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Land with Home for Sale in Osterville, Massachusetts

25 Oyster Way, Osterville, MA 02655

$10,500,000
1.65 acres
Active sale
ago
Est $59,367/mo

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.

7,157
Sq feet
5
Beds
4
Full baths
2
1/2 baths
1999
Built

Location

Street address
25 Oyster Way
Zip code
02655
Community
Oyster Harbors
School district
Barnstable
Elevation
15 feet
Coordinates
41.6217, -70.4092

Directions

Bridge St to Oyster Harbors Gate House

Property details

Acreage
1.65 acres71,874 sq ft
Zoning
RF-1
MLS #
CCIAOR 22603271
Posted

Property taxes

2026
$64,017

Expenses

Homeowner Association Fee
$4,620 annually

Parcels

  • 072/ 038/ 001/

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

View
Harbor
Waterfront
Yes
Features
Cleared, Level, Views

Exterior

Parking Spaces
5
Parking
Off Street, Open
Fencing
Fenced
Pool
Patio, Porch
Features
Private Yard

Structure

Stories
2
Basement
Partial
Water
Public
Heating
Forced Air, Oil, Propane
Cooling
Central Air
Materials
Stucco
Roof
Shingle, Wood

Interior

Room Count
10
Rooms
Basement, Bathroom x 6, Bedroom x 5, Dining Room, Laundry Room
Flooring
Carpet, Tile
Appliances
Dishwasher, Gas Range, Microwave, Range Hood, Refrigerator, Washer, Water Heater, Wine Cooler
Security
Security System
Features
Eat-In Kitchen, HU Cable TV, Kitchen Island, Linen Closet, Pantry, Walk-In Closet(s), Wet Bar

Property utilities

CategoryTypeStatus
GasPropaneConnected

Listing history

DateEventPriceChangeSource
July 5, 2026New listing$10,500,000CCIAOR
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This 1.65-acre property is located at 25 Oyster Way in Osterville, MA 02655. The property is available for sale, priced at $10,500,000. It has a 7,157 square foot 5-bedroom, 5-bath house built in 1999.

Listed by Berkshire Hathaway HomeServices Robert Paul Properties, (508) 863-4663

Checked 1 hour agoUpdated Source

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Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Robert Kinlin
Berkshire Hathaway HomeServices Robert Paul Properties
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