25 Oyster Way
Osterville, MA, 02655 $ 8,800,000
Bedrooms5 Baths4.2 Sq 7,157 Monthly Estimate*
$ 60,779
for $8,800,000 with 5 bedrooms and 4 full baths, 2 half baths. This 7,157 square foot home was built in 1999 on a lot size of 1.65.
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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FeaturesGeneralHeating Oil Propane
Cooling Central Air
Roof Wood Shingle
Appliances Dishwasher Microwave Gas Range Refrigerator Range Hood Washer Wine Cooler Oil Water Heater
HOA Fee 4620
Garage Spaces 3
Patio/Porch Features Patio Screened Porch
Architectural Style Other
Security Features Security System
Construction Materials Stucco
Year Built 1999
Stories Count 2
Property Subtype Single Family Residence
Tax Year 2026
Waterfront Features Waterview Waterfront Bay/Harbor
Assoc Fee Paid Per Annually
County Barnstable
Property Type Residential
Association Amenities Road Maintenance Security
HOA true
Attached Garage true
Subdivision Name Oyster Harbors
Garage Y/N true
Total Rooms 10
Full Baths 4
Status Active
Directions Bridge St to Oyster Harbors Gate House
City Osterville
Body of Water West Bay Salt
MLS Area Barnstable
Lot Size Units Acres
Lot Size Square Feet 71874
Tax Annual Amount 64017
Showing Instructions Call Bob Kinlin 508.648.2739 or Donna Aucoin 508.737.0465 or email rkinlin@robertpaul.com / daucoin@robertpaul.com to schedule a showing.
Virtual Tour https://www.youtube.com/watch?v=CD3j_Qcu00Y
Building Area Units Square Feet
Standard Status Active
Tax Assessed Value 7851100
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InteriorInterior Amenities HU Cable TV Linen Closet Pantry Walk-In Closet(s) Wet Bar
Basement Partial
Flooring Wood Tile Carpet
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Half Baths 2
Laundry Features Electric Dryer Electric Dryer Hookup Washer Hookup
Total Bedrooms 5
Total Baths 6
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ExteriorParking Features Direct Access Garage Door Opener Off Street Gravel
Lot Features Cleared Level Views
Water Source Public
Total Parking 5
Lot Size Area 1.65
Building Area Total 7157
Lot Size Acres 1.65
Waterfront Y/N true
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* Excluded FeaturesList ByRobert B KinlinListing Agent
Berkshire Hathaway Homeservices Robert Paul PropertiesBroker
rkinlin@robertpaul.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $60,779
- Monthly Property Taxes
- $5,335
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Osterville, MA
Average List Price $4,974,777
Percent of Sale Price 43%
About Osterville, MA 3,556 Population
-11% Since 2002
$ 73,497 Median Income
54.53 Median Age
14% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
0 Middle School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/2/2026 | $8,800,000 | | Listed Price |