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29 & 33 Lagoon Pond Road
Vineyard Haven MA 02568 US

$3,295,000

Active Listing ID 22603560
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5 bed
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4.00 Bath (4 Full)
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Lot: 0.28 Acres
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Single Family Residence

$3,295,000

Active Listing ID 22603560
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29 & 33 Lagoon Pond Road 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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Property Features

  • Facts
  • Lot Size: 0.28 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Wall Unit(s)
  • Exterior Finish: Private Yard, Outdoor Shower
  • Floor Covering: Tile, Vinyl, Hardwood
  • Roof Type: Asphalt, Shingle
  • Heating Fuels: Electric (Heating)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3295000
  • unparsedaddress: 29 & 33 Lagoon Pond Road
  • postalcity: Vineyard Haven
  • stateorprovince: MA
  • country: US
  • postalcode: 02568
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.28
  • lotsizeunits: Acres
  • lotsizearea: 0.28
  • livingarea: 2330
  • livingareaunits: Square Feet
  • latitude: 41.452978
  • longitude: -70.601433
  • listagentfullname: Madelyn Silvia
  • listagentemail: maddie@wallacemv.com
  • listagentkey: 3yd-CCIAORMA-U24134
  • listagentmlsid: U24134
  • listagentpreferredphone: 6103011692
  • listagentofficephone: 6103011692
  • listofficekey: 3yd-CCIAORMA-WALL
  • listofficemlsid: WALL
  • disclaimer: Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CCIAORMA
  • yearbuilt: 2025
  • listingcontractdate: 2026-07-21
  • countyorparish: Dukes
  • parcelnumber: TISB M:009A B:0000 L:0014
  • elementaryschooldistrict: Martha's Vineyard
  • middleorjuniorschooldistrict: Martha's Vineyard
  • highschooldistrict: Martha's Vineyard
  • appliances: Water Heater
  • cooling: Wall Unit(s)
  • constructionmaterials: Wood Siding, Shingle Siding
  • flooring: Tile, Vinyl, Hardwood
  • heating: Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 10
  • roof: Asphalt, Shingle
  • waterfrontyn: False
  • franchiseaffiliation: None
  • exteriorfeatures: Private Yard, Outdoor Shower
  • rooms: Bathroom 4, Bathroom 2, Bedroom 2, Bedroom 1, Bathroom 1, Bedroom 4, Bathroom 3, Bedroom 3, Basement, Bedroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -70.60143, 41.452976
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Wallace & Co. Sotheby's Int'l", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"maddie@wallacemv.com", "ListBrokerageCity":"Edgartown", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Wallace & Co. Sotheby's Int'l", "ListBrokeragePhone":"5086273313", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"MA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1 North Water Street", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"1 N Water Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"WALL", "ListOfficeCity":"Edgartown", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"02539", "ListOfficeStateOrProvince":"MA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Vineyard Haven, MA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/29-and-33-Lagoon-Pond-Rd_Vineyard-Haven_MA_02568_M93418-26864?f=listhub&s=CCIAORMA&m=22603560&c=rexren", "MLSModificationTimestamp":"2026-07-23 13:43:21", "Neighborhoods":[{"Description":null, "Name":"Vineyard Haven"}], "PostalCode":null, "RoomCount":11, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":11151, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/23/2026 1:45:45 PM GMT
Source Updated Date: 7/24/2026 12:47:26 AM GMT

Courtesy of: Madelyn Silvia, Wallace & Co. Sotheby's International Realty, maddie@wallacemv.com

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.