LevelSecond
124 Main St., Tisbury MA 02568
Tisbury, MA 02568 • Vineyard Haven
$2,950,000
$2,695,000
Est. $15,021/month
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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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
8.6%
Price Range
Property Timeline
Price Reduced
Aug 14, 2026
$2,695,000
$255,000
(-8.64%)
From $2,950,000 to $2,695,000 (-8.6%)
Listed for Sale
Aug 6, 2026
$2,950,000
Original listing
Agent: Idalyn Macchia Gilstad
Office: Wallace & Co. Sotheby's International Realty
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/14/2026 | ↓ Price Reduced | $2,695,000 | $255,000 | - | From $2,950,000 to $2,695,000 (-8.6%) |
| 08/06/2026 | 🏠 Listed for Sale | $2,950,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $14,324 | $1,946,200 |
Financial Details
Annual Property Tax
$14,324
Tax Year 2026
Assessed Value
$1,946,200
Facts & Features
1 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1808
Living Area
2,374 sq ft
Lot Size
0.20 acres
Bedrooms
5
Full Baths
4
Total Rooms
10
Interior
Heating
Central, Forced Air
Cooling
Central Air
Flooring
Wood
Appliances
Electric Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace
None
Fireplaces
3
Basement
Partial, Unfinished
Laundry
First Floor
Features
Bathroom
Exterior
Construction
Frame
Architecture
Cape
Roof
Shingle
Features
Patio, Storage, Garden
Pool
None
Spa
None
Fencing
None
Patio/Porch
Patio
Parking
Garage Spaces
1
Has Garage
Yes
Features
Detached, Off Street
Total Spaces
4
Utilities
Electric
None
Water
Public
Sewer
Inspection Required For Sale, Private Sewer
Gas
None
Other
For Electric Range, For Electric Oven
Financial
Annual Tax
$14,324
Assessed Value
$1,946,200
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Exclusions
Tbd
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Natural
Sq Ft Source
Public Record
Documents
None
County
Dukes
Total market time (incl. prior listings)
13 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1808
Bedrooms
5
Full Bathrooms
4
Living Area
2,374 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,374 sq ft above grade
0 sq ft below grade
LevelSecond
LevelSecond
LevelSecond
LevelFirst
LevelFirst
LevelFirst
LevelFirst
LevelFirst
LevelFirst
LevelFirst
LevelFirst
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood
Appliances:
Electric Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Bathroom
Windows:
Basement:
Partial, Unfinished
Laundry:
First Floor
Security:
Construction & Materials
Style:
Cape
Year Built:
1808
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Irregular
Heating, Cooling & Utilities
Heating:
Central, Forced Air
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Inspection Required for Sale, Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Storage, Garden
Patio & Porch:
Patio
Fencing:
Other Structures:
Lot Features:
Cleared
Road Surface:
Paved
Parking & Garage
Garage Spaces:
1
Total Parking Spaces:
4
Parking Features:
Detached, Off Street
Special Features
Fireplaces:
3
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Park
Nearby Schools
School District
Martha's Vineyard School District local
School Safety
2024-25
5.0%
Above Average
5.0%
Suspensions
1.3%
In-School
0.5% below state avg
Elementary Schools
3 schools
Vineyard Montessori School
0.3 mi
Grades PK-08
C+
Tisbury Elementary School
0.5 mi
|
#239 of 352
|
Score: 37.3
Dropped 104 spots from last year
-20.9 below state avg
312 students
Diverse
Diverse Student Body
Grades PK-08
A-
Oak Bluffs Elementary School
2.0 mi
|
#105 of 352
|
Score: 49.0
Improved 16 spots from last year
-9.2 below state avg
402 students
Diverse
Grades PK-08
High Schools
1 school
A-
Martha's Vineyard Regional High School
2.8 mi
|
#95 of 346
|
Score: 60.5
Improved 49 spots from last year
+2.3 above state avg
744 students
Diverse
19 sports
• 1,209 athletes
Strong AP Program
Rising School
Career Tech Programs
College Ready Curriculum
Grades 09-12
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Monthly Payment Breakdown
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Property Tax
$1,194
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
Total of 360 payments
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
Vineyard Haven
124 Main St., Tisbury MA 02568
Tisbury, MA 02568
Listing Information
Listing Agent
Idalyn Macchia Gilstad
Listing Office
Wallace & Co. Sotheby's International Realty
Office Phone
508-627-3313
Agent MLS ID
CT005140
Office MLS ID
AN9542
Listing Data Updated
Aug 18, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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