$16,500,000
143 Bayberry Way
Barnstable, 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
Price:
$16,500,000
MLS #:
73586293
Status:
Active
Beds:
8
Baths:
10
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
osterville
Listed Date:
Oct 2, 2026
Finished Sq Ft:
8,763
Total Sq Ft:
8,763
Lot Size:
131,551 sqft / 3.02 acres (approx)
Year Built:
1914
Schools
Interior
Above Grade Finished Area
8178
Appliances
Water Heater
Bathrooms
9 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
585
Cooling
Central Air
Fireplaces Total
3
Flooring
Wood
Heating
Forced Air, Natural Gas
Exterior
Architectural Style
Colonial
Community Features
Shopping, Golf, Conservation Area, Marina
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Pool – Inground Heated, Sprinkler System, Guest House
Garage Spaces
2
Open Parking Spaces
10
Other Structures
Guest House
Parking Features
Detached, Garage Door Opener
Parking Spots
12
Parking Total
12
Patio And Porch Features
Patio
Roof
Wood
Security Features
Security System
View
Scenic View(s)
Waterfront Features
Waterfront, Bay, Dock/Mooring, Deep Water Access, Private, Bay, Beach Ownership(Private)
Financial
Tax Year
2026
Taxes
$78,577
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Barnstable as of Nov 08, 2026
193
Single Family Listed
130
Avg DOM
623
Avg $ / SqFt
$2,082,162
Avg List Price
Community
- Address143 Bayberry Way Barnstable MA
- CityBarnstable
- CountyBarnstable
- Zip Code02655
Subdivisions in Barnstable
Similar Listings Nearby
Property Summary
- 143 Bayberry Way Barnstable MA is a Single Family for sale in Barnstable, MA, 02655. It is listed for $16,500,000 and features 8 beds, 10 baths, and has approximately 8,763 square feet of living space, and was originally constructed in 1914. The current price per square foot is $1,883. The average price per square foot for Single Family listings in Barnstable is $623. The average listing price for Single Family in Barnstable is $2,082,162. To schedule a showing of MLS#73586293 at 143 Bayberry Way in Barnstable, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Frank Sullivan Real Estate, LLC. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
143 Bayberry Way
Barnstable, MA












































