255 Bayberry WayOsterville, MA 02655MLS Number 22601177

  • Price: $7,900,000
  • Est. Mortgage of $/month
  • 111 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 7Bedrooms
  • 5.98Acreage
  • 6Bathrooms
  • 1988Year Built
New Seabury Sotheby's International Realty
New Seabury Sotheby's International Realty
Office: 508.477.8300
12 Mallway
Mashpee, MA 02649
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.

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Driving Directions

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties (rkinlin@robertpaul.com)

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Location Information

  • Directions Sea View Avenue to Bayberry Lane to the end

Parking

  • Parking Features Detached, Garage Door Opener, Off Street, Gravel
  • Parking Spaces5

Location

  • Address255 Bayberry Way
  • Building Number255
  • CountyBarnstable
  • StateMA
  • StreetBayberry Way
  • TownOsterville
  • Zip02655

Property

  • Acreage5.98
  • Other Structures Guest House

Exterior

  • Exterior Features Outdoor Shower, Garden, Underground Sprinkler System
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heating Propane
  • Heating YN Yes
  • Water Source Public

Other

  • Date Listed04/03/2026
  • Nitrogen Sensitive AreaYes
  • View Count27

Basic Information

  • Lot Features Cleared, Views
  • Mls Area Major Barnstable
  • Mls Status Pending
  • Parcel Number OSTE M:092 L:001

Basic Information

  • List Price$7,900,000
  • MLS Number22601177
  • Modification Date07/17/2026
  • Property SubTypeSingle Family Residence

Building

  • BasementFull
  • Building Area Units Square Feet
  • Construction Materials Clapboard
  • Fireplaces Total 5
  • GarageYes
  • Patio And Porch Features Deck, Patio, Screened Porch
  • Rooms9
  • Year Built1988

Property Information

  • Lot Size Square Feet 260,489
  • Lot Size Units Acres
  • Square Feet4,896

Water Body

  • Water AccessPrivate
  • Water Body NameWest Bay
  • Water Body TypeSalt

Tax Information

  • Tax Assessed Value $9,672,500
  • Tax Year 2026
  • Taxes$78,869

Rooms

  • Bathroom6
  • Bathrooms Total Decimal 6
  • Bedrooms7
  • Full Bath6
  • Laundry Features Electric Dryer, Electric Dryer Hookup, Washer Hookup
  • Room Bedroom 2 Features Private Full Bath, View, Walk-In Closet(s)
  • Room Master Bathroom Features Private Full Bath
  • Room Master Bedroom Features Office/Sitting Area, Walk-In Closet(s), View

Interior

  • Flooring Vinyl, Wood, Tile, Carpet
  • Interior Features
    • Kitchen Island
    • Linen Closet
    • Pantry
    • Recessed Lighting
    • Walk-In Closet(s)
    • Wet Bar
    • Whirlpool
  • Room Bedroom 2 Description Flooring: Carpet

Amenities

  • Appliances IncludedCountertop 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
  • Other Amenities
    • Basement
    • Dock
    • Fireplace
    • Garden
    • Water View
    • Waterfront
  • Security Features Security System

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than New Seabury Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor New Seabury Sotheby's International Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated July 23, 2026 6:51 AM UTC. All properties are subject to prior sale, changes, or withdrawal.

New Seabury Sotheby's International Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

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