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For sale
    • Price cut: $1M (7/21)
    $9,500,000

    25 Oyster Way, Osterville, MA 02655

    5beds
    7,157sqft
    : 
    $58,896/mo
    Get pre-qualified
    Single Family Residence
    Built in 1999
    1.65 Acres Lot
    $8,692,300 Zestimate®
    $1,327/sqft
    $385/mo HOA

    What's special

    Waterfront estateCustom fireplaceDeep-water dockArchitectural columnsIn-ground poolCoffered ceilingFirst-floor primary suite
    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.
    49 days
    |
    612
    |
    22
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    Zillow last checked:

    Listing updated:

    Listed by:

    Robert B Kinlin rkinlin@robertpaul.com,

    Berkshire Hathaway HomeServices Robert Paul Properties

    Source: CCIMLS,MLS#: 22603271MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 4
      • 1/2 bathrooms: 2
      Primary bedroom
      • Description: Flooring: Wood,Door(s): French
      • Features: View, Closet, Cathedral Ceiling(s)
      • Level: First
      Bedroom 2
      • Description: Flooring: Carpet,Door(s): French
      • Features: Bedroom 2, Balcony, View, Walk-In Closet(s), Private Full Bath
      • Level: Second
      Bedroom 3
      • Description: Flooring: Carpet,Door(s): French
      • Features: Bedroom 3, Balcony, View, Walk-In Closet(s), Private Full Bath
      • Level: Second
      Bedroom 4
      • Description: Flooring: Wood,Door(s): French
      • Features: Bedroom 4, Shared Full Bath, Balcony, View, Closet
      • Level: Second
      Primary bathroom
      • Features: Private Full Bath
      Dining room
      • Description: Flooring: Wood
      • Features: View, Dining Room, Beamed Ceilings
      • Level: First
      Kitchen
      • Description: Countertop(s): Granite,Flooring: Wood,Door(s): French
      • Features: Kitchen, Upgraded Cabinets, Kitchen Island, Pantry
      • Level: First
      Living room
      • Description: Flooring: Wood
      • Features: HU Cable TV, Living Room, View, Beamed Ceilings, Built-in Features, Cathedral Ceiling(s)
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Wine Cooler, Washer, Range Hood, Security System, Refrigerator, Gas Range, Microwave, Electric Dryer
      • Laundry: Laundry Room, Built-Ins, Laundry Areas, First Floor
      Features
      • HU Cable TV, Wet Bar, Pantry, Linen Closet
      • Flooring: Wood, Carpet, Tile
      • Doors: French Doors
      • Basement: Partial,Cape Cod
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 7,157
      • Total interior livable area: 7,157 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 5
      • Parking features: Basement
      • Attached garage spaces: 3
      Features
      • Stories: 2
      • Entry location: First Floor
      • Patio & porch: Patio, Screened Porch
      • Has private pool: Yes
      • Pool features: Pool Cover, In Ground, Heated, Gunite
      • Fencing: Fenced
      • Has view: Yes
      • Has water view: Yes
      • Water view: Bay/Harbor
      • On waterfront: Yes
      • Body of water: West Bay
      Lot
      • Size: 1.65 Acres
      • Features: Marina, School, House of Worship, Near Golf Course, Shopping, Cleared, Level
      Details
      • Parcel number: 072/ 038/ 001/
      • Zoning: RF-1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Foundation: Concrete Perimeter
      • Roof: Wood, Shingle
      Condition
      • Updated/Remodeled, Actual
      • New construction: No
      • Year built: 1999
      • Major remodel year: 2026

      Utilities & green energy

      • Sewer: Private Sewer

      Community & HOA

      Community
      • Subdivision: Oyster Harbors
      HOA
      • Has HOA: Yes
      • Amenities included: Road Maintenance, Security
      • HOA fee: $4,620 annually
      Location
      • Region: Osterville

      Financial & listing details

      • Price per square foot: $1,327/sqft
      • Tax assessed value: $7,851,100
      • Annual tax amount: $64,017
      • Date on market: 7/5/2026
      • Cumulative days on market: 50 days
      • Road surface type: Paved

        Estimated market value

        $8,692,300

        $8.26M - $9.13M

        $7,811/mo

        Price history

        DateEventPrice
        7/21/2026Price change$9,500,000-9.5%$1,327/sqft
        Source: CCIMLS #22603271 Report a problem
        7/5/2026Listed for sale$10,500,000+0.5%$1,467/sqft
        Source: CCIMLS #22603271 Report a problem
        3/23/2026Listing removed$10,450,000$1,460/sqft
        Source: CCIMLS #22304800 Report a problem
        7/23/2024Price change$10,450,000+5%$1,460/sqft
        Source: CCIMLS #22304800 Report a problem
        10/30/2023Listed for sale$9,950,000+118.7%$1,390/sqft
        Source: CCIMLS #22304800 Report a problem
        5/2/2017Sold$4,550,000+3.4%$636/sqft
        Source: CCIMLS #21710341 Report a problem
        11/1/2013Sold$4,400,000$615/sqft
        Source: CCIMLS #21209038 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Osterville

        Getting around

        6 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Barnstable

        Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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