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Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive parking. 33 Lagoon Pond Road is a newly constructed, thoughtfully designed three bedroom, three bathroom home where luxury meets sophisticated coastal charm. Featuring an open floor plan, a designer kitchen with quartz countertops, custom tile bathrooms, and seamless indoor-outdoor living, the home enjoys water views from the living room, bedrooms, and inviting front porch. A private backyard, spacious rear deck, and attached two car garage provide both privacy and convenience, while the property's impressive rental history adds outstanding investment appeal. Complementing the main residence is 29 Lagoon Pond Road, a beautifully renovated two bedroom, one bath cottage offering its own private retreat with a charming rear patio and outdoor shower. Ideal for extended family, guests, employee housing, or additional rental income, the cottage provides flexibility for a variety of ownership opportunities. A true standout feature of this offering is the oversized rear parking lot at 29 Lagoon Pond Road, accommodating approximately ten vehicles. Parking of this scale is exceptionally rare in downtown Vineyard Haven and significantly enhances the property's versatility. Whether you're seeking a family compound, an income producing investment, or a premier in town property with unmatched flexibility, 29 & 33 Lagoon Pond Road represent a truly one of a kind opportunity in downtown Vineyard Haven. Tenants in place. Showings are limited to turnover days - please inquire with listing agent.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom4

Tax Information

  • Tax Assessed Value $1,502,800
  • Tax Year 2026
  • Taxes$11,151

School Information

  • High School Martha's Vineyard
  • Elementary SchoolTisbury School
  • Junior HighTisbury School

Parking

  • Parking Spaces12
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Attached, Under

Rooms

  • Bathrooms Total Decimal 4
  • Full Bath4

Basic Information

  • List Price$3,295,000
  • MLS Number73554212
  • Modification Date07/23/2026
  • Property SubTypeSingle Family Residence

Location

  • NeighborhoodVineyard Haven
  • SubdivisionVineyard Haven
  • Address29 And 33 Lagoon Pond Road
  • Building Number29 And 33
  • CountyDukes
  • StateMA
  • StreetLagoon Pond Road
  • TownTisbury
  • Zip02568

Building

  • Attached Garage YN Yes
  • BasementPartial, Bulkhead
  • Building Area Units Square Feet
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Property StyleOther (See Remarks)
  • Rooms11
  • Year Built2025
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.28

Utilities

  • Cooling Heat Pump
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Heat Pump
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet2,330
  • Building Area Source Public Records
  • Living Area 2,330
  • Lot Size Square Feet 12,196
  • Lot Size Units Acres
  • Property Attached YN Yes
  • View YN Yes

Amenities

  • AmenitiesPublic Transportation, Shopping, Park
  • Appliances IncludedElectric Water Heater

Water Body

  • Miles to Beach0.3
  • Waterfront Features Ocean, Walk to,1/10 to 3/10 To Beach, Beach Ownership(Public)

Other

  • Date Listed07/23/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Madelyn Silvia of Wallace & Co. Sotheby's International Realty

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