Vineyard Haven, MA 02568 20 Sunnyside Avenue

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Presented By: Peyton Wallace with Studio Realty -
  • MLS# 44868
  • 08/22/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Baths • 3
  • SQFT • 2,280

Home Details

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.
Presented By: Peyton Wallace with Studio Realty -

Interior Features for 20 Sunnyside Avenue

Bedrooms

Main Level Bedrooms0
Total Bedrooms3

Bathrooms

Half Baths

Other Interior Features

BasementPartial Crawl for Storage and Utilities
Fireplace Features1 - Woodburning
Fireplace Y/NNo
FlooringHardwood/Tile
Furnished Y/NUnfurnished
Interior AmenitiesAC, Ins, OSh, Floor 1: Beautiful open great room with kitchen, living and dining. Opens to a deck with views for sun or dining. There is also a den with sliding door and full bath., Floor 2: Three bedrooms and two full baths - the primary has its own private luxurious bathroom. Laundry is tucked off the hallway.

General for 20 Sunnyside Avenue

AppliancesStove: Y, Washer: Y
Building Area UnitsSquare Feet
CityVineyard Haven
Full Baths3
HeatingGFHA
Lot Size Square Feet35719
MLS Area1
Other StructuresStairs 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.
Property SubtypeSingle Family Residence
Property Type1 Family
SewerSeptic Tank
Standard StatusActive
StatusA
Tax Annual Amount29733
Tax Assessed Value1593000
Tax Lot3
Tax Year2026
TaxOtherAnnualAssessmentAmount2414100
Total Rooms6
UtilitiesCbl
Year Built2004
Year Built Effective2022
ZoningR20

Exterior for 20 Sunnyside Avenue

Building Area Total2280
Exterior AmenitiesPvtBch, PubBch, Deck, H/Tub, Patio, WViews
Frontage TypeWaterfront
Lot FeaturesBeautifully planted yard and grounds
Lot Size Acres0.82
Lot Size Area0.82
Parking FeaturesShell driveway
Water SourceTown

Additional Details

Price History

John O'Connell

Associate Broker
Price $5,995,000
MLS#44868
List Date 08/22/2026
Property Type Single Family
Phone 617.429.5219
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