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Off market
  • $3,615,200

    285 Windswept Way, Osterville, MA 02655

    5beds
    4,727sqft
    SingleFamily
    Built in 1999
    1 Acres Lot
    $3,615,200 Zestimate®
    $765/sqft
    $7,642 Estimated rent

    Home value

    $3,615,200

    $3.18M - $4.12M

    $7,642/mo

    Zestimate® history
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    $21,094/mo

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    $21,094/mo

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    What's special

    Located in prestigious Oyster Harbors, this beautifully renovated five-bedroom residence overlooking the golf course, offers outstanding craftsmanship, customized details and wonderful natural surroundings creating an atmosphere of serenity in this private, gated community. The appeal of this home is found in the details; a magnificent great room with a raised river rock fireplace and vaulted ceiling opening to a stunning chef's kitchen with an oversized marble center island ideal for large family gatherings; elegant dining room; living room with custom fireplace; first floor master suite with luxurious bath; and delightful screened in porch with fireplace overlooking the gardens. The 2nd level features 3 en-suite bedrooms and a comfortable sitting room to relax. The suite over the garage is perfect for extended family or guests. There is also a finished lower level complete with a media room, game room and refined wine cellar. With many exterior upgrades such as new shingles, roof, wood shutters and blue stone porch, this beautiful one-acre lot offers multiple outdoor seating areas, gardens and golf course views. Pool plan is available in documents, under construction shortly. This completely turn-key home is ready for your family to discover its perfect Cape Cod property! Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    Heating
    • Forced air, Gas, Propane / Butane
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range / Oven, Refrigerator, Washer
    • Laundry: Linen Closet, Washer Hookup, Electric Dryer Hookup
    Features
    • Ceiling Fan(s), Wet Bar, Breakfast Bar, Kitchen Island, Pantry, Attic Storage, Hookup Washer, HU Cable TV, Linen Closet, Recessed Lighting, Dryer/Hookup - Electric, Wine Cooler, Mud Room, Walk-In Closet(s), Private Full Bath, Upgraded Cabinets, Closet, Built-Ins, Dining Area, Office/Sitting Area, View, Cathedral Ceiling(s), Dressing Room, Shared Half Bath
    • Flooring: Tile, Hardwood
    • Doors: French Doors, Sliding Doors
    • Basement: Full, Walk-Out Access, Interior Entry
    • Attic: Storage
    • Has fireplace: Yes
    Interior area
    • Structure area source: Assessor
    • Total interior livable area: 4,727 sqft

    Property

    Parking
    • Total spaces: 5
    • Parking features: Garage - Attached
    • Details: Stone/Gravel, Off-Street
    Features
    • Patio & porch: Patio, Screened Porch
    • Exterior features: Shingle (Not Wood)
    • Frontage type: Golf Course
    Lot
    • Size: 1 Acres
    • Features: Level, Cleared, Interior Lot, On Golf Course
    • Topography: Level
    • Residential vegetation: Cleared
    Details
    • Additional structures: Garage(s)
    • Parcel number: OSTEM052L015004
    • Zoning: RF-1

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    Materials
    • Roof: Shake / Shingle
    Condition
    • Year built: 1999
    • Major remodel year: 2016

    Utilities & green energy

    • Gas: Propane Gas
    • Sewer: Private Sewer
    • Water: Town Water

    Community & neighborhood

    Security
    • Security features: Security Alarm, Security Service
    Location
    • Region: Osterville

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $291 monthly
    • Amenities included: Security, Trash, Snow Removal, Road Maintenance
    • Services included: Snow Removal, Trash, Security, Road Maintenance

