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143 Bayberry Way, Barnstable MA 02655

$16,500,000

Estimated $108,216/month Calculator

Single Family

8 Bedrooms

Baths

8763

Total Parking: 14 (2 Garage)

131,551 (3.02)

Built in 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.

This home has been viewed 17 times

Last Checked: October 8th, 2026 at 4:58am (Source: MLS PIN #73586293)

Garage Parking

Air Conditioning

Waterview

Waterfront

Lead Paint Free

General Information for 143 Bayberry Way, Barnstable MA 02655

Listing ID73586293

Property TypeSingle Family / Detached

Price$16,500,000 ($1,882.92/SqFt)

StyleColonial

CityBarnstable

CountyBarnstable

MLS AreaOsterville

Neighborhood(s)

Garage Parking2

ZoningRF-1

Year Built1914

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 143 Bayberry Way, Barnstable MA 02655

Approximate Living Area Total8763

Living Area Includes BasementYes

Rooms20

Bedrooms8

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 143 Bayberry Way, Barnstable MA 02655

Approximate Lot Size (Acres)3.02

Approximate Lot Size (Square Feet)131551

Total Parking14 (2 Garage)

Garage Parking2

WaterPublic,private

SewerPrivate Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water ViewsYes

Water Views FeaturesBay

Waterfront1

Waterfront FeaturesRiver

Pool FeaturesAssociation

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 143 Bayberry Way, Barnstable MA 02655

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsBlack Light Fixture Above Storage Bench In Kitchen.

Title 5A

Compensation Based On

Financial Information for 143 Bayberry Way, Barnstable MA 02655

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax78577

Tax Year2026

Assessed Value$9,636,700

Location Information for 143 Bayberry Way, Barnstable MA 02655

Neighborhood(s)

MLS AreaOsterville

Area AmenitiesWalk/jog Trails

Contact Information for 143 Bayberry Way, Barnstable MA 02655

Agent

Name: John Hopkins

Office

Name: Frank Sullivan Real Estate, LLC

Phone: 508-428-4400

Payment Calculator

, Interest

Property Taxes 6548.08

Principal & Interest 101667.75

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Frank Sullivan Real Estate, LLC

John Hopkins

Agent Phone

Office Phone

(508) 428-4400

Text Agent Call Agent Call Office

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EXIT

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