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124 Main St.

Tisbury, MA 02568

Offered at$2,695,000

Residential · Active · MLS #73560291
Listing Courtesy of Viewpoints; Bobbi Flake Reed, Inc. | Idalyn Macchia Gilstad

5Bedrooms
4Bathrooms
2,374Square feet
1808Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
10
Heating
Central, Forced Air
Cooling
Central Air
Flooring
Wood
Fireplaces
3

Building

Style
Single Family Residence
Year built
1808
Garage
1
Parking
4
Foundation
Irregular
Roof
Shingle

Land & utilities

Lot size
0.2 acres
Water
Public
Sewer
Inspection Required for Sale, Private Sewer
Zoning
R10

Financial

Annual taxes
$14,324
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$2,849,306

Estimated range $2,686,449$3,012,162

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Vineyard Haven

MetricThis propertyVineyard Haven
List price$2,695,000$2,195,00023% above local
Price / sq ft$1,135$96418% above local
Days on market299870% below local
Explore homes in Tisbury

Active neighborhood listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.

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About 124 Main St.

Can I schedule a private showing?

Yes. Request a tour of 124 Main St. and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.