Skip main navigation
For sale
  • Price cut: $700K (8/24)
    $8,800,000

    25 Oyster Way, Osterville, MA 02655

    5beds
    7,157sqft
    : 
    $58,260/mo
    Get pre-qualified
    Single Family Residence
    Built in 1999
    1.65 Acres Lot
    $8,236,200 Zestimate®
    $1,230/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.
    95 days
    425
    26

    Zillow last checked:

    Listing updated:

    Listed by:

    Robert B Kinlin 508-420-1414,

    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
      Heating
      • Oil, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Microwave, Gas Range, Refrigerator, Range Hood, Washer, Wine Cooler, Oil, Water Heater
      • Laundry: Electric Dryer, Electric Dryer Hookup, Washer Hookup
      Features
      • HU Cable TV, Linen Closet, Pantry, Walk-In Closet(s), Wet Bar
      • Flooring: Wood, Tile, Carpet
      • Basement: Partial
      • 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: Direct Access, Garage Door Opener, Off Street, Gravel
      • Attached garage spaces: 3
      Features
      • Stories: 2
      • Patio & porch: Patio, Screened Porch
      • Has private pool: Yes
      • On waterfront: Yes
      • Waterfront features: Waterview, Waterfront, Bay/Harbor
      • Body of water: West Bay,Salt
      Lot
      • Size: 1.65 Acres
      • Features: Cleared, Level, Views
      Details
      • Parcel number: 072/ 038/ 001/
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Roof: Wood,Shingle
      Condition
      • Year built: 1999

      Utilities & green energy

      • Water: Public

      Community & HOA

      Community
      • Security: Security System
      • 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: $1,230/sqft
      • Tax assessed value: $7,851,100
      • Annual tax amount: $64,017
      • Date on market: 7/5/2026
      • Cumulative days on market: 96 days

        Estimated market value

        $8,236,200

        $7.82M - $8.65M

        Not available

        Price history

        DateEventPrice
        8/24/2026Price change$8,800,000-7.4%$1,230/sqft
        Source: CCIMLS #22603271 Report a problem
        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
        7/23/2024Listed for sale$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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Osterville

        Getting around

        6 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts