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25 Oyster Way
Osterville MA 02655 US

$10,500,000

Active Listing ID 22603271
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5 bed
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5.00 Bath (4 Full , 2 Half)
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Lot: 1.65 Acres
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Single Family Residence

$10,500,000

Active Listing ID 22603271
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25 Oyster Way 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.

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Property Features

  • Facts
  • Lot Size: 1.65 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Private Yard
  • Floor Covering: Carpet, Tile, Wood
  • Roof Type: Shingle, Wood
  • Heating Fuels: Propane (Heating), Forced Air, Oil
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Pool
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 10500000
  • unparsedaddress: 25 Oyster Way
  • postalcity: Osterville
  • stateorprovince: MA
  • country: US
  • postalcode: 02655
  • bathroomsfull: 4
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.65
  • lotsizeunits: Acres
  • lotsizearea: 1.65
  • livingarea: 7157
  • livingareaunits: Square Feet
  • latitude: 41.621685
  • longitude: -70.409227
  • listagentfullname: Robert B Kinlin
  • listagentemail: rkinlin@robertpaul.com
  • listagentkey: 3yd-CCIAORMA-U0Y3
  • listagentmlsid: U0Y3
  • listagentpreferredphone: 5084201414
  • listagentofficephone: 5084201414x204
  • listofficekey: 3yd-CCIAORMA-CENCOM2
  • listofficemlsid: CENCOM2
  • disclaimer: 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.
  • sourcesystemid: CCIAORMA
  • yearbuilt: 1999
  • listingcontractdate: 2026-07-05
  • listagentfax: 5084207114
  • countyorparish: Barnstable
  • parcelnumber: 072/ 038/ 001/
  • elementaryschooldistrict: Barnstable
  • middleorjuniorschooldistrict: Barnstable
  • highschooldistrict: Barnstable
  • appliances: Water Heater, Wine Cooler, Range Hood, Gas Range, Dishwasher, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Stucco
  • flooring: Carpet, Tile, Wood
  • heating: Propane (Heating), Forced Air, Oil
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 5
  • parkingfeatures: Open, Off Street
  • roof: Shingle, Wood
  • view: Harbor
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: Eat-in Kitchen, Walk-In Closet(s), HU Cable TV, Linen Closet, Pantry, Wet Bar, Kitchen Island
  • exteriorfeatures: Private Yard
  • rooms: Bedroom 5, Bathroom 4, Basement, Bedroom 4, Bedroom 2, Bathroom 5, Laundry Room, Bathroom 6, Bathroom 3, Dining Room, Bedroom 3, Bathroom 1, Bathroom 2, Bedroom 1
  • securityfeatures: Security System
  • patioandporchfeatures: Porch, Patio
  • basement: Partial
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -70.409225, 41.621685
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Robert Paul Properties, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"rkinlin@robertpaul.com", "ListBrokerageCity":"Sandwich", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Robert Paul Properties, Inc.", "ListBrokeragePhone":"(508) 863-4663", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"MA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"68 Tupper Road, Unit 7", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"867 Main Street ", "ListOfficeAddress2":"", "ListOfficeBrokerMlsId":"CENCOM2", "ListOfficeCity":"Osterville", "ListOfficeCountry":"US", "ListOfficeEmail":"george.patsio@commonmoves.com", "ListOfficePostalCode":"02655", "ListOfficeStateOrProvince":"MA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Osterville, MA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/25-Oyster-Way_Osterville_MA_02655_M97880-73363?f=listhub&s=CCIAORMA&m=22603271&c=rexren", "MLSModificationTimestamp":"2026-07-06 11:00:21", "Neighborhoods":[{"Description":null, "Name":"Oyster Harbors"}], "PostalCode":null, "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":64017, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/6/2026 11:05:28 AM GMT
Source Updated Date: 7/8/2026 12:43:38 AM GMT

Courtesy of: Robert B Kinlin, Berkshire Hathaway HomeServices Robert Paul Properties, rkinlin@robertpaul.com

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.