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49 High Street, Edgartown MA 02539

$3,995,000

Estimated $25,184/month Calculator

Single Family

5 Bedrooms

Baths

2733

Total Parking: 8 (2 Garage)

16,460 (0.38)

Built in 1920

Coming Soon! 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.

This home has been viewed 3 times

Last Checked: June 27th, 2026 at 10:38am (Source: MLS PIN #73542542)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 49 High Street, Edgartown MA 02539

Listing ID73542542

Property TypeSingle Family / Detached

Price$3,995,000 ($1,461.76/SqFt)

StyleColonial

CityEdgartown

CountyDukes

MLS AreaEdgartown

Neighborhood(s)

Garage Parking2

ZoningR5

Year Built1920

Year Built SourcePublic Records

Year Built DetailsActual

Handicap Access / Features0

Interior Features for 49 High Street, Edgartown MA 02539

Approximate Living Area Total2733

Living Area Includes BasementNo

Rooms15

Bedrooms5

Primary En Suite BathroomYes

BasementFull

CoolingSplit

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 49 High Street, Edgartown MA 02539

Approximate Lot Size (Acres)0.38

Approximate Lot Size (Square Feet)16460

Total Parking8 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction Materials

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water ViewsNo

Water Views Features

Waterfront0

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 49 High Street, Edgartown MA 02539

Lead PaintNone

UFFINo

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsFireplace Mantel In Living Room Is Excluded.

Compensation Based On

Financial Information for 49 High Street, Edgartown MA 02539

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax6822.48

Tax Year2026

Assessed Value$2,751,000

Location Information for 49 High Street, Edgartown MA 02539

Elementary SchoolEdgartown School

Middle SchoolEdgartown School

High SchoolMartha's Vineyard Regional Hs

Neighborhood(s)

MLS AreaEdgartown

Area AmenitiesWalk/jog Trails

Contact Information for 49 High Street, Edgartown MA 02539

Agent

Name: Alyssa Halisky

Office

Name: Wallace & Co. Sotheby's International Realty

Phone: 508-627-3313

Team Members

Payment Calculator

, Interest

Property Taxes 568.54

Principal & Interest 24615.92

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Wallace & Co. Sotheby's International Realty

Alyssa Halisky

Agent Phone

Office Phone

(508) 627-3313

Text Agent Call Agent Call Office

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EXIT

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