  • Water Heater
  • Microwave
  • Range Hood
  • Walk-In Closet(s)
  • Laundry: Electric Dryer
  • Eat-In Kitchen
  • Kitchen Island
  • Oil
Subdivision
  • Oyster Harbors
Lot Information
  • Level
  • Cleared
  • Views
Property Features
  • Fireplace: 1
Heating and Cooling
  • Oil
  • Propane
  • Central Air
Basement Information
  • Partial
Homeowners Association Information
  • Dues: $4620/Annually
Flooring
  • Wood
  • Tile
  • Carpet
Exterior Features
  • Roof: Shingle
  • Roof: Wood
Garage
  • Attached Garage
Parking
  • Off Street
  • Total: 5
  • Gravel
  • Garage Door Opener
  • Direct Access
Stories
  • 2

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Jul 21, 2026
Price Changed
$9,500,000
-10%
-$1,000,000
Jul 05, 2026
Listed
$10,500,000
-
-
Additional Information: Berkshire Hathaway Homeservices Robert Paul Properties | rkinlin@robertpaul.com
Location
   
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Disclaimer: The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. This site was last updated 7/21/26 12:02. All properties are subject to prior sale, changes, or withdrawal.