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: ... (Read more) 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.
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
Last Updated: April - 13 - 2026
Broker Attribution:
rkinlin@robertpaul.com
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS, Inc include the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS, Inc shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 02/14/2017. All properties are subject to prior sale, changes, or withdrawal. Copyright 2020© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved

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