25 Oyster Way, Osterville, MA 02655 (MLS# 22603271)

25 Oyster Way, Osterville, MA 02655

$10,500,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 7,157 Lot Size (sq. ft.): 71,874 Status: Active
Current Price: $10,500,000 List Date: 7/05/2026 Last Modified: 7/06/2026

Overview

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 cap ...

Supplements: 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 overloo ...

Listing Details MLS# 22603271

Contract Info

Original List Price
10500000
List Price/SqFt
1467.1

Legal and Taxes

Street #
25
Street Name
Oyster
Street Suffix
Way
County
Barnstable
Town
Barnstable
Village
Osterville
State
MA
Zip Code
02655
Tax ID
072/ 038/ 001/
Estimated Annual Taxes
64017
Tax Year
2026
Building Assessments
3295600
Total Assessment
7851100
Land Court Cert #
C212764
Underground Fuel Tank
Unknown
Lead Base Paint
Unknown
Asbestos
Unknown
Flood Ins Required
No
Mass Use Code
100 - Residential Property
Nitrogen Sensitive Area
Yes
Other Assessments
0
Title Reference - Page
No

General Property Info

Region
Mid-Cape
Subdivision
Oyster Harbors
School District
Barnstable
Zoning
RF-1
Property Sub-Type
Single Family Residence
Year Built
1999
Renovated
Yes
Year Renovated
2026
Total Finished Space
7157
Field Card SqFt
7157
Total Rooms
10
Stories
2
Private Pool
Yes
Private Dock
Yes
Leased Land
No
Lot Size SqFt
71874
Lot Size Source
Assessor
Acres
1.65
Irregular
Yes
Association
Yes
Fee Amount
4620
Fee Frequency
Annually
Membership Required
Yes
Assoc Fee Year
2026
Garage
Yes
# of Cars
3
# of Parking Spaces
5
Year Round
Yes
Bedrooms - Total
5
Baths - Full
4
Baths - Half
2
Baths - Total
6
Separate Living Qtrs
No
Golf Course Front
No
Golf Course View
No
Waterfront
Yes
Water Body
West Bay
Waterfront Type
Bay/Harbor
Water Body Type
Salt
Water Access Type
Private
Waterview
Yes
Water Body View
West Bay
Waterview Type
Bay/Harbor
Miles to Beach
0 - .1
Fireplace
Yes
# Fireplaces
Yes
Property Includes Recording Devices
No
Basement
Yes

Convenient To

Convenient to Water Body 1
West Bay
Convenient to Water Body 2
Nantucket Sound
Golf Course
Yes
House of Worship
Yes
Marina
Yes
School
Yes
Shopping
Yes

Primary Bedroom

Primary Bedroom Level
First Floor
Special Door Access
French
Primary Bedroom
Yes
Cathedral Ceiling
Yes
Closet
Yes
Flooring
Wood
Private Full Bath
Yes
View
Yes

Bedroom 2

Bedroom 2 Level
Second Floor
Flooring
Carpet
Special Door Access
French
Bedroom 2
Yes
Balcony
Yes
Private Full Bath
Yes
View
Yes
Walk-in Closet
Yes

More Information

Bedroom 3

Bedroom 3 Level
Second Floor
Flooring
Carpet
Special Door Access
French
Bedroom 3
Yes
Balcony
Yes
Private Full Bath
Yes
View
Yes
Walk-in Closet
Yes

Bedroom 4

Bedroom 4 Level
Second Floor
Flooring
Wood
Special Door Access
French
Bedroom 4
Yes
Balcony
Yes
Closet
Yes
Shared Full Bath
Yes
View
Yes

Foyer

Foyer Level
First Floor
Flooring
Tile
Foyer
Yes

Laundry Room

Laundry Room Level
First Floor
Flooring
Tile
Laundry Room
Yes
Built-Ins
Yes
Laundry Areas
Yes

Living Room

Flooring
Wood
Living Room
Yes
Beamed Ceilings
Yes
Built-Ins
Yes
Cathedral Ceiling
Yes
HU Cable TV
Yes
View
Yes

Dining Room

Dining Room Level
First Floor
Flooring
Wood
Dining Room
Yes
Beamed Ceilings
Yes
View
Yes

Kitchen

Kitchen Level
First Floor
Countertops
Granite
Flooring
Wood
Special Door Access
French
Eat-in Kitchen
Yes
Pantry
Yes
Kitchen
Yes
Kitchen Island
Yes
Upgraded Cabinets
Yes

