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Deb Rees
REALTOR®
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143 Bayberry Way, Barnstable, MA 02655

$16,500,000
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BEDS8 BATHS9 full 2 partial SQUARE FEET8,763 MLS#73586293
STATUSActive PROPERTY TYPEResidential - Single Family

Property 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 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.

143 Bayberry Way | MLS# 73586293

This single family home located at 143 Bayberry Way, Barnstable, MA 02655 is currently listed for sale with an asking price of $16,500,000. This property was built in 1914 and has 8 bedrooms and 9 full and 2 partial baths with 8763 sq. ft. Search Barnstable real estate on debrees.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished, Walk-Out Access
Cooling: Central Air
Fireplaces: 3
Garage: 2
Heating: Forced Air, Natural Gas
Home Style: Colonial
Lot Size: 3.02 Acres
Roof Type: Wood
Taxes: $78,577
Year Built: 1914

Amenities

Patio
Pool - Inground Heated
Sprinkler System
Guest House

Feature Descriptions

Appliances: Water Heater
Building Area Total: 8763
Community Features: Shopping, Golf, Conservation Area, Marina
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 35
Exterior: Frame
Fireplace Y/N: Yes
Flooring: Wood
GarageY/N: Yes
HeatingY/N: 1
Other Structures: Guest House
Parcel Number: 2231564
Parking Features: Detached, Garage Door Opener
Parking Total: 12
Patio And Porch: Patio
Pool Features: Pool - Inground Heated
Rooms Total: 20
Security: yes
Security Features: Security System
Sewer: Private Sewer
Special View Info: Scenic View(s)
Swimming Pool: Yes
Water: Public, Private
Waterfront Features: Waterfront, Bay, Dock/Mooring, Deep Water Access, Private, Bay, Beach Ownership(Private)

Listed By / Shown By

Listed By

Agency Name: Frank Sullivan Real Estate, LLC
Agent Name: John Hopkins
Agency Phone: 508-428-4400

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Estimated Payment

$ 48,082.43 per month $36,721.85 Principal & Interest $6,548.08 Property Tax $4,812.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/08/2026. The listing information on this page last changed on 11/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 11/08/2026 12:00:00 AM EST) or MLSPIN MLS (last updated Sat 11/07/2026 11:38:35 PM EST) or Prime MLS (last updated Sat 11/07/2026 11:33:23 PM EST) or MREIS (last updated Sat 11/07/2026 11:55:20 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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