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Off market
  • $3,814,600

    285 Windswept Way, Osterville, MA 02655

    5beds
    4,727sqft
    SingleFamily
    Built in 1999
    1 Acres Lot
    $3,814,600 Zestimate®
    $807/sqft
    $7,592 Estimated rent

    Home value

    $3,814,600

    $3.36M - $4.35M

    $7,592/mo

    Zestimate® history
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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 not currently displayed as for sale or rent on Zillow. This may be different from what's 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 & HOA

    Community
    • Security: Security Alarm, Security Service
    HOA
    • Has HOA: Yes
    • Amenities included: Security, Trash, Snow Removal, Road Maintenance
    • Services included: Snow Removal, Trash, Security, Road Maintenance
    • HOA fee: $291 monthly
    Location
    • Region: Osterville

    Financial & listing details

    • Price per square foot: $807/sqft
    • Tax assessed value: $3,180,500
    • Annual tax amount: $25,730
    • 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
    6/9/2013Price change$1,495,000-21.1%$316/sqft
    Source: Oyster Real Estate #21208347 Report a problem
    9/21/2012Price change$1,895,000-5.3%$401/sqft
    Source: Oyster Real Estate #21208347 Report a problem
    2/26/2011Price change$2,000,000-18.4%$423/sqft
    Source: Robert Paul Properties, Inc. #21007343 Report a problem
    8/5/2010Listed for sale$2,450,000+391%$518/sqft
    Source: Robert Paul Properties, Inc. #21007343 Report a problem
    11/23/1998Sold$499,000-7.6%$106/sqft
    Source: Public Record Report a problem
    5/5/1997Sold$540,000$114/sqft
    Source: Public Record 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%
    2022$18,775 -3.7%$1,947,600 +4.8%
    2021$19,490 -0.3%$1,858,000 +4.2%
    2020$19,549 +1.7%$1,783,700 +4.7%
    2019$19,217 +3.8%$1,703,600 +3.2%
    2018$18,516 +5.4%$1,650,300 +1.1%
    2017$17,565 +0.2%$1,632,400 +1.5%
    2016$17,528 +2.9%$1,608,100 +2.5%
    2015$17,026 -4.7%$1,569,200 -6.7%
    2014$17,870 -0.6%$1,681,100 -4.3%
    2013$17,980 +8.2%$1,755,900 +4.1%
    2012$16,618 +4.1%$1,687,100 -0.9%
    2011$15,971 -9.3%$1,702,700 -12.7%
    2010$17,616 +17.9%$1,950,800 +4.2%
    2009$14,942 +0.9%$1,872,400 -3.8%
    2008$14,813 +17.8%$1,946,500 -2.2%
    2007$12,574 +5.5%$1,989,600 +5.3%
    2006$11,920 +5.3%$1,889,100 +1%
    2005$11,316 -6.8%$1,870,400 +72.9%
    2004$12,136 $1,081,600
    2003$12,136 +24.7%$1,081,600 -0.1%
    2001$9,729 +76.5%$1,082,200 +137.3%
    1997$5,513 $456,000
    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
    $3,814,600
    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
    $3,814,600