255 Bayberry Way, Osterville, MA 02655 (MLS# 22601177)

255 Bayberry Way, Osterville, MA 02655

$7,900,000
Property Type: Residential Bedrooms: 7 Baths: 6 Square Footage: 4,896 Lot Size (sq. ft.): 260,489 Status: Active
Current Price: $7,900,000 List Date: 4/03/2026 Last Modified: 4/13/2026

Overview

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

Supplements: 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 accom ...

Listing Details MLS# 22601177

Contract Info

Original List Price
7900000
List Price/SqFt
1613.56

Legal and Taxes

Street #
255
Street Name
Bayberry
Street Suffix
Way
County
Barnstable
Town
Barnstable
Village
Osterville
State
MA
Zip Code
02655
Tax ID
OSTE M:092 L:001
Estimated Annual Taxes
78869
Tax Year
2026
Building Assessments
2490600
Total Assessment
9672500
Lead Base Paint
Unknown
Flood Ins Required
Yes: verify w/insurance agent
Mass Use Code
101 - Residential, single family
Nitrogen Sensitive Area
Yes
Other Assessments
0

General Property Info

Region
Mid-Cape
School District
Barnstable
Zoning
RF-1
Property Sub-Type
Single Family Residence
Year Built
1988
Renovated
No
Total Finished Space
4896
Field Card SqFt
4896
Total Rooms
9
Stories
2
Private Pool
No
Private Dock
Yes
Leased Land
No
Lot Size SqFt
260489
Lot Size Source
Assessor
Acres
5.98
Irregular
Yes
Garage
Yes
# of Cars
2
# of Parking Spaces
5
Year Round
Yes
Bedrooms - Total
7
Baths - Full
6
Baths - Total
6
Separate Living Qtrs
Yes
Golf Course Front
No
Golf Course View
No
Waterfront
Yes
Water Body
West Bay
Waterfront Type
Bay/Harbor
Water Body Type
Salt
Water Access Type
Private
Waterview
Yes
Water Body View
West Bay
Waterview Type
Bay/Harbor
Miles to Beach
0 - .1
Mi. to Beach Comments
Beachfront
Fireplace
Yes
# Fireplaces
5
Property Includes Recording Devices
No
Basement
Yes
Baths - Half
0

Sep Living Qtrs Info

Beds
Yes
Baths - Full
Yes
Baths - Total
Yes

Convenient To

Convenient to Water Body 1
West Bay
Convenient to Water Body 2
Nantucket Sound
Golf Course
Yes
House of Worship
Yes
Marina
Yes
School
Yes
Shopping
Yes

Primary Bedroom

Primary Bedroom Level
Second Floor
Flooring
Carpet
Office/Sitting Area
Yes
Private Full Bath
Yes
View
Yes
Walk-in Closet
Yes

More Information

Bedroom 2

Bedroom 2 Level
Second Floor
Flooring
Carpet
Private Full Bath
Yes
View
Yes
Walk-in Closet
Yes

Bedroom 3

Bedroom 3 Level
First Floor
Flooring
Wood
Special Door Access
French
Closet
Yes
Shared Full Bath
Yes
View
Yes

Bedroom 4

Bedroom 4 Level
First Floor
Flooring
Wood
Closet
Yes
Shared Full Bath
Yes

Laundry Room

Laundry Room Level
First Floor
Laundry Areas
Yes

Living Room

Living Room Level
First Floor
Flooring
Wood
Special Door Access
French
Cathedral Ceiling
Yes

Dining Room

Dining Room Level
First Floor
Flooring
Wood
Special Door Access
French

Kitchen

Kitchen Level
First Floor
Flooring
Wood
Special Door Access
French
Pantry
Yes
Kitchen Island
Yes

Other Room 1

Room Type
Sitting Room
Level
First Floor

Other Room 2

Room Type
Sitting Room
Level
Second Floor

Other Room 3

Room Type
Family Room
Level
First Floor

DPR Eligibility

DPR Eligible
No

Remarks & Misc

Public Remarks
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
Directions to Property
Sea View Avenue to Bayberry Lane to the end

