Skip main navigation
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
    $7,799,700 Zestimate®
    $1,593/sqft
    $7,460 Estimated rent

    Home value

    $7,799,700

    $7.18M - $8.50M

    $7,460/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $7,460/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $7,460/mo

    Rent Zestimate®

    Refinance and save

    $47,080/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $47,080/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    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 rkinlin@robertpaul.com,

    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
    Primary bedroom
    • Description: Flooring: Carpet
    • Features: Office/Sitting Area, Walk-In Closet(s), View
    • Level: Second
    Bedroom 2
    • Description: Flooring: Carpet
    • Features: Private Full Bath, View, Walk-In Closet(s)
    • Level: Second
    Bedroom 3
    • Description: Flooring: Wood,Door(s): French
    • Features: Closet, Shared Full Bath, View
    • Level: First
    Bedroom 4
    • Description: Flooring: Wood
    • Features: Closet, Shared Full Bath
    • Level: First
    Primary bathroom
    • Features: Private Full Bath
    Dining room
    • Description: Flooring: Wood,Door(s): French
    • Level: First
    Kitchen
    • Description: Flooring: Wood,Door(s): French
    • Features: Pantry, Kitchen Island
    • Level: First
    Living room
    • Description: Flooring: Wood,Door(s): French
    • Features: Cathedral Ceiling(s)
    • Level: First
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Wine Cooler, Washer, Wall/Oven Cook Top, Range Hood, Washer/Dryer Stacked, Security System, Refrigerator, Gas Range, Microwave, Indoor Grill, Freezer, Electric Dryer, Dishwasher
    • Laundry: Laundry Areas, First Floor
    Features
    • Wet Bar, Recessed Lighting, Pantry, Linen Closet
    • Flooring: Vinyl, Carpet, Tile, Wood
    • Doors: French Doors
    • Basement: Interior Entry,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: Garage
    • Garage spaces: 2
    Features
    • Stories: 2
    • Patio & porch: Deck, Screened Porch, Patio
    • Exterior features: Outdoor Shower, Garden
    • Has spa: Yes
    • Spa features: Bath
    • Has view: Yes
    • Has water view: Yes
    • Water view: Bay/Harbor
    • On waterfront: Yes
    • Body of water: West Bay
    Lot
    • Size: 5.98 Acres
    • Features: Marina, School, House of Worship, Near Golf Course, Shopping, Cleared
    Details
    • Parcel number: OSTE M:092 L:001
    • Zoning: RF-1
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Poured
    • Roof: Shingle
    Condition
    • Actual
    • New construction: No
    • Year built: 1988

    Utilities & green energy

    • Sewer: Private Sewer

    Community & HOA

    HOA
    • Has HOA: No
    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
    • Listing terms: Cash
    • Road surface type: Paved

    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: CCIMLS #22601177 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
    4/4/2025Price change$8,950,000-17.9%$1,828/sqft
    Source: CCIMLS #22203874 Report a problem
    4/17/2024Price change$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
    Schools provided by the listing agent
    • District: Barnstable

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

    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
    $7,799,700
    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
    $7,799,700