
124 Main St. Tisbury — Photo 1 of 42
Recent Drop: $255,000
$2,695,000
124 Main St., Tisbury, MA 02568
Tisbury, MA 02568 — Vineyard Haven
Beds
5
Baths
4
SqFt
2,374
Style
Single Family
Built
1808
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.
Market Value Analysis
* Analysis is based on 21 actively listed and recently sold comparable properties strictly within Tisbury, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Electric Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Park
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstDining Room
Lvl FirstKitchen
Lvl FirstFamily Room
Lvl FirstMaster Bedroom
Lvl FirstBedroom 2
Lvl FirstBedroom 3
Lvl SecondBedroom 4
Lvl SecondBedroom 5
Lvl SecondBathroom 1
Lvl FirstBathroom 2
Lvl FirstBathroom 3
Lvl SecondProperty History
$2,695,000
Was $2,950,000
Aug 14, 2026
MLS® 73560291
$2,950,000
Aug 5, 2026
MLS® 73560291
Population
9,412
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$115K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
21.5%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Dukes County
164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,374 sq ft principal dwelling). Lot size: 8,533 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Idalyn Macchia Gilstad
Listing Office: Viewpoints; Bobbi Flake Reed, Inc.
MLS® Number: 73560291
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