143 Bayberry Way, Osterville, MA 02655

LATEST
bedrooms 8
bathrooms 10
|House
NZD $29,390,823
USD $16,500,000
Published on: 03 Oct 2026
Last updated on: 04 Oct 2026
143 Bayberry Way, Osterville, MA 02655
143 Bayberry Way, Osterville, MA 02655
143 Bayberry Way, Osterville, MA 02655
+87
143 Bayberry Way, Osterville, MA 02655
  • 87
Property ID: 110120090757
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Residential, Osterville, MA

143 Bayberry Way, Osterville, MA 02655
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.

Property Details

Basic Info

Property Type
House
Listing Status
Active
Land Size
12,221.52 m2
Building Size
814.11 m2
Year Built
1914
Rooms
8 bedroom(s), 10 bathroom(s)
Architecture Style
Colonial
Num Floors
3
County
Barnstable
Parcel ID
OSTE M:0091 B:0009 L:0000
Provider
Cape Cod & Islands Association of REALTORS®, Inc.
Brokerage Office Name
Frank A Sullivan Real Estate
Brokerage Office Phone
508-428-4400
Neighbourhoods
Barnstable
Address
143 Bayberry Way, Osterville, MA 02655

Tax History

YearTax amount
2026USD $78578NZD $139,968*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.co.nz nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.co.nz recommends that you independently verify any information before relying on it.

Contact Agent
John J Hopkins
Frank A Sullivan Real Estate
32 Wianno Ave. , Osterville, MA 02655
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32 Wianno Ave. , Osterville, MA 02655
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      Property ID: 110120090757

      Original Property ID: 3yd-CCIAORMA-22605034
      Data provided by Cape Cod & Islands Association of REALTORS®, Inc., MLS #: 22605034
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      Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.