143 Bayberry Way, Osterville, MA 02655 (MLS# 22605034)

143 Bayberry Way, Osterville, MA 02655

$16,500,000
Property Type: Residential Bedrooms: 8 Baths: 11 Square Footage: 8,763 Lot Size (sq. ft.): 131,551 Status: Active
Current Price: $16,500,000 List Date: 10/02/2026 Last Modified: 10/16/2026

Overview

Description

Set along the soothing waters of West Bay, this exceptional waterfront estate, with approx. 400' of waterfront, captures magnificent western exposure, offering ever-changing views of boats navigating to and from the harbor and spectacular evening sunsets dancing across the water. This 'Wianno Head' area is one of the most coveted areas of Osterville with large, private estate settings. This property also benefits from protected conservation 'Land Trust' land directly across from its gated entrance to the property. The main residence encompasses warm, luxurious living spaces, distinguished by extensive custom millwork, custom stone, tile and brick work, and refined architectural details throughout. The gourmet kitchen and butler's pantry are designed to delight, while the grand living room and adjoining dining room provide an elegant setting for entertaining. A sunroom overlooks the water, while the inviting family room and adjacent dining area create comfortable spaces for everyda ...

Supplements: room, and a deck with exceptional water views. The third floor features an additional bedroom and bath, a family room, and a charming widow's walk overlooking the surrounding landscape and bay. A finished lower level provides additional flexible living and recreational space. A separate two-bedroom, two-bath carriage house offers a full kitchen ...

Listing Details MLS# 22605034

Contract Info

Original List Price
16500000
List Price/SqFt
1882.92

Legal and Taxes

Street #
143
Street Name
Bayberry
Street Suffix
Way
County
Barnstable
Town
Barnstable
Village
Osterville
State
MA
Zip Code
02655
Tax ID
OSTE M:0091 B:0009 L:0000
Estimated Annual Taxes
78577.66
Tax Year
2026
Building Assessments
3039000
Other Assessments
360600
Total Assessment
9636700
Land Court Cert #
200042
Lead Base Paint
Unknown
Flood Ins Required
No
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
1914
Renovated
Yes
Year Renovated
2014
Total Finished Space
8763
Additional Finished Space
8763
Additional SqFt Source
Plans
Total Rooms
20
Stories
3
Private Pool
Yes
Private Dock
Yes
Leased Land
No
Lot Size SqFt
131551
Lot Size Source
Site Plan
Acres
3.02
Garage
Yes
# of Cars
2
Year Round
Yes
Bedrooms - Total
8
Baths - Full
9
Baths - Half
2
Baths - Total
11
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
Fireplace
Yes
# Fireplaces
3
Property Includes Recording Devices
Yes
Device Records
Video

Sewer

Septic Tank Description
Title V Grade Level

DPR Eligibility

DPR Eligible
No

More Information

Property Features

Street Description: Paved Location Description: South of Route 28 Special Listing Cond: None Architectural Style: Colonial; Shingle Year Built Desc: Actual Basement Description: Finished; Full; Interior Access; Walk-Out Access Foundation Details: Poured Garage Description: Detached; Garage Door Opener Parking Features: Driveway; Gravel Convenient To: Conservation Area; Golf Course; In Town Location; Marina; Shopping Waterview Direction: West Floors: Tile; Wood Interior Features: Recessed Lighting; Walk-In Closet(s) Patio And Porch Features: Patio Private Pool Description: Heated; In Ground Private Dock Description: Ch. 91 License; Deep Water; Fixed Exterior Features: Private Yard; Underground Sprinkler System Other Equipment: Generator Roof Description: Shingle; Wood Siding Description: Shingle Sewer: Septic Tank Heating: Forced Air Cooling: Central Air Fuel Type: Natural Gas Water: Public; Well Hot Water: Water Heater Hot Water Source: Natural Gas
IDX
Listing Office: Frank A Sullivan Real Estate
Listing Agent: John J Hopkins
Source MLS Verified
Last Updated: October - 16 - 2026
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