255 Bayberry Way, Osterville, MA

Name: 255 Bayberry Way, For Sale in Osterville - eXp Realty
Brand: Berkshire Hathaway HomeServices Robert Paul Properties
SKU: 22601177
Price: 7900000 USD

House

For Sale

Listed price in listed location currency (USD).

$7,900,000

765

MLS® 22601177

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 4896 sqft

Garage Yes

Taxes $78,869

Days Active 13

Lot Size

Approx. Age 1988

Avg. Price Per Sqft $1,613

MLS® Number 22601177

Property Address: 255 Bayberry Way, Osterville, MA, 02655-2437

Average square foot calculated using Size range provided by listing agent.

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.

MLS® Number22601177

Laundry LevelFirst Floor

Central VacNo

FireplaceNo

Acreage

Exterior

GarageYes

Approx. Age1988

BasementInterior Entry, Full

DrivewayDetached, Garage Door Opener, Off Street, Stone/Gravel

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Apr 3, 2026List Date

$7,900,000List Price

Commute

Commute

Starting Address

Destination Address

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