$7,900,000
7 Bed
6 Bath
4,896 Sqft Building
260,489 Sqft Lot

255 Bayberry Way, Osterville, Massachusetts 02655

  • Residential Property Type
  • 1613.56 Price/Sqft
  • 5 Cars Garage
  • 1988 Year Built

Property Description

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.

Basic Details

CCIMLS
$7,900,000
$78,869
2026
Residential
For Sale
7
6
6
9
1988
4,896 Sqft
260,489 Sqft
Active
Single Family Residence
22601177
Berkshire Hathaway HomeServices Robert Paul Properties
Robert B Kinlin

Features

: Central Air
: Full, Interior Entry
: Patio, Deck, Screened Porch
: 5
: Dishwasher, Microwave, Refrigerator, Washer, Cooktop, Gas Range, Range Hood, Freezer, Wall/oven Cook Top, Washer/dryer Stacked, Indoor Grill, Electric Dryer, Security System, Wine Cooler
: French
: Outdoor Shower, Garden
5
: Tile, Wood, Carpet, Vinyl
2
: Pantry, Recessed Lighting, Linen Closet, Wet Bar
: Laundry Areas, First Floor
: Near Golf Course, House Of Worship, Marina, School, Shopping, Cleared
: Shingle
: Cathedral Ceiling(s)
: Private Full Bath
: Private Sewer
: Bath
Yes
Bay/Harbor
0 - .1

Additional Information

: Contemporary
: Clapboard
: Poured
: Actual
: Dead End Street
RF-1
No
5
04/08/2026

Address Map

255 Bayberry Way
MA
Barnstable
Osterville
Barnstable
02655
0
W71° 36' 16.2''
N41° 36' 53.6''
Sea View Avenue to Bayberry Lane to the end
Property