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25 Oyster Way

Osterville, MA 02655
  • $10,500,000
  • STATUS: Active
  • ON SITE: 13 Days
  • MLS #: 22603271
UPDATED: 150 min ago
$10,500,000
  • 5
    BEDS
  • 1.65
    ACRES
  • 4
    BATHS
  • 2
    1/2 BATHS
  • 7,157
    SQFT
  • $1,467
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1999
County:
Area:

School Ratings & Info

School District:

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.

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Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Cape Cod Real Estate Group. Data last updated: 2026-07-19T00:25:22.187.
www.capecodrealestategroup.com/homes/178465317
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25 Oyster Way Osterville, MA 02655

  • Price: $10,500,000
  • Status: Active
  • On Site: 13 Days
  • Updated: 150 min ago
  • MLS #: 22603271
5
Beds
4
Baths
2
½ Baths
1.65
Acres
7,157
SQFT
$1,467
$/SQFT
1999
Built
Neighborhood:
Oyster Harbors
County:
Barnstable
Area:
Barnstable
School District:
Barnstable
Property 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.
Exterior Features

Architectural Style Other Carport No Construction Materials Stucco Dock Yes Fencing Fenced Foundation Details Concrete Perimeter Lot Features MarinaSchoolHouse of WorshipNear Golf CourseShoppingClearedLevel Open Parking No Parking Features Basement Parking Total 5 Patio And Porch Features PatioScreened Porch Pool Features Pool CoverIn GroundHeatedGunite Pool Private Yes Road Frontage Type Private Road Roof WoodShingle Water Access Type Private Water Body Type Salt Water Front Yes Water View Yes

Interior Features

Appliances DishwasherWine CoolerWasherRange HoodSecurity SystemRefrigeratorGas RangeMicrowaveElectric Dryer Attached Garage Yes Basement Yes Basement1 PartialCape Cod Cooling True Cooling Features Central Air Door Features French DoorsFrench Entry Level 1 Entry Location First Floor Fireplace YN Yes Fireplaces Total 1 Flooring WoodCarpetTile Garage Yes Heating Yes Interior Features HU Cable TVWet BarPantryLinen Closet Laundry Features Laundry RoomBuilt-InsLaundry AreasFirst Floor Master Bedroom Level First Rooms Total 10

Property Features

Association Yes Association Amenities Road MaintenanceSecurity Association Fee 4620 Association Fee Frequency Annually Flood Insurance Required No Flood Zone X Improvement Assessments 3295600 Land Assessments 4555500 Land Lease No Lead Paint Unknown Membership Required Yes Miles From Beach 0 - .1 New Construction No Nitrogen Sensitive Area Yes Other Assessments 0 Property Attached No Property Sub Type Single Family Residence Road Surface Type Paved Sewer Private Sewer Special List Conditions None Tax Annual Amount 64017 Tax Assessed Value 7851100 Tax Year 2026 Warranty Available False Water Body Name West Bay Waterview Type Bay/Harbor Year Built Description Updated/RemodeledActual Year Built Effective 2026 Year Round Yes Zoning RF-1

Cape Cod & Islands MLS logo Listing information © 2026 Cape Cod & Islands Multiple Listing Service, Inc.
Listing provided courtesy of Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties: rkinlin@robertpaul.com


Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Cape Cod Real Estate Group. Data last updated: 2026-07-19T00:25:22.187.
 
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