Vineyard Haven, MA 02568 124 Main Street

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Presented By: Idalyn Macchia Gilstad with Wallace & Co. Sotheby's -
  • MLS# 44806
  • 08/06/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 4
  • SQFT • 2,374

Home Details

Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in contemporary living. There are 5 total bedrooms, 2 on the first floor and 3 on the second floor. There are 2 en suite bedrooms, 1 on the first floor and 1 on the second floor. In addition, there are 4 full bathrooms (3 newly renovated), and a light-filled, spacious kitchen, designed to blend old world charm with modern needs. Additional updates include central air conditioning, 3 lined chimneys, and an upgraded septic system. A bluestone patio is ideal for al fresco dining and summer barbecues. And a lovely, professionally maintained backyard and garden complete the storybook picture. Perfectly positioned right across from picturesque Owen Park, this property places you at the very heart of Vineyard Haven culture and coastal convenience. Take in water views and the boat activity of scenic Vineyard Haven Harbor. Enjoy front-row access to Owen Park with the newly built town dock and the historic bandstand where you can enjoy the Vineyard Haven Band play Sunday evenings in the summer. When you want to explore further, you are a short walk from the village where there are several exciting new restaurants, a multitude of shops, and the historic Playhouse. Whether you are looking for a gracious year-round island residence, a seasonal getaway, or a desirable vacation rental income producer, this historic gem delivers on every front. Schedule your private tour today and experience the magic of Vineyard Haven living. Offer mostly furnished and equipped with some exclusions.
Presented By: Idalyn Macchia Gilstad with Wallace & Co. Sotheby's -

Interior Features for 124 Main Street

Bedrooms

Main Level Bedrooms2
Total Bedrooms5

Bathrooms

Half Baths

Other Interior Features

BasementPartial. Unfinished.
Fireplace Features3
Fireplace Y/NNo
FlooringPine
Furnished Y/NFurnished
Interior AmenitiesAC, Ins, Floor 1: Living room, sitting room, office, dining room, kitchen, 2 bedrooms - 1 with private bathroom, 1 with adjoining bathroom., Floor 2: Landing, 3 bedrooms -1 with private bathroom, 2 that share a hall bathroom.

General for 124 Main Street

AppliancesStove: Heartland, Washer: Yes
Building Area UnitsSquare Feet
CityVineyard Haven
Full Baths4
HOA Fee$
HeatingGFHA
Lot Size Square Feet8533
MLS Area1
Other StructuresDetached Garage: 14’6” x 21’ 2” Garden Shed: 14’ 6” x 10”
Property SubtypeSingle Family Residence
Property Type1 Family
SewerSeptic Tank
Standard StatusActive
StatusA
Tax Annual Amount14324
Tax Assessed Value808800
Tax Lot6
Tax Year2026
TaxOtherAnnualAssessmentAmount1137400
Total Rooms10
UtilitiesCbl
ViewHbr
Year Built1808
Year Built Effective2025
ZoningR10

Exterior for 124 Main Street

Building Area Total2374
Exterior AmenitiesPubBch, Cov, Patio, WViews, Garden
Foundation DetailsStone
Lot FeaturesYes
Lot Size Acres0.1958
Lot Size Area0.1958
Parking FeaturesYes
Water SourceTown

Additional Details

Price History

Brian Smith

Price $2,695,000
MLS#44806
List Date 08/06/2026
Property Type Single Family
Phone 508.524.7139
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