Rare downtown Vineyard Haven compound offering! A unique opportunity to own two separate properties offered together just moments from the ferry, harbor, restaurants, and shops. 33 Lagoon Pond Road is a newly built 3BR/3BA home featuring an open floor plan, designer kitchen with quartz countertops, custom tile baths, water views, private backyard, spacious deck, attached two-car garage, and strong rental history. Complementing 33 Lagoon Pond Road, is 29 Lagoon Pond Road originally built in 1950 and beautifully renovated in 2020. This 2BR/1BA cottage with a private patio and outdoor shower, is ideal for guests, extended family, employee housing, or additional rental income. A rare highlight is the oversized rear parking lot accommodating approximately 10 vehicles--an exceptional amenity in downtown Vineyard Haven. Whether you're seeking a family compound, investment property, or luxury in-town retreat with unmatched flexibility and income potential, this one-of-a-kind offering is not to be missed. Note: Tenants in place, showings are only during turnovers. First opportunity to see both properties is 7/26.

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Cape Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Cape Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated July 24, 2026 8:22 AM UTC. All properties are subject to prior sale, changes, or withdrawal.

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29 & 33 Lagoon Pond RoadVineyard Haven, MA 02568Price: $3,295,000

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Discover Your Cape Cod

29 & 33 Lagoon Pond RoadVineyard Haven, MA 02568Price: $3,295,000

$/month over payments

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Cape Real Estate - West Dennis

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Cape Real Estate - West Dennis