Other Room 1

Room Type
Family Room
Level
First Floor

Other Room 2

Room Type
Sun Room
Level
First Floor

Other Room 3

Room Type
Home Office
Level
Second Floor

DPR Eligibility

DPR Eligible
No

Remarks & Misc

Public Remarks
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
Directions to Property
Bridge St to Oyster Harbors Gate House

Street Description

Paved
Yes
Private
Yes

Special Listing Cond

None
Yes

Lot Features

Cleared
Yes
Level
Yes
Views
Yes

Year Built Desc

Actual
Yes

Basement Description

Cape Cod
Yes
Garage Access
Yes
Partial
Yes

Association Fee Incl

Road Maintenance
Yes
Security
Yes

Parking Features

Gravel
Yes
Off Street
Yes

Waterview Direction

East
Yes
South
Yes

Architectural Style

Other
Yes

Garage Description

Attached
Yes
Direct Access
Yes
Garage Door Opener
Yes

Foundation Details

Concrete Perimeter
Yes

Private Dock Description

Ch. 91 License
Yes
Deep Water
Yes

Floors

Carpet
Yes
Tile
Yes
Wood
Yes

Sewer

Private Sewer
Yes

Fencing

Fenced
Yes

Roof Description

Shingle
Yes
Wood
Yes

Siding Description

Stucco
Yes

Heating

Forced Air
Yes

Cooling

Central Air
Yes

Fuel Type

Oil
Yes
Propane
Yes

Water

Public
Yes

Hot Water

Water Heater
Yes

Hot Water Source

Oil
Yes

Exterior Features

Private Yard
Yes

Appliances

Dishwasher
Yes
Electric Dryer
Yes
Gas Range
Yes
Microwave
Yes
Range Hood
Yes
Refrigerator
Yes
Security System
Yes
Washer
Yes
Wine Cooler
Yes

Interior Features

Electric Dryer Hookup
Yes
HU Cable TV
Yes
Linen Closet
Yes
Pantry
Yes
Walk-In Closet(s)
Yes
Washer Hookup
Yes
Wet Bar
Yes

Patio And Porch Features

Patio
Yes
Screened Porch
Yes

Private Pool Description

Covered
Yes
Gunite
Yes
Heated
Yes
In Ground
Yes

Property Features

Street Description: Paved; Private Special Listing Cond: None Architectural Style: Other Year Built Desc: Actual Basement Description: Cape Cod; Garage Access; Partial Foundation Details: Concrete Perimeter Lot Features: Cleared; Level Association Fee Incl: Road Maintenance; Security Garage Description: Attached; Direct Access; Garage Door Opener Parking Features: Gravel; Off Street Convenient To: Golf Course; House of Worship; Marina; School; Shopping Waterview Direction: East; South Primary Bedroom: Primary Bedroom; Cathedral Ceiling; Closet; Private Full Bath; View Bedroom 2: Bedroom 2; Balcony; Private Full Bath; View; Walk-in Closet Bedroom 3: Bedroom 3; Balcony; Private Full Bath; View; Walk-in Closet Bedroom 4: Bedroom 4; Balcony; Closet; Shared Full Bath; View Foyer: Foyer Laundry Room: Laundry Room; Built-Ins; Laundry Areas Living Room: Living Room; Beamed Ceilings; Built-Ins; Cathedral Ceiling; HU Cable TV; View Dining Room: Dining Room; Beamed Ceilings; View Kitchen: Kitchen; Eat-in Kitchen; Kitchen Island; Pantry; Upgraded Cabinets Appliances: Dishwasher; Electric Dryer; Gas Range; Microwave; Range Hood; Refrigerator; Security System; Washer; Wine Cooler Floors: Carpet; Tile; Wood Interior Features: Electric Dryer Hookup; HU Cable TV; Linen Closet; Pantry; Walk-In Closet(s); Washer Hookup; Wet Bar Patio And Porch Features: Patio; Screened Porch Private Pool Description: Covered; Gunite; Heated; In Ground Private Dock Description: Ch. 91 License; Deep Water Exterior Features: Private Yard Fencing: Fenced Roof Description: Shingle; Wood Siding Description: Stucco Sewer: Private Sewer Heating: Forced Air Cooling: Central Air Fuel Type: Oil; Propane Water: Public Hot Water: Water Heater Hot Water Source: Oil
IDX
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Robert B Kinlin
Last Updated: July - 06 - 2026
Broker Attribution: rkinlin@robertpaul.com

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