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About This Home

This 7-bedroom, 6-bathroom single family at 255 Bayberry Way in Osterville, MA is listed for $7,900,000 ($1,614 per sqft). Built in 1988, the home offers 4,896 sqft of living space on a 5.98 acres lot.

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.

Key Features

  • Built in 1988
  • 5.98 acre lot
  • 2 stories
  • 5 parking spaces
  • Fireplace
  • Waterfront

Property Details

2 stories
6 full
5 spaces
1988

Amenities

FireplaceWaterfrontViewA/C

Monthly Cost Estimate

$42,251/mo

20% down · 6.5% · 30 years

Principal$5,713
Interest$34,233
Insurance$2,304

Estimates only. Actual payments may vary.

Location

255 Bayberry Way

Osterville, MA 02655

Features & Amenities

Interior Features

Walk-In Closet(s)Linen ClosetPantryRecessed LightingWet BarKitchen Island

Exterior Features

Underground Sprinkler SystemPrivate YardOutdoor ShowerGarden

Property Details

Flooring

VinylTileCarpetWood

Construction

Clapboard

Views

Harbor

Pool Features

PorchPatioDeck

Parking

Off StreetOpen

Heating

Forced AirPropane (Heating)

Cooling

Central Air

Appliances

Water HeaterWine CoolerWasher/Dryer StackedRange HoodGas RangeCountertop RangeDishwasherFreezerIndoor GrillMicrowaveRefrigeratorWall/Oven Cook TopWasher

Questions & Answers

This 7-bedroom, 6-bathroom single family at 255 Bayberry Way is listed at $7,900,000 ($1,614/sqft). The estimated monthly payment is $34,233 based on 20% down at 6.5% interest.

Key features include: Built in 1988, 5.98 acre lot, 2 stories, 5 parking spaces, Fireplace, Waterfront. Interior Features: Walk-In Closet(s), Linen Closet, Pantry. Exterior Features: Underground Sprinkler System, Private Yard, Outdoor Shower.

This property is listed by Robert B Kinlin and can be reached at 5084201414 or rkinlin@robertpaul.com.

RK

Robert B Kinlin

Agent at Berkshire Hathaway HomeServices Robert Paul Properties

(508) 420-1414

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

MLS# 22601177· Source: listhub· Updated 7 days ago

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.

255 Bayberry Way, Osterville, MA 02655

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