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. 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:
$8,800,000
MLS #:
22603271
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Oyster Harbors
Neighborhood:
barnstable
Listed Date:
Jul 5, 2026
Finished Sq Ft:
7,157
Total Sq Ft:
7,157
Lot Size:
71,874 sqft / 1.65 acres (approx)
Year Built:
1999
OtherWaterfrontOceanviewBarnstableBarnstableOyster HarborsBarnstableWest Bay,saltOcean
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Schools
School District:
Barnstable
Interior
Appliances
Dishwasher, Microwave, Gas Range, Refrigerator, Range Hood, Washer, Wine Cooler, Oil, Water Heater
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Tile, Carpet
Heating
Oil, Propane
Interior Features
HU Cable TV, Linen Closet, Pantry, Walk-In Closet(s), Wet Bar
Laundry Features
Electric Dryer, Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Other
Association Amenities
Road Maintenance, Security
Attached Garage YN
1
Construction Materials
Stucco
Garage Spaces
3
Lot Features
Cleared, Level, Views
Parking Features
Direct Access, Garage Door Opener, Off Street, Gravel
Parking Spots
5
Parking Total
5
Patio And Porch Features
Patio, Screened Porch
Roof
Wood, Shingle
Security Features
Security System
Stories
2
Waterfront Features
Waterview, Waterfront, Bay/Harbor
Financial
HOA Fee
$4,620
HOA Fee Frequency
Annually
Tax Year
2026
Taxes
$64,017
Map
Community
- Address25 Oyster Way Osterville MA
- SubdivisionOyster Harbors
- CityOsterville
- CountyBarnstable
- Zip Code02655
Subdivisions in Osterville
Market Summary
Current real estate data for Single Family in Osterville as of Oct 31, 2026
43
Single Family Listed
140
Avg DOM
1,010
Avg $ / SqFt
$4,989,191
Avg List Price
Property Summary
- Located in the Oyster Harbors subdivision, 25 Oyster Way Osterville MA is a Single Family for sale in Osterville, MA, 02655. It is listed for $8,800,000 and features 5 beds, 5 baths, and has approximately 7,157 square feet of living space, and was originally constructed in 1999. The current price per square foot is $1,230. The average price per square foot for Single Family listings in Osterville is $1,010. The average listing price for Single Family in Osterville is $4,989,191. To schedule a showing of MLS#22603271 at 25 Oyster Way in Osterville, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
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