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Private Deep Water Dock
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25 Oyster Way, Osterville, MA 02655

Oyster Harbors · Barnstable County

Key Facts

5Beds
6Baths
7,157Sq Ft
1999Year Built
1.65Lot (acres)
3Garage

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

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Cape Cod and Islands MLS logo

Listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties - rkinlin@robertpaul.com

Presented by: Robert B Kinlin

The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright ©2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.

Last Updated: 2026-07-05

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by CapeCod. MLS® Listing#22603271. © 2026EXIT Realty®. All rights reserved.