Price Reduction - Golf Course - Primary on Main
Address
25 Oyster Way, Osterville, MA
Price
$ 8,800,000
Property Attributes
  • MLS#22603271
  • TypeSingle Family
  • Listing Status Active
  • CountyBarnstable
  • CityOsterville
  • NeighborhoodOyster Harbors
  • Zip02655
  • StyleOther
  • Year Built1999
  • Taxes$ 64017
  • Price$ 8,800,000
  • Bedrooms5
  • Full Bathrooms4
  • Half Bathrooms2
  • Sqr Footage7157
  • Lot Size1.65 Acres
Data Source:
Cape Cod and Islands MLS (CCIMLS)
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.

Price History
7/5/2026 Listed $10,500,000
7/21/2026 10$9,500,000
8/24/2026 7$8,800,000

General Features

Sewer Private Sewer
Cooling Central Air
Roof Wood,Shingle
Appliances Dishwasher,Wine Cooler,Washer,Range Hood,Security System,Refrigerator,Gas Range,Microwave,Electric Dryer
Zoning RF-1
HOA Fee 4620
Garage Spaces 3
Patio/Porch Features Patio,Screened Porch
Architectural Style Other
Pool Features Pool Cover,In Ground,Heated,Gunite
Construction Materials Stucco
Year Built 1999
Stories Count 2
Township Barnstable
Property Subtype Single Family Residence
Tax Year 2026
Assoc Fee Paid Per Annually
County Barnstable
New Construction false
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
Entry Location First Floor
High School District Barnstable
Lot Size Units Acres
Lot Size Square Feet 71874
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
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.
Home Warranty Y/N false
Property Condition Updated/Remodeled,Actual
Virtual Tour https://www.youtube.com/watch?v=CD3j_Qcu00Y
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Barnstable
Elementary School District Barnstable
Tax Assessed Value 7851100
Virtual Tour https://www.youtube.com/watch?v=CD3j_Qcu00Y
Waterview Y/N Bay/Harbor

Interior Features

Interior Amenities HU Cable TV,Wet Bar,Pantry,Linen Closet
Basement Partial,Cape Cod
Flooring Wood,Carpet,Tile
Total Fireplaces 1
Kitchen Level First
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 2
Laundry Features Laundry Room,Built-Ins,Laundry Areas,First Floor
Total Bedrooms 5
Entry Level 1
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen,Upgraded Cabinets,Kitchen Island,Pantry
Total Baths 6
Primary Bathroom Features Private Full Bath
Living Room Features HU Cable TV,Living Room,View,Beamed Ceilings,Built-in Features,Cathedral Ceiling(s)
Bedroom 4 Features Bedroom 4,Shared Full Bath,Balcony,View,Closet
Bedroom 3 Features Bedroom 3,Balcony,View,Walk-In Closet(s),Private Full Bath
Bedroom 2 Features Bedroom 2,Balcony,View,Walk-In Closet(s),Private Full Bath
Dining Room Features View,Dining Room,Beamed Ceilings
Kitchen Description Countertop(s): Granite,Flooring: Wood,Door(s): French
Primary Bedroom Features View,Closet,Cathedral Ceiling(s)
Dining Room Level First
Bedroom 4 Level Second
Bedroom 3 Level Second
Second Bedroom Level Second

Exterior Features

Fencing Fenced
Parking Features Basement
Lot Features Marina,School,House of Worship,Near Golf Course,Shopping,Cleared,Level
Total Parking 5
Lot Size Area 1.65
Foundation Details Concrete Perimeter
Building Area Total 7157
Lot Size Acres 1.65
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N true
Door Features French Doors,French
Road Frontage Type Private Road
Dock Deep Water,Ch. 91 License

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 02655

Price
AVG $4.71M
$8.8M
Taxes
AVG $25,243
$64,017
Year Built
AVG 1976
1999

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