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.
For sale
Price cut: $700K (8/24)
$8,800,000
25 Oyster Way, Osterville, MA 02655
5beds
7,157sqft
Single Family Residence
Built in 1999
1.65 Acres Lot
$8,236,200 Zestimate®
$1,230/sqft
$385/mo HOA
What's special
Waterfront estateCustom fireplaceDeep-water dockArchitectural columnsIn-ground poolCoffered ceilingFirst-floor primary suite
- 95 days
- 425
- 26
Zillow last checked:
Listing updated:
Listed by:
Robert B Kinlin 508-420-1414,
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS,MLS#: 22603271
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Heating
- Oil, Propane
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Gas Range, Refrigerator, Range Hood, Washer, Wine Cooler, Oil, Water Heater
- Laundry: Electric Dryer, Electric Dryer Hookup, Washer Hookup
Features
- HU Cable TV, Linen Closet, Pantry, Walk-In Closet(s), Wet Bar
- Flooring: Wood, Tile, Carpet
- Basement: Partial
- Number of fireplaces: 1
Interior area
- Total structure area: 7,157
- Total interior livable area: 7,157 sqft
Video & virtual tour
Property
Parking
- Total spaces: 5
- Parking features: Direct Access, Garage Door Opener, Off Street, Gravel
- Attached garage spaces: 3
Features
- Stories: 2
- Patio & porch: Patio, Screened Porch
- Has private pool: Yes
- On waterfront: Yes
- Waterfront features: Waterview, Waterfront, Bay/Harbor
- Body of water: West Bay,Salt
Lot
- Size: 1.65 Acres
- Features: Cleared, Level, Views
Details
- Parcel number: 072/ 038/ 001/
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Roof: Wood,Shingle
Condition
- Year built: 1999
Utilities & green energy
- Water: Public
Community & HOA
Community
- Security: Security System
- Subdivision: Oyster Harbors
HOA
- Has HOA: Yes
- Amenities included: Road Maintenance, Security
- HOA fee: $4,620 annually
Location
- Region: Osterville
Financial & listing details
- Price per square foot: $1,230/sqft
- Tax assessed value: $7,851,100
- Annual tax amount: $64,017
- Date on market: 7/5/2026
- Cumulative days on market: 96 days
Estimated market value
$8,236,200
$7.82M - $8.65M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/24/2026 | Price change | $8,800,000-7.4%$1,230/sqft |
Source: | ||
| 7/21/2026 | Price change | $9,500,000-9.5%$1,327/sqft |
Source: | ||
| 7/5/2026 | Listed for sale | $10,500,000+0.5%$1,467/sqft |
Source: | ||
| 3/23/2026 | Listing removed | $10,450,000$1,460/sqft |
Source: | ||
| 7/23/2024 | Listed for sale | $10,450,000+5%$1,460/sqft |
Source: | ||
| 10/30/2023 | Listed for sale | $9,950,000+118.7%$1,390/sqft |
Source: | ||
| 5/2/2017 | Sold | $4,550,000+3.4%$636/sqft |
Source: | ||
| 11/1/2013 | Sold | $4,400,000$615/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment




