$9,500,000
5 Bed
4 Bath
7,157 Sqft Building
71,874 Sqft Lot

25 Oyster Way, Osterville, Massachusetts 02655

  • Residential Property Type
  • 1327.37 Price/Sqft
  • 5 Cars Garage
  • 1999 Year Built

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.

Basic Details

CCIMLS
$9,500,000
$64,017
2026
Residential
For Sale
5
4
2
5
10
1999
7,157 Sqft
71,874 Sqft
Active
Single Family Residence
22603271
Berkshire Hathaway HomeServices Robert Paul Properties
Robert B Kinlin

Features

: Gunite, Heated, In Ground, Pool Cover
: Central Air
: Partial, Cape Cod
: Fenced
: Patio, Screened Porch
: 5
: Dishwasher, Microwave, Refrigerator, Washer, Gas Range, Range Hood, Electric Dryer, Security System, Wine Cooler
: French Doors, French
1
: Tile, Wood, Carpet
3
: Hu Cable Tv, Pantry, Linen Closet, Wet Bar
: Laundry Room, Laundry Areas, Built-ins, First Floor
: Near Golf Course, House Of Worship, Marina, School, Shopping, Level, Cleared
: Basement
: Shingle, Wood
: Dining Room, Beamed Ceilings, View
: Living Room, Hu Cable Tv, Built-in Features, Cathedral Ceiling(s), Beamed Ceilings, View
: Private Full Bath
: Private Sewer
Yes
Bay/Harbor
0 - .1

Additional Information

: Other
: Security, Road Maintenance
$4,620
Annually
: Stucco
: Concrete Perimeter
: Actual, Updated/remodeled
: Private Road
RF-1
No
16
07/21/2026

Address Map

25 Oyster Way
MA
Barnstable
Osterville
Barnstable
02655
0
W71° 35' 26.8''
N41° 37' 18.1''
Bridge St to Oyster Harbors Gate House
Oyster Harbors
Property