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$2,695,000 -$255,000 (-8.64%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2,374 Sq. Ft.
  • 0.2 Acres
  • 1 Car Garage
  • Updated 2 days ago
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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.

Full Property Details for 124 Main St

General

  • Price: $2,695,000
  • Taxes: $14,324 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73560291
  • Updated: 8/18/2026
  • Added to Site: 15 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Bathroom 1: First
  • Bathroom 2: First
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: First
  • Bedroom 2: First
  • Bedroom 3: Second
  • Bedroom 4: Second

Other Rooms

  • Living Room: First
  • Family Room: First
  • Kitchen: First
  • Dining Room: First

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Detached, Off Street

Location

  • County: Dukes

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 2,374
  • Year Built: 1808

Lot Features

  • Lot Size (Acres): 0.2

Financial Considerations

  • Tax Amount: $14,324
  • Tax Year: 2026

Disclosures and Reports

  • Exclusions: Tbd
  • Property ID: 2449254

Listed by Wallace & Co. Sotheby's International Realty, Idalyn Macchia Gilstad

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Listing agent

— 124 Main St —

  • Idalyn Macchia Gilstad

    Wallace & Co. Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 124 Main St

School Districts:Tisbury School District, Martha's Vineyard School District
NameGradesDistance
Tisbury Elementary School
40 West William Street, Tisbury, MA 02568
PK-80.5 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-122.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 124 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Price Reduced
$2,695,000
-8.64%
MLS
8/05/2026
Listed
$2,950,000
96.67%
MLS
6/09/2022
Sold
$1,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 124 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,783
-9%
$1,688,600
-4%
2024
$14,028
15%
$1,757,900
5%
2023
$12,202
61%
$1,666,900
91%
2022
$7,573
-4%
$870,473
1%
2021
$7,894
-8%
$860,900
-7%
2020
$8,627
6%
$924,658
4%
2019
$8,128
3%
$886,400
6%
2018
$7,877
—
$833,500
-4%
2017
$7,893
6%
$866,400
6%
2016
$7,477
21%
$816,300
18%
2015
$6,190
-2%
$693,900
-8%
2014
$6,331
-1%
$754,600
—
2013
$6,399
—
$754,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Wallace & Co. Sotheby's International Realty, Idalyn Macchia Gilstad

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124 Main St., Tisbury, MA 02568 (MLS# 73560291) is a Single Family property with 5 bedrooms and 4 full bathrooms. 124 Main St. is currently listed for $2,695,000 and was received on August 05, 2026. Want to learn more about 124 Main St.? Do you have questions about finding other Single Family real estate for sale in Tisbury? You can browse all Tisbury real estate or contact a Coldwell Banker agent to request more information.

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