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139 Main Street
Vineyard Haven MA 02568 US

$3,750,000

Active Listing ID 22602196
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5 bed
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7.00 Bath (6 Full , 1 Half)
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Lot: 0.54 Acres
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Single Family Residence

$3,750,000

Active Listing ID 22602196
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139 Main Street Nestled just two blocks from Vineyard Haven's working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses--now gracefully combined into a single half-acre parcel--this home offers rare space, privacy, and timeless character in one of the island's most approachable villages. From the moment you step through the welcoming vestibule, it's clear this is a home with stories to tell. Wood plank floors, rich woodwork, and generously proportioned rooms speak to its heritage, while thoughtful updates have introduced an easy, understated luxury throughout. The kitchen has been beautifully remodeled with custom cabinetry and stone countertops. Light pours through oversized windows into gracious living and dining spaces, with a fireplace adding warmth and character to the living room. Upstairs, the primary suite offers garden views and a peaceful retreat, while guest bedrooms retain period charm with airy, sunlit appeal. Outside, the grounds feel secluded and mature--a private world behind an original wrought iron gate. Paths wind through perennial gardens and wide lawns, while a porch and flagstone patio invite lingering

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Property Features

  • Facts
  • Lot Size: 0.54 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 6
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Underground Sprinkler System, Private Yard, Outdoor Shower, Garden
  • Floor Covering: Tile, Hardwood
  • Roof Type: Shingle, Asphalt
  • Heating Fuels: Forced Air, Propane (Heating), Solar (Heating)
  • Additional Features
  • Basement
  • Fireplace
  • Patio

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3750000
  • unparsedaddress: 139 Main Street
  • postalcity: Vineyard Haven
  • stateorprovince: MA
  • country: US
  • postalcode: 02568
  • bathroomsfull: 6
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.54
  • lotsizeunits: Acres
  • lotsizearea: 0.54
  • livingarea: 4372
  • livingareaunits: Square Feet
  • latitude: 41.457771
  • longitude: -70.603014
  • listagentfullname: Leslie C Floyd
  • listagentemail: leslie@portfoliopropertiesmv.com
  • listagentkey: 3yd-CCIAORMA-U3575
  • listagentmlsid: U3575
  • listagentpreferredphone: 5082214643
  • listagentofficephone: 5082214643
  • listofficekey: 3yd-CCIAORMA-MVSCP
  • listofficemlsid: MVSCP
  • 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: 1840
  • listingcontractdate: 2025-07-17
  • countyorparish: Dukes
  • parcelnumber: TISB M:0006C B:00000 L:030.1
  • elementaryschooldistrict: Martha's Vineyard
  • middleorjuniorschooldistrict: Martha's Vineyard
  • highschooldistrict: Martha's Vineyard
  • appliances: Water Heater, Range Hood, Gas Range, Dishwasher, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Stucco
  • flooring: Tile, Hardwood
  • heating: Forced Air, Propane (Heating), Solar (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 4
  • parkingfeatures: Driveway, Off Street
  • roof: Shingle, Asphalt
  • view: Ocean
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Eat-in Kitchen, Attic Storage, Linen Closet
  • exteriorfeatures: Underground Sprinkler System, Private Yard, Outdoor Shower, Garden
  • rooms: Bedroom 5, Bathroom 5, Bedroom 2, Bedroom 4, Bathroom 7, Bathroom 2, Bathroom 3, Bedroom 1, Bathroom 6, Bathroom 4, Bedroom 3, Bathroom 1, Basement, Dining Room
  • otherstructures: Storage, Guest House
  • patioandporchfeatures: Patio, Porch
  • basement: Walk-Out Access
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -70.60301, 41.45777
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":null, "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"leslie@portfoliopropertiesmv.com", "ListBrokerageCity":null, "ListBrokerageCountry":null, "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":null, "ListBrokeragePhone":null, "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":null, "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":null, "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"MVSCP", "ListOfficeCity":null, "ListOfficeCountry":null, "ListOfficeEmail":null, "ListOfficePostalCode":null, "ListOfficeStateOrProvince":null, "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Vineyard Haven, MA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/139-Main-St_Vineyard-Haven_MA_02568_M33821-46227?f=listhub&s=CCIAORMA&m=22602196&c=rexren", "MLSModificationTimestamp":"2026-05-14 17:43:36", "Neighborhoods":[{"Description":null, "Name":"Vineyard Haven"}], "PostalCode":null, "RoomCount":11, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":20280, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/14/2026 7:25:54 PM GMT
Source Updated Date: 5/15/2026 1:01:11 PM GMT

Courtesy of: Leslie C Floyd, Portfolio Properties, leslie@portfoliopropertiesmv.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.