Street Description

Dead End Street
Yes
Paved
Yes

Special Listing Cond

None
Yes

Lot Features

Cleared
Yes
Views
Yes

Year Built Desc

Actual
Yes

Basement Description

Full
Yes
Interior Access
Yes
Walk-Out Access
Yes

Parking Features

Gravel
Yes
Off Street
Yes

Architectural Style

Contemporary
Yes

Garage Description

Detached
Yes
Garage Door Opener
Yes

Foundation Details

Poured
Yes

Private Dock Description

Deep Water
Yes

Floors

Carpet
Yes
Tile
Yes
Vinyl
Yes
Wood
Yes

Sewer

Private Sewer
Yes

Separate Living Qtrs

Detached
Yes
Second Floor
Yes

Roof Description

Shingle
Yes

Siding Description

Clapboard
Yes

Heating

Forced Air
Yes

Cooling

Central Air
Yes

Fuel Type

Propane
Yes

Water

Public
Yes

Hot Water

Water Heater
Yes

Foyer

View
Yes

Hot Water Source

Propane Gas
Yes

Exterior Features

Garden
Yes
Outdoor Shower
Yes
Private Yard
Yes
Underground Sprinkler System
Yes

Appliances

Countertop Range
Yes
Dishwasher
Yes
Electric Dryer
Yes
Freezer
Yes
Gas Range
Yes
Indoor Grill
Yes
Microwave
Yes
Range Hood
Yes
Refrigerator
Yes
Security System
Yes
Wall/Oven Cook Top
Yes
Washer
Yes
Washer/Dryer Stacked
Yes
Wine Cooler
Yes

Interior Features

Electric Dryer Hookup
Yes
Linen Closet
Yes
Pantry
Yes
Recessed Lighting
Yes
Walk-In Closet(s)
Yes
Washer Hookup
Yes
Wet Bar
Yes
Whirlpool
Yes

Patio And Porch Features

Deck
Yes
Patio
Yes
Screened Porch
Yes

Property Features

Street Description: Dead End Street; Paved Special Listing Cond: None Architectural Style: Contemporary Year Built Desc: Actual Basement Description: Full; Interior Access; Walk-Out Access Foundation Details: Poured Lot Features: Cleared Garage Description: Detached; Garage Door Opener Parking Features: Gravel; Off Street Separate Living Qtrs: Detached; Second Floor Convenient To: Golf Course; House of Worship; Marina; School; Shopping Primary Bedroom: Office/Sitting Area; Private Full Bath; View; Walk-in Closet Bedroom 2: Private Full Bath; View; Walk-in Closet Bedroom 3: Closet; Shared Full Bath; View Bedroom 4: Closet; Shared Full Bath Foyer: View Laundry Room: Laundry Areas Living Room: Cathedral Ceiling Kitchen: Kitchen Island; Pantry Appliances: Countertop Range; Dishwasher; Electric Dryer; Freezer; Gas Range; Indoor Grill; Microwave; Range Hood; Refrigerator; Security System; Wall/Oven Cook Top; Washer; Washer/Dryer Stacked; Wine Cooler Floors: Carpet; Tile; Vinyl; Wood Interior Features: Electric Dryer Hookup; Linen Closet; Pantry; Recessed Lighting; Walk-In Closet(s); Washer Hookup; Wet Bar; Whirlpool Patio And Porch Features: Deck; Patio; Screened Porch Private Dock Description: Deep Water Exterior Features: Garden; Outdoor Shower; Private Yard; Underground Sprinkler System Roof Description: Shingle Siding Description: Clapboard Sewer: Private Sewer Heating: Forced Air Cooling: Central Air Fuel Type: Propane Water: Public Hot Water: Water Heater Hot Water Source: Propane Gas
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Robert B Kinlin
IDX
Last Updated: April - 13 - 2026
Broker Attribution: rkinlin@robertpaul.com

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