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49 High Street, Edgartown, MA 02539

Downtown Edgartown · Dukes County

Key Facts

5Beds
3Baths
2,733Sq Ft
1920Year Built
0.38Lot (acres)
2Garage

Description

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.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Cottage

Year Built

1920

Living Area

2,733 sq ft

Lot Size

0.38 acres

Garage Spaces

2

Parking Spaces

6

Zoning

R5

Days on Market

6

MLS® Listing#

73542542

Property Features

Exterior

StorageOutdoor Shower

Appliances

Water HeaterRangeDishwasherRefrigeratorWasherDryer

Cooling

None

Heating

Oil

Flooring

Wood

Basement

Partial

Parking

DetachedStorageOff Street

Patio

Porch

Lot Features

Level

Foundation

Block

Roof

Shingle

Other Structures

Storage

Community

Park

Sewer

Public Sewer

Water Source

Public

Schools

Elementary:
Edgartown School
Middle:
Edgartown School
High:
Martha's Vineyard Regional Hs

Financial Details

HOA

None

Annual Taxes

$6,822

Tax year 2026

Assessed Value

$2,751,000

Parcel Number

3773634

Directions

High Street.

Affordability Calculator

$799,000

Estimated monthly payment

$21,263/mo

Principal $3,196,000 · Est. interest $4,458,704 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Edgartown, MA

$1,000,000
Median Listing Price
64
Median Days on Market
2,733
Median Sq Ft
$1,275
Median Price / Sq Ft
42
Active Listings
  • This home’s price is 300% above the area median.
  • Its price per sq ft is 15% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Edgartown, MA.

Location

Map showing the location of 49 High Street, Edgartown, MA 02539

Points of Interest in Edgartown, MA

Showing the Edgartown area map.

Nearby Schools

  • The Edgartown School

    Elementary · 0.2 mi away

  • Martha's Vineyard Regional High School

    Secondary · 4.5 mi away

  • Oak Bluffs Elementary School

    Elementary · 4.8 mi away

  • Tisbury Elementary

    Elementary · 6.5 mi away

  • Martha's Vineyard Regional High School

    Secondary · 6.5 mi away

  • Vineyard Montessori School

    Elementary · 6.8 mi away

  • West Tisbury School

    Elementary · 7.5 mi away

  • Island Childrens School

    School · 7.6 mi away

  • Martha's Vineyard Public Charter School

    Secondary · 7.9 mi away

  • Chilmark Elementary

    Elementary · 12.1 mi away

  • Penikese Island School

    School · 12.1 mi away

  • Children's School of Science

    School · 12.3 mi away

  • Mullen Hall School

    School · 12.5 mi away

  • Village Science Playground

    Elementary · 12.5 mi away

  • Falmouth Community School

    School · 12.6 mi away

  • Lawrence School

    Secondary · 12.6 mi away

  • Morse Pond School

    Secondary · 12.6 mi away

  • Sandpiper Nursery School

    School · 13.0 mi away

  • Teaticket Park

    School · 13.0 mi away

  • Falmouth Public Schools - Massachusetts

    School · 13.2 mi away

Commute Calculator

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
13 Young Street, Edgartown, MA$2,950,000432,208
2 Bold Meadow Road, Edgartown, MA$2,950,000432,927
15 Twenty First St N, Edgartown, MA$2,950,000484,530
10 North Bog Rd, Edgartown, MA$2,999,000553,881
49 High Street, Edgartown, MA$3,995,000532,733
23 Beetle Swamp Road, Edgartown, MA$3,995,000864,651

Moving Cost Estimate

EXIT Agents in Edgartown

Listing Courtesy: Wallace & Co. Sotheby's International Realty - 5086273313

Presented by: Alyssa Halisky

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

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Data provided by MLS Property Information Network. MLS® Listing#73542542. © 2026EXIT Realty®. All rights reserved.