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Sold for $7,800,000
  • $7,800,000

    255 Bayberry Way, Osterville, MA 02655

    7beds
    4,896sqft
    Single Family Residence
    Built in 1988
    5.98 Acres Lot
    $7,824,200 Zestimate®
    $1,593/sqft
    $-- Estimated rent

    Home value

    $7,824,200

    $7.04M - $8.68M

    Not available

    Zestimate® history
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    What's special

    Private sandy beachWell-appointed kitchenSix bedroomsSweeping water viewsCurated gardensExpansive lawnsRefined architectural detailing
    Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket Sound. The nearly 5,000 square foot residence is thoughtfully designed to capture its remarkable setting, with six bedrooms, refined architectural detailing, custom millwork, and five fireplaces throughout. A gracious entry introduces uninterrupted water views and opens to an expansive deck spanning the length of the home--seamlessly blending indoor and outdoor living. At the heart of the home, a dramatic two-story great room with a floor-to-ceiling brick fireplace is bathed in natural light, while the well-appointed kitchen flows effortlessly into the dining area and inviting family room. Designed for both relaxed living and elegant entertaining, each space connects beautifully to the surrounding outdoor terraces. The first level also offers two bedrooms and a private sitting room, while the second floor is anchored by a serene primary suite with sweeping water views, a spacious bath, walk-in closet, and fireside sitting room. Three additional bedrooms and a secondary sitting area complete this level. A third-floor tower provides a stunning vantage point for panoramic sunsets over the bay. A detached two-car garage with guest accommodations above adds flexibility for extended family and visitors. Perfectly balancing seclusion and convenience, this exceptional coastal estate is just moments from Osterville Village's boutiques, dining, and charm. A truly rare opportunity to experience waterfront living at its finest.

    Zillow last checked:

    Listing updated:

    Listed by:

    Robert B Kinlin 508-420-1414,

    Berkshire Hathaway HomeServices Robert Paul Properties

    Bought with:

    Robert B Kinlin, 137979

    Berkshire Hathaway HomeServices Robert Paul Properties

    Source: CCIMLS,MLS#: 22601177MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 6
    • Full bathrooms: 6
    Heating
    • Propane
    Cooling
    • Central Air
    Appliances
    • Included: Countertop Range, Dishwasher, Freezer, Indoor Grill, Microwave, Gas Range, Refrigerator, Washer/Dryer Stacked, Range Hood, Wall/Oven Cook Top, Washer, Wine Cooler, Propane Gas, Water Heater
    • Laundry: Electric Dryer, Electric Dryer Hookup, Washer Hookup
    Features
    • Linen Closet, Pantry, Recessed Lighting, Walk-In Closet(s), Wet Bar, Whirlpool
    • Flooring: Vinyl, Wood, Tile, Carpet
    • Basement: Full
    • Number of fireplaces: 5
    Interior area
    • Total structure area: 4,896
    • Total interior livable area: 4,896 sqft

    Property

    Parking
    • Total spaces: 5
    • Parking features: Detached, Garage Door Opener, Off Street, Gravel
    • Garage spaces: 2
    Features
    • Stories: 2
    • Patio & porch: Deck, Patio, Screened Porch
    • Exterior features: Outdoor Shower, Garden, Underground Sprinkler System
    • On waterfront: Yes
    • Waterfront features: Waterview, Waterfront, Bay/Harbor
    • Body of water: West Bay,Salt
    Lot
    • Size: 5.98 Acres
    • Features: Cleared, Views
    Details
    • Additional structures: Guest House
    • Parcel number: OSTE M:092 L:001
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Roof: Shingle
    Condition
    • Year built: 1988

    Utilities & green energy

    • Water: Public

    Community & HOA

    Community
    • Security: Security System
    Location
    • Region: Osterville

    Financial & listing details

    • Price per square foot: $1,593/sqft
    • Tax assessed value: $9,672,500
    • Annual tax amount: $78,869
    • Date on market: 4/3/2026
    • Cumulative days on market: 104 days

    Price history

    DateEventPrice
    7/29/2026Sold$7,800,000-1.3%$1,593/sqft
    Source: CCIMLS #22601177 Report a problem
    7/17/2026Pending sale$7,900,000$1,614/sqft
    Source: MLS PIN #73495629 Report a problem
    4/3/2026Listed for sale$7,900,000-11.7%$1,614/sqft
    Source: CCIMLS #22601177 Report a problem
    12/30/2025Listing removed$8,950,000$1,828/sqft
    Source: CCIMLS #22203874 Report a problem
    4/4/2025Listed for sale$8,950,000-17.9%$1,828/sqft
    Source: CCIMLS #22203874 Report a problem
    4/17/2024Listed for sale$10,900,000-16.2%$2,226/sqft
    Source: CCIMLS #22203874 Report a problem
    7/22/2022Listed for sale$13,000,000$2,655/sqft
    Source: CCIMLS #22203874 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$82,967 +3.7%$10,255,500 +0.1%
    2024$80,015 +6.2%$10,245,200 +13.4%
    2023$75,371 +33.3%$9,037,300 +54.1%
    2022$56,532 -0.5%$5,864,300 +8.2%
    2021$56,838 -8.3%$5,418,300 -4.2%
    2020$62,005 +10.4%$5,657,400 +13.7%
    2019$56,148 -3.6%$4,977,700 -4.1%
    2018$58,216 +5.3%$5,188,600 +1%
    2017$55,302 -1.3%$5,139,600
    2016$56,022 -1%$5,139,600 -1.4%
    2015$56,577 +1.9%$5,214,500 -0.1%
    2014$55,495 +14.6%$5,220,600 +10.4%
    2013$48,442 -0.5%$4,730,700 -4.3%
    2012$48,696 +5.1%$4,943,800 +0.1%
    2011$46,341 -6.3%$4,940,400 -9.8%
    2010$49,478 +17.3%$5,479,300 +3.7%
    2009$42,168 -1.7%$5,284,200 -6.3%
    2008$42,907 +14%$5,638,300 -5.4%
    2007$37,652 +10.5%$5,957,600 +10.3%
    2006$34,086 +7.9%$5,401,900 +3.5%
    2005$31,585 +8.6%$5,220,700 +101.4%
    2004$29,086 $2,592,300
    2003$29,086 +48.6%$2,592,300 +19%
    2001$19,579 -20.7%$2,177,900 +13%
    2000$24,677 $1,927,900
    Find assessor info on the county website

    Neighborhood: Osterville

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $7,824,200
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    Estimated market value
    $7,824,200