Single Family Residence at 143 Bayberry Way, Barnstable MA 02655, Barnstable
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$16,500,000

143 Bayberry Way, Barnstable MA 02655
Barnstable, MA 02655
Listed by John Hopkins
Bedrooms
8
Bathrooms
10
Living area
8,763 sqft
Year built
1914

About this home

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.

Highlights

WaterfrontViewPrivate poolFireplace

Property details

MLS #
73586293
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
2
On market date
October 2, 2026
Stories
N/A
Total bathrooms
10
Garage spaces
2
Parking spaces
12
Lot size
3.02 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Centerville Elementary
3.24 mi away · Grades 0-3
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
247
Student:teacher ratio
11.2:1
District
Barnstable
Middle
Barnstable Intermediate School
5.04 mi away · Grades 6-7
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
682
Student:teacher ratio
12.0:1
District
Barnstable
High
Barnstable High
4.87 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,762
Student:teacher ratio
12.2:1
District
Barnstable

Walkability

Blended score for Barnstable's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

29
Car-dependent
out of 100
EPA National Walkability Index
7.3 / 20 -- Below average walkable
Google Places amenity density
18 / 100
Restaurants & cafes1
Grocery stores0
Parks4
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Barnstable, from live MLS data.

On the market 2 days -- 106 fewer days than Barnstable's current average of 108 days.
For reference, the median list price across 294 active listings in Barnstable right now is $797,000.

Mortgage calculator

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Est. monthly payment
$99,515/mo
$3,300,000 down
$13,200,000 loan
Principal & interest$85,615
Property tax (est.)$13,750
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 20 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.