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3 Days on market
143 Bayberry Way Barnstable — Photo 1 of 42

143 Bayberry Way Barnstable — Photo 1 of 42

$16,500,000

143 Bayberry Way, Barnstable, MA 02655

Barnstable, MA 02655 — Osterville

Beds

8

Baths

10

SqFt

8,763

Style

Single Family

Built

1914

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.

Key facts

It was listed on October 2, 2026. The annual property taxes are $78,577 (2026 tax year). It sits on a 3.02-acre (131,551 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$1883/sqft
Local Avg (Barnstable)$866/sqft
117% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Barnstable, MA.

Property Details

Financials

Original Price$16,500,000
Annual Taxes$78,577

Parking

Garage2
Off-Street12

Interior Specifications

Total Rooms20
Fireplaces3
FlooringWood
BasementFull, Partially Finished, Walk-Out Access

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic, Private
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofWood
FoundationConcrete Perimeter
ZoningRF-1

Property & Lot

Acres3.02
SqFt Lot131,551
Lot Features--

Amenities & Appliances

Water Heater

Neighborhood

Shopping • Golf • Conservation Area • Marina

Geography

Questions about this home

When was 143 Bayberry Way, Barnstable listed?

143 Bayberry Way, Barnstable was listed on October 2, 2026.

Has the price of 143 Bayberry Way, Barnstable changed?

The price hasn't changed since it was listed at $16,500,000.

What are the property taxes for 143 Bayberry Way, Barnstable?

The annual property taxes for 143 Bayberry Way, Barnstable are $78,577 (2026 tax year).

How big is the lot at 143 Bayberry Way, Barnstable?

143 Bayberry Way, Barnstable sits on a 3.02-acre (131,551 sq ft) lot.

What is the status of 143 Bayberry Way, Barnstable?

143 Bayberry Way, Barnstable is actively listed for sale.

Population

4,024

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$119K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

7.2%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Barnstable County

505 housing units permitted in the last 12 months (-51% vs the prior 12 months) — 123 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 8,763 sq ft principal dwelling). Lot size: 131,551 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: John Hopkins

Listing Office: Frank Sullivan Real Estate, LLC

MLS® Number: 73586293