
25 Oyster Way, Osterville, MA 02655
Oyster Harbors · Barnstable County
Key Facts
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Other
Year Built
1999
Living Area
7,157 sq ft
Lot Size
1.65 acres
Garage Spaces
3
Parking Spaces
5
Zoning
RF-1
Days on Market
1
MLS® Listing#
22603271
Property Features
- Interior:
- Wet Bar, Pantry, Walk-In Closet(s)
- Appliances:
- Dryer, Dishwasher, Wine Cooler, Washer, Range Hood, Refrigerator, Gas Range, Microwave
- Cooling:
- Central Air
- Flooring:
- Wood, Carpet, Tile
- Basement:
- Partial
- Pool:
- Pool Cover, In Ground, Heated, Gunite, Private
- Parking:
- Basement, Attached
- Laundry:
- Laundry Room
- Patio:
- Patio
- Fencing:
- Fenced
- Lot Features:
- On Golf Course, Near Golf Course, Cleared, Level, Waterfront
- Construction:
- Stucco
- Foundation:
- Concrete Perimeter
- Roof:
- Wood, Shingle
- Sewer:
- Private Sewer
Rooms
- Bedroom 2Second
- Bedroom 3Second
- Bedroom 4Second
- Dining RoomFirst
- KitchenFirst
- Living Room
- Master BedroomFirst
HOA & Tax
- HOA:
- $4,620/Annually
- Annual Tax:
- $64,017 (2026)
- Assessed Value:
- $7,851,100
- Parcel #:
- 072/ 038/ 001/
Directions
Bridge St to Oyster Harbors Gate House
Affordability Calculator
$2,100,000
Estimated monthly payment
$55,885/mo
Principal $8,400,000 · Est. interest $11,718,747 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Osterville, MA
- $1,000,000
- Median Listing Price
- 59
- Median Days on Market
- 3,133
- Median Sq Ft
- $725
- Median Price / Sq Ft
- 36
- Active Listings
- This home’s price is 950% above the area median.
- Its price per sq ft is 102% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Osterville, MA.
Location
- 25 Oyster Way, Osterville, MA 02655
Nearby Schools
Bright Promises Pre School
School · 1.3 mi away
Waldorf School of Cape Cod
School · 1.6 mi away
Cape Cod Academy
School · 1.7 mi away
Marstons Mills Elementary School
Elementary · 2.1 mi away
Bayberry Christian School
School · 2.5 mi away
Barnstable United Elementary School
Elementary · 2.9 mi away
West Villages Elementary School
Elementary · 3.0 mi away
Mashpee Creative Childrens Center
School · 3.0 mi away
Fair Acres Country Day School
Elementary · 3.3 mi away
Centerville Elementary
Elementary · 3.4 mi away
Kenneth C Coombs School
Elementary · 4.3 mi away
Town of Mashpee
Elementary · 4.3 mi away
Quashnet School
Elementary · 4.4 mi away
Vanguard Tabletop Gaming
School · 4.9 mi away
Mashpee High School
Secondary · 5.1 mi away
Barnstable High School
Secondary · 5.1 mi away
Hyannis West Elementary School
Elementary · 5.2 mi away
Barnstable Intermediate School
Secondary · 5.2 mi away
Sturgis West
School · 5.8 mi away
Sturgis Charter Public School
School · 5.9 mi away
Commute Calculator
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Listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties - rkinlin@robertpaul.com
Presented by: Robert B Kinlin
Last Updated: 2026-07-05















