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Land with Home for Sale in Osterville, Massachusetts

255 Bayberry Way, Osterville, MA 02655

$7,900,000
6 acres
Active sale
ago
Est $44,464/mo

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.

4,896
Sq feet
7
Beds
6
Full baths
1988
Built

Location

Street address
255 Bayberry Way
Community
Barnstable
School district
Barnstable
Elevation
12 feet
Coordinates
41.6149, -70.3955

Directions

Sea View Avenue to Bayberry Lane to the end

Property details

Acreage
5.98 acres
Zoning
RF-1
MLS #
CCIAOR 22601177
Posted

Property taxes

2026
$78,869

Parcels

  • OSTE M:092 L:001

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

View
Harbor
Waterfront
Yes
Features
Cleared, Views

Exterior

Parking Spaces
5
Parking
Off Street, Open
Pool
Deck, Patio, Porch
Structures
Guest House
Features
Garden, Outdoor Shower, Private Yard, Underground Sprinkler System

Structure

Stories
2
Basement
Full, Walk-Out Access
Water
Public
Heating
Forced Air, Propane
Cooling
Central Air
Materials
Clapboard
Roof
Shingle

Interior

Room Count
9
Rooms
Basement, Bathroom x 6, Bedroom x 7, Dining Room
Flooring
Carpet, Tile, Vinyl, Wood
Appliances
Countertop Range, Dishwasher, Freezer, Gas Range, Indoor Grill, Microwave, Range Hood, Refrigerator, Wall/Oven Cook Top, Washer, Washer/Dryer Stacked, Water Heater, Wine Cooler
Security
Security System
Features
Kitchen Island, Linen Closet, Pantry, Recessed Lighting, Walk-In Closet(s), Wet Bar

Property utilities

CategoryTypeStatus
GasPropaneConnected

Listing history

DateEventPriceChangeSource
Apr 3, 2026New listing$7,900,000CCIAOR
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This 5.98-acre property is located at 255 Bayberry Way in Osterville, MA 02655. The property is available for sale for $7,900,000. It has a 4,896 sq ft 7 bedroom, 6 bath house built in 1988.

Checked 2 hours ago — Updated

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Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Robert Kinlin
Berkshire Hathaway HomeServices Robert Paul Properties
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