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- Description
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Street View
$8,800,000
Monthly Est:$43,801
5 Beds
- 6 Baths
4 full baths + 2 half baths
7,157sqft
25 Oyster Way, Osterville, MA 02655
$8,800,000
$43,801/moEst:
Get Pre-Approved
Single Family Residence
Built in 1999
$385/mo HOA
1.65 acres lot
$1,230/sq.ft
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. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.
- Houzeo last checked: 5 minutes ago
- Listing updated: August 28, 2026 at 7:05 am
- Listing Provided by: Robert Kinlin (508) 648-2739 | Berkshire Hathaway HomeServices Robert Paul Properties (508) 420-1414
- Source: MLS Property Information Network-MA | MLS#: 73544944

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1999
HOA Fees
$385/mo
Finished Area
7,157 sqft
Lot Size
1.65 acres lot
Basement Area
- sqft
MLS Name
MLS Property Information Network
MLS Number
73544944
MLS Status
Active
Days on Market
116

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Location
HOA Management
N/A
HOA Fees
$4,620/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 6
Interior
Interior Features
Closet, Home Office, Wet Bar
Flooring
Wood, Tile, Carpet, Flooring Wood
Cooling
Central Air
Heating
Forced Air, Oil
Sewer
Private Sewer
Exterior Features
Porch Screened, Balcony, Pool Above Ground Heated, Professional Landscaping
Construction
Year Built
Year Built: 1999
Home type
Single Family Residence
Architectural Style
Contemporary
Foundation Details
Concrete Perimeter
Roof
Wood
Utilities & Energy
Basement
Crawl Space
Utilities
For Gas Range, For Electric Dryer, Washer Hookup
Pool Features
Heated
Water Source
Public
Laundry Features
Electric Dryer Hookup, Washer Hookup
Parking Features
Attached, Garage Door Opener, Off Street, Stone/gravel
Security Features
Security System
Other Features
Lot Features
Cleared
Community Features
Shopping, Tennis Court(s), Golf, House Of Worship, Marina, Private School
Patio And Porch Features
Screened
Disclosures
Assessors Has As 3 Bedroom. Septic System In Place Is A 5 Bedroom Design.
Price History
| Date | Event | Price |
|---|---|---|
08/24/2026 Source: | Price Decreased | $8,800,000 -7.37% $1,230/sqft |
07/25/2026 Source: | Price Decreased | $9,500,000 -9.52% $1,327/sqft |
07/06/2026 Source: | Listed for Sale | $10,500,000 +0.48% $1,467/sqft |
03/23/2026 Source: | Listing Removed | $10,450,000 $1,460/sqft |
10/30/2023 Source: | Listed for Sale | $10,450,000 +74.31% $1,460/sqft |
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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 31, 2026, 06:00PM. The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third-party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
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