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.
Property Details
Price:
$7,900,000
MLS #:
22601177
Status:
Active
Beds:
7
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Apr 3, 2026
Finished Sq Ft:
4,896
Total Sq Ft:
4,896
Lot Size:
260,489 sqft / 5.98 acres (approx)
Year Built:
1988
ContemporaryWaterfrontBarnstableWest Bay
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Schools
School District:
Barnstable
Interior
Appliances
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
Bathrooms
6 Full Bathrooms
Cooling
Central Air
Fireplaces Total
5
Flooring
Vinyl, Carpet, Tile, Wood
Interior Features
Wet Bar, Recessed Lighting, Pantry, Linen Closet
Laundry Features
Laundry Areas, First Floor
Exterior
Architectural Style
Contemporary
Construction Materials
Clapboard
Exterior Features
Outdoor Shower, Garden
Garage Spaces
2
Lot Features
Marina, School, House of Worship, Near Golf Course, Shopping, Cleared
255 Bayberry Way Osterville Barnstable MA is a Single Family for sale in Barnstable, MA, 02655. It is listed for $7,900,000 and features 7 beds, 6 baths, and has approximately 4,896 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,614. The average price per square foot for Single Family listings in Barnstable is $640. The average listing price for Single Family in Barnstable is $2,093,489. To schedule a showing of MLS#22601177 at 255 Bayberry Way Osterville in Barnstable, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.
Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than Pleasant Bay Realty include the name of the listing broker. Neither the listing company nor Pleasant Bay Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Cape Cod & Islands Multiple Listing Service. All rights reserved.