20 Sunnyside Avenue

Waterfront Estate with Deep-Water Dock & Private Beach. Experience an exceptional Martha’s Vineyard waterfront lifestyle at this rare Lagoon Pond offering, ideally located just minutes from Vineyard Haven’s vibrant harbor, restaurants and shops. The property features a private deep-water dock—ideal for the avid boater—along with its own sandy beach for effortless access to the water. The refined residence was completely renovated in 2022, with interiors by Nicole Hogarty Designs. Filled with natural light and expansive water views, the home is complemented by beautifully landscaped grounds and mature specimen trees, creating a private setting for outdoor living and entertaining. Amenities include a professional-grade bocce court, cold plunge, large hot tub, and classic Island outdoor shower. A separate, stylish party barn provides a versatile setting for everything from intimate gatherings to summer celebrations. Offering an uncommon combination of privacy, waterfront access, boating, and proximity to downtown Vineyard Haven, this distinctive estate captures the best of Island living—from mornings on the water to sunset cocktails on the dock.

Listing Agent: Peyton Wallace , Studio Realty, 508-627-0599

Stairs lead to deepwater dock and sandy beach along the shoreline. Detached party barn with bocce court provides bonus rec. space and storage in winter. Additional shed near the barn and entrance to the property.

Beautifully planted yard and grounds

Shell driveway