143 Bayberry Way
Barnstable, MA 02655
$16,500,000 - Osterville
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 ...
+ Read More| Listing ID: | 73586293 |
|---|---|
| List Price: | $16,500,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 8 |
| Bathrooms Full: | 9 |
| Bathrooms Half: | 2 |
| Living Area: | 8,763 |
| Tax Annual Amount: | $78,577 |
| Lot Size Square Feet: | 131,551 |
| Lot Size Acres: | 3.02 |
| Architectural Style: | Colonial |
| Waterfront?: | Yes |
| City: | Barnstable |
| MLS Area Major: | Osterville |
| County Or Parish: | Barnstable |
| Postal Code: | 02655 |
| Year Built: | 1914 |
| Appliances: | Water Heater |
| Cooling: | Central Air |
| Flooring: | Wood |
| Heating: | Forced Air, Natural Gas |
| Parking Features: | Detached, Garage Door Opener |
| Pool Features: | Pool - Inground Heated |
| Status: | Active |
| State Or Province: | MA |
| Water Source: | Public, Private |
| Pool Private?: | Yes |
| Roof: | Wood |
| Foundation Details: | Concrete Perimeter |
| Construction Materials: | Frame |
| Listing Contract Date: | 2026-10-02 |
| Cooling?: | Yes |
| Fireplace?: | Yes |
| Garage?: | Yes |
| Heating?: | Yes |
| Lot Size Area: | 3.02 |
| Fireplaces Total: | 3 |
| Rooms Total: | 20 |
| Bathrooms Total Integer: | 11 |
| Basement: | true |
| Basement: | Full, Partially Finished, Walk-Out Access |
| Building Area Source: | Measured |
| Community Features: | Shopping, Golf, Conservation Area, Marina |
| Exterior Features: | Patio, Pool - Inground Heated, Sprinkler System, Guest House |
| Living Area Units: | Square Feet |
| Lot Size Units: | Acres |
| Other Structures: | Guest House |
| Parcel Number: | 2231564 |
| Patio And Porch Features: | Patio |
| Sewer: | Private Sewer |
| Waterfront Features: | Waterfront, Bay, Dock/Mooring, Deep Water Access, Private, Bay, Beach Ownership(Private) |
| Zoning: | RF-1 |
| Covered Spaces: | 2 |
| Garage Spaces: | 2 |
| View: | Scenic View(s) |
| Year Built Source: | Public Records |
| Farm Land Area Units: | Square Feet |
| Certificate Number: | 200042 |
| Disclosure: | No |
| Dpr Flag: | No |
| Lead Paint: | Unknown |
| Listing Alert: | No |
| List Price Per Sqft: | $1,882.92 |
| Page: | 0 |
| Price Per Sqft: | $1,882.92 |
| Square Feet Disclosures: | Total living area, bedrooms, and baths include main house, fin. basement, and the carriage house. |
| Square Feet Incl Base: | Yes |
| Year Round: | Yes |
| Original List Price: | $16,500,000 |
| Parking Total: | 12 |
| Security Features: | Security System |
| Tax Assessed Value: | $9,636,700 |
| Tax Year: | 2026 |
| View?: | Yes |
| Year Built Details: | Actual |
| Waterview Features: | Bay |
| Waterview Flag: | Yes |
| Building Area Total: | 8,763 |
| Above Grade Finished Area: | 8,178 |
| Below Grade Finished Area: | 585 |
| Open Parking Spaces: | 10 |
| Living Area Source: | Measured |
| Adu: | N |
| Title5: | A |
| Beachfront Flag: | Yes |
Listing Courtesy of: Frank Sullivan Real Estate, LLC
Listing Agent: John J Hopkins
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MLS Property Information Network, Inc. data last updated on October 08, 2026 04:59 PM - ET
Property Last Updated: October 08, 2026 04:59 PM - ET
