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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 everyday living. The residence offers a 1st floor bedroom suite, and the 2nd floor provides three bedroom suites and a glorious master suite with his-and-her bathrooms and dressing rooms, a private sitting 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 and living room, providing an ideal private retreat for guests and extended family. Encompassing three acres of beautifully landscaped, park-like grounds, that are irrigated by a private well, the property offers an extraordinary sense of privacy. Manicured lawns and gracious mature trees frame an inviting PebbleTech-finish pool, an expansive terrace, perfectly suited for outdoor entertaining and enjoying unforgettable sunsets. Steps lead down to the water's edge, where a private sitting area provides a peaceful place to take in the views. A permanent deep-water dock on West Bay complete this remarkable waterfront setting. The prestigious Wianno Club and Oyster Harbors Club, as well as Nauticus Yacht Club, Crosby Boatyard, and the numerous shops and restaurants in the village, are only minutes away. All information stated here in or verbally stated, should be verified by the Buyer(s) and their representatives.
More Info
Basic Information
- Bedrooms8
- Mls StatusNew
- Bathroom11
- Parcel Number 2231564
Tax Information
- Tax Assessed Value $9,636,700
- Tax Year 2026
- Taxes$78,577
Parking
- Parking Spaces12
- Covered Spaces 2
- Garage YN Yes
- Parking Features Detached, Garage Door Opener
Rooms
- Bathrooms Total Decimal 10
- Full Bath9
- Half Baths2
Basic Information
- List Price$16,500,000
- MLS Number73586293
- Modification Date10/03/2026
- Property SubTypeSingle Family Residence
Location
- NeighborhoodOsterville
- SubdivisionOsterville
- Address143 Bayberry Way
- Building Number143
- CountyBarnstable
- StateMA
- StreetBayberry Way
- TownBarnstable
- Zip02655
Building
- BasementFull, Partially Finished, Walk-Out Access
- Building Area Units Square Feet
- Construction Materials Frame
- FireplaceYes
- Fireplaces Total 3
- FoundationConcrete Perimeter
- Garage Spaces2
- Patio And Porch Features Patio
- Property StyleColonial
- Rooms20
- Year Built1914
- Year Built Details Actual
- Year Built Source Public Records
Property
- Acreage3.02
- Other Structures Guest House
Interior
- Flooring Wood
Exterior
- Exterior Features Patio, Pool - Inground Heated, Sprinkler System, Guest House
- RoofWood
Utilities
- Cooling Central Air
- Cooling YN Yes
- Heat SystemYes
- Heating Forced Air, Natural Gas
- Sewer Private Sewer
- Water Source Public, Private
Property Information
- Square Feet8,763
- Building Area Source Measured
- Living Area 8,763
- Lot Size Square Feet 131,551
- Lot Size Units Acres
- View YN Yes
Amenities
- AmenitiesShopping, Golf, Conservation Area, Marina
- Appliances IncludedWater Heater
- Pool Features Pool - Inground Heated
- Pool Private YN Yes
- Security Features Security System
Water Body
- WaterfrontYes
- Waterfront Features Waterfront, Bay, Dock/Mooring, Deep Water Access, Private, Bay, Beach Ownership(Private)
Legal
- ZoningRF-1
Other
- Date Listed10/03/2026
- Farm Land Area Units Square Feet
Map Location
Listed by John Hopkins of Frank Sullivan Real Estate,LLC
- Home
- Listings
- MA
- Barnstable
- Barnstable
- 02655
- 143 Bayberry Way
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