    Other

    Other facts
    • Flooring: Wood, Tile
    • ViewYN: true
    • BuildingFeatures: DSL/Cable Available, Mudroom, Attic Storage
    • FoundationDetails: Concrete Perimeter
    • Heating: Forced Air
    • RoadSurfaceType: Paved
    • Topography: Level
    • Appliances: Dishwasher, Refrigerator, Central Vac, Microwave, Washer, Security Alarm, Gas Range, Stove Hood, Dryer - Electric
    • AssociationYN: true
    • FireplaceYN: true
    • InteriorFeatures: Ceiling Fan(s), Wet Bar, Breakfast Bar, Kitchen Island, Pantry, Attic Storage, Hookup Washer, HU Cable TV, Linen Closet, Recessed Lighting, Dryer/Hookup - Electric, Wine Cooler, Mud Room, Walk-In Closet(s), Private Full Bath, Upgraded Cabinets, Closet, Built-Ins, Dining Area, Office/Sitting Area, View, Cathedral Ceiling(s), Dressing Room, Shared Half Bath
    • Roof: Shingle
    • GarageYN: true
    • AttachedGarageYN: true
    • HeatingYN: true
    • CoolingYN: true
    • ExteriorFeatures: Patio, Underground Sprinkler, Screened Porch, Yard, Garden
    • PatioAndPorchFeatures: Patio, Screened Porch
    • Basement: Full, Walk-Out Access, Interior Entry
    • AssociationFeeIncludes: Snow Removal, Trash, Security, Road Maintenance
    • RoomsTotal: 10
    • FireplacesTotal: 3
    • LotFeatures: Level, Cleared, Interior Lot, On Golf Course
    • ArchitecturalStyle: Colonial
    • Sewer: Private Sewer
    • ParkingFeatures: Attached, Stone/Gravel, Off Street, Garage, Garage Door Opener, Direct Entry
    • YearBuiltEffective: 2016
    • ConstructionMaterials: Shingle Siding
    • DoorFeatures: French Doors, Sliding Doors
    • LivingAreaSource: Assessor
    • BelowGradeFinishedAreaSource: Assessor
    • BuildingAreaSource: Assessor
    • Cooling: Central Air
    • Gas: Propane Gas
    • LotSizeSource: Assessor
    • OpenParkingYN: true
    • YearBuiltDetails: Actual
    • OtherParking: Stone/Gravel, Off-Street
    • Zoning: RF-1
    • LaundryFeatures: Linen Closet, Washer Hookup, Electric Dryer Hookup
    • Vegetation: Cleared
    • OtherStructures: Garage(s)
    • SecurityFeatures: Security Alarm, Security Service
    • FrontageType: Golf Course
    • AssociationAmenities: Security, Trash, Snow Removal, Road Maintenance
    • WaterSource: Town Water
    • Attic: Storage
    • RoomMasterBathroomFeatures: Private Full Bath
    • RoomBedroom2Features: Closet, Wood, Ceiling Fan(s), View, Office/Sitting Area
    • RoomKitchenLevel: First
    • RoomMasterBedroomFeatures: Wood, Dressing Room, View
    • RoomMasterBedroomLevel: First
    • RoomBathroom2Features: Private Full Bath
    • RoomBathroom4Features: Private Full Bath
    • RoomBathroom4Level: Second Floor
    • RoomBedroom3Features: Closet, Wood, Ceiling Fan(s), View, Balcony, French
    • RoomBedroom3Level: Second
    • RoomBedroom4Features: Closet, Wood, Ceiling Fan(s), View
    • RoomBedroom4Level: Second
    • RoomDiningRoomLevel: First
    • RoomFamilyRoomLevel: First Floor
    • RoomKitchenFeatures: Built-in Features, Dining Area, Kitchen Island, Pantry, Wood, Upgraded Cabinets, Gas, Cathedral Ceiling(s), Breakfast Bar, View
    • RoomLivingRoomFeatures: Wood, Recessed Lighting, View, Cathedral Ceiling(s), Sliding, Wet Bar
    • RoomLivingRoomLevel: First
    • RoomMasterBathroomLevel: First Floor
    • RoomDiningRoomFeatures: Wood, View
    • RoomBedroom2Level: Second
    • RoomBathroom2Level: Second Floor
    • RoomBathroom3Features: Private Full Bath
    • RoomBathroom3Level: Second Floor
    • MlsStatus: Active
    • TaxAnnualAmount: 20051.00
    • Road surface type: Paved

    Price history

    DateEventPrice
    1/21/2021Listing removed--
    Source: Robert Paul Properties Report a problem
    8/18/2020Listed for sale$3,400,000+21.6%$719/sqft
    Source: Robert Paul Properties, Inc. #22005322 Report a problem
    5/31/2015Listing removed$2,795,000$591/sqft
    Source: Robert Paul Properties #21409802 Report a problem
    2/6/2015Listed for sale$2,795,000+99.6%$591/sqft
    Source: Robert Paul Properties, Inc. #21409802 Report a problem
    8/5/2013Sold$1,400,000-6.4%$296/sqft
    Source: CCIMLS #21208347 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$25,730 +9.2%$3,180,500 +5.5%
    2024$23,553 +13.8%$3,015,800 +21.6%
    2023$20,691 +10.2%$2,480,900 +27.4%

    Find assessor info on the county website

    Neighborhood: Osterville

    Nearby schools

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

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

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    Estimated market value$3,615,200
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $3,615,200