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For sale
  • $3,295,000

    29 & 33 Lagoon Pond Road, Vineyard Haven, MA 02568

    5beds
    2,330sqft
    : 
    $19,793/mo
    Get pre-qualified
    Single Family Residence
    Built in 2025
    0.28 Acres Lot
    $-- Zestimate®
    $1,414/sqft
    $-- HOA

    What's special

    Outdoor showerPrivate backyardSpacious deckAttached two-car garageCustom tile bathsOpen floor planPrivate patio
    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.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Madelyn Silvia 610-301-1692,

    Wallace & Co. Sotheby's International Realty

    Source: CCIMLS,MLS#: 22603560MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Has cooling: Yes
      Appliances
      • Included: Electric Water Heater
      Features
      • Flooring: Hardwood, Tile, Vinyl
      • Basement: Bulkhead Access,Interior Entry
      • Has fireplace: No
      Interior area
      • Total structure area: 2,330
      • Total interior livable area: 2,330 sqft

      Property

      Parking
      • Total spaces: 10
      • Parking features: Basement
      • Garage spaces: 2
      Features
      • Stories: 2
      • Exterior features: Outdoor Shower
      Lot
      • Size: 0.28 Acres
      Details
      • Parcel number: TISB M:009A B:0000 L:0014
      • Zoning: C
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding
      • Foundation: Poured
      • Roof: Asphalt, Shingle, Pitched
      Condition
      • Actual
      • New construction: No
      • Year built: 2025

      Utilities & green energy

      • Sewer: Public Sewer

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Vineyard Haven

      Financial & listing details

      • Price per square foot: $1,414/sqft
      • Tax assessed value: $1,502,800
      • Annual tax amount: $11,151
      • Date on market: 7/23/2026
      • Cumulative days on market: 3 days
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/22/2026Listed for sale$3,295,000$1,414/sqft
        Source: LINK #44734 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 02568

        Getting around

        72 / 100
        Very Walkable
        58 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Martha's Vineyard

        Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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