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

255 Bayberry Way, Osterville, MA 02655

$7,800,000
Property Type: Residential Bedrooms: 7 Baths: 6 Square Footage: 4,896 Lot Size (sq. ft.): 260,489 Status: Closed
Current Price: $7,800,000 List Date: 4/03/2026 Last Modified: 7/29/2026

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. D ...

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

General Property Info

Comp Sale YN
No
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

Status Change Info

Concessions
No
Estimated Selling Date
2026-07-29
Under Contract Date
2026-07-16
Sold Date
2026-07-29
Sold Price/SqFt
1593.14
SP/AV
0.81

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

More Information

DPR Eligibility

DPR Eligible
No

Room Types

Bedroom 2 Level
Second
Bedroom 3 Level
First
Bedroom 4 Level
First
Dining Room Level
First
Family Room Level
First
Kitchen Level
First
Laundry Level
First
Living Room Level
First
Primary Bedroom Level
Second
Sitting Room Level
Second

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 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 Room Types: Bedroom 2; Bedroom 3; Bedroom 4; Dining Room; Family Room; Foyer; Kitchen; Laundry; Living Room; Primary Bedroom; Sitting Room

Room Information

Room Name Level
Primary Bedroom Second
Bedroom 2 Second
Bedroom 3 First
Bedroom 4 First
Foyer
Laundry First
Dining Room First
Living Room First
Kitchen First
Sitting Room First
Sitting Room Second
Family Room First
IDX
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Robert B Kinlin
Source MLS Verified
Last Updated: July - 29 - 2026
Broker Attribution: rkinlin@robertpaul.com

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