49 High Street, Edgartown MA 02539

Edgartown, MA 02539 • Edgartown - Downtown Edgartown

$3,995,000

Est. $20,969/month

Beds

Baths

2,733

Sq Ft

$1,462

Price/Sq Ft

0.38

Acres

1920

Year Built

Single Family Residence

Type

8 hours 59 minutes

Time on Market

Active Listed Jun 26, 2026 • MLS# 73542542 Copied!

About this home

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.

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Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

1920

Bedrooms

Full Bathrooms

Living Area

2,733 sq ft

Total Rooms

Facts & Features

2 Car Garage

Home Facts

Type Residential

Style Single Family Residence

Year Built 1920

Living Area 2,733 sq ft

Lot Size 0.38 acres

Bedrooms 5

Full Baths 3

Total Rooms 15

Interior

Heating Oil

Cooling None

Flooring Wood

Appliances Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer

Fireplace None

Fireplaces 1

Basement Partial

Laundry None

Features None

Exterior

Construction None

Architecture Cottage

Roof Shingle

Features Porch, Storage, Outdoor Shower

Pool None

Spa None

Fencing None

Patio/Porch Porch

Parking

Garage Spaces 2

Has Garage Yes

Features Detached, Storage, Off Street

Total Spaces 6

Utilities

Electric None

Water Public

Sewer Public Sewer

Gas None

Other None

Financial

Annual Tax $6,822

Assessed Value $2,751,000

Interior Features

Flooring: Wood

Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer

Interior Features:

Windows:

Basement: Partial

Laundry:

Security:

Construction & Materials

Style: Cottage

Year Built: 1920

Structure Type:

Exterior Materials:

Roof: Shingle

Foundation: Block

Heating, Cooling & Utilities

Heating: Oil

Cooling: None

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features:

Exterior & Lot

Exterior Features: Porch, Storage, Outdoor Shower

Patio & Porch: Porch

Fencing:

Other Structures:

Lot Features: Level

Road Surface:

Parking & Garage

Garage Spaces: 2

Total Parking Spaces: 6

Parking Features: Detached, Storage, Off Street

Special Features

Fireplaces: 1

Fireplace Type:

Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Public School

Location

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Neighborhood

Edgartown - Downtown Edgartown

49 High Street, Edgartown MA 02539

Edgartown, MA 02539

Walkability

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Nearby Schools

School District

Edgartown School District local

✓ School Safety 2024-25

0.0% Very Low (Safest)

↓ 5.5% below state avg

Elementary Schools

2 schools

B+

Edgartown Elementary School

0.2 mi | #121 of 352 | Score: 47.3

Improved 45 spots from last year

-10.9 below state avg

357 students Diverse

Rising School

Grades PK-08

A-

Oak Bluffs Elementary School

4.8 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

4.5 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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Homeowners Insurance $200

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Year 1

95% Interest

Year 15

50/50

Year 30

95% Principal

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Property History

Property Timeline

🏠

Listed for Sale

Jun 26, 2026

$3,995,000

Original listing

Agent: Alyssa Halisky Office: Wallace & Co. Sotheby's International Realty

Date	Event	Price	Change	$/sqft	Details
06/26/2026	🏠 Listed for Sale	$3,995,000	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Jun 26, 2026	New Listing Added	$3,995,000	—

Market Statistics

Time on Market

8 hours 59 minutes

Price per Sq Ft

$1,462

Tax History

Year	Taxes	Assessment
2026	$6,822	$2,751,000

Financial Details

Annual Property Tax

$6,822

Tax Year 2026

Assessed Value

$2,751,000

Listing Information

Listing Agent Alyssa Halisky

Listing Office Wallace & Co. Sotheby's International Realty

Agent MLS ID CN262458

Office MLS ID AN9542

Listing Data Updated Jun 26, 2026 5:13 PM 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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49 High Street, Edgartown MA 02539

About this home

Property Overview

Facts & Features

Home Facts

Interior

Exterior

Parking

Utilities

Financial

Interior Features

Construction & Materials

Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Special Features

Location

Neighborhood

Walkability

Nearby Schools

Elementary Schools

High Schools

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