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$3,995,000

49 High Street, Edgartown MA 02539
Edgartown, MA 02539
Listed by Alyssa Halisky
Bedrooms
5
Bathrooms
3
Living area
2,733 sqft
Year built
1920

About this home

A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house, attached 1 bedroom apartment, and an oversized garage with an attached 556-square-foot barn. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown’s shops, restaurants, harbor, and village amenities.

Highlights

Fireplace

Property details

MLS #
73542542
Property type
Single Family Residence
Subdivision
Downtown Edgartown
Status
Active
Days on market
55
On market date
June 26, 2026
Stories
N/A
Garage spaces
2
Lot size
0.38 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Edgartown Elementary
0.22 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
397
Student:teacher ratio
9.0:1
District
Edgartown
Middle
None found nearby
High
Martha's Vineyard Regional High
4.54 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Mortgage calculator

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Est. monthly payment
$24,208/mo
$799,000 down
$3,196,000 loan
Principal & interest$20,729
Property tax (est.)$3,329
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 2, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.